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Wailea/Makena homes for sale | Maui

74 real estate listings for sale in Wailea/Makena

Virtual Tour
Oceanfront
$8.74m
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 802 & 804, Kihei
Condo
5 bd
6 ba
4,913 sqft
$8,740,000
5
bd
6
ba
4,913
sqft
Wailea Point Residence 802 & 804 is an exquisite, rare, double residence featuring 5 bedrooms and 6 full bathrooms. Enjoy unobstructed panoramic ocean and sunset views from four ocean-view lanais or from inside the expansive great room, enhanced by the upgraded, dual-mitered glass bay “aquarium” windows that dramatically enhance the vistas and whale watching (in season). This turnkey purchase—fully furnished, legacy property, created by thoughtfully combining two elegant units—lives like a luxurious single-family home, while retaining lock-and-leave condominium convenience. It includes elegant designer furniture, all kitchen appliances (including 2 frigs, 2 dishwashers, 3 wine frigs), china, linens and more. The residence offers soaring ceilings, 4-zone central air conditioning, a terrific owner’s home office/den, privately located adjacent to the primary bedroom with ocean views, and a separate and large double garage, with built-in storage and two of the wine frigs. Seamless indoor-outdoor living is complemented by the four spacious lanais that open directly onto lush, manicured gardens and the oceanfront setting. Meticulously maintained, this home represents exceptional value as the best price per square foot in Wailea Point (less than $1,780 per gross interior sq ft) and a unique opportunity to own or create your own personal, multi-generational retreat in one of Maui’s most distinguished condominium communities—a must-see. Wailea Point was designed to be Hawaii’s premier residential condominium. The development offers very low density (just over 4 units per acre), high-quality construction, and a serene garden environment. Residents enjoy 24-hour gated and roving security, two pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, fully equipped kitchens, a lighted tennis court, 2 pickleball courts (1 lighted), a fully air-conditioned fitness gym, barbecue areas, fruit and herb gardens, ample parking, and a golf-cart friendly domain. Located next to the Four Seasons and Fairmont Kea Lani Hotels; and within 100 yards of the famous and long Wailea Beach shorefront walkway; great for early morning or sunset walks. There are two magnificent, ocean beaches adjacent to Wailea Point. Shopping, fine restaurants, outstanding golf courses and graceful streets all surround the acclaimed development. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."
Virtual Tour
$3.3m
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 2101, Kihei
Condo
2 bd
3 ba
1,584 sqft
$3,300,000
2
bd
3
ba
1,584
sqft
Wailea Point 2101 is a rare, single-level residence featuring 2 bedrooms and 3 bathrooms with the convenience of no-stair entry. Enjoy breathtaking ocean and garden views, complemented by the stunning “bonus” views of Haleakala and the West Maui mountains. The open-concept kitchen is perhaps the most popular remodel scope of work in Wailea Point, and it’s already done in this lovely home, enhancing the quality of living and entertaining. Plus, the installation of custom cabinetry in the primary bedroom combines style with functionality. Seamless indoor-outdoor living is complemented by an extra-spacious lanai that opens directly onto lush, manicured gardens. Meticulously maintained, this home represents exceptional value and a unique opportunity to create your own personal retreat in one of Maui’s most distinguished condominium communities—a must-see. Wailea Point was designed to be Hawaii’s premier residential condominium, offering very low density (just over 4 units per acre), high-quality construction, and a serene garden environment. Residents enjoy 24-hour gated and roving security, two pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, fully equipped kitchens, a lighted tennis court, 2 pickleball courts (1 lighted), a fully air-conditioned fitness gym, barbeque areas, fruit and herb gardens, ample parking, and a golf-cart friendly domain. Conveniently located next to the Four Seasons and Fairmont Kea Lani Hotels (with the Grand Wailea just one property away), residents have access to an array of five-star restaurants, shops and other amenities. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."
Virtual Tour
Home
3 bd
3 ba
2,360 sqft
$1,995,000 ▼ $230,000
3
bd
3
ba
2,360
sqft
Set within the prestigious Wailea Pualani Estates, this 3-bedroom, 2.5-bath residence with an additional office/media room offers refined island living with a seamless indoor-outdoor flow. The private backyard is designed for entertaining, featuring a saline heated pool with waterfall features, surrounded by lush, mature landscaping. The ocean-view primary suite includes a private lanai, creating a peaceful space to take in Maui’s sunsets. Recent upgrades include a new standing seam metal roof, owned photovoltaic system with two Tesla backup batteries, new split A/C units, and a freshly painted interior. Ideally located just minutes from Wailea’s world-class beaches, golf, dining, and resorts, this is an exceptional opportunity in one of South Maui’s most sought-after communities.
Virtual Tour
$1.03m
Wailea - Grand Champions
155 Wailea Ike Pl unit 10, Kihei
Condo
2 bd
2 ba
1,148 sqft
$1,025,000
2
bd
2
ba
1,148
sqft
