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7421 Makena Rd, Kihei
$18,500,000
4 Beds ⋅ 5 Baths ⋅ 407419 MLS ⋅ Fee Simple Tenure
Tranquility. Exclusivity. Privacy. All are embodied within this ultimate ocean-lovers retreat in Makena on Maui’s coveted south shore. With incomparable panoramic ocean views spanning all the way to the sandy Big Beach shoreline, every aspect of this one-of-a-kind property is oriented to delight in the ever-changing palette from sunrise to sunset into the starry night sky. Situated on just over an acre of land on a natural promontory, easy ocean access in a sandy cove lies just outside the front entry gate. Meticulously renovated top to bottom in 2020, Makena Kai is the quintessential Maui beach home from the vibrant blue Monier tile roof to the imported Shells Reef limestone tile underfoot. Filled with natural light and ocean breezes, retractable sliding glass walls create a seamless transition between the indoor and outdoor living, dining, and relaxation spaces. The custom Tervola chef’s kitchen is an art piece featuring alder wood cabinetry, Thermador appliances, and quartzite countertops. Chic accent lighting throughout highlights the expansive avocado wood slab breakfast bar with inlays of backlit sea glass. A separate avocado burl wood bar near the pool makes outdoor entertaining effortless. All four of the bedrooms feature ensuite baths with Porcelanosa tile flooring, and the downstairs baths enjoy individual lava rock outdoor showers. With each suite uniquely styled for comfort and elegance, the beach-inspired design details create a modern coastal ambiance. Dual primary suites on the ground and second floor showcase vaulted ceilings, walk-in closets, and spa bathrooms with freestanding soaking tubs. Crafted with recreation at the forefront, Makena Kai offers a media room, yoga/reading room, and an air-conditioned home gym area. Technological sophistication is evident with photovoltaic solar panels, fiberoptic internet, and a security system. In addition to the outdoor heated pool, there are two jacuzzi hot tubs and a professionally-designed putting green, complimented by a hammock and palapa for relaxing and reveling in the year-round spectacular sunset views. Located just a few homes outside the Ahihi-Kinau Natural Area Reserve, one can observe humpback whales and bountiful marine life directly out front in the channel between Kahoolawe and Molokini Crater, all from the comforts of this private oasis. Discover the exquisite artistry and unique details that define the Makena Kai estate, and indulge in a Maui lifestyle that is nothing short of a dream.

7421 Makena Rd, Kihei

Listing courtesy of Compass-W.

4584 Makena Rd, Kihei
$8,500,000
2 Beds ⋅ 4 Baths ⋅ 408876 MLS ⋅ Fee Simple Tenure
Over an acre of direct beachfront in Makena is an exceptional rarity — and 4584 Makena Road stands as one of the most compelling value opportunities along Maui's coastline. Positioned on Poolenalena Beach, the property offers expansive grounds, exceptional privacy, and irreplaceable beach frontage. The existing residence requires renovation, making this an ideal opportunity for investors or end users seeking to add value in a location where land alone commands a premium. With limited beachfront inventory in Makena, the ability to renovate or reimagine a home on a parcel of this size represents a strategic acquisition. Peaceful and secluded, yet within walking distance of the Wailea Beach Path and celebrated resorts including Fairmont Kea Lani, Four Seasons, Grand Wailea, and Andaz, this offering combines lo-cation, land, and long-term upside in one of Hawaii’s most prestigious enclaves.

4584 Makena Rd, Kihei

Listing courtesy of Island Sotheby's International Realty(W).

