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Wailea homes for sale & real estate | Wailea/Makena

Wailea properties for sale : 48 condos, 10 homes

Virtual Tour
$750k
Wailea - Grand Champions
155 Wailea Ike Pl unit 122, Kihei
Condo
1 bd
2 ba
908 sqft
$750,000
1
bd
2
ba
908
sqft
Opportunity knocks at Grand Champions 122, offering an exceptional opportunity to own in the heart of Wailea at an unbeatable price point. Enjoy beautiful outer-island views toward Kaho'olawe and Molokini Crater from this ideally positioned residence. Location is everything, and this top-floor unit with high vaulted ceilings puts the best of Wailea within easy reach. For the tennis or pickleball enthusiast, the renowned Wailea Tennis Club is just a stone’s throw away, while the shops, dining, services, and everyday creature comforts of Wailea Town Center are right outside your front door. Wailea’s world-class beaches, championship golf courses, luxury resorts, shopping, dining, and coastal lifestyle are all nearby. Grand Champions is known for its lush tropical landscaping, convenient location, and resort-style atmosphere, with two swimming pool and spa areas located throughout the community. Whether you’re searching for a primary Maui residence, second home, or rental opportunity, Grand Champions 122 delivers a compelling combination of location, views, lifestyle, and value. At this price point, opportunities in Wailea are increasingly difficult to find. Grand Champions 122 will not last long. Wailea, Maui, Hawai'i… No Ka 'Oi!
Virtual Tour
$2.2m ▼ $200,000
Wailea
30 Waikai St, Kihei
Home
3 bd
3 ba
2,129 sqft
$2,199,000 ▼ $200,000
3
bd
3
ba
2,129
sqft
Welcome to Wailea Kai, where privacy, luxury, and effortless island living come together in one of Wailea’s most desirable gated communities. This immaculately maintained 3-bedroom, 2.5-bath residence feels both refined and relaxed, with soaring vaulted open-beam ceilings, abundant natural light, dark bamboo flooring, mahogany doors and cabinetry, granite countertops, and plantation shutters throughout. The open-concept living area flows seamlessly through expansive sliding glass doors to a lush tropical backyard and patio, creating an inviting indoor-outdoor setting for alfresco dining, entertaining, or unwinding beneath the Maui sky. The well-appointed kitchen features stainless-steel appliances, generous storage, a pantry, and casual dining nook, while split-system air conditioning throughout provides year-round comfort. Upstairs, the entire level is devoted to the spacious primary suite—a private sanctuary complete with a sitting area, walk-in closet, ensuite bath, and its own lanai. Just moments from Wailea Kai’s dedicated community park and an easy stroll to world-renowned Keawakapu Beach, the best of Maui’s coastal lifestyle is right outside your door, with white sand, turquoise water, and unforgettable sunsets just minutes away. Wailea’s acclaimed dining, luxury shopping, championship golf, tennis, and resort amenities are also close at hand. This private Wailea residence offers a comfortable setting for enjoying the beauty and convenience of life in one of Maui’s most sought-after communities.
Virtual Tour
$1.85m
Wailea - Wailea Palms
3150 Wailea Alanui Dr unit 2801, Kihei
Condo
2 bd
3 ba
1,559 sqft
$1,850,000
2
bd
3
ba
1,559
sqft
Welcome to Wailea Palms 2801, a beautifully updated and furnished 2-bedroom, 3-bath residence offering 1,559 square feet of unparalleled island living. One of the most private residences in the community, 2801 features three private lanais, creating wonderful indoor-outdoor living throughout the home. A rare feature of this unit is the ability to barbecue right off the lanai. Ocean views provide a beautiful backdrop for morning coffee, sunset dinners, or simply enjoying Maui’s year-round outdoor lifestyle. The thoughtfully updated interior features a beautifully appointed kitchen, inviting living and dining areas, and two generous bedroom suites offering privacy for owners and guests. Wailea Palms is a gated residential community known for its lush tropical grounds, ocean-view pool and spa, and peaceful setting. Ideally located near Wailea’s world-class beaches, golf, dining, shopping and resorts, Unit 2801 offers a rare combination of privacy, space and indoor-outdoor living in the heart of Wailea.
