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Perfectly positioned on a rare elevated promontory directly above the revered Wailea beach walk, this front-row residence boasts commanding, unobstructed ocean, outer island, and verdant coastline views from throughout the main living area. You are as close to the ocean as Wailea allows. The arrival sets the tone. A light-filled atrium, lush with tropical specimens, leads to the book-matched Hawaiian Koa wood front door; and beyond, the ever-changing coastal panorama. Upon entering there is a visceral feeling of serenity and tranquility amidst the understated quiet elegance of this spacious environment. Floor-to-ceiling windows and retractable glass sliders invite the outdoors in, opening to entertaining lanai areas for enjoying alfresco dining and spectacular sunsets. This experience reaches into your senses and holds you there, suspended between sea and sky. The interiors are composed with sand-toned limestone floors, stone-like wall covering in living area, stone walls in dining area, and hand-cast glass tiled walls, creating a calm, luminous foundation. The juxtaposition of these textures is intentional and refined: nothing competes, everything complements. Recessed LED art lighting and concealed perimeter motorized shades throughout respond to the one-touch Lutron system, so the atmosphere of every room shifts with effortless precision. The kitchen is a chef's environment in the fullest sense. Warm-toned Taj Mahal Quartzite counters and elegant soft-close Eggersmann cabinetry surround an expansive island outfitted with an abundance of drawers and functional pull-outs. The appliance suite is equally considered: a Sub Zero refrigerator plus two built-in cooler drawers, Wolf double ovens, a Wolf convection glass cooktop, and a Miele ultra-quiet dishwasher. Culinary creativity has everything it requires, and the spectacular views from the kitchen ensure the experience of preparing a meal is as pleasurable as the meal itself. The primary suite is a sanctuary of quiet refinement. Light-filled and serene, it features a walk-in closet with custom built-ins and an en-suite bathroom, featuring Watermark fixtures, where the ritual of daily life takes on the unhurried quality of a private resort. The first guest suite with en-suite bath is gracious with Italian light fixtures and a custom glass on glass corner window affording lots of light. The second guest suite offers a trundle bed and an en-suite bathroom of equal refinement, one that transitions gracefully to a powder room when entertaining. Every bathroom throughout the residence is surfaced in floor-to-ceiling porcelain or exquisite custom glass tile and under counter lighting, details that speak to the level of care applied to every surface in this residence. This turn-key furnished residence, with nearly new central AC system, has been impeccably maintained and is offered in pristine condition. Set across 28 oceanfront acres bordered by two of Maui's finest beaches and adjacent to the Four Seasons and Fairmont Kea Lani Resorts, Wailea Point is a gated enclave in a luxury category of its own. Two resort-quality pool pavilions, a fully equipped gym, lighted tennis and pickleball courts, a cold plunge, multiple BBQ areas, and 24-hour roving security form a community that supports both the desire for privacy and the ease of a fully activated resort lifestyle. World-class dining, championship golf, fine shopping, hiking, and diving are all moments away. Front row, Elevated and Private is not a combination that comes available often. Wailea Point 1103 is a perfect blend of privacy, luxury and breathtaking natural beauty.

