$4,250,000 3870 Wailea Ekolu Pl. presents a rare opportunity to own a luxury ocean-view home in Wailea Golf Estates, one of South Maui’s premier gated communities within the prestigious Wailea Resort. Positioned on an exceptional lot overlooking the ocean, this 3-bedroom, 3.5-bath residence captures panoramic views of Kahoolawe, Lanai, Molokai, and Molokini. Designed to maximize its breathtaking setting, the home features a functional floor plan, ensuite bathrooms in every bedroom, and seamless indoor-outdoor living. Enjoy Maui’s spectacular sunsets and seasonal whale watching from the spacious entertaining lanai, private swimming pool, and spa.The gated Wailea Golf Estates neighborhood is set among the scenic fairways of the Wailea Blue Golf Course, offering a desirable setting within one of Maui’s most sought-after resort communities. Ideally located just minutes from South Maui’s beautiful beaches, including Keawakapu Beach and Wailea Beach, the property also offers convenient access to championship golf courses, fine dining, luxury resorts, and upscale shopping at The Shops at Wailea. Whether seeking a primary residence or a private island retreat, 3870 Wailea Ekolu Pl. offers exceptional ocean-view living and the opportunity to enjoy the best of the Wailea lifestyle. 3 Beds ⋅ 4 Baths ⋅ 411166 MLS ⋅ Fee Simple Tenure 3870 Wailea Ekolu Pl. presents a rare opportunity to own a luxury ocean-view home in Wailea Golf Estates, one of South Maui’s premier gated communities within the prestigious Wailea Resort. Positioned on an exceptional lot overlooking the ocean, this 3-bedroom, 3.5-bath residence captures panoramic views of Kahoolawe, Lanai, Molokai, and Molokini. Designed to maximize its breathtaking setting, the home features a functional floor plan, ensuite bathrooms in every bedroom, and seamless indoor-outdoor living. Enjoy Maui’s spectacular sunsets and seasonal whale watching from the spacious entertaining lanai, private swimming pool, and spa.The gated Wailea Golf Estates neighborhood is set among the scenic fairways of the Wailea Blue Golf Course, offering a desirable setting within one of Maui’s most sought-after resort communities. Ideally located just minutes from South Maui’s beautiful beaches, including Keawakapu Beach and Wailea Beach, the property also offers convenient access to championship golf courses, fine dining, luxury resorts, and upscale shopping at The Shops at Wailea. Whether seeking a primary residence or a private island retreat, 3870 Wailea Ekolu Pl. offers exceptional ocean-view living and the opportunity to enjoy the best of the Wailea lifestyle. 3870 Wailea Ekolu Pl, Kihei Listing courtesy of Hawaii Life (W).
$2,575,000 Also listed as condominium MLS# 411148. Experience effortless Wailea living in this beautifully appointed 4-bedroom. 4,5-bath single-level ocean-view residence in Kanani Wailea. Offering 2,175 sq. ft. of thoughtfully designed living space, the home enjoys beautiful ocean views and spectacular Maui sunsets. The well-appointed kitchen features a Sub-Zero refrigerator and wine cooler, along with Wolf cooktop, oven, and microwave. Sold fully furnished and move-in ready, each bedroom features its own en-suite bath. Recent updates include new flooring throughout and a beautifully remodeled primary bath. A secure private courtyard welcomes you and provides separate access to the 3-bedroom, 3.5-bath main residence and the attached guest suite, offering added privacy and a comfortable retreat for family and friends. Enjoy the convenience of a lock and leave condominium in a single family home. Ideally located near Wailea's world-class beaches, championship golf, luxury resorts, shopping, and dining, this exceptional residence offers a wonderful combination of ocean views, privacy, and relaxed Maui luxury. This is a Residential Condo. 4 Beds ⋅ 5 Baths ⋅ 411149 MLS ⋅ Fee Simple Tenure Also listed as condominium MLS# 411148. Experience effortless Wailea living in this beautifully appointed 4-bedroom. 4,5-bath single-level ocean-view residence in Kanani Wailea. Offering 2,175 sq. ft. of thoughtfully designed living space, the home enjoys beautiful ocean views and spectacular Maui sunsets. The well-appointed kitchen features a Sub-Zero refrigerator and wine cooler, along with Wolf cooktop, oven, and microwave. Sold fully furnished and move-in ready, each bedroom features its own en-suite bath. Recent updates include new flooring throughout and a beautifully remodeled primary bath. A secure private courtyard welcomes you and provides separate access to the 3-bedroom, 3.5-bath main residence and the attached guest suite, offering added privacy and a comfortable retreat for family and friends. Enjoy the convenience of a lock and leave condominium in a single family home. Ideally located near Wailea's world-class beaches, championship golf, luxury resorts, shopping, and dining, this exceptional residence offers a wonderful combination of ocean views, privacy, and relaxed Maui luxury. This is a Residential Condo. 86 Poailani Pl Unit Unit 32, Kihei Listing courtesy of Coldwell Banker Island Prop(S).
$2,490,000 Welcome to this beautifully appointed single-level residence in the prestigious gated community of Wailea Pualani Estates. Ideally positioned at the end of a peaceful cul-de-sac, it offers unmatched privacy and quiet. Designed for effortless island living and entertaining, this spacious 3-bedroom, 2-bath home offers the perfect indoor-outdoor Maui lifestyle. New Central A/C creates a cool and comfortable retreat year-round. The photovoltaic solar keeps the electric bills to a minimum. Attached to the home is a generous two-car garage with additional storage closets. In the backyard, the expansive swimming pool and hot tub are surrounded by a beautiful non-slip pebble-tile deck, creating an ideal outdoor setting. The built-in outdoor BBQ area makes entertaining effortless, whether you're hosting friends for sunset cocktails or enjoying a quiet evening at home. This home is a rare opportunity to enjoy the very best of Wailea living! Single-level comfort, exceptional outdoor amenities, and a coveted cul-de-sac location in one of Maui's most desirable communities. 3 Beds ⋅ 2 Baths ⋅ 411008 MLS ⋅ Fee Simple Tenure Welcome to this beautifully appointed single-level residence in the prestigious gated community of Wailea Pualani Estates. Ideally positioned at the end of a peaceful cul-de-sac, it offers unmatched privacy and quiet. Designed for effortless island living and entertaining, this spacious 3-bedroom, 2-bath home offers the perfect indoor-outdoor Maui lifestyle. New Central A/C creates a cool and comfortable retreat year-round. The photovoltaic solar keeps the electric bills to a minimum. Attached to the home is a generous two-car garage with additional storage closets. In the backyard, the expansive swimming pool and hot tub are surrounded by a beautiful non-slip pebble-tile deck, creating an ideal outdoor setting. The built-in outdoor BBQ area makes entertaining effortless, whether you're hosting friends for sunset cocktails or enjoying a quiet evening at home. This home is a rare opportunity to enjoy the very best of Wailea living! Single-level comfort, exceptional outdoor amenities, and a coveted cul-de-sac location in one of Maui's most desirable communities. 384 Kualono Pl Unit Lot 596, Kihei Listing courtesy of Coldwell Banker Island Prop(S).