Virtual Tour
Oceanfront
$3.65m ▼ $200,000
Wailea - Hoolei
24 Hoolei Cir unit T-1, Kihei
Condo
3 bd
4 ba
3,076 sqft
$3,650,000 ▼ $200,000
3
bd
4
ba
3,076
sqft
Discover elevated luxury at Villa T-1, the best priced property and sole end-unit available today at Ho’olei. Boasting the community’s largest floor plan—the sought-after Hibiscus layout—this spacious split-level townhome blends 3,076 sq.ft. of exquisitely refreshed interior space with approximately 700 sq.ft. of covered lanai for seamless indoor-outdoor living. Positioned in a coveted front-row location, you are steps away from Ho’olei’s world-class amenities, featuring a lagoon-style pool with a dramatic 19’ waterfall, swim-in grotto, dual spas, fitness facility, and poolside entertaining pavilion. Just moments from Wailea Beach, fine dining, championship golf, and shopping, this beautifully furnished residence offers exceptional privacy, a place to call home in Maui, alongside a stellar, proven rental track record.
Virtual Tour
$1.56m
Wailea - Wailea Palms
3150 Wailea Alanui Dr unit 2703, Kihei
Condo
2 bd
2 ba
1,194 sqft
$1,557,000
2
bd
2
ba
1,194
sqft
Welcome to Wailea Palms 2703, FULLY FURNISHED and move-in ready, spectacular and renovated ground-floor 2 Bedroom, 2 Bath residence in one of Wailea's most sought after gated communities. Offering zero stairs from the parking area to the unit. 2703 combines effortless convenience with refined island living. Thoughtfully designed floor plan flows seamlessly through Fleetwood sliding glass doors to a large covered wrap around lanai with ocean views and lush tropical landscaping, perfect for indoor-outdoor living and entertaining. Recent upgrades include fully remodeled bathrooms (2025), travertine flooring, brand new fans and appliances throughout, custom cherry wood cabinetry, and handcrafted built-ins by Olivery Woodworking - including a custom breakfast nook, dining table, bathroom cabinetry, and custom glass and wood doors. A built-in Murphy bed in the second bedroom adds flexibility, allowing the space to function as either a guest suite or home office. Every detail has been designer curated, including designer furnishings, décor, accessories and kitchenware. Truly turn-key. Wailea Palms amenities include a spectacular OCEAN VIEW pool and spa, fitness center, BBQs, and beautifully landscaped grounds. Just moments from Wailea's world-class beaches, golf courses, luxury resorts, fine dining, The Shops at Wailea and the scenic Wailea Beach Path, this exceptional residence offers the privacy, quality, and lifestyle that make Wailea one of Maui's premier destinations. Call to schedule a showing!
Virtual Tour
Home
3 bd
4 ba
3,379 sqft
$7,800,000
3
bd
4
ba
3,379
sqft
Brand New Construction | Luxurious Estate Living at The Ridge, Wailea Welcome to a sprawling, brand-new estate at The Ridge in Wailea, where every detail has been curated for elevated island living. Terraced landscaping and hand-set rock walls guide you toward the hilltop entrance, offering a dramatic first glimpse of the infinity pool as you arrive. Step through the substantial solid walnut wood pivot door, flanked by bilateral side windows that flood the entry with natural light. Inside, the open-concept kitchen, dining, and living areas flow seamlessly past disappearing Fleetwood doors to a spacious lanai anchored by an infinity pool and spa. Beyond, sweeping views stretch across West Maui, Lanai, Kahoolawe, and Molokini. The lanai wraps to the south into an entertainer's dream — a full bar and BBQ area complete with a hidden large-screen TV — while a pool bath with full sauna delivers a true resort-at-home