11 Halapa Pl, Kihei
$8,300,000
5 Beds ⋅ 5 Baths ⋅ 408708 MLS ⋅ Fee Simple Tenure
Nestled within one of Wailea's most coveted residential enclaves, this architecturally refined contemporary residence offers an exceptional blend of privacy, timeless design, and resort-style living. Expansive ocean views anchor both the main living level and the upper primary suite, capturing Maui's dramatic coastline, year-round sunsets, and ever-changing skies. Fleetwood pocketing glass doors disappear into the walls, seamlessly connecting sophisticated interiors with expansive covered lanais and creating the ultimate indoor-outdoor island lifestyle. At the heart of the home, the expansive great room flows effortlessly between the living area, dramatic double-island kitchen, butler's pantry, dining spaces, and outdoor entertaining areas. Poliform cabinetry, abundant storage, and a curated suite of premium Miele appliances, including a gas range and wine refrigeration, make the kitchen as functional as it is beautiful, while the adjacent prep kitchen and additional laundry keep entertaining effortless. Designed for both effortless entertaining and exceptional privacy, the thoughtfully composed floor plan separates the home's living and bedroom wings, allowing owners and guests to enjoy their own private retreats while remaining connected to the heart of the home. The south wing of the main level is anchored by a luxurious primary suite featuring a spa-inspired bath with dual vanities, an indoor-outdoor shower, and an expansive walk-through Poliform dressing room. This wing also includes a dedicated media room, a versatile bonus room ideal for a fitness studio, office, or additional guest accommodations, and a guest suite. On the north side of the home, a second guest suite enjoys exceptional privacy and features its own indoor-outdoor shower. The upper level is reserved entirely for the second primary retreat, capturing panoramic ocean views and featuring its own family lounge, covered lanai, spa-inspired bath with dual vanities and an indoor-outdoor shower, and a generous walk-through Poliform closet. Outdoor living rivals that of a private resort with a custom freeform pool, separate spa with cascading water features, expansive lawn areas, mature tropical landscaping, fruit trees, decorative stonework, covered lanais, and a built-in BBQ area perfect for sunset dining and entertaining. Exceptional craftsmanship and thoughtfully integrated technology complement the home's timeless architecture, while photovoltaic solar with battery storage enhances everyday efficiency. The oversized garage features two separate garage door entrances and comfortably accommodates two vehicles with additional space for a golf cart, electric vehicle, or storage. This is more than an extraordinary residence—it is a thoughtfully designed Wailea retreat where architecture inspires, privacy surrounds, and every day is defined by Maui's unique island lifestyle. Maui, It's a Lifestyle! It's Time to Make It a Part of Yours. Video available through the 3D Tour link. Listing Agent is Owner and licensed in the State of Hawaii.

11 Halapa Pl, Kihei

Listing courtesy of Hawaii Life (W).

4000 Wailea Alanui Dr Unit 1103, Kihei
$6,950,000
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.

1250 Uluniu Rd Unit Apt B, Kihei
$6,650,000
3 Beds ⋅ 4 Baths ⋅ 409541 MLS ⋅ Fee Simple Tenure
Hale Uluniu at 1250 Uluniu represents a rare beachfront offering. Occupying one of fewer than 100 direct beachfront homesites in all of South Maui, the property sits on a raised lot, behind a gated entry, only steps to the beach through the Uluniu Beach Reserve. The main home offers 3,751 square feet of living space across three bedrooms, each with its own ensuite bathroom, plus a dedicated office, two living rooms, a laundry room, and a powder room. A studio Ohana above a two-car garage also offers additional guest living space. Over the last three years, the home has been completely transformed into one of the most thoughtfully finished residences on Maui. From the moment you step inside the solid cherry front door, the sophistication of the renovation is unmistakable. Limestone floors flow through the main level, solid Brazilian teak carries through the staircase and upper floor, Cascadia high-efficiency fiberglass windows, and a backlit quartzite slab anchors a kitchen outfitted with Sub-Zero and Wolf appliances. Every material choice reflects the same deliberate standard of excellence. This was not a cosmetic refresh, but a ground-up reimagining executed by craftsmen who treated every surface, every joint, and every transition with exact precision. The technology of the home meets the quality of the material finishes. A robust solar array and Tesla back up batteries keep electric costs low. Motorized Hunter Douglas shades, Lutron smart lighting, five-zone Sonos audio with invisible in-ceiling speakers, outdoor television, and a saltwater pool with dedicated heat pump all speak to a home designed for effortless, elegant indoor-outdoor living. The home comes fully furnished at the same level of quality. Enjoy refined, luxury, beachfront living with breathtaking sunsets, with the ocean just steps away, with exceptional finishes, with exceptional furnishings and quality craftsmanship. Schedule a showing today to experience this exceptional property. This is a Residential CPR.

