Wailea Real Estate

Wailea Real Estate

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Newest Listings in Wailea

173 Holokahiki Ln Unit 10B, Kihei
$2,495,000
3 Beds ⋅ 3 Baths ⋅ 411084 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Makalii At Wailea BLDG.
Experience modern coastal luxury living at Makalii at Wailea #10B. Centrally tucked away from any road awareness yet only moments from Polo Beach and Fairmont Kea Lani, this 2021-built 3-bedroom, 3-bathroom townhome features the gated community's largest floor plan (1,802 sq ft interior / 2,535 sq ft total) and includes a private guest casita. The main level offers an open-concept living space, a gas kitchen, a guest suite, and two lanais with ocean and garden views, plus a hard-plumbed gas line for grilling. Constructed with low-maintenance premium materials that are sure to impress, the property includes an attached garage and additional driveway parking. Enjoy world-class community amenities, including one of Wailea’s most expansive infinity pools, ocean-view fitness center, hot tub, saunas, and steam rooms. Schedule your private showing today! This incredible opportunity will not last!

173 Holokahiki Ln Unit 10B, Kihei
3950 Kalai Waa St Unit A 101, Kihei
$1,024,730
2 Beds ⋅ 2 Baths ⋅ 411053 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Wailea Fairway Villas BLDG.
Experience effortless island living in this beautifully updated and fully furnished 2-bedroom, 2-bath ground floor end-unit townhome in Wailea. Enjoy open-concept living with engineered hardwood flooring, custom cabinets, custom blinds, quartzite countertops, accent lighting, full sized stacked washer and dryer, and a split A/C system. This tastefully appointed unit has also been recently painted. Residents of Wailea Fairway Villas enjoy outstanding amenities including a heated saltwater pool, reservable clubhouse with full kitchen, bbq grills, hot tub, and a fitness center. On site carwash area, bike racks, board/kayak storage are also available. Ideally located close to Wailea’s championship golf courses, pristine beaches, premier shopping and dining.

3950 Kalai Waa St Unit A 101, Kihei
4000 Wailea Alanui Dr Unit 1104, Kihei
$7,999,000
3 Beds ⋅ 5 Baths ⋅ 411043 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Wailea Point I Ii Iii BLDG.
Rarely does a front row Wailea Point residence become available with this level of thoughtful, high-end upgrading. Unit 1104 delivers unobstructed, front-row ocean views from one of Maui's most coveted oceanfront communities, framed by soaring high ceilings that flood the living space with light and amplify the sense of openness. Every detail has been considered. Polarized, mitered glass windows preserve the breathtaking ocean views without sacrificing UV protection while two new air conditioning units keep the home cool and comfortable year-round. The kitchen has been beautifully upgraded with natural stone countertops and a new GE Monogram refrigerator. A Samsung Frame TV adds a sophisticated, gallery-like touch to the living space. The main floor offers two generously appointed bedrooms and three fully remodeled bathrooms, thoughtfully designed for comfort and everyday living. Ascend the impeccably crafted staircase to a spacious master suite retreat, complete with its own private lanai and two full bathrooms — a rare layout offering separation, privacy, and space to unwind while taking in the same front row ocean views. A private single car garage (Garage 1104-G) is included in the sale. Wailea Point remains one of South Maui's premier gated oceanfront communities, offering resort-style amenities, meticulously maintained grounds, and direct access to the Wailea coastal path. Set on almost 30 acres of lush tropical landscaping with fewer than five residences per acre, it offers an unmatched combination of privacy and beauty. Residents enjoy 24-hour gated security, four swimming pools, spa, pavillions, fitness center, tennis and pickleball courts, barbecue areas, walking paths, and beautifully maintained gardens. The community is ideally situated between the Four Seasons Maui and the Fairmont Kea Lani, with world-class beaches, championship golf, fine dining, and luxury shopping just moments away. This front row residence combines unbeatable location with move-in-ready upgrades and thoughtful design - a rare opportunity for discerning buyers.

4000 Wailea Alanui Dr Unit 1104, Kihei
155 Wailea Ike Pl Unit 136, Kihei
$800,000
1 Beds ⋅ 2 Baths ⋅ 411042 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Grand Champions BLDG.
Desirable top-floor unit in Grand Champions, ideally located in Wailea. Featuring high ceilings and an inviting floor plan, this unit offers a bright and comfortable living space. Relax on the private lanai and enjoy beautiful garden and mountain views, peek-a-boo ocean views, and partial golf course views. Grand Champions offers two pools, hot tubs, and barbecue areas in a beautiful setting along the Wailea Blue Golf Course. Conveniently located near Wailea's beautiful beaches, golf courses, The Shops at Wailea, acclaimed restaurants, and the Wailea Tennis Club, this residence offers the perfect blend of comfort, convenience, and relaxed Wailea living.

