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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 $4.35m, 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, oceanview 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. 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
Live the island lifestyle at this magnificent custom-built estate nestled in the prestigious Makena area. Set on an expansive one-acre lot, this residence offers unrivaled vistas of the captivating emerald and turquoise waters of Ahihi Bay, with panoramic views extending to Kaho’olawe, Molokini, and Haleakala. Featuring four en-suite bedrooms, including two with private entries on the lower level and two on the upper floor accessible by stairs or elevator, this home exudes modern elegance. Each suite boasts open-concept baths with spacious showers and captivating views of the surroundings. Luxury abounds both indoors and out, with custom finishes and meticulous attention to detail. The gourmet kitchen is equipped with top-of-the-line appliances, complemented by a temperature-controlled wine room and a media room with a wet bar. Smart home technology enhances convenience and enjoyment throughout. Outside, a resort-style pool and spa, paired with a well-appointed outdoor kitchen, create a waterfront oasis perfect for hosting guests. Additional amenities include an impressive 3-car attached garage, outdoor shower, and exterior security cameras for added peace of mind. The extensive lanai spaces, rock walls enclosing the meticulously landscaped grounds, and swaying palm trees epitomizes luxury living. The seamless integration of indoor and outdoor spaces creates an idyllic setting for entertaining, whether you're relishing ocean breezes while whale watching or savoring breathtaking sunsets. And, while offering utmost privacy, this estate is steps from a renowned snorkeling cove and just minutes from Wailea's acclaimed dining, shopping, and five crescent-shaped beaches along with top golf courses and tennis courts. For those seeking a legacy property, an exclusive opportunity presents itself with the option to acquire an additional 9.2 acres of land adjacent to the residence. 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 extensively renovated to capture the full potential of such a magical location. The wide-open floor plan features retractable glass sliding walls to provide a seamless indoor/outdoor lifestyle. Gorgeous imported coral stone flooring adds a beachside elegance and this home is filled with natural light. The expansive kitchen breakfast bar was crafted from an avocado wood slab with inlays of backlit sea glass. Beautiful cabinetry, high end appliances, gas stove and quartz countertops make the Chef's kitchen a highlight of the home. The bar in the pool area is close to both indoor and outdoor dining areas and features wood details, ice machine and refrigerator. Each of the bedrooms has an en suite bathroom. Some bathroom features include porcelain wood plank flooring, custom cabinetry and lighting, large soaking tubs and rock showers. More features include media room, yoga/reading room, private professional putting green, gym area, expansive lawn and tropical landscaping, Palapa, Photovoltaic Solar, fiber optic, security system, jacuzzi, and a multitude of sweet spaces to enjoy! Makena Kai offers 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. Showings Jan 9th-30th.
Virtual Tour
Home
4 bd
5 ba
4,328 sqft
$21,000,000
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
$16m
Wailea Beachfront
19 Malukai Ln unit 4, Kihei
Home
4 bd
5 ba
4,803 sqft
$16,000,000
4
bd
5
ba
4,803
sqft
RARE Opportunity! Seldom does an offering become available in this exclusive oceanfront enclave at Wailea Discover unparalleled luxury in this stunning 4-bedroom, 4 -2 1/2-bath home located in the prestigious Maluhia community of Wailea. This residence offers the ultimate in elegance and convenience, with a wealth of premium features. Property Highlights: This prime location is situated in the exclusive Maluhia community, the ONLY oceanfront residential complex in all of Wailea. Walk down your private drive to your exclusive beachfront clubhouse offering direct access to the Wailea Boardwalk for a short walk to world-class dining and 5-star hotels. Spacious living of over 4800 sq.ft., this home features two master suites, perfect for guests or multi-generational living. A 20,000 sq.ft. lot of privacy with lush tropical landscaping provides for a gated sanctuary. Your private pool bleeds out to the glistening blue Pacific where one enjoys year round sunsets. Unwind in the hot tub while savoring the peace and tranquility in the beautifully landscaped surroundings. Step in to a world of elegance. This fully turnkey home features Maguire furnishings, mahogany flooring, silk and wool carpeting, inlay cabinetry and mahogany stairs with hand carved stair casing. The open floor plan of this home flows with a gracefulness that is elegant yet has the warmth of a family home. A must to see Contact us or your agent to schedule a private tour and learn more about this incredible opportunity.
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
$10.25m  $1,145,000
Makena Landing
5065 Makena Rd, Kihei
Home
3 bd
3 ba
2,613 sqft
$10,250,000  $1,145,000
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.
