Wailea Real Estate Search

Wailea Homes for Sale

The stunning resort community known as Wailea, South Maui, Hawaii, is an incredible place to live between the spectacular beaches of Kihei and Makena. Among its many advantageous features, Wailea boasts high-end shopping opportunities, world-class golf courses, crescent-shaped golden-sand beaches, sun-drenched days, and celebrity sightings. Beyond those fabulous amenities, Waliea is also home to mouth-watering dining destinations, five extraordinary resorts, elegant art galleries, and an award-winning tennis center.

Specific restaurants in Wailea include Capisce? at Hotel Wailea, Monkeypod, Spago, Longhi’s at the Shops at Wailea, Duo and Ferraro’s at the Four Seasons, and Ko in the Fairmont Kea Lani. Recreation opportunities in Wailea are equally diverse and desirable, including swimming, snorkeling, and scuba diving around the picturesque lava rock that lines many of the community’s beaches. And speaking of such water activities, Wailea, Polo, and Keawakapu beaches are considered the best for swimming and leisurely snorkeling, while the beaches of ‘Ulua and Mokapu are regarded as the best for scuba diving. Also adding to the appeal of Wailea are the community’s many thrilling festivals and events. A few of the most noteworthy Wailea events include the Maui Film Festival, Wailea Restaurant Week, Taste of Wailea, and the Wailea Food and Wine Festival.

Whether you are seeking a weekend getaway, a winter retreat, or a new year-round residence, Wailea real estate has many incredible options. Homes for sale in Wailea consist of a vast array of single-family detached homes, both old and new, and large and small. Similarly, real estate in Wailea includes lower-maintenance attached and semi-detached housing in stunning luxury condominium communities. All of these Wailea properties vary in age, architectural design, size, and floor plan with options for homebuyers in all seasons of life. Please allow us to assist you with your Wailea home search and connect with us today so we can share details about the currently listed properties in Wailea in Maui, Hawaii.

Our website features the best Wailea real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Wailea Homes and Condos for Sale

$2,995,000
2 Beds 3 Baths 403726 MLS Fee Simple Tenure Wailea Palms BLDG.
Nestled in the coveted Wailea Palms complex, Unit 3106 epitomizes modern, resort-style living in the heart of one of Maui’s most renowned communities. This elegant and contemporary residence offers breathtaking panoramic ocean views from almost every room and features seamless indoor-outdoor living with arguably the best floor plan in the complex. The open and inviting main living space is distinguished by high-vaulted ceilings and floor-to-ceiling windows that flood the rooms with natural light. Outside, the expansive oversized lanai captivates with its vibrant ocean views and beautifully manicured tropical landscapes—an ideal spot to indulge in the stunning scenery. The luxury continues in the gourmet chef’s kitchen, equipped with Sub-Zero appliances, granite countertops, and bar seating. Large windows provide ocean views, the perfect backdrop while preparing any meal. The main living area is complemented by a generously appointed dining room with access to the lanai. The master suite exudes opulence, featuring private lanai access and an en-suite bathroom with dual vanity and walk-in shower. An additional bedroom, ideal for a private office or guest room, and an additional bathroom complete the unit. Wailea Palms, known for its resort-like ambiance, offers premium amenities including a workout room, professional-quality putting green, and a newly renovated barbecue pavilion. Moreover, this unit boasts unparalleled proximity to Wailea and Makena’s best beaches, restaurants, and activities. Don’t miss this exceptional opportunity to experience the pinnacle of Wailea living.