155 Wailea Ike Pl Unit 136, Kihei
3150 Wailea Alanui Dr Unit 2601, Kihei
$1,275,000
1 Beds ⋅ 2 Baths ⋅ 411034 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Wailea Palms BLDG.
Experience the exceptional Wailea lifestyle from this beautifully appointed 1-bedroom, 2-bath residence at Wailea Palms. Thoughtfully remodeled in 2013 with an eye for quality, craftsmanship, and timeless island style, this turn-key 1,022-square-foot ground floor condominium offers a seamless blend of sophisticated interiors and relaxed outdoor living and is being sold fully furnished. The kitchen features stunning custom Koa cabinetry, granite countertops, stainless steel appliances and a wine cooler. Throughout the residence, 18-inch porcelain tile flooring, dimmable recessed lighting, solid South African mahogany interior doors, and matching South African mahogany ceiling accents create an elegant yet comfortable ambiance throughout. The open living area is designed for easy island living and entertaining, while custom Koa built in storage within the pony walls allow for an organized solution to keep clutter out of sight. Step outside to an impressive 473-square-foot tiled lanai, where indoor and outdoor spaces come together beautifully. A convenient kitchen pass-through opens to the lanai where a teak storage cabinet and stone countertop are complete with a mini-fridge. Electric outdoor shades provide added comfort and help temper the afternoon sun while you relax overlooking the peaceful south greenbelt with glimpses of the Pacific Ocean. This spacious floor plan and generous lanai make this residence equally suited to quiet mornings, sunset cocktails, or entertaining guests. Every detail reflects the relaxed elegance for which Wailea is known. Wailea Palms offers an inviting resort-style setting with beautifully manicured tropical grounds, fountains, an ocean-view pool and spa, air-conditioned fitness center, putting green, and on-site property management. Just a short stroll from the residence, the pool pavilion provides an ideal place to unwind and enjoy the exceptional Maui climate. Beyond the property, enjoy all that the Wailea Resort lifestyle has to offer, including world-class beaches, championship golf, tennis, exceptional dining, luxury shopping, and year-round outdoor recreation. This is a distinctive Wailea residence offering space, quality, privacy, and an enviable Maui lifestyle.

3150 Wailea Alanui Dr Unit 2601, Kihei
3800 Wailea Alanui Dr Unit F-302, Kihei
$7,495,000
3 Beds ⋅ 4 Baths ⋅ 411032 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Wailea Beach Villas BLDG.
The Spirit of Hawaii . . . . A timeless work of art blending retro charm with contemporary luxury. This extraordinary Villa brings character to a modern Island setting. The 2024 professionally decorated and renovated top-floor Villa is truly one of a kind at Wailea Beach Villas. This single-level technologically advanced smart residence is a rare expression of refined Maui living, combining sophisticated elegance with authentic Hawaiian soul. It features three spacious bedroom suites and three-and-a-half luxurious baths with automated window & lanai shades. The beautifully renovated interior is ideal for both relaxed island living and sophisticated entertaining. Designed for effortless indoor-outdoor living, the private turn-key Villa offers 3,568 sf total under roof living area and showcases breathtaking year-round ocean and sunset views. Amenities include an elevator, gated entry, manned security and private garage. A distinctive custom bar with a retro-inspired second refrigerator complements the newly renovated, fully stocked kitchen, which features refined finishes and premium Miele appliances, including a gas cooktop. Sophisticated, inviting, and unmistakably Maui, this exceptional residence captures the spirit of Hawaii in a way that is uniquely its own - a true one-of-one in the heart of the Wailea Resort. Its location is unsurpassed, situated on white sand beaches offering ocean activities, private beach lounge chairs and umbrellas along the renowned Wailea oceanfront pathway. Nearby, enjoy golf, tennis, pickleball, hiking, cycling, fine dining and the Shops at Wailea. You are invited to a private preview.

