Wailea Real Estate

Why is Wailea So Popular?

Wailea Beach Villas

Maui has many great oceanfront communities, but Wailea certainly stands out. One of the reasons why this beach community has developed as it has is the weather. The weather is simply amazing. Receiving very little rain, Wailea is basically an ocean-front desert environment that doesn’t get too hot.

Its coastline is a collection of incredible recreation opportunities and ways to enjoy the beautiful diversity of the Hawaiian waters, whether it's surfing, snorkeling, kayaking, or just swimming in the ocean. Another reason this part of the island is always in demand is the views. The views of the neighboring islands and Molokini are breathtaking from Wailea and the sunsets paint the sky for you to enjoy each and every night.

Wailea Real Estate For Sale

155 Properties Found. Page 1 of 13.
Photo of Listing #388712
New Listing

3150 Waakea Pl, Wailea Kai, Wailea/Makena

$2,995,000 - 3 Beds, 4 Baths, 2,394 Sf

MLS® # 388712

Fee Simple
Berkshire Hathaway Maui Prop-W
Photo of Listing #388693
New Listing

3200 Wailea Alanui Dr 701, Palms at Wailea, Wailea/Makena

$730,000 - 1 Beds, 2 Baths, 1,022 Sf

MLS® # 388693

Fee Simple
Keller Williams Realty Maui-Ki
Photo of Listing #388699
New Listing

155 Wailea Ike Pl 40, Grand Champions, Wailea/Makena

$850,000 - 2 Beds, 2 Baths, 1,148 Sf

MLS® # 388699

Fee Simple
Wailea Realty+WindermereRE (W)
Photo of Listing #388684
New Listing

99 Hoolei Cir 99-3 (e-3), Hoolei, Wailea/Makena

$3,649,000 - 3 Beds, 4 Baths, 2,619 Sf

MLS® # 388684

Fee Simple
Coldwell Banker Island Prop(S)
Photo of Listing #388688
New Listing

3100 Wailea Alanui Dr 3, Papali Wailea, Wailea/Makena

$3,825,000 - 3 Beds, 4 Baths, 2,386 Sf

MLS® # 388688

Fee Simple
Coldwell Banker Island Prop(S)
Photo of Listing #388635

4400 Makena Rd 709, Polo Beach Club, Wailea/Makena

$2,696,000 - 2 Beds, 2 Baths, 1,239 Sf

MLS® # 388635

Fee Simple
The Wailea Group LLC
Photo of Listing #388644

17 Makakehau St M-3, Hoolei, Wailea/Makena

$3,595,000 - 3 Beds, 4 Baths, 2,619 Sf

MLS® # 388644

Fee Simple
Coldwell Banker Island Prop(S)
Photo of Listing #388646

4325 E Waiola Loop, Wailea Golf Vistas, Wailea/Makena

$2,950,000 - 4 Beds, 5 Baths, 3,169 Sf

MLS® # 388646

Fee Simple
Wailea Realty+WindermereRE (W)
Photo of Listing #388651

3150 Wailea Alanui Dr 2405, Wailea Palms, Wailea/Makena

$819,000 - 2 Beds, 2 Baths, 1,194 Sf

MLS® # 388651

Fee Simple
Coldwell Banker Island Prop(S)
Photo of Listing #388609

100 Hale Alii Pl, Wailea Fairway Estates, Wailea/Makena

$3,950,000 - 3 Beds, 3 Baths, 2,662 Sf

MLS® # 388609

Fee Simple
Coldwell Banker Island Prop(S)
Photo of Listing #388615

4955 Makena Rd C102, Na Hale O Makena, Wailea/Makena

$1,675,000 - 2 Beds, 3 Baths, 2,088 Sf

MLS® # 388615

Fee Simple
Hawaii Life (W)
Photo of Listing #388590

4315 E Waiola Loop, Wailea Golf Vistas, Wailea/Makena

$6,900,000 - 5 Beds, 5 Baths, 5,004 Sf

MLS® # 388590

Fee Simple
Maui Luxury Real Estate LLC

Wailea is Maui's Premier Luxury Destination

The community of Wailea on the Hawaiian island of Maui is an area of 1500 acres of luxury beaches, resorts, and other attractions. It’s located in South Maui, around 35 minutes’ drive from Kahului Airport. Wailea is a luxury resort community, that boasts several crescent-shaped beaches with beautiful ocean views across to neighboring islands.

