Wailea Real Estate and Makena Real Estate

Search all luxury Wailea condos for sale and Wailea single family homes. At the furthest end of Maui’s South Shore are the upscale towns of Wailea and Makena. You’ll find several world-class golf courses communities, five-star resorts including Four Seasons and Fairmont Kea Lani, and multi-million dollar oceanfront properties. In addition to the manmade comforts like high-end shopping and gourmet restaurants at the Shops at Wailea, this area has some of the best stretches of sand on the island including picturesque Makena Beach State Park, commonly referred to as “Big Beach.” Owning real estate in Wailea or Makena comes with a hefty price tag. Options include several gated communities, homes set along a golf course, luxury condos for sale, and spacious lots with spectacular ocean views.

Wailea Condos for Sale | Wailea Homes for Sale

Wailea and Makena are located at the base of 10,023-foot Mt. Haleakala, which blocks the trade winds and is known for its sunny weather and dry climate. With an average rainfall of only 7.2 inches per year and temperatures ranging between 70-80 degrees, Maui real estate has the perfect year-round weather. Makena real estate and Wailea real estate will continue to be popular for second homes with year-round good weather, golf, shopping, and activities on Maui.

If you love to golf, the Wailea Golf Club has 3 par-72 courses; Old Blue Course, Emerald Course, and Gold Course. Wailea Golf Club is one of the largest golf facilities in Hawaii. The Gold Course, featuring 93 bunkers, hosts the annual Champions Skins Game in February. Makena real estate and Wailea real estate have stylish and eclectic homes with fairway and ocean views that border the golf courses. Golf Magazine and Golf Digest rate the club as one of the best golf courses in the country and surrounded by some of the best Maui real estate.

At the Shops at Wailea, you’ll find outlets for upscale stores like Tiffany, Louis Vuitton, Coach, Fendi and Gucci. Every June, Wailea hosts the Maui Film Festival, where movie stars and locals take in movies under the glowing stars in the Maui sky at the celestial cinema. You will also find the offices of Island Sotheby’s International Realty. Stop by for the Wailea Real Estate and Makena Real Estate map and property guide and to find out more information about Maui real estate, Wailea and Makena neighborhoods and condominium communities.

Just south of Wailea is Makena, home to the Makena Resort. Makena real estate begins at Polo and Palauea beaches. You can find condos for sale in Makena at Polo Beach Club, Makena Surf, and Na Hale O Makena.

Single-family homes for sale in Makena are found at Black Sand Beach, Keauhou at Makena, Makena Place, One Palauea Bay and along the coast and Old Makena Road.

Wailea and Makena have an allure which brings people here from all over the world – Beautiful weather, incredible golf, fine dining, swimming, beaches, resorts and shopping all add up to being a world-class destination and a great place to buy Maui real estate.

Wailea Homes for Sale and Makena Homes for Sale

Wailea Golf Estates: One of Wailea’s premier luxury single family residential communities, Wailea real estate in this area is an established neighborhood of architecturally distinctive homes on 61 homesites located on 30 hillside acres and virtually encircled by the Wailea Blue Golf Course. These homes are newer and generally larger on lots ranging from ¼ to ½ acre. Elevation, careful planning during development and a central location within the resort allow many of these homes to offer panoramic views of the Pacific, neighboring islands and the beauty of Wailea’s real estate and immaculately maintained landscape. The views extend from West Maui Mountains and Lanai, to Kaho’olawe, Molokini, Ahihi Bay and Red Hill.

Wailea Fairway Estates
Wailea Fairway Estates

Wailea Fairway Estates: A gated community of 31 luxury homes on 14 acres of Wailea Real Estate creates an exclusive residential neighborhood. All custom designed, these elegant homes overlook the 7th, 13th and 14th fairways of the Wailea Blue Golf Course. Lots range in size from 12,000sf to 15,000sf with some offering Maui real estate ocean views for sale.

Wailea Golf Vistas: Located just South of Golf Estates, this newer gated Wailea real estate community offers 48 single family homesites and homes of uncompromising quality and luxury accommodations, surrounded by the fairways of Wailea’s championship Blue Golf Courses. Individual lot elevations and careful planning during development enables many of the homesites to offer expansive ocean views. Own your own piece of Maui real estate at Wailea Golf Vistas.