Virtual Tour
$10m  $1,000,000
4584 Makena Rd, Kihei
Home
2 bd
4 ba
2,760 sqft
$10,000,000  $1,000,000
2
bd
4
ba
2,760
sqft
Over an acre of beachfront property on one of the most exclusive areas of Maui awaits, 4584 Makena Rd is a rare opportunity for the savvy Buyer looking for privacy, spacious surroundings, yet in the midst of Valley Isle’s best. Located on one of the most picture-perfect beaches of Hawaii, Poolenalena Beach, it offers a perfect place from which to enjoy quiet sunsets, walks on the beach, snorkeling, paddle boarding, and much more. A short walk away, relish the Wailea Beach Path and all of the world class resorts along it, including the Fairmont Kea Lani, Four Seasons, Grand Wailea, and Andaz. Some of the best and most exclusive golf courses in the world are conveniently nearby. Contact your favorite Realtor today for more information in one of the strongest value propositions in Hawaii.
$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.
* information deemed reliable, but not guaranteed
Virtual Tour
$2.45m
Wailea - Keala O Wailea
67 Wailea Gateway Place unit 6-204, Kihei
Condo
3 bd
2 ba
1,386 sqft
$2,450,000
3
bd
2
ba
1,386
sqft
Welcome to paradise at Keala O Wailea Unit #6-204! This luxurious 3 bedroom, 2-bathroom condominium presents pristine living in a breathtaking setting. From the moment you step inside, you're greeted with unparalleled elegance and comfort. Indulge in stunning ocean and mountain views, with the majestic peak of Haleakala visible on clear Maui days. Imagine savoring the spectacle of whale watching from your private lanai, where you can also fire up the BBQ grill connected to propane gas for seamless outdoor dining. This second-floor unit boasts top-of-the-line Bosch appliances in the gourmet kitchen, complemented by central AC ensuring year-round comfort. With high-level construction, privacy is paramount, making this residence ideal for those seeking tranquility and relaxation. The unit comes with a one-car garage and an additional deeded parking spot for your convenience. Immaculate condition prevails throughout, ensuring a move-in-ready experience. The amenities of Keala O Wailea are unparalleled, featuring a pool overlooking the ocean, a private gym with ocean views, hot tub, and even a dog park for your furry friends. Nestled in a gated community, security and exclusivity are assured. Conveniently located just moments away from shopping, high-end restaurants, world-class golf courses, and pristine white sandy beaches, every day feels like a vacation in this idyllic retreat. Don't miss this opportunity to own a slice of Maui paradise. Schedule your viewing today and make Keala O Wailea Unit #6-204 your own piece of Maui.
Virtual Tour
Condo
2 bd
2 ba
1,505 sqft
$2,949,000
2
bd
2
ba
1,505
sqft
WOW! Arguably the BEST unit in all of Wailea Ekahi! It was designer renovated from floor to ceiling over a six month period with no expense spared, and now exudes elegance and is the epitome of luxury within Wailea Ekahi. Boasting an expansive ocean view (with NO STAIRS!) in a serene, quiet atmosphere, this unit features porcelain tile floors, a new split-system AC, and a bright and airy layout. The gourmet open-concept kitchen dazzles with new GE Monogram stainless appliances, quartzite countertops, laminate cabinets and premium backsplash. Wailea Ekahi is a tropical oasis sitting on Keawakapu Beach, one of Maui’s best beaches, and is surrounded by resort hotels, shopping centers, and championship golf courses. Located on the greenbelt in one of Ekahi's most quiet and tranquil spots, this setting offers unmatched serenity and breathtaking ocean views. One of Ekahi’s four private pools is just steps away from your lanai, and a newly renovated beachfront pool pavilion is only a short stroll down the gorgeous greenbelt. There are two luxurious master suites – one with a king-size bed and the other expanded to accommodate two queen beds. each with a beautifully appointed bathroom and high-end fixtures, one featuring a walk-in tiled shower and the other a tub/shower combination. There are also three spacious, private walk-off lanais. One off each bedroom and another that is accessible from both the living area and dining room, offering cozy seating and a serene and private escape amidst Ekahi’s lush gardens. Offered fully furnished and turnkey ready with an impressive vacation rental history, this world-class condo is anxiously anticipating a new owner that will not settle for anything less than the best that Wailea Ekahi has to offer.