Freshly updated and move-in ready, Grand Champions #10 is a beautifully appointed 2-bedroom, 2-bath top-floor residence in the heart of Wailea. Recently refreshed with new interior paint and carpeting, this fully furnished, turnkey condo features soaring ceilings that enhance the light and spacious feel. The open-concept kitchen, dining and living areas flow to a large private lanai overlooking lush, tropical garden views. The flexible lock-off floor plan provides options for personal use, guests, or rentals. Grand Champions offers two swimming pools, spas and BBQ areas surrounded by beautifully maintained tropical landscaping. Ideally located near Wailea’s world-class beaches, golf, resorts, shopping and dining, Grand Champions #10 is an inviting Maui retreat to enjoy as a full-time residence or home away from home.
Virtual Tour
Oceanfront
$11.25m ▼ $500,000
Wailea - Andaz Residences
3550 Wailea Alanui Dr unit 801 (F2), Kihei
Condo
3 bd
4 ba
2,814 sqft
$11,245,000 ▼ $500,000
3
bd
4
ba
2,814
sqft
Andaz Residences Unit 801 (F2) offers a rare opportunity to own one of the coveted private villas at the Andaz Maui Wailea Resort. Ownership combines the privacy of an oceanfront home with full access to the exceptional amenities of the Andaz Hotel including pools, spa, fitness center, beach service, concierge, and award-winning dining. These exclusive residences rarely come to market. This spacious 3-bedroom, 4-bathroom villa features a thoughtfully designed floor plan with en-suite baths for each bedroom. Stunning ocean and sunset views from the lanai, great room, kitchen, and primary suite. The light-filled great room showcases custom designer furnishings, floor-to-ceiling windows, and sliding glass doors that invite Maui’s signature ocean breezes. The chef’s kitchen with Miele appliances opens seamlessly to the lanai with outdoor grill and dining area, perfect for indoor-outdoor island living. A well-equipped butler’s pantry includes an additional dishwasher, ice maker, wine refrigerator, and generous storage. Each bedroom suite offers a soaking tub, separate shower, and private water closet. Additional features include a powder bath with walk-in shower, laundry room with Miele washer and dryer, lockable owner closet, electric blackout and sheer shades, Apple TV, and zoned Sonos sound. While the unit was not previously in a vacation rental program it’s eligible to participate, this furnished turnkey villa is ready for personal enjoyment and/or guest stays. Owners enjoy a dedicated poolside cabana and two garage parking spaces, Mokapu Beach and the Wailea Beach Path are just steps away. Pet-friendly complex.
Virtual Tour
Oceanfront
$2.95m
Wailea - Wailea Elua I A
3600 Wailea Alanui Dr unit 2012, Kihei
Condo
1 bd
2 ba
1,031 sqft
$2,950,000
1
bd
2
ba
1,031
sqft
Welcome to Wailea Elua, an exclusive oceanfront, hotel-zoned vacation rental set atop a lush greenbelt in prestigious Wailea. Spanning 24 acres of tropical paradise, this sought-after community offers an unparalleled blend of luxury, serenity, and income potential in South Maui. This rare second-floor 1-bedroom, 2-bathroom condominium is your gateway to breathtaking sunsets and front-row whale watching from your expansive covered lanai. Thoughtfully designed with high-end finishes, this exquisite retreat features central A/C, stylish tile in the bathrooms, gourmet kitchen with elegant granite countertops, a spacious island, and rich Cherry cabinetry including a paneled refrigerator. The open concept living space is a harmonious blend of comfort and sophistication, offering breathtaking ocean views from your private oasis. Wailea Elua is steps to a scenic oceanfront walking path that places you conveniently to both beachfront and legendary diving and turtle watching point. The complex itself is nestled between the Luxury resorts of Wailea Beach Resort and the Andaz which provides World-Class dining and entertainment experiences. Elevate your lifestyle on property and enjoy Resort-Style amenities such as Pickleball, gym, two pristine swimming pools, including an oceanfront pool and rejuvenating hot tub. Grill down at the expansive entertainment pavilion with barbecues and a fully equipped kitchen. Pool with patio/deck and barbeque area convenient to 2012 as well. This turnkey property is fully furnished, complete with artwork and linens, making it move-in ready for immediate enjoyment or as a top-producing vacation rental. Cherished by its owners and repeat guests for over 28 years, this is a rare opportunity to claim your piece of paradise in one of South Maui's most coveted oceanfront communities. Live the dream-your Maui escape awaits.
Virtual Tour
$2.1m ▼ $150,000
Wailea - Keala O Wailea
63 Wailea Gateway Pl unit 5103, Kihei
Condo
2 bd
2 ba
1,248 sqft
$2,100,000 ▼ $150,000
2
bd
2
ba
1,248
sqft
Keala O Wailea 5-103 offers panoramic Pacific Ocean views from one of Wailea's premier hillside communities. This single-level 2-bedroom, 2-bathroom residence spans approximately 1,248 square feet and was built in 2018, with updates completed in 2025. Retractable glass doors frame sweeping ocean vistas and create seamless indoor-outdoor living. The open-concept layout positions the living area, kitchen, and primary suite to capture vibrant sunsets and seasonal whale activity. The kitchen features Bosch stainless steel appliances, quality countertops, maple cabinetry, and a functional design ideal for everyday living or entertaining. Engineered hardwood flooring enhances the main living areas, with plush carpet in the bedrooms. The primary suite offers ocean views, a walk-in closet, and an en suite bath with dual vanities. A privately situated second bedroom provides flexibility for guests or office use. The covered lanai delivers a front-row seat to Maui's iconic scenery. Located within the exclusive 70-residence Keala O Wailea enclave, Building 5 enjoys a peaceful setting just minutes from beaches, golf, dining, and shopping. Seller intends to complete a 1031 exchange at no cost or delay to the buyer.
Virtual Tour