Wailea Highlands
Wailea Highlands

Wailea Highlands: Overlooking the 17th fairway of the Wailea Blue Golf Course, this premiere gated Wailea real estate golf course community offers 24 homesites, each lot consisting of more than 20,000 square feet on which to build your custom luxury dream home. Offering unsurpassed panoramic views of the Pacific and outer islands.

Wailea Kai: An exclusive 34 acre residential community located a short walk from one of Maui’s finest beaches, Keawakapu Beach. This gated Wailea real estate community contains 100 custom-designed, single-family homes & home sites on approximately one quarter acre lots .
A private, tree-lined park serves the community, while two pathways provide convenient beach access.

Wailea Kialoa Map
Wailea Kialoa Map

Wailea Kialoa: Perched on a hillside above Wailea Kai and Keawakapu Beach, this 34 acre Maui real estate subdivision yields a superb collection of 102 single family homes and home sites averaging approximately ¼ acre each, many offering beautiful ocean and neighboring island vistas, a result of careful planning which derived maximum benefit from the sloping terrain.
Quiet, secure luxury is the trademark of this gated community.

Wailea Pualani Estates: Nestled up behind Wailea Kialoa subdivision, this gated Wailea real estate community of 92 homesites and homes realizes affordability with some ocean/mountain views.

Palauea Beachfront: 25 Residential units on the ocean at Palauea Bay – Maui oceanfront real estate at it’s finest.

One Palauea Bay Gate
One Palauea Bay Gate

One Palauea Bay and Keahou at Makena: This unique 44 acre site tastefully integrates just 17 homes on 20 acres; along with a 24 acre Hawaiian Cultural Preserve containing revered Hawaiian archaeological sites dating back 500 years. The 17 exclusive ocean view Maui real estate homes, require architectural designs which, while unique, integrate well and produce a symmetry and balance.

Maluhia at Wailea: While each distinctive home is truly custom with its own unique features, floor plans and details, each resident shares a similarity of palette. The specific materials comprising this palette have been selected to enhance the concept for each home, ensuring that each residence, a living work of art, will remain a unique entity while providing harmony and balance in this very private, exclusive beachfront gated community.

Makena Place Oceanfront Homes
Makena Place Oceanfront Homes

Makena Place: Makena Place is a premiere waterfront “Residential Condominium” community of Makena real estate consisting of 10 homesites for building custom designed single family homes, providing owners with the space and privacy they would expect from a personal residence. One of the unique and attractive features of Makena Place is that a caretaker lives and works on site.

Keauhou at Makena: Nestled between Wailea’s lush golf courses and the tranquil beach at Palauea is Keauhou at Makena. Makena real estate is at once rustic and wild … and infused with the serenity of an ancient place. An awe-inspiring residential development of seven exclusive home sites, ranging from 2.4 – 4.3 acres each, Keauhou at Makena is spacious and secluded Makena real estate community with much of the land remaining in its natural state. Amid native wiliwili and kiawe trees, rugged lava flows, Hawaiian fishing shrines and ancient rock walls, an architect of your choosing can design your private estate, complementing Maui’s real estate and unique environment with spectacular views of the ocean, the islands of Kahoolawe and Molokini and the West Maui mountains.

Black Sands at Makena: Desirable, private Makena real estate community consisting of only seven Luxury Maui oceanfront residences on Black Sand at Makena. Custom designed homes by the distinguished archtichects. Black Sand at Makena, consists of outstanding quality executive homes on the ocean with views of Molokini, Kohoolawe and Lanai.

Maui Meadows Real Estate
Maui Meadows Real Estate

Maui Meadows: Located Mauka of Piilani Highway, it overlooks the famous Wailea resort Maui real estate community. All home sites are at least one half acre. Close to all the amenities, beaches and shopping Wailea has to offer. This Maui real estate neighborhood offers a large diversity of home styles and broad range of prices.

Kanani Wailea: The single-family homes, designed with old Hawaii charm and new Hawaii elegance, have the amenities of condominium living, including a recreation center, swimming pool, security and maintained landscaping. The resort homes feature nostalgic Hawaiian architecture with spacious lanais and fully-landscaped courtyards, along with the modern home amenities of central air conditioning, laundry rooms, and brand name kitchen appliances including SubZero refrigerators and Wolf ovens and ranges. The distinctive interiors are defined by voluminous ceilings, oversized doors, and hardwood floors. Spacious walk-in closets embellish master bedroom suites. The three and four bedroom homes range from 2,000 to 2,350 interior square-feet in four different plan types. Some of the homes will include a detached guest bungalow.