$8,895,000 Located behind the gates of Wailea Golf Estates, 144 Halau Place is a designer-furnished, single-level contemporary residence offering privacy, ocean and golf course views, and exceptional indoor-outdoor living of over 5,000+ sq. ft. Expansive openings connect the interiors to covered lanais, a striking zero-edge infinity pool and spa, tropical landscaping, and views across the Wailea Blue Course. The property offers a private setting in the heart of Wailea and within easy walking distance to Wailea's beaches, golf, dining, shopping, and resort amenities. EXCEPTIONAL FINANCING OPPORTUNITY: An existing 2.25% fixed-rate mortgage with approximately 24.5 years remaining may be assumable by a qualified buyer, subject to lender approval and applicable requirements. Positioned on a prized lot overlooking the 18th green of the Wailea Blue Course, the property enjoys a rare duality — open sight lines to the ocean and the green, yet an exceptional sense of privacy and calm. Soaring ceilings and expansive walls of glass invite natural light to fill the interiors, dissolving the boundary between indoors and out. The outdoor spaces are anchored by a zero-edge infinity pools and spa, with built-in tiki torches to enjoy late nights under the stars. European oak flooring and contemporary finishes create a warm, refined aesthetic. The chef's kitchen features top-of-the-line Thermador appliances including a 92-bottle wine refrigerator and a built-in coffee system. The primary suite is a private retreat opening directly to the pool terrace and a separate meditation garden. A freestanding soaking tub and indoor-outdoor marble shower evoke a resort-level spa experience within the comfort of home. Two additional guest suites, privately situated on opposite wings, feature vaulted ceilings, custom walk-in wardrobes, and direct garden access — ensuring every guest enjoys their own sanctuary. Modern comforts are seamlessly integrated: Control4 automation, immersive audio, Lutron lighting, an air-conditioned oversized two-car garage, and an owned PV solar system with three Tesla backup batteries for energy independence. Mornings unfold with boats gliding quietly across the horizon. Evenings settle poolside beneath open Maui skies, the fairway and ocean beyond. Offered fully furnished, the residence invites immediate enjoyment with nothing to design, source, or wait for. Located in the Wailea Golf Estates II neighborhood, a 6.97-acre gated CPR, 144 Halau Place is a residence for those who value discretion, design, and effortless island living in Wailea’s most desirable setting. Listor is one of the owners of the property. 3 Beds ⋅ 4 Baths ⋅ 410860 MLS ⋅ Fee Simple Tenure Located behind the gates of Wailea Golf Estates, 144 Halau Place is a designer-furnished, single-level contemporary residence offering privacy, ocean and golf course views, and exceptional indoor-outdoor living of over 5,000+ sq. ft. Expansive openings connect the interiors to covered lanais, a striking zero-edge infinity pool and spa, tropical landscaping, and views across the Wailea Blue Course. The property offers a private setting in the heart of Wailea and within easy walking distance to Wailea's beaches, golf, dining, shopping, and resort amenities. EXCEPTIONAL FINANCING OPPORTUNITY: An existing 2.25% fixed-rate mortgage with approximately 24.5 years remaining may be assumable by a qualified buyer, subject to lender approval and applicable requirements. Positioned on a prized lot overlooking the 18th green of the Wailea Blue Course, the property enjoys a rare duality — open sight lines to the ocean and the green, yet an exceptional sense of privacy and calm. Soaring ceilings and expansive walls of glass invite natural light to fill the interiors, dissolving the boundary between indoors and out. The outdoor spaces are anchored by a zero-edge infinity pools and spa, with built-in tiki torches to enjoy late nights under the stars. European oak flooring and contemporary finishes create a warm, refined aesthetic. The chef's kitchen features top-of-the-line Thermador appliances including a 92-bottle wine refrigerator and a built-in coffee system. The primary suite is a private retreat opening directly to the pool terrace and a separate meditation garden. A freestanding soaking tub and indoor-outdoor marble shower evoke a resort-level spa experience within the comfort of home. Two additional guest suites, privately situated on opposite wings, feature vaulted ceilings, custom walk-in wardrobes, and direct garden access — ensuring every guest enjoys their own sanctuary. Modern comforts are seamlessly integrated: Control4 automation, immersive audio, Lutron lighting, an air-conditioned oversized two-car garage, and an owned PV solar system with three Tesla backup batteries for energy independence. Mornings unfold with boats gliding quietly across the horizon. Evenings settle poolside beneath open Maui skies, the fairway and ocean beyond. Offered fully furnished, the residence invites immediate enjoyment with nothing to design, source, or wait for. Located in the Wailea Golf Estates II neighborhood, a 6.97-acre gated CPR, 144 Halau Place is a residence for those who value discretion, design, and effortless island living in Wailea’s most desirable setting. Listor is one of the owners of the property. 144 Halau Pl, Kihei Listing courtesy of Compass-W.
$2,295,000 Tucked behind your own personal gate within the exclusive, gated neighborhood of Wailea Kai, 3150 Waiea Pl is a completely private tropical oasis just across the street from the stunning white sands of Keawakapu Beach. Set on one of the largest lots in the neighborhood, this single-level home is invisible from the road, wrapping you in lush, resort-like privacy from the moment you arrive. Newly remodeled throughout, this partially furnished home showcases a beautiful mix of travertine and hardwood flooring beneath dramatic high vaulted ceilings. Abundant windows and skylights flood every room with natural light, blurring the line between indoor and outdoor living. This thoughtful 3-bed, 3-bath home offers flexibility. The third bedroom easily functions as a home office or guest room with its hidden Murphy bed. Step outside to your own private paradise: a sparkling saltwater pool surrounded by tropical greenery, plus a fully equipped outdoor kitchen made for effortless entertaining. Go up the spiral staircase to your rooftop deck, where ocean views set the stage for sunset cocktails. As an owner, you'll have the opportunity to join the Wailea Homeowner Golf Membership, a rare privilege extended to only a select few Wailea neighborhoods. You are within the master-planned community of Wailea. You're moments from world-class shopping, championship golf, restaurants, and some of the best beaches Maui has to offer. Rarely does a property combine this level of privacy, space, and location. 3150 Waiea Pl isn't just a home — it's your own oasis paradise in one of Wailea's most coveted communities. 3 Beds ⋅ 3 Baths ⋅ 410718 MLS ⋅ Fee Simple Tenure Tucked behind your own personal gate within the exclusive, gated neighborhood of Wailea Kai, 3150 Waiea Pl is a completely private tropical oasis just across the street from the stunning white sands of Keawakapu Beach. Set on one of the largest lots in the neighborhood, this single-level home is invisible from the road, wrapping you in lush, resort-like privacy from the moment you arrive. Newly remodeled throughout, this partially furnished home showcases a beautiful mix of travertine and hardwood flooring beneath dramatic high vaulted ceilings. Abundant windows and skylights flood every room with natural light, blurring the line between indoor and outdoor living. This thoughtful 3-bed, 3-bath home offers flexibility. The third bedroom easily functions as a home office or guest room with its hidden Murphy bed. Step outside to your own private paradise: a sparkling saltwater pool surrounded by tropical greenery, plus a fully equipped outdoor kitchen made for effortless entertaining. Go up the spiral staircase to your rooftop deck, where ocean views set the stage for sunset cocktails. As an owner, you'll have the opportunity to join the Wailea Homeowner Golf Membership, a rare privilege extended to only a select few Wailea neighborhoods. You are within the master-planned community of Wailea. You're moments from world-class shopping, championship golf, restaurants, and some of the best beaches Maui has to offer. Rarely does a property combine this level of privacy, space, and location. 3150 Waiea Pl isn't just a home — it's your own oasis paradise in one of Wailea's most coveted communities. 3150 Waiea Pl, Kihei Listing courtesy of Hawaii Life (W).
$2,199,000 Welcome to Wailea Kai, where privacy, luxury, and effortless island living come together in one of Wailea’s most desirable gated communities. This immaculately maintained 3-bedroom, 2.5-bath residence feels both refined and relaxed, with soaring vaulted open-beam ceilings, abundant natural light, dark bamboo flooring, mahogany doors and cabinetry, granite countertops, and plantation shutters throughout. The open-concept living area flows seamlessly through expansive sliding glass doors to a lush tropical backyard and patio, creating an inviting indoor-outdoor setting for alfresco dining, entertaining, or unwinding beneath the Maui sky. The well-appointed kitchen features stainless-steel appliances, generous storage, a pantry, and casual dining nook, while split-system air conditioning throughout provides year-round comfort. Upstairs, the entire level is devoted to the spacious primary suite—a private sanctuary complete with a sitting area, walk-in closet, ensuite bath, and its own lanai. Just moments from Wailea Kai’s dedicated community park and an easy stroll to world-renowned Keawakapu Beach, the best of Maui’s coastal lifestyle is right outside your door, with white sand, turquoise water, and unforgettable sunsets just minutes away. Wailea’s acclaimed dining, luxury shopping, championship golf, tennis, and resort amenities are also close at hand. This private Wailea residence offers a comfortable setting for enjoying the beauty and convenience of life in one of Maui’s most sought-after communities. 3 Beds ⋅ 3 Baths ⋅ 410693 MLS ⋅ Fee Simple Tenure Welcome to Wailea Kai, where privacy, luxury, and effortless island living come together in one of Wailea’s most desirable gated communities. This immaculately maintained 3-bedroom, 2.5-bath residence feels both refined and relaxed, with soaring vaulted open-beam ceilings, abundant natural light, dark bamboo flooring, mahogany doors and cabinetry, granite countertops, and plantation shutters throughout. The open-concept living area flows seamlessly through expansive sliding glass doors to a lush tropical backyard and patio, creating an inviting indoor-outdoor setting for alfresco dining, entertaining, or unwinding beneath the Maui sky. The well-appointed kitchen features stainless-steel appliances, generous storage, a pantry, and casual dining nook, while split-system air conditioning throughout provides year-round comfort. Upstairs, the entire level is devoted to the spacious primary suite—a private sanctuary complete with a sitting area, walk-in closet, ensuite bath, and its own lanai. Just moments from Wailea Kai’s dedicated community park and an easy stroll to world-renowned Keawakapu Beach, the best of Maui’s coastal lifestyle is right outside your door, with white sand, turquoise water, and unforgettable sunsets just minutes away. Wailea’s acclaimed dining, luxury shopping, championship golf, tennis, and resort amenities are also close at hand. This private Wailea residence offers a comfortable setting for enjoying the beauty and convenience of life in one of Maui’s most sought-after communities. 30 Waikai St, Kihei Listing courtesy of Romvari Realty Ltd.