Oceanfront
$4.2m ▼ $455,000
Wailea - Hoolei
21 Kiloa St unit O-4, Kihei
Condo
3 bd
4 ba
2,619 sqft
$4,195,000 ▼ $455,000
3
bd
4
ba
2,619
sqft
E Komo Mai and welcome to Ho'olei 21-4, an elegant 3 bed, 3.5 bath townhome located in the heart of Wailea, Maui. This Hotel Zoned property boasts wonderful ocean views and is offered tastefully furnished, totally turnkey, and is active and successful in the Grand Wailea's exclusive vacation rental program. The Plumeria floor plan enjoys the widest lanai and forward most position of the building, enhancing privacy and extending the living area. This villa has new upgraded flooring in the bedrooms, a chef's kitchen with Wolf and Sub Zero appliances, a built in BBQ and fridge on the lanai, attached garage, private elevator, and so much more. Pocketing Fleetwood glass sliders blend the indoors with the outdoors, making a perfect space for entertaining your family and guests. The Ho'olei property offers a resort style pool and spas, with a state of the art workout facility and saunas. Ho'olei is gated with 24hr security and lush landscaping that gives you a sense of place here in Hawai'i. Owners are eligible for the Kulana Club with the Grand Wailea, allowing them rental management, shuttle service, on-site front desk and concierge, as well as a myriad of discounts and perks. The Wailea Resort offers some of the finest dining, shopping, golf, tennis, beaches, sunny days and views in the world!
$4.5m ▼ $300,000
Wailea
3943 Wailea Ekolu Pl, Kihei
Home
3 bd
4 ba
4,355 sqft
$4,495,000 ▼ $300,000
3
bd
4
ba
4,355
sqft
3943 Wailea Ekolu is one of Wailea Golf Estates' most distinctive ocean-view Residences, offering Panoramic Ocean, Outer-Island & Mountain Views, Estate-Scale Living, Timeless Architectural Character, and a Premier Golf-Frontage Setting. Encompassing approximately 4,355 square feet, this expansive residence features 3 bedrooms, an office/den, 4 full bathrooms, a spacious great room, and an additional living room that opens seamlessly to the pool and outdoor entertaining area. Designed with enduring craftsmanship, generous proportions, and a grand sense of arrival, the home showcases architectural details rarely found in today's newer luxury residences. From the moment you enter, arched mahogany-and-glass entry doors accented with African Wenge welcome you into a dramatic curved vestibule, where rounded plaster walls, rich mahogany millwork, and a grand staircase immediately reveal the craftsmanship and architectural character that define this remarkable home. Two en-suite bedrooms located on the ground floor each enjoys its own outdoor space—ideal should you want to have SINGLE FLOOR-PLAN LIVING. Upstairs, a PRIVATE SANCTUARY awaits: the approx. 1,581 sq. ft. primary bedroom suite and den offer exceptional PRIVACY and unparalleled OCEAN AND OUTER ISLAND VIEWS WITH WRAP AROUND LANAIS, along with impressive Haleakala vistas that shift beautifully with the light. The generous kitchen opens to a bright great room with SLIDING WALLS OF GLASS on two sides—inviting lovely cross-ventilation and framing views to the sparkling PACIFIC OCEAN. The formal living room offers a warm focal fireplace, natural cedar ceiling, and a recessed art niche. Expansive sliders from the great room and living room open to an OCEAN VIEW POOL AND SPA with a SPACIOUS TILED SUN DECK, made for sunset lounging and DINING AL FRESCO UNDER THE STARS. The layout is wonderfully open, yet intentionally defined, with sight lines that draw you toward the outdoors and the enchanting views beyond. This home is a LUMINOUS LIGHT-FILLED CANVAS—ready for your vision: an extraordinary opportunity to re-imagine and elevate a residence of substance, scale, & soul. Set within the prestigious gated Wailea Golf Estates, backing to the 11th fairway of the Wailea Blue Course, and moments to Wailea’s world-class beaches, dining, shopping, golf, tennis, water sports, and spas.
$2.5m ▼ $195,000
Wailea
3142 Waiea Pl, Kihei
Home
3 bd
3 ba
1,902 sqft
$2,500,000 ▼ $195,000
3
bd
3
ba
1,902
sqft
Wailea Kai is one of the closest communities to the beach! 3 BR 2.5 BA with a pool and easy walking distance to Keawakapu Beach. This recently updated home offers a unique living style with the master on the main level and 2 bedrooms tucked away separately with a jack & jill bath, all 3 with vaulted ceilings. The master has a large lanai that overlooks the pool and lawn area. A major remodel of the living room and kitchen were completed last year, including all new appliances and furnishings. Relax in the openness of the living room and kitchen, which includes a large island with numerous sitting spaces, all overlooking the pool through numerous windows and sliding doors. Enjoy the large pool and covered lanai's with a very private feel with no road noise, surrounded by beautiful gardens and fruit trees. Split A/C units in the living room and all 3 bedrooms. Capitalize on very low electric bills with 22 owned solar panels under the banked system, and a solar hot water system. 2 car garage. Located at the end of a quiet cul-de-sac.
Virtual Tour
$5.5m
Wailea - Wailea Beach Villas
3800 Wailea Alanui Dr unit PH-303, Kihei
Condo
3 bd
3 ba
1,961 sqft
$5,500,000
3
bd
3
ba
1,961
sqft
SUNSETS WITH ALOHA . . . . Original Owner| First Time Ever on the Market | Never Rented | Immaculate Condition| Fully Furnished | Turnkey | 3 Bedroom Suites | Stunning ocean views from the primary bedroom suite | 3 Full Bathrooms | Third floor | Panoramic sunset, outer island and ocean views | Beachfront complex perfectly positioned in the heart of the Wailea Resort | Convenient to beaches | Onsite beach facilities with ocean activities | fitness center | Adult only & family pools | Out the gate to Shops at Wailea shopping & dining | Activities galore golf, tennis, pickleball, snorkeling, surfing, cycling running and walking the Wailea oceanfront path.