Wailea’s beaches offer excellent swimming and snorkeling, as do other nearby beaches of the Ahihi-Kinau Natural Area Reserve and Perouse Bay. Offshore from Wailea is the atoll of Molokini, where you can snorkel in its sheltered waters or dive the magnificent back wall. Wailea is also a renowned golfing destination with three courses to its name, and other attractions of the town include upscale restaurants and shops, luxurious spas, as well as many community events and festivals.

Wailea Homes for Sale

If you’re looking for an ocean-front masterpiece, getaway on the golf course, or a high-end neighborhood with a huge lanai for those perfect sunset views, Wailea is the place to be. Wailea Kai is the first residential neighborhood in Wailea coming from Kihei and is a beautiful gated community across the street from Keawakapu beach. Wailea Pualani and Wailea Fairway Estates are two more wonderful neighborhoods in the area. Almost all of the neighborhoods are gated.

Wailea has an abundance of luxury homes for sale, in a variety of sizes to suit your budget. One of the earliest developments in Wailea is the gated community of Wailea Kai, which is surrounded by beautiful, green parkland and is just across the street from Keawakapu Beach. Properties here are around 2000 sq ft, and so are at the relatively affordable end of the Wailea market, being just above the median price point for Maui.

However, if you are looking for truly exceptional houses on Maui, then Wailea has plenty of options to offer. Some of the most sought-after gated communities are situated here, such as Ho’olei and Wailea Highlands on either side of the famous Wailea Blue Golf Course.

For those who want luxury golf course living, the Wailea Golf Estates is a luxury development at the southern end of the Wailea Blue course where you can find spacious, four and five-bedroom homes with beautiful terraces and private pools.


Wailea Condos

As well as fabulous houses, the Wailea condo market has many high-end condos to offer. Starting at the northern end of the town on the beachfront is the Wailea Ekahi Village. This is a three-star establishment built at the turn of the millennium, which is made up of various two-story buildings that house attractive condos of one or two bedrooms. The residence has a private, gated entrance directly onto Keawakapu beach. Just across the street from Wailea Ekahi is the Palms at Wailea development, set amongst lush tropical gardens. The complex has facilities such as patio grills, a large outdoor pool, hot tubs, and tennis courts.

Wailea has a great collection of short term rentable condo complexes that command big asking prices as well as high nightly rates and high occupancy rates as Airbnb/VRBO rentals. The trilogy of Wailea Ekahi, Wailea Ekolu, and Wailea Elua make three great choices for those looking to spend some time on Maui and also make some money on them as rentals the rest of the year.

Further down the coast are the Wailea Beach Villas. This is an exclusive collection of 99 luxury units, across ten acres of lush tropical landscaping. It’s a particularly good opportunity for investors as it’s popular for high end, short term rentals. Choose from two or four-bedroom condos, that all have access to a beachfront infinity pool and jacuzzi, beach and poolside personal attendants and a state of the art fitness center. At the top end of the market, the only comparable developments to Wailea Beach Villas are Ho'olei and Wailea Point.

Hoo’lei is a unique high-end offering that gives its owners access to all of the amenities at the Grand Wailea Resort. Wailea Beach Villas and Wailea Point are two of the most luxurious condo complexes in all of Hawaii and are positioned in the best areas of the community. A handful of long term Wailea condo complexes exist as well, providing excellent homes or second homes for those not wanting to rent their piece of paradise to the public. Keala O’ Wailea has an intimate feeling of home with expansive lanais affording excellent ocean views.

Wailea Condo Map

The Future of Wailea Real Estate

Two new long term complexes are under construction, Makalii and Wailea Hills. Both will offer its owners a high end, minimalist construction with only the finest of appointments. As of now, there are no permits for the construction of any new short term rentable condos in Wailea, making the existing units that much more desirable. Development is traditionally measured and slower in this community, with good reason. The Wailea Community Association assists in the consideration of how the area develops and ensures that its standards are continued at every stage.

While Wailea is certainly a luxurious place to live, there is a variety of different types of property available, including attractive small houses and upscale condos with excellent facilities, right through to oceanfront mansions. Almost all homes in Wailea are within walking distance of the beach if they are not already on the oceanfront.

Get In Touch

Evan Harlow

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Listings provided courtesy of the REALTORS® Association of Maui.

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