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10 most expensive homes for sale in Wailea/Makena

In Wailea/Makena the median sale price for homes on the market is about $4m, however, high-end properties can be listed at a much higher price point. Here are the top ten most expensive homes for sale in Wailea/Makena (Maui).

Virtual Tour
Home
7 bd
8 ba
10,500 sqft
$33,900,000
7
bd
8
ba
10,500
sqft
Introducing one of the most revered properties anywhere in the world: 7505 Makena Road. Imagine a place where the rhythm of the ocean is your soundtrack. Prominently situated on a prime acre of lush, ocean view land in Makena, this 10,500 sq. ft. estate is a testament to master craftsmanship and intuitive design. With 7 bedrooms and 8 bathrooms, each space unfolds like a living masterpiece—an invitation to unwind, entertain, and revel in Makena’s beauty. Expertly planned and masterfully built, the home beckons guests to gather in the living areas or partake in the meticulously maintained outdoor areas while the bedrooms offer quiet retreats for privacy. Ideally designed to embrace the surrounding beauty, the main residence blends rich, custom wood finishes and an expansive indoor-outdoor layout, effortlessly drawing in the sweeping views of the Pacific, Molokini Crater, and Kaho’olawe Island. Outside, the estate transforms into a private resort, seamlessly integrating the spacious 10,000+ sq. ft. of interior living space with over 4,000 sq. ft. of deck, a hotel-sized pool, and an outdoor cinema for unforgettable evenings under the stars. As the sun sets, retreat to the master suite, where privacy meets panoramic ocean vistas from an expansive lanai. The pool house offers elevated guest accommodations, complete with a full kitchen and living area—perfect for entertaining or for housing staff. With a 6-car garage, caretaker’s quarters, and lush grounds, this Makena estate is more than a home—it’s a lifestyle. Rare, refined, and resolutely yours. Experience the pinnacle of Maui living. The property also features one of the largest Tesla Solar Roofs in the country, with a 73kW solar system and 15 Tesla Powerwalls. This advanced setup provides clean, renewable energy for the estate and significantly reduces utility costs, blending luxury with sustainability. Whether relaxing by the pool or enjoying an evening under the stars, you can enjoy the peace of mind that comes with a highly energy-efficient home. With major renovations completed in 2024 and offered fully furnished, this is a turnkey opportunity for a savvy, discerning Buyer looking for absolute perfection on Maui’s revered coastline. Please contact your preferred Realtor for more details.
Virtual Tour
Home
4 bd
5 ba
4,778 sqft
$25,000,000
4
bd
5
ba
4,778
sqft
Nestled along the prestigious Makena coastline, 7595 Makena Road represents the pinnacle of contemporary Hawaiian luxury living. This extraordinary 4,778-square-foot residence stands as a masterpiece where architectural innovation meets paradise. Perched on an expansive and private one-acre lot, this four-bedroom haven commands breathtaking views of the mesmerizing Ahihi Bay, where emerald and turquoise waters dance in eternal harmony. Each morning brings nature's theater to your doorstep, with the gentle lapping of waves providing the perfect soundtrack to your day. The home's thoughtful design seamlessly integrates indoor and outdoor living spaces, featuring: - Four luxurious en-suite bedrooms, each offering a private sanctuary - Open-concept baths with spacious showers and captivating ocean views - State-of-the-art smart home technology throughout - Private elevator ensuring effortless accessibility - Custom finishes that reflect both modern luxury and island charm As one of Makena's newest luxury estates, this residence offers more than just a home – it's an invitation to experience Maui's most coveted lifestyle. The property's privileged location provides the perfect vantage point for witnessing the island's legendary sunsets and seasonal whale watching. Built in 2022, this contemporary masterpiece represents the perfect blend of modern amenities and timeless island elegance. Every detail has been carefully curated to create an environment where luxury isn't just a feature – it's a way of life. This rare offering stands as a testament to sophisticated island living, where every detail has been thoughtfully designed to create an unparalleled living experience in one of Maui's most sought-after locations. Don't let this unparalleled Makena estate slip away – seize the opportunity to be the first owner of this exceptional estate.
Home
4 bd
5 ba
4,544 sqft
$24,850,000
4
bd
5
ba
4,544
sqft
From the moment you enter this spectacular Estate, you will immediately recognize how rare and special this once-in-a-lifetime opportunity is! Located on Maui's quiet and coveted South shore, "Makena Kai" is an exclusive 1.085 acre private oasis situated on a natural point that offers stunning panoramic ocean views. Gazing up the beautiful coastline, you'll see the pristine sands of "Big Beach." This is the first time "Makena Kai" has been offered for sale since the entire home was completely renovated to capture the potential of such a magical location. Feels like Oceanfront with one of the most expansive views in South Maui. The open floor plan features retractable glass sliding walls (and screens) to provide a seamless indoor/outdoor lifestyle. Gorgeous imported "Shells Reef" limestone flooring adds a beachside elegance and this home is filled with natural light and ocean breezes. Alder wood cabinetry, Thermador appliances and quartzite countertops make the Chef's kitchen a highlight of the home.The expansive kitchen breakfast bar was crafted from an avocado wood slab and has inlays of backlit sea glass. The entertainment bar in the pool area is close to both indoor and outdoor dining areas and features wood details, ice machine and refrigerator. Each bedroom has an ensuite bathroom. Some bathroom features include Porcelanosa tile flooring, custom cabinetry and lighting, large soaking tubs and rock showers. Other spaces include a media room, yoga/reading room and gym area. Amenities include heated pool, jacuzzis, private professional putting green, expansive lawn with tropical landscaping and a Palapa. You'll appreciate the photovoltaic solar, fiber optic internet and security system. Enjoy spectacular sunsets, whale watching in season and a lifestyle that lives like a dream. Come experience the exquisite artistry in every unique detail of this very special property.