Virtual Tour
$9.5m ▼ $1,500,000
Wailea
184 Lolowaa Pl, Kihei
Home
4 bd
5 ba
3,777 sqft
$9,495,000 ▼ $1,500,000
4
bd
5
ba
3,777
sqft
NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - 4891sf under roof- Oversized 2-car garage - 52 owned PV solar panels - 4 Tesla backup batteries - EV charger- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15 ft vaulted imperial plaster great room ceiling & walls - Recessed 2” square LED lighting - Elevated design wall & ceiling light fixtures- European white oak herringbone flooring- 8' redefined interior doors & hardware- Fully lit wall shelving- Mollteni & C gourmet Italian designed kitchen - Sunrise Oak cabinetry- Miele Premium Appliances- Push open Miele refrigerator- Wine refrigerator - Breccia Capraia marble countertops- Kallista Juxtapose Faucet- Additional Butler’s kitchen- Primary suite showcases a spa-inspired bath with floor-to-ceiling Calacatta Viola quartzite & freestanding soaking tub - Refined brass - The most exciting new luxury release to hit the market. A brand new single-level ocean view smart home that truly makes you say WOW. A 2025 Wailea Cohen Development Group design- Clean architectural lines- Bright & sophisticated - Contemporary architecture- Refined natural materials- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision.
Virtual Tour
Oceanfront
$4.2m ▼ $300,000
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 2904, Kihei
Condo
2 bd
2 ba
1,558 sqft
$4,195,000 ▼ $300,000
2
bd
2
ba
1,558
sqft
Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point! South Maui's most elegant, luxurious, and private community. This premier oceanfront enclave's luxury and casual sophistication marries the divine setting with dramatic ocean views. Enjoy the premier Maui lifestyle in this private, spacious, fully furnished 2-bedroom, 2-bath residence in beautiful Wailea Point. High ceilings, huge picture windows, and beautiful finishes create the perfect setting for comfortable living and memorable entertaining that flows from spacious interiors to oceanview lanais. The spacious living room features large windows that let in plenty of natural light and offer panoramic views of the beach and ocean. Brand new window installation just completed, featuring a beautiful mitered glass bay window with custom automatic roll-down shades. The extraordinary, panoramic views look from the surf and sand of Polo Beach, across the ocean to the islands of Lanai, Kahoolawe, & Molokini, down the coast to Makena, and up to the summit of Haleakala. The kitchen features exceptionally fine Koa cabinets and high-quality appliances, including an oven, microwave, refrigerator/freezer, dishwasher, and ample cabinet space. The covered lanai is the perfect spot to savor a cup of coffee in the morning, enjoy the sunrise, or barbecue in the evening while taking in the expansive ocean views, sunsets, whales, dolphins, and seabirds. Wailea Point is a low-density 26-acre oceanfront property with impeccably landscaped common areas and top-quality amenities. 24-hour security, three swimming pools, a lap pool, two spas, BBQ pavilions, a fully equipped fitness center, lighted tennis, paddle tennis, and pickleball courts. Wailea Point is conveniently located between Wailea Beach and Polo Beach.
Virtual Tour
OPEN Apr 26, 8pm-12am
$1.47m ▼ $5,000
Wailea - Wailea Ekolu
10 Wailea Ekolu Pl unit 105, Kihei
Condo
2 bd
2 ba
1,071 sqft
$1,470,000 ▼ $5,000
2
bd
2
ba
1,071
sqft
Welcome to Wailea Ekolu 105. Easy access to this beautifully remodeled luxury ground floor 2B/2B unit. Condo enjoys the luxury of panoramic ocean and outer island views from one end of the condo, through the living room, kitchen and master bedroom lanai. Thought, care and expert design principles were incorporated into this sleek renovated interior giving a nod to a mid-century modern vibe. Modern open kitchen, custom cabinetry, built in appliances, Miele dishwasher, quartz counters and instant hot water. High end linen tile flooring throughout which extends to exterior lanais. Completely remodeled baths with tiled walk-in rain showers. Contemporary furnishings and 3 flat screen TVs. 3 zone split AC system for optimum comfort. Oversized lanai extends to a private stretch of lawn and is a perfect sanctuary for relaxing, enjoying sunsets, whale watching and entertaining. Two pools and BBQs throughout the lush landscaped grounds. Wailea Ekolu is perfectly positioned overlooking the Wailea Blue Golf Course and a short walk to dining, shopping and world class golf courses. Make this fabulously appointed condo your second home, vacation rental or full time residence.
Virtual Tour
$3.95m ▼ $200,000
Makena - Makena Surf
4850 Makena Alanui Rd unit C106, Kihei
Condo
2 bd
2 ba
1,600 sqft
$3,950,000 ▼ $200,000
2
bd
2
ba
1,600
sqft
Enjoy breathtaking unobstructed ocean, neighbor island, and sunset views from the living area, the kitchen, and the spacious lanai of this extra-large, elegantly renovated, two-bedroom, two-bath Makena Surf condo! This 1,600 square foot condo feels even larger thanks to the high ceilings, and central air-conditioning and the C-building's concrete construction provides its occupants with a comfortable, quiet place to unwind. This wonderful unit is perfectly perched on the top of the hill overlooking Po'olenalena Beach. Occupants enjoy additional privacy thanks to the u'lua heiau (fishing shrine) thought to be one of the landmarks directing ancient Hawaiians to one of the best fishing spots. No one is permitted to enter this area, which ensures maximum privacy and a sense of calm and tranquility. The lanai was beautifully expanded, and Fleetwood sliding doors and screens - flush to the floor - were installed, which created an ideal sense of, and setting for, indoor-outdoor living! Other thoughtful enhancements include a water filtering system, new appliances, and a keypad entry system. During whale season, one can watch the whales from the living area, kitchen, and the spacious lanai! Onsite amenities include two beautiful pools and pool areas (both of which were completely and beautifully renovated), pickleball, tennis courts, a fitness center, several BBQs, herb gardens, a management office, and gated access. This wonderful complex offers both peace and privacy, while still being only minutes from world-class golf, dining, and shopping. A few art pieces are excluded from the sale. Please contact your favorite Realtor to schedule a showing. HOTEL ZONING!