3800 Wailea Alanui Dr Unit F-302, Kihei
3600 Wailea Alanui Dr Unit 2201, Kihei
$3,000,000
2 Beds ⋅ 2 Baths ⋅ 411022 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Wailea Elua Ii BLDG.
Aloha and Welcome to Wailea Elua, one of Wailea's top world class premier properties comfortably situated on twenty-five acres with direct beach and ocean access, which is HOTEL/RESORT ZONED allowing owners the ability to "SHORT TERM VACATION RENTAL" to generate income if so desired!! Wailea Elua also boasts as one of the lowest density real estate properties in all of Wailea and Makena at 6.1 units per acre, with 2201 situated on the southern most Elua border with privacy. This fine ground floor condominium offers easy access with complete pride of ownership as it has been meticulously maintained with an updated painted interior and tastefully tiled throughout which assists for easy maintenance and keeping it cool!! Beautiful and functional kitchen with all top of the line stainless appliances, separate dining area with a nice comfortable living area that opens up to 450 square feet of lanai + lush green area off of lanai. Wailea Elua offers all that one would expect in a world class resort, 24 hour gated with security, ocean front pavilion, world class shopping and dining at Shops at Wailea, directly between Andaz and Marriot Resorts for more dining, pickle ball, exercise room, bbq area, extra beach toy storage and much more!!! 2201 is completely furnished and turnkey with quality interior amenities to move right in!!

3600 Wailea Alanui Dr Unit 2201, Kihei
3600 Wailea Alanui Dr Unit 2109, Kihei
$3,000,000
2 Beds ⋅ 2 Baths ⋅ 411018 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Wailea Elua Ii BLDG.
Wailea Elua beachfront estate on the famed Ulua Beach with endless ocean vistas. Spacious, quiet and private - this upgraded Wailea Elua gem is located at the top of this luxurious and amenity-rich resort community. Wailea Elua is ideally located for fun in the sun. VIP front row seats await you at the Wailea Elua beachfront pool deck with direct access to the Wailea Oceanfront Beach Path, a private and large pavilion equipped with a lounge area, TVs, BBQ grills, a fitness center and more. Within this gated community, enjoy additional amenities 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 main lanai spans the entire frontage of the condo - from coffee time perched on the bedroom lanai to sunset hour on the large covered deck off the living room, you’ll love this tropical Maui retreat. A bonus, spacious patio off the kitchen allows for a special place under the stars to enjoy evening barbecues with friends and family. Preparing meals in the fully equipped kitchen with stainless steel appliances and oversized granite countertops makes cooking feel more like social hour. Being situated in a hotel-zoned resort, this condo currently operates as a successful short-term vacation rental and will be sold turn-key with all the necessities included - just pack your toothbrush and 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.

3600 Wailea Alanui Dr Unit 2109, Kihei
384 Kualono Pl Unit Lot 596, Kihei
$2,490,000
3 Beds ⋅ 2 Baths ⋅ 411008 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
Welcome to this beautifully appointed single-level residence in the prestigious gated community of Wailea Pualani Estates. Ideally positioned at the end of a peaceful cul-de-sac, it offers unmatched privacy and quiet. Designed for effortless island living and entertaining, this spacious 3-bedroom, 2-bath home offers the perfect indoor-outdoor Maui lifestyle. New Central A/C creates a cool and comfortable retreat year-round. The photovoltaic solar keeps the electric bills to a minimum. Attached to the home is a generous two-car garage with additional storage closets. In the backyard, the expansive swimming pool and hot tub are surrounded by a beautiful non-slip pebble-tile deck, creating an ideal outdoor setting. The built-in outdoor BBQ area makes entertaining effortless, whether you're hosting friends for sunset cocktails or enjoying a quiet evening at home. This home is a rare opportunity to enjoy the very best of Wailea living! Single-level comfort, exceptional outdoor amenities, and a coveted cul-de-sac location in one of Maui's most desirable communities.