1250 Uluniu Rd Unit Apt B, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

19 Halapa Pl, Kihei
$5,300,000
4 Beds ⋅ 3 Baths ⋅ 409667 MLS ⋅ Fee Simple Tenure
Experience practical elegance in this thoughtfully designed single level custom Wailea home, completed in 2021. Enjoy the magnificent & expansive ocean views, perfect for sunsets & whale watching (during whale season). Perfectly positioned at the top of Wailea in The Ridge at Wailea, a coveted neighborhood with just nine lots. This 4 bedroom, 3 bathroom home with a separate home office blends luxury and comfort with open living spaces that flow seamlessly to the pool & outdoor area. Owned photovoltaic, central air conditioning, generous size garage with workspace & extra storage and a gated driveway. Enjoy a spacious fenced in yard surrounded by mature landscaping, citrus trees and garden bed. A rare offering combining refined design, functionality and the best of Maui’s indoor-outdoor living. Listor is one of the Sellers.

19 Halapa Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

3800 Wailea Alanui Blvd Unit PH503, Kihei
$5,250,000
3 Beds ⋅ 3 Baths ⋅ 408171 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
Enormous Ocean and Outer Island Views from this stunning, rarely available TOP FLOOR 3bedroom/3bathroom fully furnished Penthouse at Wailea Beach Villas. A tranquil, remodeled, and spacious turnkey offering boasting dramatic views, seamless indoor and outdoor living on a large entertaining lanai and unique materials and upgrades throughout. The open kitchen is equipped with New granite countertops, Gaggenau, SubZero and Thermador stainless steel appliance, Studio Becker cabinetry and finishes, and African mahogany detailing. The spacious primary bedroom features a spa-like ensuite bathroom with luxurious soaking tub, a spacious walk-in closet, and mesmerizing Ocean and Molokini Island views. Two additional bedroom suites provide ample additional space for family and guests with peaceful views of Haleakala. All bedrooms feature new vinyl flooring and modern furnishings. Wailea Beach Villas is a Hotel zoned, 24hr security gated development. Perfectly positioned between Wailea’s top restaurants, shopping and amenities, and a white sandy beach in the epicenter of the Wailea Resort. Privately situated with access to luxurious amenities including two swimming pools, a fitness center, a business center, a game room, and event spaces. 503 is currently operating as a successful vacation rental and bookings can transfer to new owners. This exceptional Maui residence is sure to inspire!

3800 Wailea Alanui Blvd Unit PH503, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

63 Hoolei Cir Unit B5, Kihei
$4,500,000
3 Beds ⋅ 4 Baths ⋅ 409315 MLS ⋅ Fee Simple Tenure ⋅ Hoolei BLDG.
First time offered for sale since the original developer offering. Villa 63-5 is without a doubt one of the best locations in Ho'olei. Positioned on the coveted top row with sweeping ocean views and exceptional privacy. This villa enjoys an elevated setting that enhances view corridors, natural light, and cooling trade winds, creating a true indoor-outdoor Wailea lifestyle, with views of Molokini, Lanai, the West Maui Mountains, and year-round sunsets. Finely appointed and offered fully furnished by the sellers for your turnkey convenience, the residence features spacious living areas, high ceilings, and seamless flow to the lanai, perfect for entertaining or relaxing while taking in the ocean and sunset views. The top row location provides a quiet, private setting away from road noise while still being conveniently located within the community. Ho'olei is known for its resort-style amenities and proximity to world-class beaches, dining, and golf in Wailea. This is an incredible opportunity to own a legacy type property in one of Maui’s most sought-after communities, where inventory in premier locations is limited and rarely becomes available.