Virtual Tour
Oceanfront
$5.75m
Wailea - Wailea Beach Villas
3800 Wailea Alanui Blvd unit PH-209, Kihei
Condo
3 bd
3 ba
2,521 sqft
$5,750,000
3
bd
3
ba
2,521
sqft
Welcome to Wailea Beach Villas Penthouse 209, one of Wailea’s most prestigious GATED, HOTEL zoned beachfront communities. This spacious 3 Bedroom, 3 Bathroom + DEN (configured as a 4th bedroom) offers 2,521 sq. ft. of SINGLE-LEVEL Luxury with refined finishes, open-concept design and seamless indoor-outdoor living. Secure elevator access to your penthouse. The gourmet kitchen features high-end appliances, custom cabinetry, and an inviting island that anchors the main living area. The generous covered lanai overlooks the tropical grounds with pool and ocean views, extending your living space for relaxing or entertaining. The primary suite with ocean views includes lanai access, a walk-in closet, and a spa-inspired bath, while 2 additional bedrooms and bathrooms plus the converted den offer excellent flexibility for guests or multi-generational living. Covered garage parking plus extra storage! Wailea Beach Villas provides exceptional resort-style amenities including gated security, direct beach access, two pools, hot tubs, fitness center, game room, business center, concierge services and lushly landscaped pathways throughout the property. Located steps from The Shops at Wailea, world-class dining, championship golf, and the Wailea Beach Path, the lifestyle here is unmatched. Penthouse 209 is offered Fully Furnished and ready for effortless living or rental use. A standout opportunity to own in one of Wailea’s most sought-after communities. Contact your Realtor® today for a private showing.
Virtual Tour
Oceanfront
$13.9m
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 1602, Kihei
Condo
3 bd
3 ba
3,850 sqft
$13,900,000
3
bd
3
ba
3,850
sqft
FABULOUS world class Wailea Point “double” unit with a MOST DYNAMIC ocean & beach front location. Perhaps the finest condominium residence in Hawaii, no expense was spared to set this exclusive Maui home apart. Unsurpassed world class views, from iconic Polo Beach and the Makena coastline, to the vast Pacific and offshore islands, and north to the Kihei & Maalaea coastlines. Just steps to the ocean and beach, and to the many fine restaurants and other amenities of the incomparable Wailea Resort. The interior of residence 1602 sets the standard for quality; totally remodeled by acclaimed builder Shawn Conners. Only the finest materials, fixtures, finishes and furnishings were used, creating an exquisite, luxurious environment. The custom, state of the art kitchen makes entertaining a pleasure. Enjoy the cedar-walled private sauna off the primary bath. Parking for two vehicles – plus a golf cart - is easy in the oversized double garage. This single-level “double” residence occupies the entire top floor of the building, and sits 36 feet above the ocean. The changing weather, the ocean currents, activities on Polo Beach, the pedestrians on the oceanfront path that sits well below the home – all provide occupants with an ongoing, fascinating drama of change and shear beauty. Wailea Point may be the most private and peaceful of any condominium environment. There is both gated and roving, round-the-clock security patrols. The very design of the property - with just over 4 units per acre - ensures privacy and tranquility for every residence. The exceptionally maintained property has 2 pavilions for entertaining, 4 swimming pools - including a 25-meter lap pool, hot tubs, an excellent fitness room, and lighted tennis & pickleball courts. Edible landscaping includes avocados, oranges, tangerines, limes, pomelos, papaya, breadfruit, bananas, and an extensive herb garden. Wailea Point encompasses nearly 30 acres of beautifully manicured grounds – including the famed Bud Wagner Memorial Native Hawaiian garden. There is perhaps no finer place in the world to enjoy the beauty and comforts of home, marvel at the Humpback whales, take a stroll, have a swim, enjoy a casual golf car ride ... Live unlike you've ever lived before! In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days." See more at www.waileapoint1602.com.
Virtual Tour
Oceanfront
$13m ▼ $500,000
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 1202/1204, Kihei
Condo
4 bd
6 ba
4,273 sqft
$12,995,000 ▼ $500,000
4
bd
6
ba
4,273
sqft