experience. The chef's kitchen is outfitted with a premium Thermador appliance suite, shaker and flat-front cabinetry, and granite countertops, plus a built-in white wine cooler and a sleek, temperature-controlled red wine storage room. Rounding out the first floor: a two-car garage, a large laundry room, a modern half bath, and a primary suite with direct lanai access, smart shower, smart toilet, double vanity, and a private outdoor soaking tub. Ascend the dramatic floating staircase, set off by a sleek modern chandelier and stone accent walls, to discover a hidden office and an open den with lanai access leading to an outdoor gathering area centered on an elegant fire pit — all framed by more sweeping ocean views. Two additional bedrooms complete the second floor: a guest suite with ensuite bath and lanai access, and a second primary suite featuring lanai access, a walk-in closet, an oversized smart shower, and a top-filling soaking tub. Home is offered fully furnished and situated on the highest elevated lot in Wailea. Quality and luxury abound — your perfect Wailea oasis awaits.
Virtual Tour
Oceanfront
$4.2m
Wailea - Wailea Beach Villas
3800 Wailea Alanui Blvd unit H102, Kihei
Condo
2 bd
2 ba
1,899 sqft
$4,200,000
2
bd
2
ba
1,899
sqft
Wailea Beach Villas H102 is a beautifully furnished 2-bedroom, 2-bath residence with a versatile den/office, offering the flexibility for remote work or additional guest space. The thoughtfully designed floor plan features new appliances and an extended kitchen island with plenty of seating, making it ideal for everyday living and entertaining. Power sunshades throughout the home provide added comfort and convenience. Quaint ocean view from the lanai. Wailea Beach Villas is one of Wailea's premier beachfront communities, offering two swimming pools, a fitness center, beautifully maintained tropical grounds, direct access to Wailea Beach, and a convenient location within walking distance of The Shops at Wailea, restaurants, and nearby resorts. H102 is currently part of an active vacation rental program, making it an excellent option for those seeking a property with established rental history as well as a comfortable personal retreat.
$1.3m
Wailea - Wailea Fairway Villas
3950 Kalai Waa St unit R102, Kihei
Condo
2 bd
2 ba
949 sqft
$1,295,000
2
bd
2
ba
949
sqft
Welcome to this beautiful 2-bedroom, 2-bathroom condo at Wailea Fairway Villas, offered fully furnished and move-in ready. Enjoy breathtaking ocean views and spectacular Maui sunsets from the comfort of your own home. Residents enjoy exceptional amenities, including a clubhouse with a fitness center, swimming pool, hot tub, barbecue area, outdoor dining space, and event room. Ideally located in the heart of Wailea, you're just minutes from five of South Maui's finest beaches, world-class golf, luxury shopping, award-winning restaurants, spas, and everything that makes Wailea one of Hawaii's most sought-after communities. Set on 12 acres of beautifully landscaped grounds, Wailea Fairway Villas offers the perfect blend of resort-style living and everyday comfort.
Virtual Tour
$3.45m ▼ $245,000
Wailea - Makalii at Wailea
208 Holomoana Way unit 14B, Kihei
Condo
3 bd
3 ba
1,802 sqft
$3,450,000 ▼ $245,000
3
bd
3
ba
1,802
sqft
Makali’i Magnificence! Premium top row position with unbelievable Ocean and Outer Island views! Makali’i #14B is arguably the best location in the community with expansive and unobstructed views. This gently lived in home has gorgeous finishes throughout with smooth tile floors extending in all directions. The chef’s kitchen is exquisite with high quality SubZero, Wolf, and Cove stainless appliances, beautiful quartz countertops, and handsome cabinetry. The generous living and dining area culminate with the dramatic 13 foot ceiling above the gliding glass doors leading to your peaceful lanai. The main level also includes a wonderful full bath and your secondary suite. Descending the striking contemporary staircase