$7,800,000 Brand New Construction | Luxurious Estate Living at The Ridge, Wailea Welcome to a sprawling, brand-new estate at The Ridge in Wailea, where every detail has been curated for elevated island living. Terraced landscaping and hand-set rock walls guide you toward the hilltop entrance, offering a dramatic first glimpse of the infinity pool as you arrive. Step through the substantial solid walnut wood pivot door, flanked by bilateral side windows that flood the entry with natural light. Inside, the open-concept kitchen, dining, and living areas flow seamlessly past disappearing Fleetwood doors to a spacious lanai anchored by an infinity pool and spa. Beyond, sweeping views stretch across West Maui, Lanai, Kahoolawe, and Molokini. The lanai wraps to the south into an entertainer's dream — a full bar and BBQ area complete with a hidden large-screen TV — while a pool bath with full sauna delivers a true resort-at-home experience. The chef's kitchen is outfitted with a premium Thermador appliance suite, shaker and flat-front cabinetry, and granite countertops, plus a built-in white wine cooler and a sleek, temperature-controlled red wine storage room. Rounding out the first floor: a two-car garage, a large laundry room, a modern half bath, and a primary suite with direct lanai access, smart shower, smart toilet, double vanity, and a private outdoor soaking tub. Ascend the dramatic floating staircase, set off by a sleek modern chandelier and stone accent walls, to discover a hidden office and an open den with lanai access leading to an outdoor gathering area centered on an elegant fire pit — all framed by more sweeping ocean views. Two additional bedrooms complete the second floor: a guest suite with ensuite bath and lanai access, and a second primary suite featuring lanai access, a walk-in closet, an oversized smart shower, and a top-filling soaking tub. Home is offered fully furnished and situated on the highest elevated lot in Wailea. Quality and luxury abound — your perfect Wailea oasis awaits. 3 Beds ⋅ 4 Baths ⋅ 410468 MLS ⋅ Fee Simple Tenure Brand New Construction | Luxurious Estate Living at The Ridge, Wailea Welcome to a sprawling, brand-new estate at The Ridge in Wailea, where every detail has been curated for elevated island living. Terraced landscaping and hand-set rock walls guide you toward the hilltop entrance, offering a dramatic first glimpse of the infinity pool as you arrive. Step through the substantial solid walnut wood pivot door, flanked by bilateral side windows that flood the entry with natural light. Inside, the open-concept kitchen, dining, and living areas flow seamlessly past disappearing Fleetwood doors to a spacious lanai anchored by an infinity pool and spa. Beyond, sweeping views stretch across West Maui, Lanai, Kahoolawe, and Molokini. The lanai wraps to the south into an entertainer's dream — a full bar and BBQ area complete with a hidden large-screen TV — while a pool bath with full sauna delivers a true resort-at-home experience. The chef's kitchen is outfitted with a premium Thermador appliance suite, shaker and flat-front cabinetry, and granite countertops, plus a built-in white wine cooler and a sleek, temperature-controlled red wine storage room. Rounding out the first floor: a two-car garage, a large laundry room, a modern half bath, and a primary suite with direct lanai access, smart shower, smart toilet, double vanity, and a private outdoor soaking tub. Ascend the dramatic floating staircase, set off by a sleek modern chandelier and stone accent walls, to discover a hidden office and an open den with lanai access leading to an outdoor gathering area centered on an elegant fire pit — all framed by more sweeping ocean views. Two additional bedrooms complete the second floor: a guest suite with ensuite bath and lanai access, and a second primary suite featuring lanai access, a walk-in closet, an oversized smart shower, and a top-filling soaking tub. Home is offered fully furnished and situated on the highest elevated lot in Wailea. Quality and luxury abound — your perfect Wailea oasis awaits. 22 Halapa Pl, Kihei Listing courtesy of Hawaii Life (W).
$36,900,000 This Maui residence spans 6,517 square feet of refined luxury, featuring five spacious bedrooms and five and a half beautifully appointed bathrooms. Designed with seamless indoor-outdoor living, the home showcases breathtaking panoramic ocean views, complemented by sweeping vistas of neighboring islands. Expansive glass walls, elegant finishes, and thoughtfully curated living spaces create an atmosphere of sophistication and tranquility—perfect for both grand entertaining and private relaxation in an unparalleled island setting. Two expansive covered lanais provide exceptional spaces for dining, entertaining, and relaxing in comfort year-round, while the private spa offers the perfect retreat after a day enjoying Maui's world-class beaches and golf. Located within an exclusive gated community, the residence is just steps from multiple pools at the Makena Golf & Beach Club and offers exceptional privacy with convenient access to the club's premier amenities. Offered fully furnished and in true move-in-ready condition, the property also includes two low-mileage SUVs, allowing you to begin enjoying the island lifestyle from day one. Wake up each morning to the soothing sound of the waves and end every evening watching the sun set over the Pacific from this extraordinary oceanfront address. *Inquire separately about Membership to Makena Golf and Beach Club. This is a Residential Condo (CPR) - This is a Residential Condo Property, and this unit is approved for a main house. 5 Beds ⋅ 6 Baths ⋅ 410387 MLS ⋅ Fee Simple Tenure This Maui residence spans 6,517 square feet of refined luxury, featuring five spacious bedrooms and five and a half beautifully appointed bathrooms. Designed with seamless indoor-outdoor living, the home showcases breathtaking panoramic ocean views, complemented by sweeping vistas of neighboring islands. Expansive glass walls, elegant finishes, and thoughtfully curated living spaces create an atmosphere of sophistication and tranquility—perfect for both grand entertaining and private relaxation in an unparalleled island setting. Two expansive covered lanais provide exceptional spaces for dining, entertaining, and relaxing in comfort year-round, while the private spa offers the perfect retreat after a day enjoying Maui's world-class beaches and golf. Located within an exclusive gated community, the residence is just steps from multiple pools at the Makena Golf & Beach Club and offers exceptional privacy with convenient access to the club's premier amenities. Offered fully furnished and in true move-in-ready condition, the property also includes two low-mileage SUVs, allowing you to begin enjoying the island lifestyle from day one. Wake up each morning to the soothing sound of the waves and end every evening watching the sun set over the Pacific from this extraordinary oceanfront address. *Inquire separately about Membership to Makena Golf and Beach Club. This is a Residential Condo (CPR) - This is a Residential Condo Property, and this unit is approved for a main house. 34 Maluaka Pl Unit Unit 9, Kihei Listing courtesy of Discovery Makena Realty LLC.
$3,150,000 Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa community offers privacy and ocean, sunset, and neighbor island views. The split-level layout provides effortless living with the main level featuring a gourmet chef’s kitchen, a formal dining room, a spacious living area, a luxurious primary suite, a bedroom that serves well as a private office, a powder room, and an attached garage—all designed for comfort and style. The lower level is an entertainer’s dream, with a large den that includes a wet bar, under-counter fridge, wine fridge, and easy access to the pool deck, BBQ area, and a serene private backyard. Luxuriously appointed throughout, the home showcases crème Vienna limestone and burled eucalyptus flooring, rare green granite countertops, and custom cherry cabinetry, highlighting the attention to detail and quality craftsmanship. A laundry room and ample storage areas add to the convenience of this warm and inviting home. The garage is equipped to store your golf clubs, surfboards, and recreational gear, ensuring you are always ready for Maui’s outdoor adventures. Both a PV solar system and a solar water system are in place, thereby reducing the ecological footprint of the property, while the private backyard offers ample space for a garden, creating a perfect blend of luxury and sustainability. 4 Beds ⋅ 3 Baths ⋅ 410371 MLS ⋅ Fee Simple Tenure Located at the end of a peaceful cul-de-sac and bordering a lush greenbelt, this exceptionally designed 4 bedroom, 2.5 bathroom home in the prestigious Wailea Kialoa community offers privacy and ocean, sunset, and neighbor island views. The split-level layout provides effortless living with the main level featuring a gourmet chef’s kitchen, a formal dining room, a spacious living area, a luxurious primary suite, a bedroom that serves well as a private office, a powder room, and an attached garage—all designed for comfort and style. The lower level is an entertainer’s dream, with a large den that includes a wet bar, under-counter fridge, wine fridge, and easy access to the pool deck, BBQ area, and a serene private backyard. Luxuriously appointed throughout, the home showcases crème Vienna limestone and burled eucalyptus flooring, rare green granite countertops, and custom cherry cabinetry, highlighting the attention to detail and quality craftsmanship. A laundry room and ample storage areas add to the convenience of this warm and inviting home. The garage is equipped to store your golf clubs, surfboards, and recreational gear, ensuring you are always ready for Maui’s outdoor adventures. Both a PV solar system and a solar water system are in place, thereby reducing the ecological footprint of the property, while the private backyard offers ample space for a garden, creating a perfect blend of luxury and sustainability. 162 W Ikea Kai Pl, Kihei Listing courtesy of Hawaii Life (W).