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$1.75m
Wailea - Wailea Ekolu
10 Wailea Ekolu Pl unit 1006, Kihei
Condo
2 bd
2 ba
1,071 sqft
$1,748,000
2
bd
2
ba
1,071
sqft
Welcome to Wailea Ekolu 1006. This upper level remodeled 2/2 unit offers stunning ocean, sunset and outer island views! Completely renovated with an open kitchen, custom cabinets, granite counter tops and stainless-steel appliances. Beautiful tile flooring throughout, 3 zone split AC system, custom wood interior doors, walk in tiled showers, full size washer and dryer. Oversized lanai perfect for sunsets, whale watching and entertaining. Wailea Ekolu is perfect for full time residents, 2nd home or short-term rental. Two wonderful pools and BBQ areas throughout the lush landscaped development. Just a short walk to world-class dining, golf courses and shopping.
Virtual Tour
$1.63m
Wailea Highlands
4385 Melianani Pl, Kihei
Land
0.523 acres
$1,630,000
0.523
acres
Situated in the prestigious Wailea Highlands community, this expansive vacant lot offers an exceptional opportunity to build your dream home in one of Maui's most desirable locations. Offering ocean and mountain views, the property spans .5288 acres and is located within a serene gated neighborhood. With underground utilities, paved roads, and easy access to championship golf courses, beaches, and shopping, this lot offers the perfect blend of tranquility and convenience. Design your custom residence to take advantage of the spectacular views and excellent location. With limited availability in this sought-after neighborhood, this is a rare opportunity to own a prime piece of paradise in the heart of Wailea.
Oceanfront
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 extensively renovated to capture the full potential of such a magical location. The wide-open floor plan features retractable glass sliding walls to provide a seamless indoor/outdoor lifestyle. Gorgeous imported coral stone flooring adds a beachside elegance and this home is filled with natural light. The expansive kitchen breakfast bar was crafted from an avocado wood slab with inlays of backlit sea glass. Beautiful cabinetry, high end appliances, gas stove and quartz countertops make the Chef's kitchen a highlight of the home. The bar in the pool area is close to both indoor and outdoor dining areas and features wood details, ice machine and refrigerator. Each of the bedrooms has an en suite bathroom. Some bathroom features include porcelain wood plank flooring, custom cabinetry and lighting, large soaking tubs and rock showers. More features include media room, yoga/reading room, private professional putting green, gym area, expansive lawn and tropical landscaping, Palapa, Photovoltaic Solar, fiber optic, security system, jacuzzi, and a multitude of sweet spaces to enjoy! Makena Kai offers 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. Showings Jan 9th-30th.
Oceanfront
$3m
Wailea - Wailea Ekahi I
3300 Wailea Alanui Dr unit 32C, Kihei
Condo
2 bd
2 ba
1,172 sqft
$2,995,000
2
bd
2
ba
1,172
sqft
Wailea Ekahi Unit 32C is a beautiful vacation condominium in the prestigious area of Wailea, known as the 'sunny side' of Maui. It is located on the greenbelt, just across from one of Ekahi Village's four private pools and in close proximity to the beach and pool pavilion. It is in one of the QUIETEST locations at Ekahi Village. After a four month renovation/remodel the condo was completely transformed into what is now likely the most beautiful and upscale unit in the complex. No surface was left untouched! The condo is bright, airy and well appointed featuring all the amenities of home. The condo has a very open feel with high ceilings and grand light fixtures. The kitchen features Sapele cabinets, a Sub-Zero fridge, travertine floors and stone counter tops. It is set up with two master suites and is perfect for families or two couples. The first bedroom features a new king size bed while the other features two queen beds. The beds are comfortable with high thread count duvets and soft pillows. Both bathrooms have also been recently updated, one with a walk in tiled shower and the other with a tub/shower combination. Enjoy Maui's famed sunsets on the spacious private lanais surrounded by the beautiful gardens of Ekahi Village and the most magnificent and expansive ocean view in the complex! So much so that you have a direct sightline to the whales in season! One of the lanais is off the living area and features a dining table. The second is off the master suite and features two comfortable sofas and a table for relaxing and looking at the ocean. This lanai is also accessed from the dining area. Wailea Ekahi has recently completed the construction of a brand new Pavilion at the beach and it is fabulous!! DO NOT WAIT, Call your favorite REALTOR to schedule a private showing today.