3 Beds ⋅ 3 Baths ⋅ 409699 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.

Perfectly positioned on a rare elevated promontory directly above the revered Wailea beach walk, this front-row residence boasts commanding, unobstructed ocean, outer island, and verdant coastline views from throughout the main living area. You are as close to the ocean as Wailea allows. The arrival sets the tone. A light-filled atrium, lush with tropical specimens, leads to the book-matched Hawaiian Koa wood front door; and beyond, the ever-changing coastal panorama. Upon entering there is a visceral feeling of serenity and tranquility amidst the understated quiet elegance of this spacious environment. Floor-to-ceiling windows and retractable glass sliders invite the outdoors in, opening to entertaining lanai areas for enjoying alfresco dining and spectacular sunsets. This experience reaches into your senses and holds you there, suspended between sea and sky. The interiors are composed with sand-toned limestone floors, stone-like wall covering in living area, stone walls in dining area, and hand-cast glass tiled walls, creating a calm, luminous foundation. The juxtaposition of these textures is intentional and refined: nothing competes, everything complements. Recessed LED art lighting and concealed perimeter motorized shades throughout respond to the one-touch Lutron system, so the atmosphere of every room shifts with effortless precision. The kitchen is a chef's environment in the fullest sense. Warm-toned Taj Mahal Quartzite counters and elegant soft-close Eggersmann cabinetry surround an expansive island outfitted with an abundance of drawers and functional pull-outs. The appliance suite is equally considered: a Sub Zero refrigerator plus two built-in cooler drawers, Wolf double ovens, a Wolf convection glass cooktop, and a Miele ultra-quiet dishwasher. Culinary creativity has everything it requires, and the spectacular views from the kitchen ensure the experience of preparing a meal is as pleasurable as the meal itself. The primary suite is a sanctuary of quiet refinement. Light-filled and serene, it features a walk-in closet with custom built-ins and an en-suite bathroom, featuring Watermark fixtures, where the ritual of daily life takes on the unhurried quality of a private resort. The first guest suite with en-suite bath is gracious with Italian light fixtures and a custom glass on glass corner window affording lots of light. The second guest suite offers a trundle bed and an en-suite bathroom of equal refinement, one that transitions gracefully to a powder room when entertaining. Every bathroom throughout the residence is surfaced in floor-to-ceiling porcelain or exquisite custom glass tile and under counter lighting, details that speak to the level of care applied to every surface in this residence. This turn-key furnished residence, with nearly new central AC system, has been impeccably maintained and is offered in pristine condition. Set across 28 oceanfront acres bordered by two of Maui's finest beaches and adjacent to the Four Seasons and Fairmont Kea Lani Resorts, Wailea Point is a gated enclave in a luxury category of its own. Two resort-quality pool pavilions, a fully equipped gym, lighted tennis and pickleball courts, a cold plunge, multiple BBQ areas, and 24-hour roving security form a community that supports both the desire for privacy and the ease of a fully activated resort lifestyle. World-class dining, championship golf, fine shopping, hiking, and diving are all moments away. Front row, Elevated and Private is not a combination that comes available often. Wailea Point 1103 is a perfect blend of privacy, luxury and breathtaking natural beauty.

4000 Wailea Alanui Dr Unit 1103, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$5,750,000

Experience the pinnacle of oceanfront living in this exquisite two-bedroom, two-bath residence at the prestigious Wailea Point. Directly front row, this impeccably designed ground-level home captures unequivocal Pacific and outer island views. Architecturally designed, this stunning unit has been reimagined by Sean Connors, showcasing exceptional craftsmanship and a refined blend of textures and finishes. A breathtaking panoramic mitered glass window frames the coastline perfectly, bringing the ocean into the living space. Every detail has been curated to create a seamless fusion of modern design and relaxed island luxury. A private one-car garage further enhances the convenience and exclusivity of this offering. Wailea Point stands as one of Maui’s most exclusive gated communities, uniquely positioned between the iconic shores of Wailea Beach and Polo Beach. Situated at the very center of Wailea’s premier resort district, this coveted address places you minutes from world-class golf courses, award-winning dining, and steps away from the luxury of the Four Seasons Resort Maui, the Fairmont Kea Lani, and Wailea’s most desirable beaches. Spanning an impressive 26.4 acres, residents enjoy access to a premier collection of resort-style amenities, including two oceanview pavilions, three heated swimming pools, a dedicated 25-meter lap pool, two hot tubs, a tennis court, two pickleball courts, a fully equipped fitness center, and 24-hour gated security. An offering this extraordinary to enjoy front row views, privacy, and steps away from the adult pool only comes around once in a lifetime.