3150 Wailea Alanui Dr Unit 3106, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$14,250,000
3 Beds 4 Baths 403687 MLS Fee Simple Tenure Wailea Beach Villas BLDG.
Experience the epitome of luxury living in this stunning penthouse Wailea oceanfront villa, boasting 3 bedrooms and 3.5 bathrooms spanning 2,863 square feet with breathtaking, unobstructed ocean views. Step into a world of elegance with a spacious, open-concept layout featuring high-end finishes and furnishings throughout. The villa is equipped with premium Sub-Zero and Thermador appliances, granite countertops, travertine tile flooring, along with expansive living spaces designed for both comfort and style. The villa’s private lanai is perfect for guest entertainment and soaking in the panoramic ocean and beach views, creating a true oasis of relaxation. The primary spacious bedroom enjoy spectacular ocean-view corridors from the Villa’s elevated position and the opulent en-suite bathroom offers a spa-like retreat. Your two guest rooms, en-suites and walk-in closets create private experiences for all. This exclusive villa offers top-of-the-line amenities, including resort-style pools, a fitness center, and concierge services, 24-hour security and gated entry ensuring an unparalleled lifestyle. Just steps from the world-famous Wailea Beach, this prestigious complex is also adjacent to the luxurious Grand Wailea Resort and The Shops at Wailea, Maui’s premier shopping and dining destination. An unbeatable location, world-class quality, and unrivaled reputation, Wailea Beach Villas stands as the pinnacle of luxury living and the ultimate vacation destination. Sold turnkey with elevator access and a single car garage. This property is Hotel Zoned.

3800 Wailea Alanui Blvd Unit D301, Kihei

Listing courtesy of Island Sotheby's Int'l Rlty(W).

$1,750,000
2 Beds 2 Baths 403684 MLS Fee Simple Tenure Wailea Ekolu BLDG.
Stunning Ocean View Condo in Wailea Ekolu 907 . Discover the perfect blend of luxury and tranquility in this beautifully remodeled 2-bedroom condo, ideally perched above the 10th green of the prestigious Old Blue Golf Course. Although a ground-floor unit, it feels like an elevated retreat, offering breathtaking, unobstructed views that stretch from the southern tip of Kahoolawe to the majestic West Maui Mountains, with Molokini taking center stage. You'll even overlook the iconic Four Seasons and Grand Wailea resorts from your private lanai. Inside, the 2019 remodel shines with a brand-new kitchen and bathrooms featuring top-of-the-line appliances and modern finishes. The open layout creates a breezy, spacious feel, and the unique feature of sliding shoji doors between the guest room and living area allows for seamless cross-ventilation-perfect for cooling the space naturally. The wall was removed with a permit in 1991. This rare gem in Building Nine, the most sought-after building in the Village, has been lovingly maintained by its owner and has never been rented. Three AC units, blackout drapes, and blinds on the lanai ensure your comfort year-round, while tile floors throughout add a sleek, modern touch. Wailea Ekolu is a pet friendly complex. Situated just a short walk from world-class shops and restaurants, you might find it hard to leave the comfort of your lanai, where you'll enjoy spectacular sunsets all year long. This unit is easy to view. Don't miss your chance to own a piece of paradise in one of Wailea's premier locations!

10 Wailea Ekolu Pl Unit 907, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,200,000
3 Beds 3 Baths 403669 MLS Fee Simple Tenure Kai Malu BLDG.
Step into 139 Kai La Place, the best value in Kai Malu at Wailea. This beautifully maintained home is tucked away on a quiet lower cul-de-sac, is private and surrounded by lush, tropical landscaping. The spacious floor plan designed for easy living, features garden views from both levels and peekaboo ocean views from the second floor. The home has been a part-time residence and recently updated with new paint and professional stone restoration for a like-new look and lasting durability. With a Tesla photovoltaic system, equipped with 20 panels and one power wall, you can enjoy low energy costs without sacrificing comfort. The gourmet kitchen is outfitted with stainless steel Kitchen Aid & GE Profile appliances, reverse osmosis, flat cooktop, granite counters and natural stone flooring -- perfect for culinary enthusiasts. Vaulted ceilings and crown molding elevate the open living and dining areas, where sliding pocket doors seamlessly connect the indoors to a covered lanai—ideal for indoor & outdoor living. The upper level primary suite showcases a private lanai, generous closets, ensuite bathroom complete with double sinks, a walk-in shower and separate soaking tub. A full-sized washer and dryer are conveniently located upstairs, while the ground-floor guest bedroom offers flexibility, doubling as a cozy office space. The oversized two-car garage provides plenty of storage for all your beach gear, golf clubs, and outdoor equipment. Kai Malu is renowned for its breathtaking landscaping, stunning ocean views and seasonal whale sightings from the shared open-air hale and inviting 75-foot infinity pool. The resort amenities include a large hot tub, sauna, steam room, fitness center, library and a well-equipped kitchen complete with an ice maker and grilling area. With easy access to The Shops at Wailea, pristine South Maui beaches, golf, tennis and dining, this home strikes the perfect balance of relaxation and convenience. You truly won’t want to leave!