63 Hoolei Cir Unit B5, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

4850 Makena Alanui Rd Unit A101, Kihei
$4,500,000
2 Beds ⋅ 2 Baths ⋅ 409141 MLS ⋅ Fee Simple Tenure ⋅ Makena Surf BLDG.
This truly one of a kind masterpiece villa in highly coveted Makena Surf Resort is an exceptional example of quintessential beachfront living at its finest. With a complete studs-out renovation completed in 2022, the meticulous nature and curated bespoke design of this stunning villa is highly evident the moment you enter. The contemporary modern finishes of this sensational ground level residence perfectly infuse indoor/outdoor island living via massive hidden track sliders for seamless integration between the spaces. Enjoy captivating ocean views and picturesque sunsets while whale watching from the privacy of your oversized lanai with space for entertaining family and friends with your favorite libations. A-101 has the luxury of no stairs and minimal steps to enter due to its very close proximity to the private gated entry and parking while perched on the hillside of perfectly manicured lawns and mature landscaping yielding maximum privacy due to the unique and desirable positioning within the complex. Only 50 steps to the sand and immediate access to the incredible onsite resort quality amenities such as two pools, Jacuzzi’s, tennis, pickle ball, gym, BBQ areas, herb gardens/orchard and an owner’s pavilion with poolside kitchen. This is the largest two bed, two bath floor plan available, boasting 1644 sq foot with an oversized covered lanai at just over 600sf. This is an absolute must see as there are far too many details and upgrades to list in this no-expenses spared statement piece. Schedule your private showing today to view this amazing ownership opportunity. Lavishly appointed and sold fully furnished.

4850 Makena Alanui Rd Unit A101, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

4000 Wailea Alanui Dr Unit 1203, Kihei
$4,239,000
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..

3264 Keha Dr, Kihei
$4,150,000
5 Beds ⋅ 5 Baths ⋅ 409863 MLS ⋅ Fee Simple Tenure
Three structures. Multiple living spaces. ¾ acre. 180-degree panoramic ocean/island views. Above Wailea in Maui Meadows, this pole-style property offers privacy, flexibility, and multiple residences. The MAIN RESIDENCE features 5 bedrooms and 4 baths / 2 half baths across 3 levels. The first level includes a kitchen and living room opening to an ocean-view lanai, primary bedroom and 2nd bedroom with Jack-and-Jill bath. The level below offers a 2nd living area, an ensuite bedroom with an adjoining bedroom currently used as a gym, powder room, office, laundry, and another lanai. The 3rd level is a 1-bedroom apartment with its own entrance, kitchen, living room, and bath. Outside, enjoy a pool, tiki bar, sauna, BBQ area, garage, and carport. The SECOND STRUCTURE is a separate 2-bedroom, 1-bath ohana with kitchen, living room, 3-car garage, and office/studio. The THIRD STRUCTURE is a 1-bedroom, 1-bath cabin. Turn-key and fully furnished, the property includes 71 solar panels, smart-home features, tropical landscaping, koi pond, waterfalls, and mango, avocado, Meyer lemon, and banana trees. The home features a Wolf range, Sub-Zero refrigerator/freezer, and Fisher & Paykel appliances. Views include Kaho'olawe and Lana'i. Rarely available combination of acreage, multiple living spaces, and resort amenities.

3264 Keha Dr, Kihei

Listing courtesy of eXp Realty.

4850 Makena Alanui Rd Unit F-207, Kihei
$4,150,000
2 Beds ⋅ 2 Baths ⋅ 407956 MLS ⋅ Fee Simple Tenure ⋅ Makena Surf BLDG.
Aloha and welcome to Makena Surf F207! The moment you step into this beautiful condo, your eyes are immediately drawn to the vibrant blue ocean just beyond the lanai. Before you reach it, you'll walk through a tastefully renovated interior featuring travertine tile, recessed lighting, central AC, and a newly updated design throughout. Building F offers spectacular, unobstructed views spanning from Kaho'olawe to West Maui, along with year-round sunsets. When you're not relaxing on the lanai watching turtles sunbathe on the reef or whales breaching you'll enjoy throughout the winter, the resort-style amenities within the complex: a fitness center, two large pools, Jacuzzis, pickleball courts, tennis courts, an herb garden, and impeccably maintained tropical landscaping. Makena Surf F207 can truly be your home away from home. Contact your favorite Realtor® today to schedule a private showing.