$34,000,000 Discover a rare chance to create your legacy in Maluaka Estates, an intimate, private gated enclave of only 13 custom estates in the heart of Makena. Just moments from the golden sands of Maluaka Beach and adjacent to the world-class amenities of the Makena Golf & Beach Club, this exclusive homesite offers an unparalleled blend of luxury, privacy, and island living. More than a homesite, this is a thoughtfully curated pathway to your dream island residence. The property includes membership application rights to the club, opening the door to an extraordinary lifestyle defined by championship golf, ocean adventures, wellness experiences, and exceptional dining. Designed for ease and convenience, the property is part of a seller-organized construction program for a fully permitted, world-class luxury home. Architectural plans have already been submitted to Maui County for permit approval, allowing you to bypass years of planning and begin bringing your vision to life with confidence. Imagine mornings spent along Makena’s stunning coastline, afternoons enjoying club amenities, and evenings relaxing in a custom estate designed to embrace the beauty of island living. This is a unique opportunity to secure a place in one of South Maui’s most coveted communities and enjoy the very best of the Makena lifestyle. Disclaimer: The offering price of the lot & house package is $34,000,000. The lot sale will occur first under a separate purchase agreement. Following the successful closing of the lot, the buyer and builder are expected to enter into a separate construction agreement for the proposed residence. The home depicted in the listing is not currently under construction. All photographs, renderings, floor plans, elevations, and other visual materials are artist's conceptual renderings only and are provided solely to illustrate a potential home design. Final architectural plans, specifications, dimensions, materials, finishes, features, pricing, and other design elements are subject to change. A due diligence/design review period will be provided following the lot purchase to review the proposed home plans with the buyer. During this period, the buyer may request revisions to the design, specifications, and finishes, subject to applicable approvals, feasibility, and agreement between the parties, before construction begins. Construction will not commence until final plans, specifications, permits, budgets, and contractual terms have been approved and executed. Estimated construction timelines have not yet been finalized and will be determined after completion of the design process, permitting, and execution of the construction agreement. Any references to square footage, features, amenities, pricing, or completion dates are preliminary and subject to modification. Buyers should independently verify all information and are encouraged to consult with the seller, builder, architect, and their own advisors regarding all aspects of the proposed project. Listing information is deemed reliable but is not guaranteed. This is a Residential Condo (CPR) - This is a Residential Condo Property, and this unit approved for a main house. 4 Beds ⋅ 6 Baths ⋅ 410368 MLS ⋅ Fee Simple Tenure Discover a rare chance to create your legacy in Maluaka Estates, an intimate, private gated enclave of only 13 custom estates in the heart of Makena. Just moments from the golden sands of Maluaka Beach and adjacent to the world-class amenities of the Makena Golf & Beach Club, this exclusive homesite offers an unparalleled blend of luxury, privacy, and island living. More than a homesite, this is a thoughtfully curated pathway to your dream island residence. The property includes membership application rights to the club, opening the door to an extraordinary lifestyle defined by championship golf, ocean adventures, wellness experiences, and exceptional dining. Designed for ease and convenience, the property is part of a seller-organized construction program for a fully permitted, world-class luxury home. Architectural plans have already been submitted to Maui County for permit approval, allowing you to bypass years of planning and begin bringing your vision to life with confidence. Imagine mornings spent along Makena’s stunning coastline, afternoons enjoying club amenities, and evenings relaxing in a custom estate designed to embrace the beauty of island living. This is a unique opportunity to secure a place in one of South Maui’s most coveted communities and enjoy the very best of the Makena lifestyle. Disclaimer: The offering price of the lot & house package is $34,000,000. The lot sale will occur first under a separate purchase agreement. Following the successful closing of the lot, the buyer and builder are expected to enter into a separate construction agreement for the proposed residence. The home depicted in the listing is not currently under construction. All photographs, renderings, floor plans, elevations, and other visual materials are artist's conceptual renderings only and are provided solely to illustrate a potential home design. Final architectural plans, specifications, dimensions, materials, finishes, features, pricing, and other design elements are subject to change. A due diligence/design review period will be provided following the lot purchase to review the proposed home plans with the buyer. During this period, the buyer may request revisions to the design, specifications, and finishes, subject to applicable approvals, feasibility, and agreement between the parties, before construction begins. Construction will not commence until final plans, specifications, permits, budgets, and contractual terms have been approved and executed. Estimated construction timelines have not yet been finalized and will be determined after completion of the design process, permitting, and execution of the construction agreement. Any references to square footage, features, amenities, pricing, or completion dates are preliminary and subject to modification. Buyers should independently verify all information and are encouraged to consult with the seller, builder, architect, and their own advisors regarding all aspects of the proposed project. Listing information is deemed reliable but is not guaranteed. This is a Residential Condo (CPR) - This is a Residential Condo Property, and this unit approved for a main house. 18 Maluaka Pl Unit Unit 1, Kihei Listing courtesy of Discovery Makena Realty LLC.
$29,900,000 Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living. Designed by world-renowned architect Guy Dreier, the home is a livable work of art, featuring soaring ceilings, dramatic architectural lines, and an innovative floor plan. Step through the entryway into an entertainer’s paradise. The expansive great room flows effortlessly through large pocket doors to the oceanfront deck, where a stunning infinity-edge pool appears to spill into the sea—ideal for sunset gatherings or peaceful mornings with coffee in hand. Multiple living and dining areas, along with a dedicated service area, create an unparalleled setting for both intimate dinners and large-scale celebrations. The exquisite primary suite and three guest suites each offer private ocean-view lanais, providing serene retreats with panoramic vistas. A beautifully appointed attached Ohana unit adds exceptional flexibility for guests, extended family, or a caretaker. Move-in ready and designed for effortless hospitality, this is more than a home—it’s a true Makena masterpiece blending modern coastal luxury with the timeless beauty of Maui’s south shore. 5 Beds ⋅ 6 Baths ⋅ 407766 MLS ⋅ Fee Simple Tenure Perched on one of Makena’s most coveted cliffside locations, this contemporary direct-oceanfront estate is perfectly situated along an intimate cove, offering breathtaking, unobstructed Pacific views from nearly every room. Set on over 22,190 sq. ft. of land, this two-story, five-bedroom, five-and-a-half–bath residence is a masterpiece of luxury and Hawaii’s signature indoor–outdoor living. Designed by world-renowned architect Guy Dreier, the home is a livable work of art, featuring soaring ceilings, dramatic architectural lines, and an innovative floor plan. Step through the entryway into an entertainer’s paradise. The expansive great room flows effortlessly through large pocket doors to the oceanfront deck, where a stunning infinity-edge pool appears to spill into the sea—ideal for sunset gatherings or peaceful mornings with coffee in hand. Multiple living and dining areas, along with a dedicated service area, create an unparalleled setting for both intimate dinners and large-scale celebrations. The exquisite primary suite and three guest suites each offer private ocean-view lanais, providing serene retreats with panoramic vistas. A beautifully appointed attached Ohana unit adds exceptional flexibility for guests, extended family, or a caretaker. Move-in ready and designed for effortless hospitality, this is more than a home—it’s a true Makena masterpiece blending modern coastal luxury with the timeless beauty of Maui’s south shore. 5050 Makena Rd, Kihei Listing courtesy of Discovery Makena Realty LLC.
$2,499,000 Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, this multi-level residence lives large, with generous indoor and outdoor spaces designed for entertaining, relaxing, & enjoying the Maui lifestyle. Bay windows frame the mature tropical landscaping & fill the open-concept interior with natural light. The formal living room connects seamlessly to the dining area and kitchen, while a separate game room offers vaulted ceilings, a wet bar, built-in cabinetry, & a game table that can double as a second dining space. The spacious primary suite & two additional upstairs bedrooms also feature vaulted ceilings. A charming upper lanai brings a touch of Romeo and Juliet romance while offering a peaceful place to enjoy sunset colors, evening breezes, and star-filled skies. Outside, a large pool & hot tub are surrounded by lush tropical landscaping, creating a private backyard retreat. A convenient half bath opens directly to the pool area, helping keep wet feet out of the main living spaces. Split AC in every room provides year-round comfort, while owned solar panels help keep electric costs low. The two-car garage includes a caretaker’s quarters, adding further value and flexibility for guests, extended family, or additional living needs. Thoughtfully designed throughout, this home offers room to gather, room to unwind, & room to enjoy Wailea living to the fullest. 3 Beds ⋅ 3 Baths ⋅ 410251 MLS ⋅ Fee Simple Tenure Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, this multi-level residence lives large, with generous indoor and outdoor spaces designed for entertaining, relaxing, & enjoying the Maui lifestyle. Bay windows frame the mature tropical landscaping & fill the open-concept interior with natural light. The formal living room connects seamlessly to the dining area and kitchen, while a separate game room offers vaulted ceilings, a wet bar, built-in cabinetry, & a game table that can double as a second dining space. The spacious primary suite & two additional upstairs bedrooms also feature vaulted ceilings. A charming upper lanai brings a touch of Romeo and Juliet romance while offering a peaceful place to enjoy sunset colors, evening breezes, and star-filled skies. Outside, a large pool & hot tub are surrounded by lush tropical landscaping, creating a private backyard retreat. A convenient half bath opens directly to the pool area, helping keep wet feet out of the main living spaces. Split AC in every room provides year-round comfort, while owned solar panels help keep electric costs low. The two-car garage includes a caretaker’s quarters, adding further value and flexibility for guests, extended family, or additional living needs. Thoughtfully designed throughout, this home offers room to gather, room to unwind, & room to enjoy Wailea living to the fullest. 139 Waaula Way, Kihei Listing courtesy of Coldwell Banker Island Prop-Ku.