Virtual Tour
$19.9m  $1,100,000
Makena Place
4950 Makena Rd unit 8, Kihei
Home
4 bd
5 ba
4,328 sqft
$19,900,000  $1,100,000
4
bd
5
ba
4,328
sqft
Nestled into a gated residential condominium community on Maui’s sun-drenched south shore, this 4-bedroom, 4.5-bath home provides over 4,300 sq.ft of interior space, beautifully renovated in 2024. This home offers stunning sunset views year-round. The updated kitchen has a substantial two-level island with Patagonia quartzite countertops and bar seating for six, with Leicht cabinetry, tile backsplash and amenities like a wine fridge and coolers. Two distinct living spaces and dining area open to the lanai, pool and spa creating an ideal setting for entertaining. In the winter months, enjoy whale watching with views of Molokini, Kahoolawe, Lanai, and Molokai. Enjoy snorkeling at one of the most premier snorkeling spots “Turtle Town”. On the ground floor there are two en suite bedrooms. Upstairs, the primary suite features a private ocean-view lanai, a wet bar and a bathroom with a soaking tub and large walk-in shower. The upper floor also contains the fourth bedroom and sitting area. Additional features include new 4-zone air conditioning, central vacuum system, recessed lighting, Jerusalem gold tile throughout, carpeted stairs and bedrooms, fresh paint inside and out, and wine cellar. New tile around the pool and spa. Just a short drive away you will find world-class dining, shopping and three exceptional golf courses.
Virtual Tour
Home
4 bd
4 ba
3,550 sqft
$15,750,000
4
bd
4
ba
3,550
sqft
Ocean Bliss Maui is a direct oceanfront property boasting unobstructed views of the Pacific and located at the southern end of the Wailea resort oceanfront pathway. Grandfathered in for its proximity to the shoreline and protected by a quarter-mile reef, the residence offers both beauty and security. The property’s unique hotel zoning offers a rare opportunity for significant income generation as a vacation rental, while also providing a serene retreat for those seeking privacy and tranquility. The home features high ceilings, expansive glass sliders with automated window coverings to frame the breathtaking views. Travertine flooring, an ocean-view gourmet kitchen with top-of-the-line appliances comprise a few of this home’s abundant amenities. The primary suite stuns with a 270° panorama of ocean and island views, with two private balconies overlooking the water, a spacious walk-in closet, and a spa-like bathroom. The four ensuite bedrooms offer their own slice of paradise. The outdoor area is a haven for relaxation with a pool deck, al fresco dining, and steps on to the beach access. This private oasis has a heated spool and waterfall to enhance the soothing ambiance of the beach and ocean. Ocean Bliss Maui offers a rare blend of luxury, tranquility, and proximity to the Wailea and Makena Resorts, making it a truly unique Maui gem for those seeking an extraordinary lifestyle. This property is a Residential CPR.
Virtual Tour
Home
4 bd
5 ba
5,126 sqft
$13,500,000
4
bd
5
ba
5,126
sqft
Atop the exclusive and private enclave of homes at The Ridge at Wailea, sits a masterpiece of modern architecture and design. A select few will experience the spectacular ocean views and the artistic flare of this residence as a livable sculpture. As you enter a large, covered entry, the striking black magma stone surrounds a tropical courtyard with a modern gate revealing an impressive steel and stone spiral staircase that welcomes you to another level of luxury and into another dimension of living. From the moment you enter this 5,000+ sq. ft. property, you will be struck by the floor-to-ceiling wall of windows and doors, filling the home with natural light and breathtaking views from south of Molokini to the majestic West Maui Mountains. Designed by Guy Dreier Designs and built by Trend Builders, the modern flair of this 4 bedroom, 4.5 bath estate is enhanced by sculptural shapes, dramatic lines, and organic spaces. Seamless integration of the expansive indoor and outdoor spaces serves to further enhance the open-air, island lifestyle. The remarkable layout features multi car parking and garage, media, living, dining areas, guest bedrooms with private lanais, and 2 master wings. The south wing has an exquisite master and spa-like bath, indoor/outdoor showers, a walk-in closet, and coastal views from a private lanai, an office/guest suite, laundry room, and elevator for privacy from the main living area. The north wing has a gracious master suite with expansive ocean views, indoor/outdoor shower, walk-in closet, poolside lanai, and the open-air kitchen for premier entertaining. With a large island, pantry, sunken bar with intimate seating areas, Miele wine unit, and other high-end appliances, the lavish chef’s kitchen offers guests an elegant entertaining experience. At the heart of this ultra-contemporary oasis is an outdoor lanai featuring a stunning Avant Gard pool with spa, gas fire pit for cozy evenings, a built-in barbecue, and the ultimate outdoor dining and entertaining area. Featuring sleek finishes, soaring high ceilings, Quartzite slab stone counters, Poliform systems throughout, this home has been designed with the highest attention to detail creating an air of sophistication. This is the perfect balance of single level living and contemporary comfort setting this home apart from rest. Maui, It's a Lifestyle! It's time to make it yours. Listing Broker has a recorded interest in the property and is licensed in the State of Hawaii.