$3.7m
Wailea - Wailea Elua II
3600 Wailea Alanui Dr unit 2109, Kihei
Condo
2 bd
2 ba
1,536 sqft
$3,700,000
2
bd
2
ba
1,536
sqft
Beachfront estate on the famed Ulua Beach in Wailea with endless ocean vistas. Spacious, quiet and private - this upgraded WaileaElua gem is located at the top of this luxurious and amenity-rich resort community. Wailea Elua is ideally located for fun in the sun. VIPfront row seats await you at the Wailea Elua beachfront pool deck with direct access to the Wailea Oceanfront Beach Path, a private andlarge pavilion equipped with a lounge area, TVs, BBQ grills, a fitness center and more. Within this gated community, enjoy additionalamenities such as a second pool, hot tub, tennis & pickleball courts and a putting green. Boasting nearly 1600 square feet of living space, this 2 bed/2 bath condo feels even more spacious with an open-floor plan allowing a seamless flow from inside to outside. The mainlanai spans the entire frontage of the condo - from coffee time perched on the bedroom lanai to sunset hour on the large covered deckoff the living room, you’ll love this tropical Maui retreat. A bonus, spacious patio off the kitchen allows for a special place under the starsto enjoy evening barbecues with friends and family. Preparing meals in the fully equipped kitchen with stainless steel appliances andoversized granite countertops makes cooking feel more like social hour. Being situated in a hotel-zoned resort, this condo currentlyoperates as a successful short-term vacation rental and will be sold turn-key with all the necessities included - just pack your toothbrushand sunscreen! The spacious garage provides ample room for a vehicle as well as extra space for additional storage of your beach toys!Walking distance to the finest in world-class dining, shopping, golf and more. Contact your favorite Realtor to set up an exclusiveshowing today!
Virtual Tour
$7.5m
Wailea - Wailea Beach Villas
3800 Wailea Alanui Dr unit G101, Kihei
Condo
3 bd
4 ba
2,889 sqft
$7,500,000
3
bd
4
ba
2,889
sqft
Welcome to Wailea Beach Villas, where luxury and comfort come together in one of Maui’s most exclusive communities. This 3-bedroom, 3.5-bathroom ground-floor villa offers 2,889 square feet of thoughtfully designed living space, complete with a private plunge pool, an outdoor shower, and seamless indoor-outdoor living areas perfect for entertaining or relaxing. The open-concept layout is warm, elegant, and functional, featuring premium finishes like granite countertops, top-of-the-line appliances, and beautifully appointed furnishings. The expansive living space flows effortlessly onto the private lanai, creating the ideal spot for morning coffee, sunset gatherings, or simply unwinding after a day on the beach. The primary suite is your own private escape, with spa-inspired details including a secluded outdoor shower and a deep soaking tub for ultimate relaxation. Two additional guest suites, each with en-suite bathrooms and spacious closet space provide comfort, privacy, and space for family and friends. Located within the sought-after Wailea Beach Villas, this gated community offers world-class amenities: resort-style pools, a fitness center, concierge services, and 24-hour security. Step outside and enjoy the soft sands of Wailea Beach and the well known scenic Wailea Beach Path, perfect for a morning stroll or evening sunset walk. With The Shops at Wailea just minutes away, you’ll have easy access to the best dining, shopping, and entertainment. Combining laid-back luxury with unbeatable convenience, Unit G-101 is the perfect place to experience the best of Maui living. Whether you’re hosting guests, spending time with family, or simply enjoying the serenity of your surroundings, this villa is your private retreat. This condo is Hotel Zoned but has not been vacation rented by the Seller.
Home
3 bd
4 ba
2,732 sqft
$5,400,000
3
bd
4
ba
2,732
sqft
Lovingly owned and cherished by the Sellers and their family for over 26 years, this home is truly exceptional. Nestled in a serene section of Wailea Golf Estates near the end of a cul-de-sac, it offers a sense of tranquility and privacy. The residence’s prime location within the Golf Estates provides breathtaking nighttime skies, filled with the Milky Way and countless stars, free from light pollution and the noise often associated with nearby hotels in other parts of Wailea. The second-floor living, dining, and kitchen areas are surrounded by windows that showcase stunning views of the ocean and Haleakala, immersing you in the beauty of the natural surroundings. On the first floor, a secluded, heated saltwater pool offers the perfect spot for fun, entertainment, and relaxation, conveniently accessible from the family/den area. The home’s design features separate living and bedroom spaces on the first and second floors, allowing privacy for two couples or family members. Warm wood finishes throughout the interior enhance the inviting atmosphere, and the home has been freshly maintained and tastefully furnished, reflecting its exceptional quality and craftsmanship. Adding to the appeal, Wailea Golf Estates boasts an active homeowners’ association, fostering a strong sense of community and ensuring well-maintained homes and common areas. For those seeking life on the sunny side of the island, with access to Wailea’s world-class golf courses, pristine beaches, fine dining, and other amenities—not to mention breathtaking sunsets paired with the rising full moon over Haleakala—this home is a rare opportunity to make your dreams a reality. Seller holds an active real estate license in Texas.