$3,500,000 Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedroom, 3-bath residence in Wailea Golf Estates offers a rare combination of privacy, elegance, and effortless island living. Relax and recharge with EV charging and the opportunity to add your own personal touches, making this a truly turnkey canvas for your Maui dream home. Architectural plans for a modern luxury home have been approved by the County of Maui, and are avaialble upon request. Designed for the quintessential indoor-outdoor lifestyle, the home's spacious interiors flow seamlessly to expansive lanais ideal for entertaining or quiet relaxation. Sweeping blue ocean vistas, neighbor island silhouettes, and brilliant Maui sunsets serve as your ever-changing backdrop, while lush tropical landscaping lends a serene, resort-like quality to every corner of the property. The thoughtfully designed floor plan offers generous living areas, a well-appointed kitchen, and comfortable bedrooms — two of which open directly to their own private lanais and offer panoramic views from their lanais. Whether hosting guests or savoring peaceful evenings at home, this property captures everything that makes Maui living so extraordinary. Just minutes from world-class beaches, championship golf, and fine dining. 3 Beds ⋅ 3 Baths ⋅ 410226 MLS ⋅ Fee Simple Tenure Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedroom, 3-bath residence in Wailea Golf Estates offers a rare combination of privacy, elegance, and effortless island living. Relax and recharge with EV charging and the opportunity to add your own personal touches, making this a truly turnkey canvas for your Maui dream home. Architectural plans for a modern luxury home have been approved by the County of Maui, and are avaialble upon request. Designed for the quintessential indoor-outdoor lifestyle, the home's spacious interiors flow seamlessly to expansive lanais ideal for entertaining or quiet relaxation. Sweeping blue ocean vistas, neighbor island silhouettes, and brilliant Maui sunsets serve as your ever-changing backdrop, while lush tropical landscaping lends a serene, resort-like quality to every corner of the property. The thoughtfully designed floor plan offers generous living areas, a well-appointed kitchen, and comfortable bedrooms — two of which open directly to their own private lanais and offer panoramic views from their lanais. Whether hosting guests or savoring peaceful evenings at home, this property captures everything that makes Maui living so extraordinary. Just minutes from world-class beaches, championship golf, and fine dining. 3919 Waakaula Pl, Kihei Listing courtesy of Century 21 Island Homes.
$2,350,000 Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of world-famous Keawakapu Beach. Situated on a quiet private cul-de-sac in Little Wailea Kai, this beautifully maintained 4-bedroom, 3-bath home offers the perfect blend of luxury, privacy, and effortless island living. Designed with an open-concept floor plan, the home features soaring vaulted ceilings, abundant natural light, and seamless indoor-outdoor living. Expansive sliding glass doors open to your own tropical retreat, where a resort-style in-ground pool is surrounded by lush, mature landscaping—creating a private oasis ideal for relaxing or entertaining family and friends year-round. The spacious kitchen is thoughtfully designed for gathering and entertaining, complete with a large center island, granite countertops, newer appliances, generous walk-in pantry, and an adjacent private laundry room. Split air conditioning throughout the home provides year-round comfort while maintaining the home's bright and airy island ambiance. Wailea Kai is one of South Maui's most sought-after gated communities, prized for its peaceful setting and unmatched convenience. From your front door, enjoy an easy stroll to Keawakapu Beach, consistently ranked among Maui's finest white sand beaches. Just minutes away are Wailea's celebrated championship golf courses, luxury resorts, award-winning restaurants, tennis facilities, scenic oceanfront walking paths, and the upscale boutiques and dining at The Shops at Wailea. Whether you're searching for a primary residence, second home, or luxury island retreat, 3236 Pikai Way presents a rare opportunity to own in one of Wailea's most desirable neighborhoods, where timeless island elegance meets the very best of the Maui lifestyle. Seller discloses to all parties he is a licensed Hawaii real estate broker, owns Kokua Realty, LLC and is a principal in this sale. 4 Beds ⋅ 3 Baths ⋅ 410122 MLS ⋅ Fee Simple Tenure Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of world-famous Keawakapu Beach. Situated on a quiet private cul-de-sac in Little Wailea Kai, this beautifully maintained 4-bedroom, 3-bath home offers the perfect blend of luxury, privacy, and effortless island living. Designed with an open-concept floor plan, the home features soaring vaulted ceilings, abundant natural light, and seamless indoor-outdoor living. Expansive sliding glass doors open to your own tropical retreat, where a resort-style in-ground pool is surrounded by lush, mature landscaping—creating a private oasis ideal for relaxing or entertaining family and friends year-round. The spacious kitchen is thoughtfully designed for gathering and entertaining, complete with a large center island, granite countertops, newer appliances, generous walk-in pantry, and an adjacent private laundry room. Split air conditioning throughout the home provides year-round comfort while maintaining the home's bright and airy island ambiance. Wailea Kai is one of South Maui's most sought-after gated communities, prized for its peaceful setting and unmatched convenience. From your front door, enjoy an easy stroll to Keawakapu Beach, consistently ranked among Maui's finest white sand beaches. Just minutes away are Wailea's celebrated championship golf courses, luxury resorts, award-winning restaurants, tennis facilities, scenic oceanfront walking paths, and the upscale boutiques and dining at The Shops at Wailea. Whether you're searching for a primary residence, second home, or luxury island retreat, 3236 Pikai Way presents a rare opportunity to own in one of Wailea's most desirable neighborhoods, where timeless island elegance meets the very best of the Maui lifestyle. Seller discloses to all parties he is a licensed Hawaii real estate broker, owns Kokua Realty, LLC and is a principal in this sale. 3236 Pikai Way, Kihei Listing courtesy of Kokua Realty LLC.
$3,550,000 Refined Island Living | Wailea Pualani Estates Discover elevated island living in this custom two-story residence within the desirable gated community of Wailea Pualani Estates. Offering 4 bedrooms, 3.5 baths, and over 2,800 square feet of interior living space, this thoughtfully designed home blends quality craftsmanship with effortless indoor-outdoor living. Nine-foot ceilings, abundant natural light, elegant travertine flooring, and a spacious entertainer’s kitchen create a sophisticated yet welcoming atmosphere. Expansive covered lanais, a private pool with jacuzzi, and a lovely, landscaped yard provide the perfect setting for family gatherings, outdoor enjoyment, and relaxed island living. Enhancing the home’s appeal are 69 owned photovoltaic panels and three Tesla Powerwall batteries, offering an energy-conscious lifestyle. Beautifully furnished and move-in ready, this exceptional turnkey offering allows you to settle into Maui living with ease. Enjoy close proximity to South Maui’s sought-after beaches, luxury resorts, world-class golf, and Wailea’s premier shopping and dining. A distinctive opportunity to experience the comfort, sophistication, and effortless beauty of the Wailea lifestyle. 4 Beds ⋅ 4 Baths ⋅ 409908 MLS ⋅ Fee Simple Tenure Refined Island Living | Wailea Pualani Estates Discover elevated island living in this custom two-story residence within the desirable gated community of Wailea Pualani Estates. Offering 4 bedrooms, 3.5 baths, and over 2,800 square feet of interior living space, this thoughtfully designed home blends quality craftsmanship with effortless indoor-outdoor living. Nine-foot ceilings, abundant natural light, elegant travertine flooring, and a spacious entertainer’s kitchen create a sophisticated yet welcoming atmosphere. Expansive covered lanais, a private pool with jacuzzi, and a lovely, landscaped yard provide the perfect setting for family gatherings, outdoor enjoyment, and relaxed island living. Enhancing the home’s appeal are 69 owned photovoltaic panels and three Tesla Powerwall batteries, offering an energy-conscious lifestyle. Beautifully furnished and move-in ready, this exceptional turnkey offering allows you to settle into Maui living with ease. Enjoy close proximity to South Maui’s sought-after beaches, luxury resorts, world-class golf, and Wailea’s premier shopping and dining. A distinctive opportunity to experience the comfort, sophistication, and effortless beauty of the Wailea lifestyle. 390 Pualoa Nani Pl, Kihei Listing courtesy of Engel & Volkers Maui.