Virtual Tour
$9.99m  $265,000
Makena Landing
5065 Makena Rd, Kihei
Home
3 bd
3 ba
2,613 sqft
$9,985,000  $265,000
3
bd
3
ba
2,613
sqft
NOW PRICED BELOW APPRAISED VALUE!!! Bring an Offer! Modern at Makena Landing... Seize the opportunity to live the Makena Lifestyle in this exceptionally remodeled contemporary 3bed/3bath, fully furnished, executive home. Property is complemented by a luxurious Pool and Spa and custom Sunset Deck, all perched atop historic Makena Landing beach park. This gated home is privately situated with unique 360 degree Ocean and Mountain Views from 5 lanais. Light and bright throughout with a functional entertaining floor plan that accentuates the best of Maui's Indoor/Outdoor living lifestyle. Unforgettable Primary Ensuite featuring spacious covered private lanai with 180 degree ocean and outer island views. Stunning Primary Bathroom with living edge countertop, custom Maui Lava rock shower wall, one of a kind glass etchings, Shoji Sliding door, and Two spacious walk-in closets. Remodeled Throughout: Fresh Exterior Paint, Antique Chateau Porcelain flooring, Luxe Granite and Marble Counters, Modern appointed Bathrooms with unique tiles, textures, and accents. All new Fixtures and Fans, Custom one of a kind Glass Blown Chandelier, Dining Room Featuring custom Dolce and Gabbana armchairs, New Iron Entry Gate, New Clear roof Carport and spacious Garage with extra storage and workspace. New Nest split AC system, New Appliances throughout, New Pool Equipment. Home is easy to lock and leave. Extremely close proximity to several intimate sandy beaches, and numerous world renowned dive and snorkel sites, in addition to the prestigious Makena Resort. 5065 Makena Rd is the easy ownership Makena lifestyle residence you have been waiting for.
$9.5m
Wailea Golf Estates Ii
169 Halau Pl unit Lot 4, Kihei
Home
5 bd
6 ba
4,845 sqft
$9,500,000
5
bd
6
ba
4,845
sqft
Welcome to 169 Halau Pl, a CPR'd stunning NEW built luxury home nestled in the prestigious new community of Wailea Golf Estates II. This meticulously maintained 5-bed, 5.5-bath 4645 sqft residence boasts panoramic ocean, multi island, golf course and Haleakala views. A spacious modern open-concept design, with high-end finishes throughout. The gourmet kitchen, elegant living spaces, and expansive lanais with a private pool + spa make it perfect for entertaining. Located just minutes from world-class beaches, golf courses, and dining, this home offers the ultimate Maui lifestyle.
Home
4 bd
5 ba
4,537 sqft
$6,775,000
4
bd
5
ba
4,537
sqft
This 4-bedroom, 4.5-bathroom two-story home features elevated ceiling heights, an open and airy floor plan of approximately ~3,711 square feet of interior space sitting on a ~14,972 SF lot on the Wailea Blue Golf Course, with premier fairway and ocean views. Defined by an expansive lanai that leads to a large pool, this home embodies casual island elegance and seamless indoor/outdoor living. A timeless color palette is surrounded by subtle textures and clean, contemporary lines while premium design elements such as quartz kitchen countertops and chrome fixtures elevate each home to a sophisticated place. This CPR’d 4-bedroom estate offers two spacious Primary Bedrooms with sliding glass doors which leads to outdoor space. The en-suite bathrooms feature an expansive shower, soaking tub and large walk-in closet. The generous third and fourth bedrooms also have en-suite bathrooms, perfect for family and guests. Functionality meets design, welcome home to Residence 7 at Wailea Golf Estates. **This is a CPR Residential property**
$5.8m  $695,000
Wailea
4281 Wailina Pl, Kihei
Home
3 bd
4 ba
3,817 sqft
$5,800,000  $695,000
3
bd
4
ba
3,817
sqft
Elegant, sophisticated, exquisitely furnished, contemporary home located in quiet cul-de-sac in Wailea Golf Vistas. Great privacy afforded by ravine between Golf Estates and Golf Vistas makes lot feel much larger than 12,939 sq. ft. Enter on the ground floor into an Art Gallery. All the artwork and all the furnishings in the entire home are now included in the sale! Pictures may show artwork that has been sold. Move right in! Primary bedroom suite on the ground floor opens out to a lovely private pool. Huge guest room on the same level and a third bedroom which functions as a studio/office with a fantastic view of Molokini from one of the desks. Go up the beautiful teak stairs (might be room for an elevator in the garage or install stair chair as you age) and be stunned by the Great Room with panoramic views everywhere you look: Molokini, Lanai, West Maui Mountains, Wailea Blue Golf Course, Haleakala! Soaring ceilings and huge sliding glass pocket doors give expansive feeling of indoor/outdoor living. Sunrise and sunset lanais; deck and planter boxes surround entire upper level; you could have a "Farm in Wailea" in those planter boxes! Dumbwaiter transports groceries from garage to kitchen. "Culinary Altar" kitchen counter perfect for entertaining. First Tesla Roof Haleakala Solar did in Hawaii. This unique home was designed and owned by a renowned, prize-winning architect and his wife and has never been on the market before. Here is a marvelous opportunity to own a one-of-a-kind home. Vacant lot across the cul-de-sac owned by adjacent homeowner to the north. Notice in drone shots, proximity to world class hotels and all the amenities of wonderful Wailea. Quick closing possible as survey has been completed. Easy to see with short notice.