139 Kai La Pl Unit 35B, Kihei

Listing courtesy of Maui Ohana Real Estate LLC.

$5,495,000
3 Beds 4 Baths 403667 MLS Fee Simple Tenure Hoolei BLDG.
Currently revered as an elite Wailea Hotel Resort Zoned, Legal Vacation Rental Property, Ho’olei 81-2 has Excellent Rental History. The unit offers approx. 2,426 s.f. of living area on two levels, including a private interior elevator, 3 spacious bedrooms with elegant en-suite custom bathrooms, an exquisite powder room & an add'l 596 s.f. of covered exterior lanais. There are lovely ocean & verdant pastoral views from the moment you enter the great room. Polished travertine floors, recessed LED lighting, & surround sound are set within the double-banded crown moulding that defines the tray ceiling. Disappearing glass walls span an approx. 30 ft. opening creating that seamless indoor/outdoor Maui lifestyle! The ocean view dream kitchen features SubZero & Wolf appliances, & a Thermador Gas cook-top all housed in, top of the line, Snaidero Italian custom cabinetry. The kitchen island & perimeter counters, capped in specimen granite, afford an abundance of functionality with full extending, soft close drawers. The full-height iridized gold glass tile back splash exudes elegance. Surrounded by lush landscaping & in proximity to the world class resort pools, one is transported by the tropical ambiance, sounds of the cascading waterfalls, & a soft glow from the plethora of tiki torches. This is Hawaii. Notable features include an attached one car garage, full laundry room, multi-zone climate control, a security system, & a deeded single space covered carport. A fully equipped gym, two hot-tubs, poolside Baja shelf & shallow-water play area, massage Hale & exquisitely appointed changing rooms with saunas are valued amenities. World class beaches, fine dining, shopping, golf, ocean sports, pickleball & tennis are merely seconds away from this gated tropical paradise.

81 Makakehau Cir Unit H-2, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$5,900,000
3 Beds 2 Baths 403647 MLS Fee Simple Tenure Wailea Point I Ii Iii BLDG.
Absolutely breathtaking ocean views from 105 feet above the sea - the best in Wailea - captured through stunning mitered glass bay windows. Facing straight at Molokini Island and including pristine Polo Beach. In the “Gold Coast” of Wailea Point. Beautifully remodeled with a loft added, creating a third sleeping area. Oak wood floors, gorgeous open kitchen with bar counter, elegantly remodeled baths. You will not want to leave this gorgeous home! Wailea Point was developed to be the finest residential condominium in Hawaii - and many believe it is just that. It features exceptional quality construction; a very low density (under 5 units per acre) garden environment; low-rise buildings; 24-hour gated & roving security; two elaborate pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas & full kitchens; lighted tennis court, 2 pickleball courts (1 lighted); superb fitness gym; barbeque areas; fruit & herb gardens; ample parking; and it’s a golf-cart friendly property. Enjoy the Four Seasons and Fairmont Kea Lani Hotels as immediate neighbors and all the 5-star services they offer. Furnishings included except art pieces. Quiet, private, spacious, exclusive living in one of the world's finest locations! Sale includes garage 2802-G (CPR 76). NOTE: THE SALE IS SUBJECT TO A 1-YEAR LEASE BEGINNING 1/1/25; PERFECT FOR A 1031 EXCHANGE BUYER!