leads you to the ultimate privacy of your primary suite. There, you will find the retreat you’ve been dreaming of, with a large, private lanai offering incredible views and a spacious principal suite featuring generous closets and storage plus a huge ensuite bath with a luxury bathtub and oversized separate shower. Separate laundry room with quality Asko W/D. You will notice that all of the modern touches throughout are both elegant and functional for the way you live. The unique potential of the Casita is an outstanding feature for your visiting family and loved ones, and from the inner courtyard lanai, you ascend a staircase to the Casita Suite, where you will enjoy Majestic Haleakala views and yet another luxurious ensuite bath. Your one car garage means means more storage and vehicle protection year round and peace of mind during travel. This amazing recent community is everything you’ve been looking for in a Maui home with stunning pool area, workout facilities, and so much more. Steps from the Fairmont Kea Lani, a short stroll to Polo Beach and the Wailea Beachwalk, with all the world class beaches, restaurants, and shopping that the Wailea Resort has to offer at your fingertips, it’s time for you to discover the Magic of Makali’i.
$3.5m ▼ $250,000
Wailea
3919 Waakaula Pl, Kihei
Home
3 bd
3 ba
3,839 sqft
$3,500,000 ▼ $250,000
3
bd
3
ba
3,839
sqft
Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedroom, 3-bath residence in Wailea Golf Estates offers a rare combination of privacy, elegance, and effortless island living. Relax and recharge with EV charging and the opportunity to add your own personal touches, making this a truly turnkey canvas for your Maui dream home. Architectural plans for a modern luxury home have been approved by the County of Maui, and are avaialble upon request. Designed for the quintessential indoor-outdoor lifestyle, the home's spacious interiors flow seamlessly to expansive lanais ideal for entertaining or quiet relaxation. Sweeping blue ocean vistas, neighbor island silhouettes, and brilliant Maui sunsets serve as your ever-changing backdrop, while lush tropical landscaping lends a serene, resort-like quality to every corner of the property. The thoughtfully designed floor plan offers generous living areas, a well-appointed kitchen, and comfortable bedrooms — two of which open directly to their own private lanais and offer panoramic views from their lanais. Whether hosting guests or savoring peaceful evenings at home, this property captures everything that makes Maui living so extraordinary. Just minutes from world-class beaches, championship golf, and fine dining.
Virtual Tour
Oceanfront
$1.7m ▼ $145,000
Wailea - Wailea Ekahi III
3300 Wailea Alanui Dr unit 38A, Kihei
Condo
1 bd
2 ba
885 sqft
$1,695,000 ▼ $145,000
1
bd
2
ba
885
sqft
Rarely does an opportunity like this come along at Wailea Ekahi. This beautifully positioned downstairs 1-bedroom, 2-bathroom villa enjoys stunning ocean views and sits in one of the community's most desirable green belt locations, offering a peaceful, open setting with lush tropical surroundings. Being sold turnkey, this villa is ready for immediate enjoyment as a full-time residence, second home, or a vacation rental. The spacious floor plan features comfortable indoor-outdoor living, allowing you to take full advantage of Maui's year-round sunshine and spectacular sunsets. Wailea Ekahi is known for its beautifully maintained grounds, direct access to Keawakapu Beach, multiple swimming pools, and relaxed resort atmosphere. Just moments away, you'll find all the world-class amenities that make the Wailea Resort so sought after, including championship golf courses, tennis facilities, luxury shopping, fine dining, and scenic coastal walking paths. This is one of those special villas that rarely becomes available; a prime green belt location, exceptional ocean views, and the coveted convenience of a ground-floor residence all combine to create a truly unique offering in Wailea.