* information deemed reliable, but not guaranteed
$1.9m
Wailea - Wailea Ekahi III
3300 Wailea Alanui Dr unit 38D, Kihei
Condo
1 bd
2 ba
969 sqft
$1,895,000
1
bd
2
ba
969
sqft
The BEST Wailea Ekahi oceanview is now AVAILABLE! Contemporary, light and bright remodel completed in 2021. The largest 1B|2 FULL bath condo @ 969 sf interior living area features ultra high ceilings with an abundance of additional loft storage. Why is this so special? FIRST, fully furnished & turn-key sleeps 6 comfortably SECOND Some of the finest panoramic sunset & ocean views THIRD the stunning renovation includes luxury vinyl plank flooring, new interior doors, new kitchen, new bathrooms, 2 split A/C units all meticulously maintained FOURTH Situated on a beautiful green belt in a Wailea white sand beachfront complex with no road noise and many more interior features too numerous to mention. The Wailea Ekahi amenities include a beach pool pavilion plus 3 additional pool areas, new fitness center and new pickle ball courts. Enjoy the lifestyle of Keawakapu Beach and the convenience of the Wailea oceanfront path.
$1.9m
Wailea - Wailea Ekahi I
3300 Wailea Alanui Dr unit 25B, Kihei
Condo
2 bd
3 ba
1,133 sqft
$1,895,000
2
bd
3
ba
1,133
sqft
The LOWEST priced 2 BR unit at Wailea's beautiful Ekahi... BY FAR! While very well cared for, could use some updating. Ekahi offers direct access to Keawakapu Beach with amazing amenities, including 4 private pools, a remodeled beachfront clubhouse, pickleball, gym, shuffleboard, and nice barbecue areas. Pet friendly complex. Currently in a short term vacation rental program, comes fully furnished, and ready for a new owner.
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$1.8m
Wailea - Wailea Ekolu
10 Wailea Ekolu Pl unit 105, Kihei
Condo
2 bd
2 ba
1,071 sqft
$1,799,000
2
bd
2
ba
1,071
sqft
Welcome to Wailea Ekolu 105. Easy access to this beautifully remodeled luxury ground floor 2B/2B unit. Condo enjoys the luxury of panoramic ocean and outer island views from one end of the condo, through the living room, kitchen and master bedroom lanai. Thought, care and expert design principles were incorporated into this sleek renovated interior giving a nod to a mid-century modern vibe. Modern open kitchen, custom cabinetry, builtin appliances, Miele dishwasher, quartz counters and instant hot water. High end porcelain linen tile flooring throughout which extends to exterior lanais. Completely remodeled baths with tiled walk-in rain showers. Contemporary furnishings and 3 flat screen TVs. 3 zone split AC system for optimum comfort. Oversized lanai extends to a private stretch of lawn and is a perfect sanctuary for relaxing, enjoying sunsets, whale watching and entertaining. Two pools and BBQs throughout the lush landscaped grounds. Wailea Ekolu is perfectly positioned overlooking the Wailea Blue Golf Course and a short walk to dining, shopping and world class golf courses. Make this fabulously appointed condo your second home, vacation rental or full time residence.
$1.79m
Wailea - Wailea Ekolu
10 Wailea Ekolu Pl unit 706, Kihei
Condo
2 bd
2 ba
1,071 sqft
$1,788,500
2
bd
2
ba
1,071
sqft
Best View in Ekolu! Located in the prestigious Wailea community, perfectly sits Wailea Ekolu 706, a top floor condo offering stunning ocean and sunset views. With vaulted ceilings and an open concept floor plan, this residence features a clean, tasteful interior, making it the perfect retreat for those seeking both comfort and style. Enjoy panoramic ocean views from the living room, kitchen, and master bedroom, with prime spots for watching the mesmerizing sunsets and seasonal whale watching. Every day feels like a vacation in this serene space, surrounded by lush greenery and the picturesque Wailea Blue Golf Course. Wailea Ekolu is ideally positioned within walking distance to upscale shops, dining, and just minutes from pristine beaches. Embrace the vibrant lifestyle of South Maui and all that it offers in this highly sought after location.
Condo
2 bd
2 ba
1,056 sqft
$1,400,000
2
bd
2
ba
1,056
sqft
Tee off to a life of luxury at Grand Champions Villa Unit 76, a stunning top-floor condominium ideally located on the coveted golf course side of the complex within the Wailea Blue Golf Course. This exceptional two-bedroom, two-bath residence offers breathtaking views of the 2nd fairway and the sparkling Pacific Ocean, complemented by elegant interiors and soaring vaulted ceilings. As a resident, indulge in Grand Champions’ exclusive amenities and relish the close proximity to Wailea’s world-class beaches, dining, and shopping, all within a leisurely stroll.
Virtual Tour
Oceanfront
$6.25m
Wailea - Hoolei
63 Hoolei Cir unit B2, Kihei
Condo
3 bd
4 ba
2,426 sqft
$6,250,000
3
bd
4
ba
2,426
sqft
Location, location, location! Epic ocean views and one of the finest villas in the community make Ho'olei 63-2 an exclusive and highly desired opportunity. The Maile floor plan maximizes your outdoor living experience with the spacious covered lanai looking out towards the sea. This 3 bedroom, 3.5 bath luxury villa is ideally positioned to offer 180-degree ocean views and year round sunset vistas. You simply cannot beat the lifestyle. Fleetwood glass doors magically retract into the wall to reveal and allow access to the upper lanai. Tasteful furniture and beautiful decor elements, create a warm and inviting environment. Two Sub Zero refrigerators, four freezers, Wolf stainless steel appliances and grill add to the luxury feel of this contemporary kitchen. A unique fusion of tropical beauty and luxury awaits you in the heart of Wailea’s most sought after vacation rental community. There is also a private elevator inside of the villa with easy access from the attached garage for those who wish to not do stairs. Nearby are all of Wailea’s many resort amenities including the best beaches on Maui, elite shopping opportunities, first class restaurants, golf and tennis. Special properties like this rarely become available.