Virtual Tour
$975k
Wailea - Grand Champions
155 Wailea Ike Pl unit 135, Kihei
Condo
1 bd
2 ba
908 sqft
$975,000
1
bd
2
ba
908
sqft
Discover an incredible opportunity to own a piece of paradise in Wailea, Maui’s premier 1,500-acre resort community known for its luxurious beaches, world-renowned golf courses, and vibrant attractions. Grand Champions Villas Unit #135, a 1-bedroom, 2-bath ground-floor condo, is set to be the **best-priced condo** in Wailea—making it the perfect entry point into this prestigious market. This unit is more than just a home; it’s a gateway to the lifestyle Wailea is famous for. With its five crescent-shaped beaches, upscale shopping, award-winning restaurants, and access to world-class resorts, Wailea offers the ultimate in tropical luxury. Whether you’re looking for a relaxing getaway or an active lifestyle filled with golf, water sports, and exploration, this community has it all. Currently, an income-producing property, Unit #135 is a short-term rental with plenty of potential to elevate its performance. This is your chance to secure a foothold in one of Maui’s most sought-after locations. Don’t miss the opportunity to own a condo in Wailea at such an attractive price point.
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$1.78m
Wailea - Palms at Wailea I
3200 Wailea Alanui Dr unit 1505, Kihei
Condo
2 bd
2 ba
1,194 sqft
$1,775,000
2
bd
2
ba
1,194
sqft
Experience breathtaking ocean views and unforgettable sunsets from the comfort of your private lanai. This exceptional ground-floor villa is nestled in a highly sought-after inner circle location, where you can unwind with the gentle Hawaiian breezes or take a leisurely stroll to the vibrant community gathering center. The villa boasts a spacious living area with an open dining area and a well-appointed kitchen, complete with a convenient pass-through to the lanai for seamless indoor-outdoor dining. The primary suite features a luxurious tub and shower, along with a stunning, direct view of the ocean. For guests or family, a second bedroom and bathroom with a walk-in shower are also available. Additional conveniences include an upgraded air conditioning system, in-unit washer and dryer, as well as direct parking access to the villa. Relax in the large community ocean-view pool, rejuvenate in the spa, or enjoy the clubhouse—perfect for whale watching during the season. The Wailea resort area offers a wealth of attractions, including world-class restaurants, upscale shopping, and pristine sandy beaches. Explore tennis and golf during the day, and savor the vibrant nightlife that awaits as the sun sets on another perfect Hawaiian evening.
Virtual Tour
$1.68m
Wailea Ekolu - Wailea Ekolu
10 Wailea Ekolu Pl unit 404, Kihei
Condo
2 bd
2 ba
1,071 sqft
$1,675,000
2
bd
2
ba
1,071
sqft
Experience the pinnacle of island living at Wailea Ekolu #404, a stunning 2-bedroom, 2-bathroom top-floor unit with breathtaking ocean views of Molokini, Lana‘i, and Kaho‘olawe. From your private lanai, marvel at the sight of humpback whales in season and soak in year-round sunsets that will leave you speechless. The unit boasts high vaulted ceilings, creating a spacious and airy ambiance perfect for relaxation or entertaining. Enjoy the open floor plan with views from the kitchen and living areas. This unit is currently used as a vacation rental with a successful rental history. As part of the desirable Wailea Ekolu community, enjoy access to two pools and beautifully maintained grounds. Ideally located, Wailea Ekolu #404 is just a short stroll to Wailea's newest shopping center, offering an array of boutique shops and fine dining. World-class resort golf courses, pristine sandy beaches, and the Wailea Tennis Club are all within close proximity, completing the ultimate Maui lifestyle. Don’t miss your opportunity to own a piece of paradise!