4850 Makena Alanui Rd Unit F-207, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

4000 Wailea Alanui Dr Unit 801, Kihei
$4,050,000
3 Beds ⋅ 4 Baths ⋅ 400755 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Revel in luxury from an expansive and private oceanfront condo with the best amenities in its class. The spacious, elegant, and bright two-story residence offers a large floor plan available to the low density, gated community of Wailea Point Village. With a stunning oceanfront location featuring panoramic views of the Pacific, this 3 bedroom, 4 bath, 2,554 square foot home, is the premier location that South Maui has to offer. Wood-paneled ceilings throughout, give the open floor plan a warm and inviting elegance. The recently remodeled kitchen features beautiful granite countertops, a Sub Zero under counter refrigerator, and an open floor plan that flows seamlessly into the main living room space with a full west facing wall of upgraded windows. This sizable unit is located directly on the golf cart-friendly path within close proximity to the full equipped fitness center, four swimming pools, including a 25-meter lap pool, hot tubs, two pavilion areas, and recreation zone that hosts lighted tennis, paddleball and pickleball courts. This location also offers easy access to both sandy beaches, Polo Beach and Wailea Beach. In addition to the many on-site amenities, residents have membership rights to the nearby Wailea Golf Club, convenient access to the spectacular Wailea Beach, fine dining at the Four Seasons and Fairmont Kealani resorts with plenty of luxury shopping at the hotels and the Shops at Wailea.

4000 Wailea Alanui Dr Unit 801, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

4850 Makena Alanui Rd Unit E-205, Kihei
$3,999,999
2 Beds ⋅ 2 Baths ⋅ 407623 MLS ⋅ Fee Simple Tenure ⋅ Makena Surf BLDG.
Welcome to Makena Surf E-205! This rare beachfront condominium is perfectly positioned in the complex and is perched above one of Makena's finest beaches. Enjoy panoramic ocean and outer island views form this beautifully furnished & decorated 2 bedroom, 2 bath unit featuring a spacious open floor plan with living, dining and kitchen areas opening to the expansive lanai for seamless indoor/outdoor living. Upgraded in 2022 with a new air conditioning unit, new paint throughout, new furnishings, lighting fixtures and new carpet. Additional features include granite counter tops in the kitchen and bathrooms, walk in tiled showers and plantation shutters. Makena Surf is a beautifully designed beachfront community situated on 15 acres. The amenities include gorgeous tropical landscaping, two swimming pools and spas, tennis courts, pickle ball, barbecue facilities, the management office, security and gated access. Makena Surf is the perfect fit for those seeking the exclusivity of Makena, yet just minutes from all of the Wailea Resort’s 5-star lifestyle amenities; world class beaches, golf, tennis, shopping and dining.

4850 Makena Alanui Rd Unit E-205, Kihei

Listing courtesy of Hawaii Life (W).

4850 Makena Alanui Rd Unit F-108, Kihei
$3,950,000
2 Beds ⋅ 2 Baths ⋅ 405073 MLS ⋅ Fee Simple Tenure ⋅ Makena Surf BLDG.
Welcome to Makena Surf F-108. This ground floor 2-bedroom, 2-bathroom luxury condominium is just steps to the beach with unobstructed ocean views. Features include a spacious open floor plan with the living, dining and kitchen areas opening to an expansive lanai and grass area for seamless indoor/outdoor living. Tile flooring throughout, plantation shutters and central AC. This unit is being sold furnished (with some exclusions). Makena Surf is a beautifully designed beachfront community situated on 15 acres. The amenities include gorgeous tropical landscaping, two swimming pools and spas, tennis courts, pickle ball, barbecue facilities, the management office, security and gated access. Makena Surf is the perfect fit for those seeking the exclusivity of Makena, yet just minutes from all of the Wailea Resort’s 5-star lifestyle amenities; world class beaches, golf, tennis, shopping and dining.

4850 Makena Alanui Rd Unit F-108, Kihei

Listing courtesy of Hawaii Life (W).