A 'WORK OF ART’. A 'LEGACY PROPERTY'. An ‘Equity Location’. A luxurious marriage of two Wailea Point oceanfront units at Maui's finest Condominium Project! When a lifelong collector with her heart in The Arts collaborates with a world-class interior designer, & engages Maui's most accomplished condominium contractor, the result is this ENVIRONMENT PAR-EXCELLENCE! Upon entering, it's like being on the bow of the ship; the infinite blue Pacific fills one's heart! Two 18-foot wide bay windows afford PANORAMIC OCEAN, OUTER ISLAND, WEST MAUI and SUNSET VIEWS! Venetian-plastered surfaces soar floor-to-ceiling. An identifiable harmony exists amongst the exquisite designer materials. How does nature effortlessly generate the sensuous patterns in the golden-hued eucalyptus wood-clad beams & book-matched cabinetry? Absolute black granite counters complement the tiger-eye, black, & silvered-glass tile backsplash. One's culinary creativity is inspired by the Viking, SubZero, & Fisher-Paykel appliances. Buttery-soft white-bronze vessel sinks, beveled edge floor-to-ceiling specimen granite, & translucent windows embedded with natural elements exude elegance. The primary bedroom suite is oceanfront, & the two additional guest suites with spacious en-suite spa baths are equally luxurious. The staircase, an architectural gem rendered in exotic woods & matte stainless steel, leads to a grand mezzanine; one side, an executive office/den & the other, a family media area with a custom-designed wine cabinet. The main level den/bedroom 4 has a full bath & closet. The two upper-level loft areas both offer sleeper sofas, full bathrooms, & closet areas, thus, they can serve as sleeping areas 5 & 6. WAILEA POINT'S LUSHLY LANDSCAPED 28 ACRES are a GATED OASIS bordered by two of Maui’s finest beaches, & the Four Seasons & Fairmont Kea Lani Resorts. WORLD-CLASS GOLF, TENNIS, FINE DINING, SHOPPING, SPAS, & ART GALLERIES are NEARBY. On-site, TWO POOL/SPA PAVILIONS host Wailea Point community gatherings & are available for owners' private use.
$1.95m ▼ $45,000
Wailea - Kai Malu
28 Kai La Pl unit 19A, Kihei
Condo
3 bd
3 ba
1,796 sqft
$1,950,000 ▼ $45,000
3
bd
3
ba
1,796
sqft
North Facing Lanai to capture the tradewinds, this meticulously maintained 3 bedroom 2.5 bathroom even has Ocean and Mountain Views! New plush carpets upstairs, luxury vinyl floors downstairs, beautiful epoxy two car garage floor and new wi-fi garage door opener as well as new hot water heater with timer, new stainless steel refrigerator, and new lanai sunshades. With all these upgrades, this is a must see unit! Outdoor living at it best on the 320 square foot covered lanai which leads out to an expansive ocean view greenspace. BBQ's allowed on the lanai. This unit even has an outdoor shower to rinse off after a long day at the beach. Take advantage of Kai Malus luxury ocean view infinity edge pool, jacuzzi, steam room, sauna, party room and fully equipped fitness center. Kai Malu is a short 5 minute drive to all of Waileas amenities including fantastic beaches, restaurants, and shopping. Call today for a private tour.
Virtual Tour
$5.4m ▼ $500,000
Wailea - Wailea Beach Villas
3800 Wailea Alanui Blvd unit PH511, Kihei
Condo
2 bd
2 ba
1,978 sqft
$5,395,000 ▼ $500,000
2
bd
2
ba
1,978
sqft
Welcome to this stunning top-floor oceanfront residence in the exclusive Penthouse building at Wailea Beach Villas. This tranquil 2-bedroom, 2-bath villa offers over 2,000 square feet of thoughtfully designed indoor and outdoor living space, seamlessly blending contemporary elegance with relaxed island sophistication. Perched approximately 100 feet above the Pacific Ocean, the villa showcases panoramic views of Wailea Beach, the islands of Kaho?olawe, Molokini, and Makena's Pu?u Olai. The open-concept great room, finished with travertine flooring, extends onto a spacious partially covered lanai ideal for year-round indoor/outdoor living and entertaining. The primary suite offers a serene retreat with exceptional privacy. The second bedroom is furnished with two twin beds, and an additional room features a queen bed, allowing the villa to comfortably accommodate up to six guests. The gourmet kitchen combines granite and stainless-steel countertops with ample cabinetry and premium appliances, including Fisher & Paykel refrigerator and freezer (2025) and Bosch dishwasher (2024). It is also fully equipped with an array of convenient small appliances and gadgets, making daily living effortless. Additional conveniences include a new central air conditioning system (2022), new lanai furniture & carpet (2024), electronic blackout shades (2021), SimpliSafe smart water sensors (2025), and a full-size GE washer and dryer. Zoned for hotel/resort use, this elegantly furnished villa is currently operated as a short-term rental and is ready for immediate enjoyment or income potential. Projected rental income for 2026 is $244,000. Wailea Beach Villas is the newest oceanfront luxury gated community located in the heart of the world-renowned Wailea Resort, positioned directly in front of The Shops at Wailea and between the Grand Wailea and Marriott hotels. There are 99 luxury residences situated across 10.7 acres of beautifully landscaped tropical grounds. Amenities include an oceanfront swimming pool, a family pool, a fitness center, conference facilities, and a game room with a pool table, along with 24-hour gated security. Just steps from pristine beaches, upscale dining, designer shopping, and championship golf, this remarkable luxury penthouse villa is offered at an exceptional value and presents a rare opportunity to own in one of Maui’s most prestigious beachfront communities—an opportunity not to be missed.
Virtual Tour
$1.75m ▼ $125,000
Wailea Kai
53 Waikai St unit 53 Waikai, Kihei
Home
4 bd
3 ba
2,400 sqft
$1,750,000 ▼ $125,000
4
bd
3
ba
2,400
sqft
