Wailea Real Estate Search

Wailea Homes for Sale

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

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

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

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

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

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Newest Wailea Homes and Condos for Sale

$8,995,000
3 Beds 5 Baths 397936 MLS Fee Simple Tenure
A private lushly landscaped Shangri La at the top of Wailea Highlands, a most coveted gated Wailea community. One enters through custom, polished chrome & hand-cast wave-patterned glass doors framed in richly textured wood; a setting immediately both classic & contemporary. The tranquil entry allows a step into another world enhanced with custom koa wood bookcases, fronted by antique Chinese screens, & a gracious curved steel & limestone staircase. Designed by Hugh Farrington & built by Tae Murphy, this three-level residence affords commanding blue ocean & outer island views from virtually every area of the living, dining, & kitchen areas. This includes the luxurious 1700 s.f. top floor master sanctuary, covered lanai & elegant office with built-in circular koa wood desk. The home is an architectural delight; pomegranate-hued beams graphically frame recessed bird’s eye maple ceiling panels, mirroring the living areas below. Expansive glass walls retract on all three levels facilitating our tropical seamless indoor/outdoor Maui lifestyle. Ubatuba granite counters & a full-height backsplash complement the Anigre custom wood cabinetry & the Gaggeneau stainless appliances. A barrel-vaulted ceiling defines the gallery-like stairway to the ground-level family/media, powder room & two guest suites. Mature Areca palms surround the pool & spa helping to create total privacy. A prolific garden nurtures herbs, banana, papaya, mango, avocado, lemon, lime & orange trees. Truly a place of peace & beauty. World Class shopping, dining, spas, diving, hiking, tennis & golf privileges in the Wailea Resort.

283 Akaula Way, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$3,200,000
4 Beds 3 Baths 397889 MLS Fee Simple Tenure
Situated on a quiet cul-de-sac in gated Wailea Kialoa subdivision & offering exceptional panoramic ocean & outer island views, this 3195 s.f. home is in immaculate condition. Upon entering you will find beautiful perimeter tiled walls & floors with travertine chair-rails plus an open oval ceiling affording an abundance of natural light. You may choose the elevator to access the upper levels or the gracious stairway. At the top of the stairs, a south-facing custom circular window enhances the area off of which there is the master suite, two guest bedrooms & two full baths. Gorgeous hardwood natural oak floors add a feeling of warmth in the light-filled great room, which features a custom floral design framed with oak in the recessed ceiling. The spacious kitchen enjoys lovely ocean views & has stainless steel appliances, two cook-tops, a wine fridge, maple cabinets & specimen granite counters. There is an outdoor 'morning coffee' balcony & a raised breakfast area off the kitchen. A formal dining area opens seamlessly into the light-filled great room, offering lovely ocean & outer island views and two outdoor seating areas. The large master suite features floor-to-ceiling south-facing windows & an en-suite custom bath with travertine floors & walls & a granite-topped vanity. One side of the oversized garage is two stories, designed to afford boat storage, may accommodate 4 cars & also incorporates a large workshop. The owned solar panels are net-metered & mitigate most electrical costs. Wailea is known for its fabulous beaches, golf courses & tennis plus the Shops at Wailea's fine dining, art galleries & world-class shopping.

199 E Ikea Moku Pl, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$6,950,000
4 Beds 4 Baths 397853 MLS Fee Simple Tenure
FOREVER VIEWS best describes the stunning and unobstructed ocean, sunset, sunrise and outer island views from this professionally designed Hawaiian contemporary executive home. All your senses will come alive as you experience the refined Zen elements of fire, water and stone. Each element was chosen to compliment and respect the property within its surroundings. The elegance is immediately evident as you enter “Sunset Row”, the privately gated Heleuma Place, an exclusive street within Wailea KiaLoa featuring 23 homesites conveniently located only minutes to the Wailea pathway & Keawakapu Beach. You will love the surreal lighting of the interior, exterior and the provocative landscape lighting all enhancing the property's beauty. The total remodel, completed in 2017, features custom amenities including soft ambient lighting, motorized sun shades, coral stone flooring, Ohia wood flooring & posts, mahogany doors, two primary bedroom suites, four amazing bathrooms with hand carved & hand finished limestone, 2 cast stone soaking tubs, California faucets, quartz vessel sinks, gourmet kitchen with Wolf & Sub Zero appliances, wine refrigerator, leathered granite countertops & Bac-Bac woven banana leaf ceilings, wood ceilings. Also enjoy the 60’ heated saline lap pool, tiki torches, multiple water falls & spa with spectacular views. Furnishings are available. A must see!

195 Heleuma Pl, Kihei

Listing courtesy of Compass.