Virtual Tour
$3.55m ▼ $235,000
Wailea
390 Pualoa Nani Pl, Kihei
Home
4 bd
4 ba
2,812 sqft
$3,550,000 ▼ $235,000
4
bd
4
ba
2,812
sqft
Refined Island Living | Wailea Pualani Estates Discover elevated island living in this custom two-story residence within the desirable gated community of Wailea Pualani Estates. Offering 4 bedrooms, 3.5 baths, and over 2,800 square feet of interior living space, this thoughtfully designed home blends quality craftsmanship with effortless indoor-outdoor living. Nine-foot ceilings, abundant natural light, elegant travertine flooring, and a spacious entertainer’s kitchen create a sophisticated yet welcoming atmosphere. Expansive covered lanais, a private pool with jacuzzi, and a lovely, landscaped yard provide the perfect setting for family gatherings, outdoor enjoyment, and relaxed island living. Enhancing the home’s appeal are 69 owned photovoltaic panels and three Tesla Powerwall batteries, offering an energy-conscious lifestyle. Beautifully furnished and move-in ready, this exceptional turnkey offering allows you to settle into Maui living with ease. Enjoy close proximity to South Maui’s sought-after beaches, luxury resorts, world-class golf, and Wailea’s premier shopping and dining. A distinctive opportunity to experience the comfort, sophistication, and effortless beauty of the Wailea lifestyle.
Virtual Tour
Condo
3 bd
3 ba
1,742 sqft
$3,878,000
3
bd
3
ba
1,742
sqft
La'i Loa: Where Elevated Design Meets the Spirit of Wailea PRIVATE SHOWINGS AVAILABLE. Some homes have a view. This one makes the view part of daily life. From its elevated position at La'i Loa, the Pacific stretches to the horizon, with sweeping ocean vistas, neighboring islands, and Maui's legendary sunsets. Built in 2023, this ground-floor 3-bedroom, 3-bath residence offers 1,742 square feet of thoughtfully designed living space and a rare 424-square-foot lanai that extends the home outdoors. Trade winds, natural light, and an easy indoor-outdoor flow define the Wailea lifestyle here. Inside, every detail reflects quality and craftsmanship. Approximately $1 million has been invested in furnishings, artwork, lighting, and custom appointments, including hand-painted Italian wall coverings, rare Maya Romanoff wallpaper, hand-blown glass fixtures, and custom Italian furnishings. It feels more like a private gallery than a condominium. The gourmet kitchen features premium appliances and refined finishes for everyday living and entertaining. Motorized shades, smart-home compatibility, and integrated technology add modern convenience without compromising the design. On the lanai, an outdoor grilling area sets the stage for sunset dinners, morning coffee over the ocean, or evenings with friends. The setting is one of the most private in the community, surrounded by mature Monkey Pod trees and lush tropical landscaping for a serene, treehouse-like feel, with minimal through-traffic. La'i Loa has become one of Wailea's most coveted addresses. Each boutique building holds just five residences, with secured access and a private garage. Residents enjoy an infinity-edge pool, fitness center, and clubhouse within beautifully maintained grounds. Whether you want a primary residence with single-level living, a lock-and-leave second home, or a luxury investment with nearly new construction and strong long-term rental appeal, this home delivers. Offered fully furnished, with most furnishings, artwork, and designer pieces included, the next owner can step right into a lifestyle already beautifully curated. New construction. Boutique exclusivity. World-class interior design. Expansive ocean views. One of the most sought-after locations on Maui. This is more than a home. It is a front-row seat to everything that makes Wailea extraordinary. ALL FURNISHINGS INCLUDED IN THE SALES PRICE EXCEPT A FEW PERSONAL ITEMS.
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
$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.