Motivated Seller — Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is highly motivated, presenting an extraordinary opportunity to secure a beautifully upgraded residence in Wailea Kai, one of South Maui’s most desirable gated communities. This is your chance to capture timeless island luxury with unmatched value in today's market. Designed for effortless comfort, this inviting two-level home perfectly blends a smart, functional layout with modern updates. True single-level living defines the main floor, which hosts the primary bedroom suite, a beautifully renovated kitchen, an airy great room, expansive Ipe decks, a private spa/hot tub, and the garage. Living without daily stairs makes this setup incredibly convenient, while the lower level features three additional bedrooms, offering excellent privacy and flexibility for family or guests. Inside, the open layout shines with soaring vaulted ceilings that flood the living spaces with natural light. The chef's kitchen features granite countertops, high-end appliances, and modern fixtures, while rich bamboo flooring and upgraded lighting add warmth and sophistication throughout. Sliding glass doors seamlessly connect the indoor spaces to a lush, private garden retreat, creating an ideal setting for al fresco dining and tropical relaxation. Located just a short walk to world-famous Keawakapu Beach, this property perfectly balances neighborhood tranquility with ultimate coastal convenience. Residents enjoy secure gated entry and immediate proximity to Wailea’s renowned championship golf courses, five-star resorts, and premier dining and shopping. Whether you’re seeking a full-time residence, a vacation retreat, or a sharp investment, the seller’s motivation makes 53 Waikai the ultimate Wailea opportunity. Act fast and bring your offer today!
Virtual Tour
$1.89m ▼ $210,000
Wailea - Kai Malu
139 Kai La Pl unit 35B, Kihei
Condo
3 bd
3 ba
1,796 sqft
$1,885,000 ▼ $210,000
3
bd
3
ba
1,796
sqft
Welcome to 139 Kai La Place at Kai Malu -- a 3-bedroom, 2.5 bath townhouse beautifully upgraded with new wide-plank vinyl flooring, new carpeting, and much more! Owners will love the outstanding garden privacy provided by this peaceful home, while still enjoying peek ocean views from an upstairs bedroom! The Lanai and yard area are a spacious outdoor private sanctuary perfect for entertaining, relaxing, or playing with your dog and grandchildren. The sliding pocket lanai doors extend your living space to capture true Hawaii living. The cabinet filled kitchen features granite countertops, a reverse osmosis drinking water system and natural stone flooring. The primary suite upstairs includes an en-suite bathroom and private lanai for early morning coffee. The second bedroom is an inviting relaxing space for guests to enjoy and includes a full bath nearby. The third bedroom can easily serve as an office. An attached 2 car garage with a personal (not shared) driveway, a Tesla Power wall including 20 panels, and a low 2026 average monthly electric bill of less than $35 per month add to the highlights of this wonderful home. The residence is offered furnished only excluding the artwork hanging on the walls. Additionally, Kai Malu has an impressive 25-yard lap pool with panoramic ocean views, an open-air gym, and even a sauna. This gated community is exceptionally well maintained in a premier Wailea location. Just arrive with your suitcase and enjoy paradise! Vacation where you live in Maui!
Oceanfront
$4.75m ▼ $150,000
Wailea - Wailea Point I II III
4000 Wailea Alanui Dr unit 2802, Kihei
Condo
2 bd
2 ba
1,808 sqft
$4,750,000 ▼ $150,000
2
bd
2
ba
1,808
sqft
An absolutely exquisite property in every way, Residence 2802 at Wailea Point boasts a fabulous location with breathtaking ocean, island, beach and coastal views facing iconic Molokini Island and stretching from the South Maui coastline to Lanai Island. This upper floor plan features soaring ceilings and an open, airy design. The elegant mitered glass bay windows majestically frame the already stunning vistas. The kitchen and bathrooms have been beautifully renovated with modern finishes, blending elegance and comfort. A loft (estimated at 250 gross sq. ft.) has been added, providing a separate, third sleeping area, den or play room. Garage 2802G is included (CPR 76). Wailea Point was developed to be the finest residential condominium in Hawaii - and many believe it is just that. It features exceptional quality construction, very low density (just over 4 units per acre), garden environment, low-rise buildings, 24-hour gated & roving security patrol, two outstanding pool pavilions with 4 pools (including a 25-meter lap pool), 2 whirlpool spas, full kitchens, lighted tennis court, 2 pickleball courts (1 lighted), a superbly equipped, 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 (the Grand Wailea 1 property away) and all the 5-star services they offer. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."
Virtual Tour
$1.4m ▼ $126,000
Wailea - Wailea Ekolu
10 Wailea Ekolu Pl unit 1008, Kihei
Condo
2 bd
2 ba
1,071 sqft
$1,399,000 ▼ $126,000
2
bd
2
ba
1,071
sqft
Wailea Ekolu #1008 offers the pinnacle of Wailea living—an immaculate upstairs 2-bedroom, 2-bathroom condo with panoramic ocean views. This spacious, end-unit residence features vaulted ceilings and comes fully furnished and turnkey, allowing for effortless enjoyment or immediate vacation rental income. Inside, stay comfortable year-round with split AC units in the primary suite and living area, plus an additional unit in the second bedroom. The open-concept layout flows seamlessly to a private lanai where you'll take in sweeping views of the Pacific and outer islands—perfect for morning coffee or sunset cocktails. Located in the heart of Wailea Resort, you’re moments from world-renowned beaches, fine dining, the Shops at Wailea, and just steps from the Wailea Blue Golf Course clubhouse. As a unique bonus, a Honda Fit is included in the sale, making island living even more convenient. Vacation rentable and impeccably maintained, Wailea Ekolu #1008 is an exceptional opportunity for both investment and lifestyle.
48 – 71 of 74 homes for sale
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About Wailea and Makena real estate