384 Kualono Pl Unit Lot 596, Kihei
10 Wailea Ekolu Pl Unit 1705, Kihei
$1,425,000
2 Beds ⋅ 2 Baths ⋅ 410957 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Wailea Ekolu BLDG.
Beautifully remodeled and filled with the relaxed spirit of Wailea, this ground-floor, walk-out residence at Wailea Ekolu offers ocean and sunset views from an elevated setting. Light and bright, the open floor plan flows naturally to a spacious covered lanai; an inviting place to dine, lounge, and enjoy Maui’s indoor-outdoor lifestyle. Even the remodeled kitchen enjoys an ocean view. Located off the foyer and thoughtfully separated from the main living area, the primary suite features an ocean view, a remodeled ensuite bath with a walk-in shower, and a convenient laundry closet. The second bedroom and remodeled guest bath are tucked beyond a hallway door that can be closed to create a private guest wing, complete with a mountain-facing lanai. Newly furnished and currently operating as a vacation rental, the residence has future guest reservations in place and offers the potential for a seamless, turnkey transition with experienced local management available. Wailea Ekolu’s beautifully maintained tropical grounds include two swimming pools and barbecue areas, all ideally located near Wailea’s beaches, golf, shopping, dining, and resorts. After more than 20 years of cherished memories with one family, this lovely Wailea retreat is ready to welcome its next owners, whether as a full-time residence, Maui getaway, or vacation rental.

10 Wailea Ekolu Pl Unit 1705, Kihei
155 Wailea Ike Pl Unit 40, Kihei
$1,149,000
2 Beds ⋅ 2 Baths ⋅ 410950 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Grand Champions BLDG.
Grand Champions #40 is situated in the highly sought-after Wailea Golf Resort & near the Shops at Wailea & 5 luxury oceanfront Wailea Resorts. This is one of the nicest 2bd/2bth "lock off" units in the complex. It features its own private landing leading to both entry doors with 2 primary suites, spacious bathrooms & separate entrances, with a door in the middle of the unit that can be locked to separate one of the bedrooms/baths from the other & allowing 3 ways to utilize this condo. You can use one side with privacy & rent the other side, use it as two separate one-bedroom suites, or as a two-bedroom. The second suite has a mini fridge & microwave. This condo has been remodeled & decorated with finer fabrics & interior design, including new lighting, ceiling fan, décor & fresh interior paint. The private covered lanai features an ocean view looking west over the Pacific Ocean. The lanai is not connected to any other units, which is unusual in this complex. The condo is an end unit & offers a quieter living experience inside as well. The kitchen features stainless steel appliances, granite counters & travertine floors. The bathrooms are appointed with custom walk-in showers & etched glass. There are 2 pools & barbecue areas. Enjoy the white beaches, Wailea Tennis Center & Wailea Blue Golf Course.

155 Wailea Ike Pl Unit 40, Kihei
24 Kai Malu Dr Unit 102 - 3B, Kihei
$3,489,000
3 Beds ⋅ 3 Baths ⋅ 410918 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ La'i Loa BLDG.
Wake Up To a Life You Love! Your ideal Maui experience awaits - La’i Loa Luxury with Outstanding Ocean View in Wailea’s Newest Development. This gorgeous Turnkey Residence in La’i Loa comes with over $400K in luxury furnishings and decor - everything you need to begin the Maui life you’ve earned. Perfectly situated within the community, you will enjoy the pinnacle of island luxury in this exquisite turnkey residence. Upon entry, you can see how thoughtfully designed and lavishly appointed your new Maui home is, all courtesy of Philpotts Interiors. This masterpiece comes fully furnished with high end designer pieces, elegant wallpaper selections, and tasteful, refined finishes throughout. This amazing home is serene yet sophisticated, and the floor plan sits wide to the view, which offers views from all the living areas and the primary suite, which has it’s own dedicated lanai for privacy. A standout feature of this exquisite residence is the seamless indoor outdoor living feel. The wall to wall sliding glass doors retract fully into the wall and open to the oversized main lanai to maximize your Maui lifestyle where you’ll enjoy the built in Coyote gas grill, plus the motorized sunshades on both sides of the huge lanai. The incredible gourmet kitchen features top of the line Bosch Benchmark appliances including refrigerator, cooktop, range, microwave, and built in wine refrigerator, plus Fisher and Paykel two drawer dishwasher - everything you need for day to day living or upscale entertaining. Perfectly positioned near the world class amenities center, you will enjoy effortless access to the huge resort style pool with infinity edge and an additional dedicated lap area to one side, state of the art fitness center, steam and sauna in the facilities, plus beautiful covered and uncovered entertaining areas. Additional highlights include a giant storage room for the home, underground garage parking plus an additional dedicated parking space ground level, and elevator convenience on every level. Your new Maui home awaits with luxurious finishes and thoughtful design throughout - this home is truly move in ready - and offering the very best of the Wailea Resort Lifestyle and access to the best of the world class beaches, restaurants, and shopping in Hawaii. It is time to live the life you’ve earned!

24 Kai Malu Dr Unit 102 - 3B, Kihei
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