Kai Malu Infinity Pool Views
Kai Malu Infinity Pool Views

Kai Malu: Single family condos townhome style with ocean and golf course views. Kai Malu is designed to be a community within a community – a private haven in a resort village setting that features island-style living and focuses on magnificent ocean, island and mountain views. The Maui real estate development is bordered by Wailea’s Blue Course on the north, south and east, and the Wailea Fairway Estates on the west. The site is ideally located on a gentle slope to afford spectacular island views (mountains, ocean, sunset) and easy access to Wailea’s gorgeous beaches and shoreline just a short, leisurely walk away.

Wailea Ekahi Village: Located on and above Keawakapu Beach, this condominium village of apartments is splendidly terraced on a peaceful hill. Ekahi units range from 600 square foot studios to spacious two bedroom, two bath apartments with three separate lanais.

Wailea Ekahi Pool Beach Access
Wailea Ekahi Pool Beach Access

Wailea Elua Village: Stretching up behind the sun-drenched waters of one of Wailea’s finest beaches, Ulua Beach, this gated 24 acre village boasts a paddle tennis court, private pavilion with barbeque facilities, two swimming pools, spa and a putting green for the ultimate in Maui oceanfront condominium living.

Wailea Ekolu Village: Bordering Wailea’s Blue Golf Course, Wailea Ekolu is designed in clusters of two-story buildings that stair step up the slope in a series of one and two bedroom condominium homes and spacious townhouses. This Maui condominium complex offers breathtaking ocean views. 148 condo units including deluxe one and two bedroom apartments, two picturesque swimming pools, and outdoor barbecue areas.

Grand Champions Villas: A private enclave of 188 exceptional condominiums, the Villas are surrounded by the beautiful manicured fairways of Wailea’s famed Blue Golf Course and the spectacular grounds of the Wailea Tennis Club. Offering garden, fairway and ocean views with two swimming pools, two whirlpool spas and barbecue areas.

Makena Surf Condos
Makena Surf Condos

Makena Surf: This is Makena real estate ocean and beach front living at its finest. It offers privacy, seclusion and breathtaking views – all to be experienced from each of the units in this ocean front complex. The condos overlook Paipu Beach, where swimming and snorkeling are popular. One, two, and three bedroom apartments with private lanais overlooking the Pacific. Two swimming pools, two whirlpool spas, Four tennis courts, and private barbecue areas.

The Polo Beach Club: Enjoy high-rise, convenient living with breathtaking views from the private lanai of any of the two- bedroom units. This beachfront Maui real estate condominium complex affords the luxury and the privacy you would expect, yet within walking access to five-star hotels and restaurants. Spacious lanais and beachside swimming pool and whirlpool spa.

Na Hale O Makena Pool
Na Hale O Makena Pool

Na Hale O Makena: Na Hale O Makena, covering more than six acres of lush lawns, shade trees and gardens, reflects the sophisticated elegance of a vintage 1930’s style Hawaiian estate. Dramatic nine-foot ceilings, operating windows on three sides and extended sliding glass doors.

Palms at Wailea: Nestled above the Wailea Kai subdivision, the luxury units offer panoramic ocean views of the West Maui Mountains and outer islands. A private recreation center welcomes you with an exercise room, magnificent lap pool and spa, barbeque pavilion and whale watching.

Wailea Palms
Wailea Palms

Wailea Palms: Located next to Palms at Wailea I the property was built by the same developer as Palms at Wailea I. The property has similar views and amenities reserved exclusively for owner occcupants.

Wailea Beach Villas: Nestled above the golden sands and pristine blue waters of Wailea beach Wailea Beach Villas is an elite oceanfront retreat. The residences feature spectacular views of the West Maui Mountains and the islands of Lanai, Kahoolawe and Molokini Crater.

Wailea Fairway Villas: A newer complex located above the fairways of the Wailea Blue Golf Course, these units virtually all offer expansive ocean and fairway views. Attractive features within the units are supplemented by a beautiful pool, barbeque and entertaining area.

Wailea Point ViewsWailea Point: Regarded by many to be one of the finest site in the state, this village has 26 acres of prime oceanfront, showing panoramic views of West Maui Mountains and the outer islands. Excellence describes the 130 superbly designed Maui real estate condominium homes located on the ocean in the heart of Wailea.