Wailea and Makena real estate markets are as diverse and captivating as the island itself, offering a wide range of properties to suit various tastes and budgets. From luxurious oceanfront estates to modern condos with world-class amenities, the real estate options in both Wailea and Makena reflect the unique charm and appeal of these towns.

One of the major draws of Wailea and Makena real estate is their proximity to some of the island's most breathtaking natural wonders. Properties in these areas often boast spectacular ocean, mountain, or golf course views, allowing residents to fully appreciate the beauty of Maui's landscape from the comfort of their own homes.

In addition to their stunning natural surroundings, Wailea and Makena real estate are also renowned for exceptional community planning and infrastructure. The master-planned resort communities feature meticulously maintained landscaping, well-lit streets, and easy access to shopping, dining, and recreational facilities. These qualities make Wailea and Makena attractive places to live for both families and retirees.

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Lifestyle & outdoors In Wailea/Makena

15 surf spots in this area

Oneloa Beach
Type: body-surfing
Mo'oloa, Makawao 1-5
Pu'u Ola'i Beach
Type: body-surfing
Mo'oiki, Makawao 1-3 3-5
Palauea Beach
Type: body-surfing
Palauea, Makawao 1-3 3-5
Po'olenalena Beach
Type: body-surfing
Keauhou, Makawao 1-3 3-5
Wailea Beach
Type: body-surfing
Paeahu, Makawao 1-5
Polo Beach
Type: body-surfing
Palauea, Makawao 1-5
Mokapu Beach
Type: body-surfing
Paeahu, Makawao 1-5
Ulua Beach
Type: body-surfing
Paeahu, Makawao 1-5
Keawakapu Beach
Type: body-surfing
Paeahu, Makawao 1-5
Kama'ole Beach III
Type: body-surfing
Kama'ole, Wailuku 1-5
Kama'ole Beach II
Type: body-surfing
Kama'ole, Wailuku 1-5
Kama'ole Beach I
Type: body-surfing
Kama'ole, Wailuku 1-5
Big Beach - Little Beach
Type: surfing
Dumps
Type: surfing
The Cove
Type: surfing

6 parks in this area

Kalama Park

Kamaole Beach Park No. 1

Kamaole Beach Park No. 2

Kamaole Beach Park No. 3

Maipoina Oe Iau Beach Park

Ahihi-Kinau Natural Area Reserve

28 beaches in this area

Big Beach

Little Beach

Ulua Beach

Wailea Beach

Polo Beach

Mokapu Beach

Keawakapu Beach South

Keawakapu Beach North

Unnamed beach

Little Beach

Unnamed beach

Rocky Beach

Makena Landing

Unnamed beach

Kamaole I Beach

Kamaole II Beach

Kamaole III Beach

Unnamed beach

Maluaka Beach

Unnamed beach

Unnamed beach

Unnamed beach

Palauea Beach

Chang's Beach

Po'olenalena Beach

Po'Olenalena Beach

Unnamed beach

5 Graves Beach

9 golf courses in this area

Makena North Course

Maui Nui Golf Club

Wailea Blue Course

Makena South Course

Makena South Course

Makena South Course

Wailea Emerald Course

Practice Area

Wailea Gold Course

Essentials in Wailea/Makena

Supermarket is about 21 min walk
Airport is about 29 min drive
Hospital is about 30 min drive
Costco is about 25 min drive
* distance is calculated by average per house. Some homes maybe closer to the essentials

Walkability in Wailea/Makena

5 / 20
Car dependent
►
18-20
15-18
10-15
1-10
Walkability according to the National Walkability Index

Living in Wailea/Makena Wailea/Makena is a district on Maui

Supermarkets are about 21 min walk, the nearest Hospital is about 30 min drive and the airport is about 29 min drive.

Wailea/Makena is car dependent.

There are 6 parks in this area, and 28 public beaches. Nearby lifestyles include surfing, body surfing and golf.

Housing Market Trends for Wailea/Makena

There are currently 73 real estate listings for sale in Wailea/Makena. This includes homes, condos, multi-family homes, and vacant land.
The average listing price in Wailea/Makena for condos is $2,619,042 and for homes is $6,541,623. The median sales price for Wailea/Makena over the last 90 days is $3,150,000, a 2% increase of $57,500 year over year. If we break this down per property types we see that the median sales price for homes is $4,600,000 and for condos $2,909,725.
The number of sales in the last 60 days are 22. The average days Wailea/Makena properties stay on the market before being sold is 287 days.

Wailea/Makena housing & real estate prices

Wailea/Makena Real Estate listings for sale
74
Median sales price for homes for last 90 days
$4.6m
Median sales price homes sqft for last 90 days
$1.35k
Price range sold condo units (last 6 month)
$1.05m - $10.75m
Median sales price condos for last 90 days
$2.91m
Median sales price condos p/sqft for last 90 days
$1.64k
The Wailea/Makena district is located on Maui

Average Listing Price Wailea/Makena for condos & homes

Median Sales Price Wailea/Makena for condos & homes

Number Of Sales Wailea/Makena for condos & homes

* information deemed reliable, but not guaranteed
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