$12,950,000
3 Beds 4 Baths 397631 MLS Fee Simple Tenure Andaz Residences BLDG.
Andaz Residences E4 offers a rare and unique opportunity for luxurious modern living in your ocean view, 3 bedroom, 4 bath private penthouse with full access to all Andaz amenities, with vacation rental option. This top floor unit has full ocean and seasonal sunset views from the lanai, great room, kitchen and primary bedroom and south guest suite. The airy great room has custom, modern designer furnishings and floor-to-ceiling windows and sliding glass doors to maximize the ocean breezes. The chef-inspired kitchen, equipped with Miele appliances, opens to the lanai with personal hot tub, cozy seating area and outdoor kitchen and dining with Hestan BBQ and storage. The butler’s pantry has an extra dishwasher, ice machine, wine fridge and more storage. An expansive island and dining room offers a wonderful place to gather with family and friends. Each spacious en-suite bedroom has an individual soaking tub, shower and separate water closet. The powder bath has a full walk-in shower. A separate laundry room with Miele washer and dryer as well as two lockable closets offers abundant storage. Electric blackout and sheer shades on all windows plus TV with Apple TV and zoned Sonos system in each suite. Currently operating as a fully furnished turnkey vacation rental, this beautiful home is ready to make memories for you and your guests. Owners have a dedicated poolside cabana for exclusive use during their stay, as well as enjoying room service, bars, pools, spa, gym, concierge and countless Andaz amenities. Mokapu Beach and the famous Wailea Beach path are right outside your door. Pet friendly complex. Please contact your favorite realtor for a private showing to learn more and to make this unit your own.

3550 Wailea Alanui Dr Unit E4, Kihei

Listing courtesy of Royal Realty LLC.

$6,250,000
2 Beds 2.5 Baths 397532 MLS Fee Simple Tenure Wailea Point I Ii Iii BLDG.
An elegant, comprehensive renovation by Bower Development, including all new Low-E Solar Ban Marvin windows & PRL perimeter sliders, was completed in 2019. With iconic panoramic ocean, coastal & outer island views to the North & Northwest, unit 2302 enjoys glare-free vistas & no afternoon heat gain. Upon entering, designer elements abound. A natural chiseled white marble feature wall, soaring 20+ft high clear cedar ceilings, a custom mahogany spiral staircase to sleeping area 3 & European natural white oak flooring speak warmth & refinement. For a moment, it is hard to notice anything beyond the rich verdant green & blue ocean views framed by the 18ft wide bay windows. With walls & columns removed, a great open floor plan creates this classic Maui seamless indoor/outdoor lifestyle. A kitchen to inspire culinary creations features Wolf, SubZero & Asko appliances, all ensconced in gorgeous walnut-stained custom cabinetry by Nakoa Woodworks. Counter back-splash to the ceiling & the double-ended waterfall island counter are rendered in leathered Moon Stone quartzite. An entire kitchen frameless glass wall delivers compelling Up-Country Maui panoramic vistas bathed in pink afternoon hues! 'Flow' best describes the feeling of this dwelling surrounded by nature & views. Family & friends connect effortlessly in this environment. Throughout, the designer juxtaposes intricate tile patterns of Carrera marble with the warmth of rich-toned millwork & matte-black Kohler fixtures. An entire wall of drawers & closet cabinetry grace the en-suite master & feature automatic wardrobe lighting. Two skylights fill the master bath with both morning & moon light; these are complemented by motion-sensor under cabinet lighting. RH Designer Furnishings are featured throughout & are available via a Separate Bill of Sale. The main-level guest suite has a convertible pull-out & extensive functional built-ins & en-suite bath/powder room. Lofted sleeping area 3 enjoys a half-bath & a designer quality built-in full Murphy bed. Concealed motorized shades plus security & scene lighting modes are controlled via Lutron. A Honeywell System provides efficient multi-zone climate control & full-home security. Drop-down stairs in the one-car, free-standing garage provide access to extensive additional storage. Maui's finest beaches, serving the neighboring Four Seasons & Fairmont Resorts, border this luxurious 28-acre secure guard-gated tropical oasis. World-class golf, tennis, fine dining, shopping, spas & art galleries are adjacent valued amenities, along with direct access to the oceanfront Wailea Beach Walk. Two pool & spa pavilions host community gatherings & are available for the owners' private use. One pool is family oriented & includes a 75' long lap pool, kiddie pool & state of the art gym, while the other is the 'quiet' pool area. These facilities feature full kitchens & host community gatherings along with owners' private parties. There are lighted pickle-ball & tennis courts & a Guest Amenity Suite exclusively available for the owner's family & friends.

4000 Wailea Alanui Dr Unit 2302, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$1,595,000
1 Beds 1 Baths 397441 MLS Fee Simple Tenure Wailea Ekahi I BLDG.
Enjoy spectacular expansive OCEAN VIEWS from the living area, the kitchen, the dining area, and the main lanai of this beautiful, wonderfully located, 1 bedroom, 1 bath unit! There is a remarkable feeling of openness and space thanks to the breadth of the ocean views (you can also see Kahoolawe, Molokini, and Lanai), the elevation of the unit, and the vaulted ceilings. This beautiful, second-floor, air-conditioned unit is away from the streets and the associated road noise. In the last year or two, a new A/C unit was added in the living area, new carpeting was added in the bedroom and dressing area, a new washer & dryer was added, and new shutters were added throughout. The bedroom is spacious (and has an additional private lanai), plus the sofa in the living area opens into a queen-sized bed, enabling the unit to accommodate four guests. This wonderful unit will be sold with all furnishings and everything in it, with the exception of only a few items in the owner's closet. Wailea Ekahi is a very popular, low-density complex, with direct access to Keawakapu Beach (arguably the best beach on Maui)! The beautifully maintained tropical landscaping makes a short walk to the beach, one of the four pools, the tennis court, or the recently (and spectacularly) renovated beachfront pavilion a pleasure. Enjoy the beach walk to the other Wailea Beachfront resorts, restaurants, shopping, and more! World-class golf and tennis are also right nearby. Contact your favorite Realtor to schedule a showing!

3300 Wailea Alanui Dr Unit 17F, Kihei

Listing courtesy of Hawaii Life (W).