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Oceanfront
$13.9m
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 101, Kihei
Condo
4 bd
4 ba
3,850 sqft
$13,900,000
4
bd
4
ba
3,850
sqft
Wailea Point residence 101 is simply spectacular. Beginning with a “top-of-world-class” oceanfront location / a commanding presence over Wailea Beach / sitting in FRONT of the gorgeous Four Seasons Resort / with 180 degrees of magnificent ocean & island vistas from 46 feet above sea level. This is a vibrant, all-consuming view that leaves an indelible mark on all who experience it. Then there is the interior, elegantly designed by world renowned Persis Hataria, and masterfully constructed by acclaimed builder Shawn Conners. From the moment you walk through the double entry koa doors, this property exudes QUALITY. A lovely cove ceiling inside the front doors, clear grade T&G Western Red Cedar 9-foot ceilings throughout, 2’ X 3’ travertine marble floors enhance the great room, kitchen & office. Additional features include automatic window shades, extensive use of Venetian plaster and precious Koa wood doors, cabinets and built-ins. The fully remodeled, all-white kitchen is a delight, and includes the awesome ocean views. The remodeled baths have Koa cabinets, marble countertops, exquisite floor & wall tiles, and feature matching hardware with Kohler Forte Satin Nickel handles faucets & handles. Furnishings are McGuire and other top brands, or custom built. This interior could be the Presidential Suite of the finest hotel. New windows were installed in 2021 as per AOAO mandate, but the owners went the extra mile and employed the gorgeous “mitered glass bay windows” to maximize the property’s already amazing views and aesthetics. The 4th bedroom is currently furnished as a den. Wailea Point is Hawaii's finest residential condominium. 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 with full kitchens; lighted tennis court, 2 pickleball courts (1 lighted); superb air conditioned 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. Furnishings are included except art pieces.
Condo
3 bd
3 ba
1,796 sqft
$3,400,000
3
bd
3
ba
1,796
sqft
One of the best front row locations in the exclusive Kai Malu neighborhood in Wailea, Maui. This home boasts all that you could want with expansive ocean views, your own personal pool and hot tub and a very private setting with your own fenced yard. Year round sunsets included! Kai Malu 27B has been immaculately maintained and comes with upgraded hardwood floors, and an owned PV solar system that is grandfathered into the Net Metering program, which is no longer offered by MECO. This 3 bed, 2.5 bath townhouse lives like a single family home with a large 2 car garage and generous additional storage for all of your toys and beach gear. Enjoy the ease of ownership that a condo provides as the exterior of the property is taken care of by the HOA, including your personal pool and yard maintenance. Kai Malu is a gated community in the heart of Wailea with lush manicured grounds, roaming security and an incredible clubhouse with an infinity edge pool overlooking the best ocean views of any development in Wailea. The community area also features a large hot tub, work out facilities, sauna & steam rooms and a private club house available for gatherings. Close to all the world class beaches, dining, shopping and golf that the Wailea Resort has to offer. This home is being offered with new furnishings and turnkey.
$4.5m
Wailea - Papali Wailea
3100 Wailea Alanui Dr unit 21, Kihei
Condo
3 bd
4 ba
2,386 sqft
$4,500,000
3
bd
4
ba
2,386
sqft
Papali Wailea combines the shared benefits of a condominium and the spacious feel of a single family residence. One of the few complexes in Wailea with a garage, Papali Wailea also includes a fully equipped fitness center and an infinity edge pool! Located below the other units in the complex, Unit 21 benefits from unobstructed views and close proximity the to fitness center and pool. Being close to the pedestrian gate, makes the walk to the beach a little shorter and easier. The unit has a lot of natural light, photovoltaic panels, and a functional, well thought out floor plan. It offers three bedrooms, all with ensuite bathrooms, as well as, a half bath for guests. All three bedrooms have there own outdoor lanai spaces.
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Oceanfront
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, oceanview 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. 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.