160 Heleuma Pl, Kihei
$3,900,000
3 Beds ⋅ 3 Baths ⋅ 410894 MLS ⋅ Fee Simple Tenure
LUXURY WITHOUT LIMITS . . . . The Wailea Resort . . . . First time ever on the market . . . . Original owner . . . . Built with love . . . . A kitchen designed to impress any gourmet chef is the crowning achievement within this single level Wailea Kialoa residence. A home for entertaining - State of the art - Construction excellence - 10Kw owned PV solar system - Ocean views - Fully furnished - Turn-key - 3 bedroom suites - 3 custom bathrooms - Separate ocean view office - Ceilings 9' to 12.6' - 8' interior doors - Travertine flooring throughout - Coral Accents - Glass sliding door walls with 3M sun protection - Automated shades throughout - Lutron lighting - Crestron AV full house sound system - Heated saline pool - Spa - Outside BBQ kitchen & bar - Oversized two-car garage - Elegant mature landscaping - Privacy - Convenient to ocean activities, beaches, snorkeling, diving, paddle boarding, golf, tennis, pickleball, shopping & dining

160 Heleuma Pl, Kihei

Listing courtesy of Compass-W.

198 Heleuma Pl, Kihei
$3,870,000
5 Beds ⋅ 4 Baths ⋅ 408027 MLS ⋅ Fee Simple Tenure
Capturing breathtaking sunsets over the Pacific and tranquil views of Haleakala and the surrounding mountains, this exceptional Wailea Kialoa residence embodies the essence of refined island living. Perfectly positioned near the top of a private cul-de-sac within this gated enclave, the home rests on a 10,128 sq ft lot along a lush greenbelt, offering both privacy and serenity in one of Wailea’s most exclusive neighborhoods. Beautifully reimagined and structurally reinforced with steel beams, this 3,934 sq ft two-level home was designed for seamless indoor-outdoor living. More than a dozen Fleetwood sliding glass doors open entire walls to expansive tile lanais, a resort-style heated pool and spa, and multiple outdoor entertaining areas. An outdoor bar and theater area, gas tiki torches, and mechanical awnings create an inviting setting for gatherings, while LED architectural and landscape lighting accentuate the home’s beauty after sunset. A photovoltaic system enhances energy efficiency, and the community’s 24-hour security gate ensures peace of mind. Inside, custom window and door coverings balance light and privacy. The primary suite offers a true retreat with a lava rock accent wall, a custom indoor-outdoor tiled shower, and a private sauna and gym, A two-car garage, refined finishes, and proximity to Wailea’s beaches, dining, and championship golf complete this remarkable residence—where every day begins and ends in timeless Maui beauty.

198 Heleuma Pl, Kihei

Listing courtesy of Sunny Maui Vacations.

4400 Makena Rd Unit 107, Kihei
$3,750,000
2 Beds ⋅ 2 Baths ⋅ 408915 MLS ⋅ Fee Simple Tenure ⋅ Polo Beach Club BLDG.
Ideally positioned just one residence off the front row, Polo Beach 107 captures exceptional ocean views while offering the convenience of true ground-floor, walk-out access. From your lanai, step directly onto an expansive greenbelt that seamlessly extends your living space and leads just moments to the white sands of Polo Beach. The outdoor setting is one of this residence’s most compelling features — the wide lawn frontage creates a rare sense of openness and privacy, providing ample space for entertaining, lounging, or enjoying Maui’s year-round indoor–outdoor lifestyle. The interior has been remodeled with updated finishes, presenting a clean, coastal aesthetic that complements its beachfront surroundings. Large openings frame ocean views from the main living areas, allowing natural light and sea breezes to flow throughout. A highly desirable offering within one of Wailea’s most sought-after beachfront communities — combining proximity, privacy, and view.