About the Wailea neighborhood

 

Discover the breathtaking Wailea neighborhood, an exquisite gem located in the southern part of Maui, Hawaii. Known for its upscale resorts, stunning beaches, and world-class amenities, Wailea attracts both residents and visitors alike who are looking for a luxurious and relaxing experience. If you're considering relocating to this tropical paradise, you'll find a variety of Wailea homes for sale that cater to different budgets and preferences.

Wailea is a haven for water sports enthusiasts, especially those who love surfing. The crystal-clear waters and perfect waves provide an ideal environment for body surfing. Wailea Beach, Polo Beach, and Mokapu Beach are the top surf spots in the area, offering exceptional conditions for body surfing. Whether you're a beginner or an experienced body surfer, these beaches promise an exhilarating experience that will make your time in Wailea unforgettable.

Besides its surf spots, Wailea boasts several nearby parks that offer fantastic recreational opportunities. Kalama Park, located in the neighboring town of Kihei, is a sprawling 36-acre park that features a skate park, baseball and soccer fields, tennis and basketball courts, and a playground. It also has picnic areas and walking paths, providing a perfect spot for families to spend a leisurely day outdoors.

Just a short drive away from the Wailea neighborhood is Kamaole Beach Park, which consists of three distinct parks: Kamaole I, II, and III. Each park offers its own unique beach experience, from soft sandy shores to rocky lava outcroppings, making it a favorite destination for beach lovers. The parks are also equipped with picnic tables, barbecue grills, and restrooms, ensuring a comfortable day at the beach.

For golf enthusiasts, Wailea is home to several championship golf courses that offer spectacular views and immaculate greens. The Maui Nui Golf Club is an 18-hole, par 71 course designed by Bill Newis, which challenges golfers of all skill levels. The course features beautiful water features, well-manicured fairways, and exceptional views of the Pacific Ocean.

In addition, the Wailea Blue Course and Wailea Emerald Course are two other prestigious golf courses in the area. The Wailea Blue Course, designed by Arthur Jack Snyder, is known for its tight fairways and strategically placed hazards, while the Wailea Emerald Course, designed by Robert Trent Jones Jr., is renowned for its lush greenery and stunning ocean views. Both courses offer an unforgettable golfing experience.

With so much to offer, it's no surprise that the Wailea neighborhood is a highly sought-after destination for homebuyers. From luxurious Wailea homes for sale to endless opportunities for outdoor adventure, this enchanting Maui community promises an exceptional living experience that you won't find anywhere else.

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Lifestyle & outdoors In Wailea

11 surf spots in this area

Palauea Beach
Type: body-surfing
Palauea, 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
The Cove
Type: surfing

4 parks in this area

Kalama Park

Kamaole Beach Park No. 1

Kamaole Beach Park No. 2

Kamaole Beach Park No. 3

13 beaches in this area

Ulua Beach

Wailea Beach

Polo Beach

Mokapu Beach

Keawakapu Beach South

Keawakapu Beach North

Kamaole I Beach

Kamaole II Beach

Kamaole III Beach

Unnamed beach

Palauea Beach

Po'olenalena Beach

Po'Olenalena Beach

4 golf courses in this area

Maui Nui Golf Club

Wailea Blue Course

Wailea Emerald Course

Practice Area

Essentials in Wailea

Supermarket is about 19 min walk
Airport is about 28 min drive
Hospital is about 29 min drive
Costco is about 24 min drive
* distance is calculated by average per house. Some homes maybe closer to the essentials

Walkability in Wailea

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

Living in Wailea Wailea is a neighborhood in the Wailea/Makena district of Maui.

Supermarkets are about 19 min walk, the nearest Hospital is about 29 min drive and the airport is about 28 min drive.

Wailea is car dependent.

There are 4 parks in this area, and 13 public beaches. Nearby lifestyles include surfing, body surfing and golf.

Housing Market Trends for Wailea

There are currently 58 real estate listings for sale in Wailea. This includes homes, condos, multi-family homes, and vacant land.
The average listing price in Wailea for condos is $2,556,688 and for homes is $3,976,142. The median sales price for Wailea over the last 90 days is $2,250,000, a -10% decrease of $252,500 year over year. If we break this down per property types we see that the median sales price for homes is $2,850,000 and for condos $1,797,500.
The number of sales in the last 60 days are 15. The average days Wailea properties stay on the market before being sold is 174 days.

Wailea is a neighborhood located in the
Wailea/Makena
district on the island of
Maui
.

Average Listing Price Wailea for condos & homes

Median Sales Price Wailea for condos & homes

Number Of Sales Wailea for condos & homes

* information deemed reliable, but not guaranteed
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