$45,000,000 An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers unmatched scale, privacy, and flexibility ideal as a legacy family retreat, multi-generational compound, or secure oceanfront enclave. Expansive decks from 2 distinct residences project toward the horizon, capturing sweeping panoramic views from Makena to the West Maui Mountains, with year-round sunsets and an ever-changing Pacific backdrop. A gated footpath leads to a secluded stretch of sand known as “Secret Beach,” offering rare, near-private access just steps from your door. Opportunities of this magnitude—two contiguous oceanfront parcels with elevation, privacy, and direct beach access—are extraordinarily limited. Offered together, this is a chance to secure a one-of-one compound in a supply-constrained market where replacement is simply not possible. Minutes from Wailea’s world-class golf, dining, and shopping, yet worlds apart in privacy and setting. Legacy property. Irreplaceable location. Finite opportunity. **Disclosure, some images have been virtually staged** 8 Beds ⋅ 8 Baths ⋅ 409860 MLS ⋅ Fee Simple Tenure An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers unmatched scale, privacy, and flexibility ideal as a legacy family retreat, multi-generational compound, or secure oceanfront enclave. Expansive decks from 2 distinct residences project toward the horizon, capturing sweeping panoramic views from Makena to the West Maui Mountains, with year-round sunsets and an ever-changing Pacific backdrop. A gated footpath leads to a secluded stretch of sand known as “Secret Beach,” offering rare, near-private access just steps from your door. Opportunities of this magnitude—two contiguous oceanfront parcels with elevation, privacy, and direct beach access—are extraordinarily limited. Offered together, this is a chance to secure a one-of-one compound in a supply-constrained market where replacement is simply not possible. Minutes from Wailea’s world-class golf, dining, and shopping, yet worlds apart in privacy and setting. Legacy property. Irreplaceable location. Finite opportunity. **Disclosure, some images have been virtually staged** 4640 & 4650 Makena Rd, Kihei Listing courtesy of Hawaii Life (W).
$26,500,000 THE ULTIMATE MAUI DREAM . . A Makena Generational Oceanside Retreat offering 8B|8B resort-style living with separate oceanside pool home, features smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate. In a world moving faster than ever, it is intentionally crafted for life to slow down. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” The compound offers a vast combination of energy efficiency, self-sufficiency and refined comfort featuring what we are told is the largest residential Tesla Solar Roof in the US installed in 2024. Extensively upgraded under the current owner with substantial infrastructure, aesthetic and technology enhancements, the property is now offered well below current replacement cost. The Makena community remains one of Maui’s most coveted luxury destinations. The current property manager offers lock-and-leave convenience. The luxurious amenities are endless with privately separated interior living areas offering exceptional craftsmanship, premium wood finishes, floor-to-ceiling bifold glass doors, elevator, gourmet kitchen, exercise area, massage room, sauna, and steam shower. The dramatic custom water features include a puka lava entry waterfall with pond and interior floor-to-ceiling water feature at the base of the floating staircase. The additional luxury oceanside pool home with its oversized heated pool includes its own gourmet kitchen, Italian brick pizza oven and rear projection entertainment system. Combined with many additional features parking is a breeze with a 4+car garage and generous additional parking areas. 6 Beds ⋅ 6 Baths ⋅ 409734 MLS ⋅ Fee Simple Tenure THE ULTIMATE MAUI DREAM . . A Makena Generational Oceanside Retreat offering 8B|8B resort-style living with separate oceanside pool home, features smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate. In a world moving faster than ever, it is intentionally crafted for life to slow down. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” The compound offers a vast combination of energy efficiency, self-sufficiency and refined comfort featuring what we are told is the largest residential Tesla Solar Roof in the US installed in 2024. Extensively upgraded under the current owner with substantial infrastructure, aesthetic and technology enhancements, the property is now offered well below current replacement cost. The Makena community remains one of Maui’s most coveted luxury destinations. The current property manager offers lock-and-leave convenience. The luxurious amenities are endless with privately separated interior living areas offering exceptional craftsmanship, premium wood finishes, floor-to-ceiling bifold glass doors, elevator, gourmet kitchen, exercise area, massage room, sauna, and steam shower. The dramatic custom water features include a puka lava entry waterfall with pond and interior floor-to-ceiling water feature at the base of the floating staircase. The additional luxury oceanside pool home with its oversized heated pool includes its own gourmet kitchen, Italian brick pizza oven and rear projection entertainment system. Combined with many additional features parking is a breeze with a 4+car garage and generous additional parking areas. 7505 Makena Rd, Kihei Listing courtesy of Compass-W.
$2,550,000 Also listed as Condo MLS# 409467. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities. 4 Beds ⋅ 4 Baths ⋅ 409490 MLS ⋅ Fee Simple Tenure Also listed as Condo MLS# 409467. In the best location in Kanani Wailea, adjacent to expansive open space and unobstructed ocean views, this exceptional single-level residence offers the community’s most desirable floor plan. Located in an exclusive gated enclave of just 38 detached residential condominiums, this beautifully appointed 4-bedroom, 4-bath home blends luxury, privacy, and effortless island living. The 2,129 sq. ft. interior features an open-concept design filled with natural light and quality finishes like Hunter Douglas interior blinds and remote exterior blinds. The recently remodeled kitchen features top-of-the-line appliances like Wolf and Sub-Zero. Modern upgrades include the latest Wi-Fi system, a multi-zone Sonos sound system throughout, and a security system for added convenience and peace of mind. Two true primary suites offer spacious walk-in closets and large double-vanity baths, each remodeled with Toto Washlets. A third bedroom is located in the main living area with a full bath just across the hall, while the fourth bedroom and bath are privately situated off the courtyard—ideal for guests or extended family. Offered fully furnished and turn-key, the home includes a complete inventory of housewares and essentials, making it ready for immediate enjoyment or effortless second-home ownership. Lovely ocean views with dreamy sunsets from your large, private lanai, and the ease of lock-and-leave ownership make this home especially appealing. Association-maintained landscaping enhances the carefree lifestyle. Kanani Wailea amenities include a heated infinity-edge pool, spa, fitness room, and cabana with full kitchen. Just minutes from Wailea’s world-class beaches, golf, dining, and shopping, this is a rare opportunity to own in one of South Maui’s most coveted communities. 100 Poailani Pl Unit 29, Kihei Listing courtesy of McEntire Realty.
$1,995,000 Set within the prestigious Wailea Pualani Estates, this 3-bedroom, 2.5-bath residence with an additional office/media room offers refined island living with a seamless indoor-outdoor flow. The private backyard is designed for entertaining, featuring a saline heated pool with waterfall features, surrounded by lush, mature landscaping. The ocean-view primary suite includes a private lanai, creating a peaceful space to take in Maui’s sunsets. Recent upgrades include a new standing seam metal roof, owned photovoltaic system with two Tesla backup batteries, new split A/C units, and a freshly painted interior. Ideally located just minutes from Wailea’s world-class beaches, golf, dining, and resorts, this is an exceptional opportunity in one of South Maui’s most sought-after communities. 3 Beds ⋅ 3 Baths ⋅ 409250 MLS ⋅ Fee Simple Tenure Set within the prestigious Wailea Pualani Estates, this 3-bedroom, 2.5-bath residence with an additional office/media room offers refined island living with a seamless indoor-outdoor flow. The private backyard is designed for entertaining, featuring a saline heated pool with waterfall features, surrounded by lush, mature landscaping. The ocean-view primary suite includes a private lanai, creating a peaceful space to take in Maui’s sunsets. Recent upgrades include a new standing seam metal roof, owned photovoltaic system with two Tesla backup batteries, new split A/C units, and a freshly painted interior. Ideally located just minutes from Wailea’s world-class beaches, golf, dining, and resorts, this is an exceptional opportunity in one of South Maui’s most sought-after communities. 3386 E Lani Ikena Way, Kihei Listing courtesy of Compass-W.