2 Beds ⋅ 2 Baths ⋅ 408065 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.

Experience the pinnacle of oceanfront living in this exquisite two-bedroom, two-bath residence at the prestigious Wailea Point. Directly front row, this impeccably designed ground-level home captures unequivocal Pacific and outer island views. Architecturally designed, this stunning unit has been reimagined by Sean Connors, showcasing exceptional craftsmanship and a refined blend of textures and finishes. A breathtaking panoramic mitered glass window frames the coastline perfectly, bringing the ocean into the living space. Every detail has been curated to create a seamless fusion of modern design and relaxed island luxury. A private one-car garage further enhances the convenience and exclusivity of this offering. Wailea Point stands as one of Maui’s most exclusive gated communities, uniquely positioned between the iconic shores of Wailea Beach and Polo Beach. Situated at the very center of Wailea’s premier resort district, this coveted address places you minutes from world-class golf courses, award-winning dining, and steps away from the luxury of the Four Seasons Resort Maui, the Fairmont Kea Lani, and Wailea’s most desirable beaches. Spanning an impressive 26.4 acres, residents enjoy access to a premier collection of resort-style amenities, including two oceanview pavilions, three heated swimming pools, a dedicated 25-meter lap pool, two hot tubs, a tennis court, two pickleball courts, a fully equipped fitness center, and 24-hour gated security. An offering this extraordinary to enjoy front row views, privacy, and steps away from the adult pool only comes around once in a lifetime.

4000 Wailea Alanui Dr Unit 603, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$4,550,000

BREATHTAKING ocean views from 103 feet above the sea. Facing SW to Molokini Island, with Polo Beach, the Makena Coastline and even a bit of Haleakala. This is the GOLD COAST of Wailea Point view units. The new, mitered glass bay windows majestically frame the heavenly Hawaiian scenery. Ground level; NO-STAIR entry. Recently remodeled kitchen, lanai and primary bedroom “popout” for extra living space. The “03” unit location sits out in front of the neighboring building and enjoys the maximum breadth of views. Beautiful furnishings are included except art pieces. Quiet, private, spacious, easy living in one of the world's finest locations! A precious and rare property! Sale includes garage 3003-G (CPR 94). Wailea Point was developed to be the finest residential condominium in Hawaii - and many believe it is just that. It features exceptional quality construction; a very low density (under 5 units per acre) garden environment; low-rise buildings; 24-hour gated & roving security; two elaborate pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas & full kitchens; lighted tennis court, 2 pickleball courts (1 lighted); superb fitness gym; barbeque areas; fruit & herb gardens; ample parking; and it’s a golf-cart friendly property. Enjoy the Four Seasons and Fairmont Kea Lani Hotels as immediate neighbors and all the 5-star services they offer.

2 Beds ⋅ 3 Baths ⋅ 406458 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.

BREATHTAKING ocean views from 103 feet above the sea. Facing SW to Molokini Island, with Polo Beach, the Makena Coastline and even a bit of Haleakala. This is the GOLD COAST of Wailea Point view units. The new, mitered glass bay windows majestically frame the heavenly Hawaiian scenery. Ground level; NO-STAIR entry. Recently remodeled kitchen, lanai and primary bedroom “popout” for extra living space. The “03” unit location sits out in front of the neighboring building and enjoys the maximum breadth of views. Beautiful furnishings are included except art pieces. Quiet, private, spacious, easy living in one of the world's finest locations! A precious and rare property! Sale includes garage 3003-G (CPR 94). Wailea Point was developed to be the finest residential condominium in Hawaii - and many believe it is just that. It features exceptional quality construction; a very low density (under 5 units per acre) garden environment; low-rise buildings; 24-hour gated & roving security; two elaborate pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas & full kitchens; lighted tennis court, 2 pickleball courts (1 lighted); superb fitness gym; barbeque areas; fruit & herb gardens; ample parking; and it’s a golf-cart friendly property. Enjoy the Four Seasons and Fairmont Kea Lani Hotels as immediate neighbors and all the 5-star services they offer.