$1.18m
Wailea Kialoa
183 Heleuma Pl, Kihei
Land
0.269 acres
$1,175,000
0.269
acres
Epic ocean views from this homesite you have been waiting for! Located in the prestigious, gated community of Wailea Kialoa, this lot has so much to offer. Perfectly positioned just minutes from some of Maui’s finest 5-star resorts, 3 championship golf courses, designer shopping opportunities, and pristine sandy beaches, this exceptional lot offers the opportunity to create a stunning custom residence in one of Wailea’s most sought-after neighborhoods. With only a few unimproved lots remaining, this is a rare chance to build your dream home that captures the essence of island living. Designed for a seamless, aesthetically pleasing environment, Wailea Kialoa features underground utilities to maintain its pristine appeal. This premier property comes with a Maui County water meter in place, making it ready to fulfill your vision of luxury living in one of Wailea’s most coveted settings. Plot plan, Survey, & community CCR's available upon request.
$1.26m
Wailea - Palms at Wailea I
3200 Wailea Alanui Dr unit 406, Kihei
Condo
1 bd
2 ba
1,022 sqft
$1,259,000
1
bd
2
ba
1,022
sqft
Owners and Visitors to the Palms of Wailea understand why this property is a Favorite... solid concrete construction, spacious interior, well managed low density Resort perched on a Bluff within a short walk to the famed Wailea Resort shoreline and upscale Shops and Restaurants. Palms 406 is a fully furnished vacation rental that offers all of the above and also boast new flooring, fresh coat of paint, new furnishings, fixtures and appliances. Combine that with an added a/c in the great room, the privacy of the second floor with a lanai that is both open and covered where one can enjoy resort views, stunning sunsets and starry night skies as well as a bonus partial Ocean view. With all of these attributes in place, Buyers of this popular vacation rental will find great value as it is the lowest priced Listing at the reputable Palms at Wailea.
Virtual Tour
Oceanfront
Land
0.653 acres
$5,800,000
0.653
acres
Rare opportunity to build your Maui dream estate or develop creative housing solutions on one of Makena’s last undeveloped, multigenerational, spacious, family-owned lots. Tucked between white sand Maluaka Beach and historic Makena Landing, this .653-acre property is a short stroll away from some of Maui’s best snorkeling, diving, kayaking, paddleboarding, boogie boarding, fishing, and sunset viewing. Steamships from around the globe used to visit this sheltered, South Maui port to stock up on fresh produce, meat, and supplies that were brought down on horseback from ‘Ulupalakua Ranch. Two centuries later, it’s now a bustling watersports hub full of snorkelers and paddlers who flock to this area to explore the calm, clear waters. Across the street from this scenic parcel you can still get a feel for that bygone era at historic Keawala‘i Church, which was built in 1832 and is committed to continuing the Hawaiian language and the area’s cultural heritage. More recently, this area has seen many nearby improvements by Discovery Land Company, an international developer of luxury, low-density, membership communities that sits adjacent to the property. R2 zoning allows for 7,500 sq. foot lots, each allowing for multiple dwellings. There are no CC&Rs and no HOA. 3/4" Water meter has been installed with other utilities located at the street.
Virtual Tour
$5.15m
Wailea - Hoolei
12 Hoolei Cir unit S-2, Kihei
Condo
3 bd
4 ba
2,426 sqft
$5,150,000
3
bd
4
ba
2,426
sqft
Arguably south Maui's most exclusive "second home" destination, gated Ho'olei lives like a luxury residential community, with Hotel zoning that offers the option of worry-free short-term rental and immunity from Maui County's proposed vacation rental ban. Private, secure, and impeccably maintained, Ho'olei sets the standard for a secure, luxurious lifestyle and front-and-center access to all that the planned Wailea Resort community has to offer. Ho'olei 12-2 spans approximately 2426 square feet of interior living space across two levels (plus landing area) and features three spacious en-suite bedrooms. The unit's chilling Central AC system was recently completely replaced, a $60K upgrade. Located directly across the street from the Grand Wailea, Ho'olei features a resort-level pool and courtyard area, featuring a tropical grotto with a 19' waterfall. The courtyard also has a child's play beach with shallow-water splash feature, two Whirlpool tubs, separate Men's and Women's saunas, and a sparkling fitness center with cardio, weight-training, and Peloton bikes. Ho'olei enjoys a symbiotic relationship with the Grand Wailea, and owners are eligible for membership in the Grand's Kulana club, allowing full use of the GW's pool, spa and facilities. This unit is conveniently located a short distance from the pool, bypassing the uphill return walk of some of the units. Built in 2008, Ho'olei embraces luxury and quality at every turn. The footprint of the terraced grounds promotes privacy and showcases lush, tropical beauty, and this unit features two expansive lanais. Adjoining the gourmet-level kitchen, the upstairs lanai area has its own fridge and gas grill. The second lanai is off the spacious downstairs Master suite, which is equipped with a luxurious soaking tub. Ho'olei's designers placed proper emphasis on all things culinary, supporting the open kitchen layout with a Sub-Zero fridge/freezer, Wolf oven, and gas cooktop. The enclosed laundry room is outfitted with full sized appliances, and there is even an interior elevator. A private garage encompasses storage aplenty, and an adjoining car port allows parking for your large group.