$2.2m
Kanani Wailea - Kanani Wailea
145 Poailani Pl unit 26, Kihei
Condo
3 bd
3 ba
1,984 sqft
$2,195,000
3
bd
3
ba
1,984
sqft
Also listed under residential MLS #404303 Kanani Wailea, where luxury and privacy converge in one of South Maui ‘s favorite gated communities. This 3-bedroom, 2.5-bathroom ocean-view single-family residential condominium offers a serene retreat, tucked away within an enclave of just 38 stand-alone homes. With its breathtaking surroundings, this property delivers the perfect balance of refined island living and ideal Wailea location. Step into the open and spacious living area, featuring Malaysian Merbau flooring that effortlessly connects the living, dining, and kitchen spaces. Abundant natural light streams through large windows and sliding glass doors, highlighting the sophisticated design and premium finishes throughout. The gourmet kitchen will make you smile, boasting granite countertops, coffee bar, a Sub-Zero refrigerator and wine cooler, a Wolf cooktop and oven, and a Gaggenau hood. This home has been thoughtfully upgraded with custom Mahogany stairways, privacy screens on the lanai, and custom closets including under the stairwell! All bedrooms are located upstairs, including the luxurious primary suite with a private lanai, spa-like en-suite bathroom featuring a soaking tub and elegant finishes. An additional open den upstairs provides versatile space for work or relaxation. The home’s expansive outdoor areas, including two lower lanai’s, offer incredible opportunities for entertaining & dining, or simply relaxing. Enjoy a large a two-car attached garage with ample storage, and driveway. Kanani Wailea is a premier community offering resort-style amenities, including a sparkling swimming pool, spa, fitness center, outdoor kitchen, and meticulously landscaped grounds. Perfectly situated close to pristine beaches, championship golf courses, upscale shopping, and exquisite dining, this home embodies the best of the Maui lifestyle. Maintenance fees include all exterior maintenance and landscaping
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$1.7m
Wailea - Palms at Wailea I
3200 Wailea Alanui Dr unit 1001, Kihei
Condo
2 bd
2 ba
1,242 sqft
$1,700,000
2
bd
2
ba
1,242
sqft
Welcome to Palms at Wailea 1001, a ground floor, 2-bedroom, 2-bath condo in the highly desirable Building 10. This ideally located unit, next to the greenbelt, offers privacy and partial ocean views from both the living area and the large lanai. As a turnkey opportunity, this condo comes fully furnished, it has been tastefully updated and maintained throughout the years. Stay comfortable year-round with a powerful split-system AC servicing the living area and both bedrooms. The unit is flooded with natural light, enhancing the tropical ambiance of being on Hawaii while providing luxurious comfort. The spacious, open floor plan is perfect for entertaining, with the large lanai seamlessly extending the living area and the primary bedroom. Situated within walking distance to the world-famous Keawakapu Beach, you can enjoy a quiet day on the sand or engage in various water activities such as swimming, paddling, and kayaking. Nestled in the heart of the master-planned resort community, you have access to nearby five-star hotels, award-winning restaurants, championship-level golf courses, and boutique shopping. The Palms at Wailea boasts beautifully landscaped grounds. Take a stroll through the lush gardens or relax by the large pool and hot tub while enjoying some of the best views in Hawaii. The designated parking stall is conveniently located near the unit. Don't miss out on the opportunity to own a piece of paradise in one of Maui's best-located properties.
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$14.99m
Wailea - Wailea Beach Villas
3800 Wailea Alanui Blvd unit B-101, Kihei
Condo
3 bd
4 ba
2,879 sqft
$14,990,000
3
bd
4
ba
2,879
sqft
Full Remodel completed December 2024!! Once in a generation opportunity to own the most contemporary and sophisticated front row direct BEACHFRONT VILLA, a single level ground floor fully furnished turn-key Villa including plunge pool & outdoor shower with garage. Wailea Beach Villas is situated in the most convenient location in the Wailea Resort and this is situated in the most private area in WBV! The new contemporary renovation ushers in a new elegance @ Wailea Beach Villas with a stunning new kitchen, new wood flooring, new recessed lighting, new lighting fixtures, new, electrical switches and plates, new Nest temperature controls, new interior paint, new automated window coverings with blackout shades & new mahogany valences, new dry bar with wine & beverage refrigerators, new RH furniture & wall art AND new juke box for your entertainment. Income opportunity available IF desired!
$1.43m
Wailea - Wailea Palms
3150 Wailea Alanui Dr unit 2404, Kihei
Condo
2 bd
2 ba
1,194 sqft
$1,427,000
2
bd
2
ba
1,194
sqft
Experience the ultimate in luxury living at this beautiful 2-bedroom, 2-bathroom condominium in Wailea Palms, one of the premier residential properties on Maui. With a spacious open floor plan, this home boasts vaulted ceilings with abundant natural light, creating a bright and airy ambiance. Enjoy ocean views from the living room, master bedroom, and expansive lanai. Entertaining is enhanced by the pass-through from the kitchen to the lanai. The kitchen features cabinets with convenient pull-outs. The beautiful backsplash gives the kitchen a modern, designer touch. Your guests will love their private accommodations, which include a king-sized bed. The master bedroom boasts garden and ocean views with a large ensuite bathroom. The home has been meticulously maintained with numerous improvements, including a re-designed entrance to the sunken living room, new vinyl flooring, a new split A/C in the master bedroom, new blinds, new fans, a new washer and dryer, a new refrigerator and added storage. Wailea Palms features one of the most spectacular pool areas on Maui. The ocean views are stunning. The amenities include a gym, an entertainment & barbeque pavilion, and a putting green. Wailea offers world-class golf courses along with fantastic restaurants and shops. One of the most beautiful beaches in the world is only a short walk away. This fabulous resort home is being sold furnished. This is a must see!