4000 Wailea Alanui Dr Unit 2802, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$14,500,000
3 Beds 3 Baths 403646 MLS Fee Simple Tenure Wailea Point I Ii Iii BLDG.
THE FINEST condominium residence in Hawaii. Located 75 feet from the surveyed shoreline and 56 feet above sea level. Views expand more than 180 degrees and exceed any superlatives. You feel like you “own” magnificent Wailea Beach and the vast ocean beyond, including the West Maui Mountains, Lanai Island, Kahoolawe Island … even the slopes of Haleakala. The entire top floor of Building #1 at Wailea Point, this is the grandest of the 6 original “double units” at Wailea Point. 2 gorgeous master suites; the 3rd bedroom is furnished as a den/office, but 1 or 2 beds easily roll in. There's also a media room with 100" TV and fabulous view of Wailea Beach. The INTERIOR is a showpiece - unsurpassed in quality, workmanship and aesthetics - designed by world renowned Persis Hataria and built by acclaimed contractor Shawn Conners in 2012. A lengthy list of outstanding interior features is available and includes a magnificent galley kitchen; “smart” specialty lighting controls; 36” honed Blue Limestone flooring; electrically operated blinds; countertops of marble and onyx; extensive use of Venetian plaster on walls and ceilings; surround sound system; water softener & filter; 42” Sub Zero plus Sub Zero refrigerator & freezer drawers … and much, much more. The ceilings in the vast main living area reach up to 23 feet high. New windows were installed in 2021 as per AOAO mandate, and the owners employed the gorgeous “mitered glass bay windows” to maximize the already amazing views and aesthetics of this property. The unique, all glass doors surrounding both the front corners of the unit are equally stunning - open them and “be” part of the heavenly outdoors. Wailea Point features exceptional quality construction; a very low density (just over 4 units per acre) garden environment; largely concrete low-rise buildings; 24-hour gated & roving security; two elaborate pool pavilions with 4 pools including a 2-lane, 25-meter lap pool, 2 whirlpool spas & full kitchens; lighted tennis court, 2 pickleball courts; superb fitness gym; barbeque areas; fruit & herb gardens; ample parking; fun, golf-cart friendly property. Beautifully landscaped and maintained, Wailea Point IS a beautiful garden. Enjoy the Four Seasons and Fairmont Kea Lani Hotels as immediate neighbors and all the 5-star services they offer. Furnishings included except art pieces.

4000 Wailea Alanui Dr Unit 102, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$1,395,000
2 Beds 2 Baths 403638 MLS Fee Simple Tenure Grand Champions BLDG.
This lovely remodeled and cared for 2 bedroom/2 bathroom Grand Champions unit speaks of Hawaiiana and is being sold 'Turn Key' Furnished. Unit #140 is upper-level with vaulted ceilings and lives large. The sheer scale and volume of space adds a sense of elegance and comfort to the living experience. Vernal and serene truly describe the setting. There are peaceful, green and pastoral views from the unit with a small southwest ocean view from the glass railing surrounded lanai area. There is a lovely, high quality, richly textured and patterned carpet throughout. Additionally, there are three zones of split-system climate control. There is an abundance of natural wood cabinetry complimented by the granite countertops in the spacious stone-like tiled floor kitchen. The stainless-steel appliances contrast nicely with the wood cabinetry and full height stone & glass tiled back splash. The light filled primary bedroom faces south and affords an abundance of peaceful lushly landscaped views and fresh air. The primary bathroom has a cherry wood vanity, dual porcelain undermount sinks and a six-inch tall granite backsplash. The primary shower area features floor to ceiling stone-like tiles and a custom 'Bird of Paradise' tile design. The beautifully appointed guest bedroom features two corner windows allowing for lots of natural light and includes 8 ft tall mirrored closet sliders. The en-suite guest bathroom features cherry cabinetry along with lovely granite countertops and an onyx tiled backsplash. A functionally efficient feature is that the washer & dryer are located in the exterior lanai closet thus not taking up extra space and eliminating noise and humidity. The richly landscaped entrance to Wailea's Grand Champions Condominium, where one is greeted by a fabulous water feature filled with magnificent mosses, sets the tone for the entire quiet enclave. Additionally, there are two pool area facilities featuring spas, BBQ’s and changing rooms. The complex is surrounded on three sides by the Wailea Blue Golf Course and is located conveniently to world class beaches, dining and shopping.