Wailea Town Center: Wailea Town Center is a Maui real estate mixed use development consisting of 4 buildings – two one story and two two story of commercial and residential condominiums. The two story buildings have 7 residential condos. An oceanview swimming pool is reserved exclusively for the 7 residential condos. Commercial space consists of retail shops, a bank, a restaurant, a wine store and more. You won’t find similar mixed commercial/residential use in Maui real estate, especially in Wailea.

Hoolei Ocean Views
Hoolei Ocean Views

Hoolei: Ho’olei features spacious two-story town homes with finely appointed interiors, private elevators, and attached garages, marrying the virtues of a free-standing residence with the convenience of condominium living. Ho’olei has broad, west-facing ocean views and is surrounded on three sides by the Wailea Blue Golf Course. Located just across Wailea Alanui Drive from the Grand Wailea Resort Hotel & Spa and the Four Seasons Resort Maui, Ho’olei sets the standard for beauty and quality in planning, design and construction. Condominium short term rentals are available through the Grand Wailea.

Papali Wailea: Papali covers ten expansive acres yet there are only 24 homes – each a single family residence with two private entries and a generous amount of privacy with oceanviews. Nestled on a gently-sloping site that’s terraced into four building benches, each and every residence commands a breathtaking ocean view. Low pitched roofs and low growth landscaping ensures each homes’s view is protected. Large infininity edged swimming pool and exercise facility feels like a community living room.


Wailea Beaches

Wailea Beach
Keawakapu Beach
Mokapu Beach
Ulua Beach
Polo Beach

Makena Beaches

Palauea Beach
Maluaka Beach
Oneuli Beach (Black Sand Beach)
Oneloa Beach (Makena Big Beach)
Onouli Beach (Little Makena Beach)

Wailea & Makena Hotels & Restaurants

Shops at Wailea

  • Tommy Bahama’s Tropical Café, Carribean/Island, (808) 875-9983
  • Ruth’s Chris Steak House, Steaks & Seafood, (808) 874-8880
  • Longhi’s, Italian/Island, (808) 891-8883
  • Cheeseburgers Island Style, American, (808) 874-8990

Grand Wailea Resort

  • Humuhumunukunkuapua’a Restaurant, Local/Pacific Rim, (808) 874-2355
  • Bistro Molokini, Grand Wailea Resort, Wailea (808) 874-2355
  • Cafe Kula, Casual, (808) 874-1234
  • Grand Dining Room, Ala Carte & Breakfast Buffet, (808) 875-1234
  • Volcano Bar at the pool, Casual, (808) 875-1234

Four Seasons Resort

  • Spago, California/Island, (808) 874-8000
  • DUO Steak and Seafood, Steaks/Seafood 808-874-8000

Fairmont Kea Lani Hotel

  • Nick’s Fishmarket Pacific Rim, (808) 879-7224
  • KO Plantation Inspired Cuisine, (808) 875-4100
  • Polo Beach Grill & Bar, Casual Dining (808) 875-4100
  • Fairmont Kea Lani Restaurant, Ala Carte & Buffet Breakfast (808) 875-4100

Wailea Beach Marriott Resort & Spa

  • Mala Wailea, Mediterranean, (808) 879-9394
  • Kumu Bar & Grill, Continental, (808) 879-1922
  • Wailele Snack Bar, Fast (808) 875-9394
  • Honua Ula Luau Dinner Show, Hawaiian, (808) 875-7710

Hotel Wailea

  • Capische, Italian/French (808) 879-2224

Area Restaurants

  • Manoli’s, 100 Wailea Ike Drive, Pizza, Salad, Greek (808) 874-7499
  • Joe’s Bar & Grill Wailea Tennis Courts, (808) 875-7767
  • Gannon’s Red Bar, Wailea Blue Course, (808) 875-8080
  • Mulligan’s on the Blue, Casual with Entertainment (808) 874-1131
  • Pita Paradise, Wailea Gateway Center, Casual (808) 879-7177
  • Monkeypod Kitchen, Wailea Gateway Center, Casual with Entertainment (808) 891-2322
  • Five Palms Restaurant, Mana Kai Hotel, Kihei (808) 879-2607
  • Cafe O’ Lei, 2439 South Kihei Rd, Kihei (808) 891-1368
  • Sarento’s on the Beach, Italian, 2980 South Kihei Rd, Kihei (808) 875-7555