4400 Makena Rd Unit 107, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

347 Kualono Pl, Kihei
$3,500,000
4 Beds ⋅ 4 Baths ⋅ 409326 MLS ⋅ Fee Simple Tenure
Experience Wailea Luxury living in this beautifully updated Wailea Pualani Estates residence at 347 Kualono Pl. This private residence is located in a gated community within the Wailea Resort, surrounded by world-class golf courses, shopping, dining, and beautiful beaches. Enjoy lush tropical garden vistas and a pleasant ocean view from the main living area and lanai. Nestled along the neighborhood greenbelt for extra privacy, this home is designed for seamless indoor-outdoor living. This luxurious home features an open-concept great room with large sliding glass doors that disappear into the walls, flowing effortlessly to a tiled pool deck and covered lanai—creating a private oasis for relaxing or entertaining. The remodeled gourmet kitchen showcases custom walnut cabinetry, Taj Mahal quartzite countertops, and modern appliances. With approximately 3,000 sq. ft. and a flexible 4-bedroom, 3.5-bath layout that lives primarily on one level, plus two private ensuite guest rooms below, this fully furnished home is perfect for families or guests. Downstairs, a temperature-controlled wine cellar adds a refined touch. Photovoltaic panels, solar hot water, whole-house water filtration and softening systems, and an outdoor shower enhance comfort and efficiency at 347 Kualono Pl. in sunny Wailea.

347 Kualono Pl, Kihei

Listing courtesy of Hawaii Life (W).

60 Kai Malu Dr Unit 202 (11D), Kihei
$3,500,000
3 Beds ⋅ 3 Baths ⋅ 407609 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
The Pristine Wailea Residence you've been waiting for! Impeccable La’i Loa 3 bedroom 3 Bath Luxury Condo with expansive Ocean and Outer Island Views from the living areas and primary suite. The spacious quality extends in all directions on upgraded beautiful tile floors throughout. Generous open concept living, dining and state of the art kitchen, wide and comfortable, flows unobstructed out to the expansive 312 SF lanai as the handsome gliding glass doors disappear into the wall. Your modern kitchen features stainless Bosch appliances including refrigerator, oven, microwave and propane cooktop, Fisher Paykel double dishwasher, U-Line wine cooler and custom Blum cabinets. Huge quartz waterfall island has bar seating with handsome barstools and pendant lighting. The main lanai features a built in stainless four burner Coyote gas grill with vent. Beautiful furnishings specifically designed for this home are included, so you can enjoy the sumptuous comfort of your new Maui life from Day One. (Owners art excluded) The primary suite will be your luxury sanctuary complete with its own private 112 SF lanai area boasting stunning views plus the amazing primary bath. The premier electronics viewing and entertainment package includes 4 Samsung “The Frame” technology TVs and whole house wireless Sonos sound system. Custom Lutron auto shades and programmable Lutron lighting throughout are available to suit your every mood. Enjoy upgrades galore plus the elegant Hans Grohe fixtures, Rinnai propane fired instant hot water recirculating system, Blum cabinets and Toto toilets. One car garage downstairs with remote garage door access plus huge bonus storage room and an additional assigned parking space. The well equipped workout facility sits next to the tranquil infinity edge pool with bonus lap area and giant hot tub/spa with sauna and steam rooms available. Giant covered community entertainment area with extra grills and prep areas. The community gate puts you a short stroll from the Wailea Beachwalk, the Wailea Resort Hotels, The Shops at Wailea, and multiple world class beaches. Get ready to wake up, grab your coffee and Live the Life You’ve Earned!

60 Kai Malu Dr Unit 202 (11D), Kihei

Listing courtesy of Hawaii Life (W).

4850 Makena Alanui Rd Unit B304, Kihei
$3,250,000
2 Beds ⋅ 2 Baths ⋅ 408777 MLS ⋅ Fee Simple Tenure ⋅ Makena Surf BLDG.
Experience refined beachfront living at Makena Surf, a gated oceanfront community in one of South Maui’s most private and coveted settings. This beautifully updated 2-bedroom, 2-bath residence offers unobstructed panoramic ocean views and sits directly on Po’olenalena (Chang’s) Beach, where golden sand and year-round sunsets become part of your daily routine. Positioned across from the renowned Wailea Golf Club, the location blends serenity with convenience—tucked away from the resort crowds yet just minutes from Wailea’s luxury shopping, fine dining, and world-class amenities. Makena Surf is hotel zoned and known for its exceptional resort-style features, including gated entry, tennis and pickleball courts, pools and hot tubs, fitness center, and an outdoor kitchen and pavilion perfect for entertaining. With direct beach access and a peaceful, low-density atmosphere, this residence captures the essence of private coastal luxury on Maui. Seller will also consider the option of a 25% co-ownership interest of $888,000.