$18,900,000 Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home features 4 bedrooms and 4 full and 2 half baths, designed for comfortable indoor-outdoor living. The large open kitchen flows seamlessly into the main living area, perfect for entertaining family and friends. Outside, a private pool and spa create a relaxing retreat surrounded by the beauty and tranquility of Makena. Rarely available and exceptionally located, this property offers privacy, exclusivity, and effortless access to one of Maui’s most beloved beaches. This offering affords the new owner to apply for membership to Makena Golf and Beach Club. This offering is a standalone home within Makena Sunset, a Residential Condominium. 4 Beds ⋅ 5 Baths ⋅ 409020 MLS ⋅ Fee Simple Tenure Experience the best of South Maui living in this exclusive Makena Sunset residence, ideally located directly across from Maluaka Beach, Makena, Maui. Enter through a private gated entry to one of only four homes in this intimate and highly sought-after neighborhood. Enjoy the ultimate island lifestyle with the beach just steps away for snorkeling, swimming, and sunsets. This spacious home features 4 bedrooms and 4 full and 2 half baths, designed for comfortable indoor-outdoor living. The large open kitchen flows seamlessly into the main living area, perfect for entertaining family and friends. Outside, a private pool and spa create a relaxing retreat surrounded by the beauty and tranquility of Makena. Rarely available and exceptionally located, this property offers privacy, exclusivity, and effortless access to one of Maui’s most beloved beaches. This offering affords the new owner to apply for membership to Makena Golf and Beach Club. This offering is a standalone home within Makena Sunset, a Residential Condominium. 5417 Makena Rd Unit 2, Kihei Listing courtesy of Discovery Makena Realty LLC.
$4,495,000 3943 Wailea Ekolu is one of Wailea Golf Estates' most distinctive ocean-view Residences, offering Panoramic Ocean, Outer-Island & Mountain Views, Estate-Scale Living, Timeless Architectural Character, and a Premier Golf-Frontage Setting. Encompassing approximately 4,355 square feet, this expansive residence features 3 bedrooms, an office/den, 4 full bathrooms, a spacious great room, and an additional living room that opens seamlessly to the pool and outdoor entertaining area. Designed with enduring craftsmanship, generous proportions, and a grand sense of arrival, the home showcases architectural details rarely found in today's newer luxury residences. From the moment you enter, arched mahogany-and-glass entry doors accented with African Wenge welcome you into a dramatic curved vestibule, where rounded plaster walls, rich mahogany millwork, and a grand staircase immediately reveal the craftsmanship and architectural character that define this remarkable home. Two en-suite bedrooms located on the ground floor each enjoys its own outdoor space—ideal should you want to have SINGLE FLOOR-PLAN LIVING. Upstairs, a PRIVATE SANCTUARY awaits: the approx. 1,581 sq. ft. primary bedroom suite and den offer exceptional PRIVACY and unparalleled OCEAN AND OUTER ISLAND VIEWS WITH WRAP AROUND LANAIS, along with impressive Haleakala vistas that shift beautifully with the light. The generous kitchen opens to a bright great room with SLIDING WALLS OF GLASS on two sides—inviting lovely cross-ventilation and framing views to the sparkling PACIFIC OCEAN. The formal living room offers a warm focal fireplace, natural cedar ceiling, and a recessed art niche. Expansive sliders from the great room and living room open to an OCEAN VIEW POOL AND SPA with a SPACIOUS TILED SUN DECK, made for sunset lounging and DINING AL FRESCO UNDER THE STARS. The layout is wonderfully open, yet intentionally defined, with sight lines that draw you toward the outdoors and the enchanting views beyond. This home is a LUMINOUS LIGHT-FILLED CANVAS—ready for your vision: an extraordinary opportunity to re-imagine and elevate a residence of substance, scale, & soul. Set within the prestigious gated Wailea Golf Estates, backing to the 11th fairway of the Wailea Blue Course, and moments to Wailea’s world-class beaches, dining, shopping, golf, tennis, water sports, and spas. 3 Beds ⋅ 4 Baths ⋅ 408559 MLS ⋅ Fee Simple Tenure 3943 Wailea Ekolu is one of Wailea Golf Estates' most distinctive ocean-view Residences, offering Panoramic Ocean, Outer-Island & Mountain Views, Estate-Scale Living, Timeless Architectural Character, and a Premier Golf-Frontage Setting. Encompassing approximately 4,355 square feet, this expansive residence features 3 bedrooms, an office/den, 4 full bathrooms, a spacious great room, and an additional living room that opens seamlessly to the pool and outdoor entertaining area. Designed with enduring craftsmanship, generous proportions, and a grand sense of arrival, the home showcases architectural details rarely found in today's newer luxury residences. From the moment you enter, arched mahogany-and-glass entry doors accented with African Wenge welcome you into a dramatic curved vestibule, where rounded plaster walls, rich mahogany millwork, and a grand staircase immediately reveal the craftsmanship and architectural character that define this remarkable home. Two en-suite bedrooms located on the ground floor each enjoys its own outdoor space—ideal should you want to have SINGLE FLOOR-PLAN LIVING. Upstairs, a PRIVATE SANCTUARY awaits: the approx. 1,581 sq. ft. primary bedroom suite and den offer exceptional PRIVACY and unparalleled OCEAN AND OUTER ISLAND VIEWS WITH WRAP AROUND LANAIS, along with impressive Haleakala vistas that shift beautifully with the light. The generous kitchen opens to a bright great room with SLIDING WALLS OF GLASS on two sides—inviting lovely cross-ventilation and framing views to the sparkling PACIFIC OCEAN. The formal living room offers a warm focal fireplace, natural cedar ceiling, and a recessed art niche. Expansive sliders from the great room and living room open to an OCEAN VIEW POOL AND SPA with a SPACIOUS TILED SUN DECK, made for sunset lounging and DINING AL FRESCO UNDER THE STARS. The layout is wonderfully open, yet intentionally defined, with sight lines that draw you toward the outdoors and the enchanting views beyond. This home is a LUMINOUS LIGHT-FILLED CANVAS—ready for your vision: an extraordinary opportunity to re-imagine and elevate a residence of substance, scale, & soul. Set within the prestigious gated Wailea Golf Estates, backing to the 11th fairway of the Wailea Blue Course, and moments to Wailea’s world-class beaches, dining, shopping, golf, tennis, water sports, and spas. 3943 Wailea Ekolu Pl, Kihei Listing courtesy of Maui Real Estate Advisors LLC.
$3,870,000 The newly completed Wailea estate blends contemporary design with Maui’s natural beauty. Ocean-view living with seamless indoor-outdoor flow, abundant natural light, and locally inspired textures. Open-concept great room features panoramic ocean views, floor-to-ceiling glass, hardwood floors, and natural stone. Chef’s kitchen with waterfall stone island, premium appliances, and custom cabinetry. Luxurious bedroom suites offer spa-style baths, private lanais, and ocean or garden views. Resort-style outdoor living includes a lap pool, spa, Baja shelf, and tropical landscaping. Sustainable features include solar, smart home automation, and energy-efficient systems. Prime Wailea location near world-class beaches, golf, dining, and luxury resorts. One of the listing agents is the seller. 4 Beds ⋅ 5 Baths ⋅ 408523 MLS ⋅ Fee Simple Tenure The newly completed Wailea estate blends contemporary design with Maui’s natural beauty. Ocean-view living with seamless indoor-outdoor flow, abundant natural light, and locally inspired textures. Open-concept great room features panoramic ocean views, floor-to-ceiling glass, hardwood floors, and natural stone. Chef’s kitchen with waterfall stone island, premium appliances, and custom cabinetry. Luxurious bedroom suites offer spa-style baths, private lanais, and ocean or garden views. Resort-style outdoor living includes a lap pool, spa, Baja shelf, and tropical landscaping. Sustainable features include solar, smart home automation, and energy-efficient systems. Prime Wailea location near world-class beaches, golf, dining, and luxury resorts. One of the listing agents is the seller. 3378 E Lani Ikena Way, Kihei Listing courtesy of Coldwell Banker Island Prop-Ku.
$2,500,000 Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a unique living style with the master on the main level and 2 bedrooms tucked away separately with a jack & jill bath, all 3 with vaulted ceilings. The master has a large lanai that overlooks the pool and lawn area. A major remodel of the living room and kitchen were completed last year, including all new appliances and furnishings. Relax in the openness of the living room and kitchen, which includes a large island with numerous sitting spaces, all overlooking the pool through numerous windows and sliding doors. Enjoy the large pool and covered lanai's with a very private feel with no road noise, surrounded by beautiful gardens and fruit trees. Split A/C units in the living room and all 3 bedrooms. Capitalize on very low electric bills with 22 owned solar panels under the banked system, and a solar hot water system. 2 car garage. Located at the end of a quiet cul-de-sac. 3 Beds ⋅ 3 Baths ⋅ 408470 MLS ⋅ Fee Simple Tenure Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a unique living style with the master on the main level and 2 bedrooms tucked away separately with a jack & jill bath, all 3 with vaulted ceilings. The master has a large lanai that overlooks the pool and lawn area. A major remodel of the living room and kitchen were completed last year, including all new appliances and furnishings. Relax in the openness of the living room and kitchen, which includes a large island with numerous sitting spaces, all overlooking the pool through numerous windows and sliding doors. Enjoy the large pool and covered lanai's with a very private feel with no road noise, surrounded by beautiful gardens and fruit trees. Split A/C units in the living room and all 3 bedrooms. Capitalize on very low electric bills with 22 owned solar panels under the banked system, and a solar hot water system. 2 car garage. Located at the end of a quiet cul-de-sac. 3142 Waiea Pl, Kihei Listing courtesy of Coldwell Banker Island Prop-Ku.