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Home
4 bd
5 ba
4,328 sqft
$21,000,000
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
$9.85m
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 802 & 804, Kihei
Condo
5 bd
6 ba
4,821 sqft
$9,850,000
5
bd
6
ba
4,821
sqft
WHERE ALOHA MEETS LUXURY! The ONLY 5 bedroom 6 bathroom condo available in the prestigious Wailea Resort, a perfect multi-generational compound. This LEGACY double unit is a fully furnished turn-key that lives like a home with lock n’ leave convenience to simplify your life. Situated on 28 lush acres of tropical oceanfront paradise, 24 hour manned security is included! Other BONUSES are the most recent 2022 renovation and being offered at the lowest price per sf of all units in THE remarkable Wailea Point. You win both ways! Please contact your Realtor for the professional video, photos and the property amenities too numerous to mention. The 6293 sf total living area includes 5 lanais and a two car garage with additional built-in storage. The essence of this condominium residence is its superior location, stunning and panoramic sunrise views, ocean views, sunset views and the captivation of the soft night lighting. Enjoy a convenient and short stroll through the manned & gated access to the many white sand beaches that include an abundance of ocean activities. Stroll the “Wailea Oceanfront Path” to the adjacent Four Seasons Wailea & Fairmont Kea Lani Resorts, then on to your tee time and/or pickleball or tennis match in some of the best weather on earth PERIOD!
$1.6m
Wailea - Palms at Wailea I
3200 Wailea Alanui Dr unit 1903, Kihei
Condo
2 bd
2 ba
1,194 sqft
$1,595,000
2
bd
2
ba
1,194
sqft
Palms at Wailea Unit 1903 has been elegantly renovated & conscientiously maintained, & is offered turn-key furnished with high-end decor that fits the architectural layout & enhances the unit's neutral colors. This 2Bd, 2Ba, 1194 s.f., light & airy ground floor unit was tastefully remodeled in October 2019 & includes a spacious 473 s.f. covered lanai affording that seamless indoor/outdoor living/lifestyle. There are no stairs from parking to the unit. Upon entering, your eyes are immediately drawn across the great room to the sliding glass walls & windows, allowing for lots of natural light, scenic views of the blue sky, tropical vistas, & expansive manicured lawn. The fully equipped kitchen boasts newer stainless steel appliances & cabinetry, a purified water system, & a custom full-height backsplash that complements the Silestone quartz countertops. The unit also benefits from upgraded pass-through sliding windows from the kitchen to the wraparound tiled lanai, inviting dining al fresco. The richly elegant luxury vinyl plank & custom tile floors throughout accentuate the entire unit. There are split-system AC units in the main living area & both bedrooms. The garden-view primary bedroom is filled with natural light & an airy feeling from the 8-foot sliding glass doors that open to the large lanai, as well as the windows & tray ceiling. The primary en-suite bathroom features Silestone quartz countertops & a floor-to-ceiling tiled shower, & it also includes large & abundant closet space. The light-filled second bedroom features a plethora of windows, along with 8-foot tall, frameless, & beautifully crafted wood ‘barn’ doors. Bathroom 2 features a porcelain under-mount sink, a natural limestone countertop, & a floor-to-ceiling tiled walk-in shower. While dining or lounging on the lanai, you experience relaxing, lush, pastoral scenery, & a distinct sense of calmness. This unit includes 2 parking stalls, 1 deeded & 1 assigned by the HOA, for car storage. The Palms at Wailea's Mediterranean-style architecture features stucco-covered arches that frame the view corridors, an expansive & revered pool with a jacuzzi spa, & a BBQ area. The pool & spa area overlooks a lovely tropical garden & provides beautiful ocean & sunset views! The spacious & lushly landscaped grounds are meticulously maintained, & the water feature at the main entrance & the stream that meanders through the property add a touch of elegance. Experience the Wailea Lifestyle, convenient to world-class dining, shopping, golf, & tennis. The finest beaches Maui has to offer are in very close proximity to the Palms at Wailea!
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