4850 Makena Alanui Rd Unit B304, Kihei

Listing courtesy of Keller Williams Realty Maui-Ka.

3179 S Noho Loihi Way, Kihei
$3,130,500
4 Beds ⋅ 4 Baths ⋅ 408040 MLS ⋅ Fee Simple Tenure
Perfection is in the details, and luxury is in the lifestyle. Located on the sun drenched shores of Wailea Maui, with an average of 82 degrees and shimmering turquoise waters, we offer you 3179 S Noho Loihi Way. The location of this home grants you the opportunity to live each day with fulfillment enriched by an extensive list of amenities, shopping, and dining experiences nearby. While you discover how much Maui has to offer, at the end of the day your memories will surely continue in this resort style home. Large enough to be inclusive, yet still intimate, this 4 bedroom, 2,873 sqft home with 813 sqft of covered lanai space is the jewel of Wailea Pualani. Boasting a captivating entrance in this gated neighborhood, the interior is just as radiant, with a fresh and comprehensive remodel. The elegant kitchen consists of white quartz countertops, handy electric dumbwaiter connected to the garage, Thermador professional appliances, cherry cabinets, and is paired with Brazilian Walnut hardwood floors. Presenting a brilliant open floor plan throughout, the upstairs living room features floor to ceiling glass pocket doors, opening up to your spacious lanai and seating area. Your primary bedroom highlights another private lanai seating area with Haleakala views overlooking the pool, an impressive en suite bathroom, laundry chute, and walk in closet. Additionally, you have serene mountain and ocean views, with vivid pops of green and blue dancing out each window. As you make your way downstairs, you obtain a sense of possibility. Your expansive backyard offers an incredible pool, hot tub, outdoor shower, and pizza oven, it's easy to imagine the laughter, memories and enjoyment that will be experienced for years to come. Downstairs you find your remaining 2 bedrooms, 2 remodeled bathrooms, and a secondary living area. Tied together with the finest landscaping, and over 1,000 sqft of garage space/ 3 car garage finished with durable epoxy coating on the floor and plenty of storage, nothing has been overlooked in this extraordinary home. It’s never too late, nor too early to seize your dream lifestyle, and this home is where it starts!

3179 S Noho Loihi Way, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

244 Holomoana Way Unit 17B, Kihei
$3,050,000
3 Beds ⋅ 3 Baths ⋅ 408701 MLS ⋅ Fee Simple Tenure ⋅ Makalii At Wailea BLDG.
Makalii at Wailea 17B is a standout villa commanding the premier ocean-view position in the entire development, offering unobstructed, sweeping vistas of the Pacific, Molokini, and Kahoolawe. Elevated and ideally oriented, this residence captures Maui’s most iconic sunsets and seasonal whale activity from the comfort of home. Equally impressive is the interior, where impeccably curated, fashion-forward décor elevates the living experience. Clean lines, layered textures, and a sophisticated neutral palette create a modern island aesthetic that captures quintessential luxury island living. The open-concept living space offers abundant natural light, with expansive glass doors framing the ocean and extending living areas onto generous lanais for seamless indoor-outdoor flow. This three bed, three bath “Casita” floor plan is the largest available at just over 1800sf with garage and lower-level primary suite for maximum privacy. Set within the coveted, low-density Makalii at Wailea community, 17B offers privacy, architectural distinction, and resort-style living with immediate proximity to Wailea’s top beaches, golf, dining, and shopping options. This is a rare opportunity to own the best views in the complex paired with designer-level interiors—a truly turnkey Wailea retreat sold fully furnished!

244 Holomoana Way Unit 17B, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

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