Home
4 bd
5 ba
4,537 sqft
$6,775,000
4
bd
5
ba
4,537
sqft
This 4-bedroom, 4.5-bathroom two-story home features elevated ceiling heights, an open and airy floor plan of approximately ~3,711 square feet of interior space sitting on a ~14,972 SF lot on the Wailea Blue Golf Course, with premier fairway and ocean views. Defined by an expansive lanai that leads to a large pool, this home embodies casual island elegance and seamless indoor/outdoor living. A timeless color palette is surrounded by subtle textures and clean, contemporary lines while premium design elements such as quartz kitchen countertops and chrome fixtures elevate each home to a sophisticated place. This CPR’d 4-bedroom estate offers two spacious Primary Bedrooms with sliding glass doors which leads to outdoor space. The en-suite bathrooms feature an expansive shower, soaking tub and large walk-in closet. The generous third and fourth bedrooms also have en-suite bathrooms, perfect for family and guests. Functionality meets design, welcome home to Residence 7 at Wailea Golf Estates. **This is a CPR Residential property**
Virtual Tour
$2.4m
Wailea - Wailea Palms
3150 Wailea Alanui Dr unit 2902, Kihei
Condo
2 bd
3 ba
1,559 sqft
$2,395,000
2
bd
3
ba
1,559
sqft
Discover the epitome of island luxury in this beautifully remodeled 2-bedroom, 2.5-bath top-floor unit at Wailea Palms Residences. Every inch of this home has been thoughtfully redesigned, blending modern sophistication with the laid-back charm of Maui. The open floor plan is complemented by tile and wood flooring throughout, while split AC units ensure comfort year-round. Step out onto the expansive lanai, seamlessly integrating indoor and outdoor living, perfect for savoring Wailea’s breathtaking sunsets. The sleek, custom remodel exudes a clean, contemporary vibe, offering a move-in-ready retreat for the discerning buyer. Wailea Palms is a gated community boasting exceptional amenities, including a private fitness center, BBQ area, and pool/spa that overlook the lush Wailea landscape. As an owner at Wailea Palms Residences, you have the added benefit to join the exclusive Wailea Golf membership, with world-class courses just moments away. Nestled in the heart of the Wailea Resort community, this prime location offers convenient access to stunning beaches, upscale shopping, and fine dining. Experience the finest in resort living at Wailea Palms #2902!
Condo
1 bd
2 ba
885 sqft
$1,350,000
1
bd
2
ba
885
sqft
Enjoy business and pleasure at it’s finest here at the stunning Wailea Ekahi unit 37C. This property is short term rentable if desired and is a favorite of many return guests. A beautiful 1 bedroom, 2 bathroom spacious condominium in premium Wailea, here you’re just a stroll to gorgeous white sand and blue ocean, amongst other hot spots, including the world famous Keawekapu beach! This highly appointed all inclusive ground floor unit comes fully furnished and offers two private covered lanais where you can enjoy relaxation and outdoor dining while taking all the beauty that Wailea has to offer. Enjoy premium interior finishes, including granite countertops, wood cabinets, tile backsplash, and quality tile flooring. Newly painted in 2019, the unit is also equipped with a split air conditioning system. The primary suite includes an in-suite bathroom and it’s own private lanai. Available for owners of Wailea Ekahi is a Wailea golf membership; contact HOA for more details. This exclusive property has four swimming, two tennis/paddle courts, and a beach pavilion for its owners and guests! A must see; it just makes sense! Contact your realtor for a showing today.
Home
3 bd
4 ba
2,129 sqft
$2,999,999
3
bd
4
ba
2,129
sqft
Wailea Pualani Estates is recognized as a premier subdivision located in Wailea, Maui. The community is known for its luxurious homes and beautiful surroundings, making it a sought-after destination for both residents and visitors. The subdivision is situated near the stunning coastline of Wailea, providing easy access to beaches which offer breathtaking views, resorts, dining, golfing and shopping. This charming home features three spacious bedroom suites, each accompanied by its own private bath, along with an additional half bath for guests. Enjoy the convenience of single floor living, which enhances accessibility and comfort. Step outside to the generously sized lanai, perfect for alfresco dining and relaxation in the fresh air. The surrounding gardens are a serene oasis, boasting a variety of lush greenery and blooming flowers, complemented by an array of fruitful trees that provide a delightful bounty for your enjoyment. Experience the perfect blend of indoor comfort and outdoor beauty in this idyllic setting. The home has net metering with 30 owned solar panels.
Virtual Tour
Oceanfront
$5m
Makena - Makena Surf
4850 Makena Alanui unit F207, Kihei
Condo
2 bd
2 ba
1,313 sqft
$4,995,000
2
bd
2
ba
1,313
sqft
This beautifully remodeled 2 bedroom, 2 bath luxury oceanfront unit, provides the best that Maui has to offer. The gated entry & lush landscaping exudes a special tropical feeling that includes an herb garden, pristine amenities including a work out facility, 2 large pools, Jacuzzis, pickle-ball and tennis courts. From the lanai you can take in the direct panoramic and unobstructed oceanfront views of the West Maui coastline, from Molokini to the West Maui mountains. Enjoy the frequent turtle and whale sightings. Makena Surf is located on sandy Paipu Beach and is home to some of Maui's best snorkeling, and swimming.