4000 Wailea Alanui Dr Unit 3003, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$4,239,000

Experience direct oceanfront, front-row living at Residence 1203 in Wailea Point, offering breathtaking, unobstructed ocean views, spectacular year-round sunsets, and front-row seats for seasonal whale watching—all from one of Maui's premier luxury communities. This spacious single-level, ground-floor residence is complemented by expansive covered and open-air lanais that create an exceptional indoor-outdoor lifestyle—perfect for outdoor dining, entertaining, whale watching, spectacular sunsets, and tranquil evenings under the stars with the soothing sound of the Pacific below. Enjoy effortless access to the lush tropical grounds while surrounded by exceptional privacy in one of Wailea Point's most coveted oceanfront settings. The thoughtfully designed floor plan features a spacious primary suite with a soaking tub, dual vanities, and Wailea Point's signature circular walk-in shower. A generously sized second bedroom with an en-suite bath provides comfortable accommodations for family and guests. A private single-car garage (Garage 1203G) is included in the sale. Wailea Point is widely regarded as one of Hawaii's finest luxury residential communities. Set on over 30 acres of lush tropical landscaping with fewer than five residences per acre, it offers an unmatched combination of privacy, beauty, and resort-style amenities. Residents enjoy 24-hour gated security, four swimming pools, spa pavilions, a 25-meter lap pool, fitness center, tennis and pickleball courts, barbecue areas, walking paths, and beautifully maintained gardens. The community is ideally situated between the Four Seasons Resort Maui and the Fairmont Kea Lani, with world-class beaches, championship golf, fine dining, and luxury shopping just moments away. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

2 Beds ⋅ 2 Baths ⋅ 410129 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.

Experience direct oceanfront, front-row living at Residence 1203 in Wailea Point, offering breathtaking, unobstructed ocean views, spectacular year-round sunsets, and front-row seats for seasonal whale watching—all from one of Maui's premier luxury communities. This spacious single-level, ground-floor residence is complemented by expansive covered and open-air lanais that create an exceptional indoor-outdoor lifestyle—perfect for outdoor dining, entertaining, whale watching, spectacular sunsets, and tranquil evenings under the stars with the soothing sound of the Pacific below. Enjoy effortless access to the lush tropical grounds while surrounded by exceptional privacy in one of Wailea Point's most coveted oceanfront settings. The thoughtfully designed floor plan features a spacious primary suite with a soaking tub, dual vanities, and Wailea Point's signature circular walk-in shower. A generously sized second bedroom with an en-suite bath provides comfortable accommodations for family and guests. A private single-car garage (Garage 1203G) is included in the sale. Wailea Point is widely regarded as one of Hawaii's finest luxury residential communities. Set on over 30 acres of lush tropical landscaping with fewer than five residences per acre, it offers an unmatched combination of privacy, beauty, and resort-style amenities. Residents enjoy 24-hour gated security, four swimming pools, spa pavilions, a 25-meter lap pool, fitness center, tennis and pickleball courts, barbecue areas, walking paths, and beautifully maintained gardens. The community is ideally situated between the Four Seasons Resort Maui and the Fairmont Kea Lani, with world-class beaches, championship golf, fine dining, and luxury shopping just moments away. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 1203, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$3,276,000

Welcome to your serene sanctuary at Wailea Point, where peace and luxury intersect. This beautifully upgraded unit boasts captivating ocean views, lush landscaping to provide a tranquil backdrop to everyday living. With a 3rd flex bedroom, there is space for the whole family! You will be amazed by the views from the moment you walk through the front door. The upgraded kitchen flows harmoniously into the living space and features modern finishes like in-counter lighting while blending with local styles of the Koa wood cabinets. The primary bedroom has a work space, garden access, and dual full bathrooms so there is no need to butt shoulders for the sink. Additionally, part of the lanai has been enclosed to create a flex dining/bed-room with the seamless transition of a murphy bed. Situated on a premier coastal vantage point with amazing sunsets, nestled between Wailea beach and Polo Beach, the property offers an exceptional lifestyle with seamless access to the Wailea Beach Path providing easy access to the vibrant local shops and eateries. Enjoy quiet moments on your private lanai or take advantage of the meticulously maintained grounds and resort amenities, including heated pools and a fitness center. With 24-hour security and a low-density, owner-centric community, this property ensures privacy and effortless convenience, making it the perfect island retreat.