$9,495,000 NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - 4891sf under roof- Oversized 2-car garage - 52 owned PV solar panels - 4 Tesla backup batteries - EV charger- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15 ft vaulted imperial plaster great room ceiling & walls - Recessed 2” square LED lighting - Elevated design wall & ceiling light fixtures- European white oak herringbone flooring- 8' redefined interior doors & hardware- Fully lit wall shelving- Mollteni & C gourmet Italian designed kitchen - Sunrise Oak cabinetry- Miele Premium Appliances- Push open Miele refrigerator- Wine refrigerator - Breccia Capraia marble countertops- Kallista Juxtapose Faucet- Additional Butler’s kitchen- Primary suite showcases a spa-inspired bath with floor-to-ceiling Calacatta Viola quartzite & freestanding soaking tub - Refined brass - The most exciting new luxury release to hit the market. A brand new single-level ocean view smart home that truly makes you say WOW. A 2025 Wailea Cohen Development Group design- Clean architectural lines- Bright & sophisticated - Contemporary architecture- Refined natural materials- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision. 4 Beds ⋅ 5 Baths ⋅ 408267 MLS ⋅ Fee Simple Tenure NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - 4891sf under roof- Oversized 2-car garage - 52 owned PV solar panels - 4 Tesla backup batteries - EV charger- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15 ft vaulted imperial plaster great room ceiling & walls - Recessed 2” square LED lighting - Elevated design wall & ceiling light fixtures- European white oak herringbone flooring- 8' redefined interior doors & hardware- Fully lit wall shelving- Mollteni & C gourmet Italian designed kitchen - Sunrise Oak cabinetry- Miele Premium Appliances- Push open Miele refrigerator- Wine refrigerator - Breccia Capraia marble countertops- Kallista Juxtapose Faucet- Additional Butler’s kitchen- Primary suite showcases a spa-inspired bath with floor-to-ceiling Calacatta Viola quartzite & freestanding soaking tub - Refined brass - The most exciting new luxury release to hit the market. A brand new single-level ocean view smart home that truly makes you say WOW. A 2025 Wailea Cohen Development Group design- Clean architectural lines- Bright & sophisticated - Contemporary architecture- Refined natural materials- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision. 184 Lolowaa Pl, Kihei Listing courtesy of Compass-W.
$1,750,000 Motivated Seller — Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is highly motivated, presenting an extraordinary opportunity to secure a beautifully upgraded residence in Wailea Kai, one of South Maui’s most desirable gated communities. This is your chance to capture timeless island luxury with unmatched value in today's market. Designed for effortless comfort, this inviting two-level home perfectly blends a smart, functional layout with modern updates. True single-level living defines the main floor, which hosts the primary bedroom suite, a beautifully renovated kitchen, an airy great room, expansive Ipe decks, a private spa/hot tub, and the garage. Living without daily stairs makes this setup incredibly convenient, while the lower level features three additional bedrooms, offering excellent privacy and flexibility for family or guests. Inside, the open layout shines with soaring vaulted ceilings that flood the living spaces with natural light. The chef's kitchen features granite countertops, high-end appliances, and modern fixtures, while rich bamboo flooring and upgraded lighting add warmth and sophistication throughout. Sliding glass doors seamlessly connect the indoor spaces to a lush, private garden retreat, creating an ideal setting for al fresco dining and tropical relaxation. Located just a short walk to world-famous Keawakapu Beach, this property perfectly balances neighborhood tranquility with ultimate coastal convenience. Residents enjoy secure gated entry and immediate proximity to Wailea’s renowned championship golf courses, five-star resorts, and premier dining and shopping. Whether you’re seeking a full-time residence, a vacation retreat, or a sharp investment, the seller’s motivation makes 53 Waikai the ultimate Wailea opportunity. Act fast and bring your offer today! 4 Beds ⋅ 3 Baths ⋅ 407427 MLS ⋅ Fee Simple Tenure Motivated Seller — Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is highly motivated, presenting an extraordinary opportunity to secure a beautifully upgraded residence in Wailea Kai, one of South Maui’s most desirable gated communities. This is your chance to capture timeless island luxury with unmatched value in today's market. Designed for effortless comfort, this inviting two-level home perfectly blends a smart, functional layout with modern updates. True single-level living defines the main floor, which hosts the primary bedroom suite, a beautifully renovated kitchen, an airy great room, expansive Ipe decks, a private spa/hot tub, and the garage. Living without daily stairs makes this setup incredibly convenient, while the lower level features three additional bedrooms, offering excellent privacy and flexibility for family or guests. Inside, the open layout shines with soaring vaulted ceilings that flood the living spaces with natural light. The chef's kitchen features granite countertops, high-end appliances, and modern fixtures, while rich bamboo flooring and upgraded lighting add warmth and sophistication throughout. Sliding glass doors seamlessly connect the indoor spaces to a lush, private garden retreat, creating an ideal setting for al fresco dining and tropical relaxation. Located just a short walk to world-famous Keawakapu Beach, this property perfectly balances neighborhood tranquility with ultimate coastal convenience. Residents enjoy secure gated entry and immediate proximity to Wailea’s renowned championship golf courses, five-star resorts, and premier dining and shopping. Whether you’re seeking a full-time residence, a vacation retreat, or a sharp investment, the seller’s motivation makes 53 Waikai the ultimate Wailea opportunity. Act fast and bring your offer today! 53 Waikai St, Kihei Listing courtesy of Compass-W.
$23,000,000 Set on one acre surrounded by 6ft stone walls, 7595 Makena Road is a contemporary Makena residence defined by privacy, endless ocean views, and an exceptional connection to its surroundings. Completed in 2022, the home offers 4,778 square feet of interior living space with four en-suite bedrooms, 4.5 bathrooms, and thoughtfully designed spaces that open naturally to the outdoors. Expansive glass draws the Pacific and surrounding landscape into the home, while a 995-square-foot covered lanai extends the main living areas outside. Generous proportions create an effortless setting for both quiet everyday living and entertaining, with each bedroom suite offering privacy for family and guests. Modern amenities include an elevator, integrated smart-home technology, and an 870-square-foot three-car garage. Together with the residence and covered lanai, the property encompasses approximately 6,643 square feet of combined space. Across Makena Road, the coastline near Ahihi Bay provides a dramatic backdrop of clear water, rugged shoreline, and memorable sunsets. The setting feels removed and private, yet the resorts, dining, golf, shopping, and amenities of Wailea remain within a few minutes reach. What distinguishes 7595 Makena Road is the balance it achieves: contemporary architecture without losing its connection to Maui, substantial scale without sacrificing intimacy, and a private Makena setting centered on the landscape and ocean beyond. For those seeking a modern home in one of South Maui’s most compelling coastal settings, 7595 Makena Road offers a rare opportunity to experience Makena with space, privacy, and the Pacific always close at hand. 4 Beds ⋅ 5 Baths ⋅ 402062 MLS ⋅ Fee Simple Tenure Set on one acre surrounded by 6ft stone walls, 7595 Makena Road is a contemporary Makena residence defined by privacy, endless ocean views, and an exceptional connection to its surroundings. Completed in 2022, the home offers 4,778 square feet of interior living space with four en-suite bedrooms, 4.5 bathrooms, and thoughtfully designed spaces that open naturally to the outdoors. Expansive glass draws the Pacific and surrounding landscape into the home, while a 995-square-foot covered lanai extends the main living areas outside. Generous proportions create an effortless setting for both quiet everyday living and entertaining, with each bedroom suite offering privacy for family and guests. Modern amenities include an elevator, integrated smart-home technology, and an 870-square-foot three-car garage. Together with the residence and covered lanai, the property encompasses approximately 6,643 square feet of combined space. Across Makena Road, the coastline near Ahihi Bay provides a dramatic backdrop of clear water, rugged shoreline, and memorable sunsets. The setting feels removed and private, yet the resorts, dining, golf, shopping, and amenities of Wailea remain within a few minutes reach. What distinguishes 7595 Makena Road is the balance it achieves: contemporary architecture without losing its connection to Maui, substantial scale without sacrificing intimacy, and a private Makena setting centered on the landscape and ocean beyond. For those seeking a modern home in one of South Maui’s most compelling coastal settings, 7595 Makena Road offers a rare opportunity to experience Makena with space, privacy, and the Pacific always close at hand. 7595 Makena Rd, Kihei Listing courtesy of Compass-W.