155 Wailea Ike Pl Unit 140, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$2,380,000
3 Beds 3 Baths 403587 MLS Fee Simple Tenure
Also listed as condominium MLS #403585. Welcome to Kanani Wailea, where luxury meets comfort in this stunning 3-bedroom, 2.5-bathroom ocean view single family residential condominium. With only 38 stand alone units in the gated complex this exquisite Wailea home offers a perfect blend of island living, modern elegance and privacy. The open and spacious travertine flooring seamlessly integrates the living, dining, and kitchen areas. New windows and sliding glass doors bathe the interior in natural light, highlighting the sophisticated design and high-end finishes throughout. The gourmet kitchen features top-of-the-line appliances, granite countertops, and custom cabinetry, making it a chef's dream. Featuring many upgrades including a new AC unit, high insulation solar shades, house alarm system and updated light fixtures in and outdoors, a theater room sound system wired with speakers throughout the house. The expansive master suite is a true retreat, complete with a private ocean view lanai, a walk-in custom closet, and a luxurious en-suite bathroom with a soaking tub and separate shower. The floor covering in all bedrooms is carpet. Kanani Wailea is one of the few complexes featuring a two car garage with additional storage and an expansive driveway. The extended lower lanai is ideal for entertaining, dining or simply relaxing. Kanani Wailea offers an array of resort-style amenities, including a sparkling swimming pool and spa, fitness center, outdoor kitchen and beautifully landscaped grounds. Located just minutes from world-class beaches, golf courses, shopping, and dining, this condominium provides the ultimate island lifestyle. Don't miss this rare opportunity to own a piece of paradise in one of Wailea's most sought-after communities. This is a residential CPR.

87 Poailani Pl Unit 17, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$4,500,000
3 Beds 3 Baths 403559 MLS Fee Simple Tenure
Set prominently on an elevated corner lot within the exclusive Wailea Kialoa gated community, this property has ocean views, a resort-style pool, and the finest in modern design. Thoughtfully crafted with an open living concept, Fleetwood pocket doors seamlessly retract, creating a fluid connection between the kitchen, living room, and pool. The outdoor living space invites easy entertaining and picturesque sunsets. Skylights throughout the home bathe it in natural light, enhancing the bright, airy feel. Every detail exudes luxury, from the Subzero and Wolf appliances in the kitchen to the Taj Mahal stone countertops and custom black walnut cabinetry. The sense of openness flows through the entire home, with vaulted ceilings accented by stained cedar beams. A striking chandelier anchors the space, complementing the elegant tile floors and grand stairway leading to two spacious bedrooms. The primary bedroom is intelligently designed with panoramic ocean views from two lanais. Both bedrooms include ensuite bathrooms with refined finishes. A versatile third room can easily transform into a guest bedroom or office. Fully furnished with hand-selected designer pieces by Swan Interiors, this home embodies refined style and comfort. The beautifully landscaped grounds provide both aesthetic beauty and privacy. Additional features include a two-car garage, central air conditioning, and an AV closet. Wailea Kialoa offers a premier lifestyle, surrounded by world-class golf courses, fine dining, luxury resorts, and renowned beaches just minutes away. Co-listing agent is a licensed Realtor in Hawaii and a manager of the LLC that owns this property.

194 E Panana Pl, Kihei

Listing courtesy of Hawaii Life (W).

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