Virtual Tour
$1.7m  $51,000
Wailea - Grand Champions
155 Wailea Ike Pl unit 83, Kihei
Condo
3 bd
2 ba
1,383 sqft
$1,699,000  $51,000
3
bd
2
ba
1,383
sqft
Welcome to this charming three-bedroom unit at Grand Champions, located along the ninth hole of the Wailea Blue Golf Course. Unit 83 is a private, ground-floor unit nestled among the palms. The living room opens to a partially covered lanai that faces the beautifully manicured golf course. Savor your morning coffee while taking in the ocean views. Grand Champions is situated on over 12 lush acres in the heart of Wailea and features two pools with barbecue areas. The complex is within walking distance of everything Wailea has to offer, including shops, fine dining, beautiful beaches, tennis, and outstanding golf. As of the time of listing, this is the lowest-priced three-bedroom vacation rental unit in Wailea, providing you with a unique opportunity to own a vacation rental in South Maui for under $2 million. This is a Real Estate Owned Property. (REO)
Oceanfront
$8.9m
Wailea - Wailea Beach Villas
3800 Wailea Alanui Dr unit E-201, Kihei
Condo
3 bd
4 ba
2,879 sqft
$8,900,000
3
bd
4
ba
2,879
sqft
The Signature Villa offers an opportunity of vacation rental income when not enjoying the facilities yourself. The centrally situated E Villa unveils ocean views, placing you in close proximity to the white sand pristine beaches, heated adult pool with a hot tub, family pool and fitness center. Then the upscale Shops at Wailea are just a leisurely stroll away. Every moment is an exquisite symphony of comfort, convenience, and unparalleled luxury nestled in the heart of Maui's prestigious Wailea Resort. Step into the 2,879 sf single level 3BR | 3.5BA fully furnished turn-key sanctuary of sophistication and comfort, offering elevator and/or stair accessibility. The central A/C ensures an ambient coolness, harmonizing with 9-foot ceilings, travertine flooring, and expansive sliding glass doors that seamlessly merge the indoor with the Maui outdoor lifestyle. One Car garage included! Ask about ALL the additional luxury services available!
Virtual Tour
Oceanfront
$5.4m
Wailea - Hoolei
15 Kiloa St unit N4, Kihei
Condo
3 bd
4 ba
2,619 sqft
$5,395,000
3
bd
4
ba
2,619
sqft
Experience the epitome of luxury living in a HOTEL ZONED community at Ho‘olei Villa 15-4! This is where breathtaking OCEAN VIEWS are perfectly paired with curated interior design in a setting offering unparalleled privacy. Nestled in one of the most sought-after locations within the community, Building 15 offers unmatched seclusion, lush tropical landscaping, and an elevated vantage point enhancing the sense of serenity. This spacious two-story townhome-style Villa with over 2,600 square feet of living area is the perfect blend of elegance and comfort with 3 bedrooms (all ensuites) and 3.5 bathrooms. The great room level is perfectly designed for relaxation and entertainment, featuring an expansive covered lanai with a built-in Wolf BBQ grill, a dedicated 8-person dining area for alfresco meals, and sliding glass pocket doors that offer an incredible indoor-outdoor lifestyle. Additional conveniences include an attached one-car garage, a deeded covered carport space, as well as a private interior elevator. Beyond its luxurious features, Ho’olei 15-4 boasts an impressive rental history, with daily rentals coordinated by the Grand Wailea Resort and Spa. If you choose to become a member of this exclusive rental program, you and your guests can enjoy a unique experience that includes the numerous amenities of the Grand Wailea Resort and Spa. Nearby are all of Wailea's other resort amenities, including first-class restaurants, 3 championship golf courses, tennis facilities, elite shopping opportunities, and miles of white sand beaches and ocean. Finely appointed and being offered fully furnished by the sellers.
Virtual Tour
$1.85m
Wailea - Wailea Palms
3150 Wailea Alanui Dr unit 3304, Kihei
Condo
2 bd
2 ba
1,194 sqft
$1,850,000
2
bd
2
ba
1,194
sqft
Welcome to Wailea Palms 3304, your dream Wailea home! Enjoy stunning ocean views from the living room, lanai, and primary bedroom of this immaculate residence. Located near the top of the complex, it overlooks lush landscaping and the Pacific. The 2023/24 kitchen renovation expands the footprint and features Regis Blanco porcelain tile, Taj Mahal quartzite countertops, Sonare glass tile backsplash, Belmont Sapele cabinets, a Wolf induction cooktop, and premium stainless appliances. Additional upgrades include a Ruvati workstation sink, lanai pass-through with sound-reducing glass, and custom cabinetry. The home boasts bamboo flooring, custom built-ins, smart home features, and upgraded lighting. The guest bedroom includes a custom Murphy bed with integrated desk and storage, while both bathrooms feature slate showers, stone sinks, and Sapele countertops. Relax with powerful AC units, motorized lanai sunshades, and the convenience of a dedicated EV charger, unique to unit 3304. Entertainment features include custom audiovisual cabinets, a 65" Samsung TV, and a Harman/Kardon sound bar. As a Wailea Palms owner, you’ll have the prestigious opportunity to join the Wailea Golf Association, unlocking heavily discounted rates at world-class courses like Wailea Blue, Wailea Emerald, and Wailea Gold—an unparalleled perk for golf enthusiasts. Wailea Palms is a gated, long-term community with a tile-bottom pool, hot tub, gym, and entertainment area with high-end appliances. Just a short stroll to Keawakapu Beach, ranked #1 by Conde Nast Traveler. Call your favorite Realtor today to tour Wailea Palms 3304—an unmatched blend of luxury, privacy, and prestige!