2 Beds ⋅ 3 Baths ⋅ 407909 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.

Welcome to your serene sanctuary at Wailea Point, where peace and luxury intersect. This beautifully upgraded unit boasts captivating ocean views, lush landscaping to provide a tranquil backdrop to everyday living. With a 3rd flex bedroom, there is space for the whole family! You will be amazed by the views from the moment you walk through the front door. The upgraded kitchen flows harmoniously into the living space and features modern finishes like in-counter lighting while blending with local styles of the Koa wood cabinets. The primary bedroom has a work space, garden access, and dual full bathrooms so there is no need to butt shoulders for the sink. Additionally, part of the lanai has been enclosed to create a flex dining/bed-room with the seamless transition of a murphy bed. Situated on a premier coastal vantage point with amazing sunsets, nestled between Wailea beach and Polo Beach, the property offers an exceptional lifestyle with seamless access to the Wailea Beach Path providing easy access to the vibrant local shops and eateries. Enjoy quiet moments on your private lanai or take advantage of the meticulously maintained grounds and resort amenities, including heated pools and a fitness center. With 24-hour security and a low-density, owner-centric community, this property ensures privacy and effortless convenience, making it the perfect island retreat.

4000 Wailea Alanui Dr Unit 2003, Kihei

Listing courtesy of Compass.

$2,725,000

Welcome to Villa #3304 in highly coveted Wailea Point, a long-standing top choice for luxury oceanfront living right in the heart of the Wailea resort. This private enclave nestled between the Four Seasons and the Fairmont Kealani offers the many benefits of resort living in a low density, relaxed setting sprawling over 26 acres with only 129 private residences with garages. Onsite you will enjoy the many class leading amenities such as 2 pool pavilions with 4 pools including a 25-meter lap pool, two spas, spacious gym, cold plunge, tennis, pickleball, concierge, BBQ areas, fruit orchard, herb garden and a golf cart friendly environment to explore the property effortlessly. In addition, there is a one bedroom amenity suite on property available to owners for guest overflow when the need arises. Enjoy your daily walk along the famed Wailea beach path spanning almost 2 miles along the state’s finest stretch of golden sand beaches and top resort areas. There is direct access to Wailea beach, Polo beach and Four Seasons via foot bridge from the property and close proximity to a multitude of the island’s top activities, shopping and three world class championship golf courses to round out the quintessential island resort lifestyle. Villa #3304 conveniently located along the outer edge of the property offers stunning ocean and outer island views with a spacious floor plan and cathedral ceilings that are sure to impress. Enjoy sunsets and whale spotting from your expansive Lanai, perfect for entertaining friends and family with your favorite libations. This villa shows a high pride of ownership with many recent upgrades such as new AC system, new windows with motorized shades, tankless water heating, travertine flooring, updated lighting/plumbing fixtures and fresh contemporary décor/furnishings that are offered with this turn-key sale. Schedule your private showing today!

2 Beds ⋅ 2 Baths ⋅ 408481 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.

Welcome to Villa #3304 in highly coveted Wailea Point, a long-standing top choice for luxury oceanfront living right in the heart of the Wailea resort. This private enclave nestled between the Four Seasons and the Fairmont Kealani offers the many benefits of resort living in a low density, relaxed setting sprawling over 26 acres with only 129 private residences with garages. Onsite you will enjoy the many class leading amenities such as 2 pool pavilions with 4 pools including a 25-meter lap pool, two spas, spacious gym, cold plunge, tennis, pickleball, concierge, BBQ areas, fruit orchard, herb garden and a golf cart friendly environment to explore the property effortlessly. In addition, there is a one bedroom amenity suite on property available to owners for guest overflow when the need arises. Enjoy your daily walk along the famed Wailea beach path spanning almost 2 miles along the state’s finest stretch of golden sand beaches and top resort areas. There is direct access to Wailea beach, Polo beach and Four Seasons via foot bridge from the property and close proximity to a multitude of the island’s top activities, shopping and three world class championship golf courses to round out the quintessential island resort lifestyle. Villa #3304 conveniently located along the outer edge of the property offers stunning ocean and outer island views with a spacious floor plan and cathedral ceilings that are sure to impress. Enjoy sunsets and whale spotting from your expansive Lanai, perfect for entertaining friends and family with your favorite libations. This villa shows a high pride of ownership with many recent upgrades such as new AC system, new windows with motorized shades, tankless water heating, travertine flooring, updated lighting/plumbing fixtures and fresh contemporary décor/furnishings that are offered with this turn-key sale. Schedule your private showing today!

4000 Wailea Alanui Dr Unit 3304, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

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