Virtual Tour
Oceanfront
Condo
2 bd
2 ba
1,313 sqft
$5,195,000
2
bd
2
ba
1,313
sqft
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.
Virtual Tour
$3.45m
Wailea - Makalii at Wailea
244 Holomoana Way unit 101, Kihei
Condo
3 bd
3 ba
1,574 sqft
$3,450,000
3
bd
3
ba
1,574
sqft
This luxurious 3-bedroom / 3-bath townhome-style condominium offers the ultimate in island living in the gated community of Makali'i at Wailea. Positioned in an exclusive location on the upper row with no buildings below obstructing your views, it combines the privacy of a single-family home with the convenience of a condominium resort lifestyle. Makali'i has a tile lined salt pool, workout room, steam and sauna rooms and the spa to relax away. Step into your own private sanctuary through a gated courtyard and into a spacious interior, where you're greeted by sleek, Mid-Century Modern design elements, soaring 13-foot makai-side glass windows, and high-end finishes throughout. The expansive open floor plan is complemented by 9-footminimum ceilings, creating a sense of airy elegance. With no one above or below you, you enjoy peace and tranquility, while your own private garage provides easy access to the home. Fully furnished and move-in ready, the unit is designed for ultimate comfort and style. This home is just a short stroll from the world-renowned Wailea beaches, acclaimed dining options, upscale shopping, and the scenic oceanfront path, putting everything you need at your fingertips. Set amidst lush tropical vegetation, with swaying palms and gentle ocean breezes, this is truly luxury living at its finest. Built by the award-winning Armstrong Builders, whose expertise earned them the prestigious Golden Nugget award on this development. This home exemplifies quality craftsmanship and attention to detail. Whether you're relaxing in the serene courtyard or enjoying the vibrant Wailea lifestyle, this property offers the best of both worlds. The bonus is...it comes to you beautifully furnished. Artwork exempt in dining, upper hallway, and downstairs hallway.
Virtual Tour
$2.85m
Wailea - Makalii at Wailea
172 Holomoana Way unit 11B, Kihei
Condo
2 bd
2 ba
1,574 sqft
$2,850,000
2
bd
2
ba
1,574
sqft
Nestled in Wailea’s premier location, this exquisite 2-bedroom, 2-bathroom condominium, designed and built by the award-winning Armstrong Development, blends mid-century modern architecture with Hawaiiana elegance. Positioned on the top row, this home offers unparalleled panoramic views of the Pacific Ocean. Haleakala, and the Wailea Blue Golf Course can be seen throughout the property. With soaring ceilings and a 13-foot-high glass sliding wall, the open-concept living space seamlessly connects to two lanai’s and a private courtyard—perfect for indoor-outdoor living, relaxation, and entertaining. Featuring high-end appliances, quartz waterfall countertops, and complete privacy with no one above or below you, this condo provides a luxurious, serene retreat. The exclusive Residence Club offers a 100-foot infinity-edge saltwater pool, hot tub, steam rooms, sauna, and a fitness center. Set on 9.3 acres, this gated community of Makali’i, ensures privacy and sophisticated elegance in one of Maui’s most coveted settings. Just a few steps from your door, enjoy the scenic walking path that fronts Polo Beach, leading all the way to Keawakapu Beach and the vibrant shops and restaurants of Wailea.
Virtual Tour
$1.99m
Wailea - Wailea Ekahi I
3300 Wailea Alanui Dr unit 1E, Kihei
Condo
1 bd
2 ba
952 sqft
$1,989,000
1
bd
2
ba
952
sqft
Enjoy spectacular ocean views from the living area, bedroom, and extra large lanai of this beautifully and completely renovated 1 bedroom, 2 bath, second floor unit! There is a remarkable feeling of openness and space, thanks to the breadth of the ocean view, the elevation of the unit, and the vaulted ceilings. The very popular "E" floor plan, with a huge lanai spanning the ocean-side of the unit, offers occupants outstanding indoor-outdoor living, and the two split-system air-conditioning units keep the unit comfortable year-round. Not a stone was left unturned, as the kitchen and both bathrooms were also thoughtfully and completely renovated, including decorative etched glass shower walls signed and dated by Maui artist, Don Crosley. This beautiful unit also offers a second sleeping area, thanks to a very comfortable, cleverly designed (and disguised) Murphy-bed that opens from the beautiful built-in cabinets in the living area, and there is a handy work/office space, should one need to attend to business from paradise. The unit also has a Bose surround-sound system with Bluetooth connectivity to smartphones, and the lanai has up-lighting for ambiance. The owners also maximized the storage space in the unit's insulated attic. This wonderful unit will be sold fully-furnished, with the exception of only a few decorative items. Wailea Ekahi is a very popular low-density complex, with direct access to Keawakapu Beach. The beautifully maintained tropical landscaping makes a short walk to the beach, one of the four pools, the pickleball court, board storage, or the spectacularly renovated beachfront pavilion a pleasure. Enjoy the beach walk to the other Wailea beachfront resorts, restaurants, shopping, and more! World class golf, tennis, and pickleball are also right nearby, with an exercise room coming soon! There are also extra storage units throughout the village, as they may occasionally become available. Contact your favorite Realtor to schedule a showing!
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