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Wailea Real Estate Search

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Information About Living in Wailea


Situated on the slopes of Haleakala on the east side of Maui, Wailea is most prominently recognized as the home of the Grand Wailea Resort and Spa. However, the city and its almost 6,000 residents find that the area’s upscale and extravagant architecture and planning provide for the perfect living environment. Residents of real estate homes or condominiums for sale benefit from the local resorts’ complimentary services that many residents can take advantage of. Accordingly, Wailea provides an affluent community for residents to enjoy the beauty of Maui and nature from the safety of a secure neighborhood with the amenities of any world-class town.

A nice feature of Wailea is the placement of all utilities underground and landscaped roadways. Originally built to serve the upper class clientele of the beachfront resorts, residents of Wailea also enjoy the well-kept area roads, beaches, and resources. The Shops At Wailea provide one of the greatest selections of stores in Maui with the likes of Gucci and Fendi but also local jewelry stores and other favorite eateries. Nearby are championship golf courses, tennis courts, and other recreational facilities. Wailea also hosts the annual Maui Film Festival and Maui Writers Conference.

Because of Wailea’s prominent location along the leeward side of the island, many water sports and tours originate in Wailea, including an armada of ships destined for snorkeling charters to the offshore crescent island of Molokini. Additionally, a variety of other activities including whale watch cruises, Haleakala bike tours, and historical walking tours begin in Wailea. Residents typically enjoy the upscale feeling of the area and the amenities that come with such status. Although upscale, residents and visitors both appreciate how Wailea has maintained its island charm and sense of community through years of development and change.

Wailea Makena Real Estate Listings

5022 Makena, Kihei image
5022 Makena, Kihei $19,950,000

MAKENA EXPECTATIONS SET… A new construction home on almost one acre of Makena oceanfront. MAKENA EXPECTATIONS MET… A Greg Bayless designed masterpiece representing the ...

  • 5 Beds
  • 5.5 Baths
  • 389202 MLS
  • Fee Simple Tenure
Courtesy of Island Sotheby's Int'l Rlty(W)

Listing courtesy of Island Sotheby's Int'l Rlty(W).

4584 Makena, Kihei image
4584 Makena, Kihei $11,500,000

A rare opportunity to own this over 1 acre ocean front lot on Makena Road just south of the magnificent Wailea Resort, home to 5 star hotels such as The Grand Wailea, And...

  • 2 Beds
  • 3.5 Baths
  • 387208 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-KP

Listing courtesy of Coldwell Banker Island Prop-KP.

3179 S Noho Loihi, Kihei image
3179 S Noho Loihi, Kihei $3,599,000 ▼

Step into this gorgeous, newer construction (completed in 2016), Maui dream home with peaceful ocean and mountain views, a waterfall pool/spa and a vast, beautifully land...

  • 4 Beds
  • 3 Baths
  • 387568 MLS
  • Fee Simple Tenure
Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

10 Ualei, Kihei image
10 Ualei, Kihei $3,377,777

A 1.7 acre flat lot, ready to build, in One Palauea Makena, a luxury gated enclave of 17 one-acre plus parcels. There are only 2 vacant lots left in this community and th...

  • 385960 MLS
  • Fee Simple Tenure
Courtesy of Romvari Realty Ltd.

Listing courtesy of Romvari Realty Ltd..

3904 Waakaula, Kihei image
3904 Waakaula, Kihei $2,795,000 ▼

Nestled among other multi million dollar homes in the exclusive Wailea Golf Estates gated community, this Front Row home bordering the Wailea Blue golf course offers fant...

  • 3 Beds
  • 3.5 Baths
  • 385644 MLS
  • Fee Simple Tenure
Courtesy of Berkshire Hathaway Maui Prop-W

Listing courtesy of Berkshire Hathaway Maui Prop-W.

100 Hale Hookipa, Kihei image
100 Hale Hookipa, Kihei $2,785,000

A true mid-century modern architectural beauty with wide open ocean, mountain, and golf course views located in the closest neighborhood to the beach. This bright and op...

  • 3 Beds
  • 4.5 Baths
  • 389686 MLS
  • Fee Simple Tenure
Courtesy of Wailea Realty+WindermereRE (W)

Listing courtesy of Wailea Realty+WindermereRE (W).

65 Hale Noho, Kihei image
65 Hale Noho, Kihei $2,250,000

Here is your chance to enjoy the location, location, location of the sought after Wailea Fairway Estates! Even more rare is the opportunity to enjoy sought after SINGLE L...

  • 4 Beds
  • 2 Baths
  • 389823 MLS
  • Fee Simple Tenure
Courtesy of Maui Luxury Real Estate LLC

Listing courtesy of Maui Luxury Real Estate LLC.

124 Kai La Unit 29B, Kihei image
124 Kai La Unit 29B, Kihei — Kai Malu $1,695,000

Beautiful front row unit with year round sunsets. Private and peaceful with ocean views. Travertine, marble, cheery wood floors and high grade carpet through out. Automat...

  • 3 Beds
  • 2 Baths
  • 388097 MLS
  • Kai Malu Bldg.
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop-Ku

Listing courtesy of Coldwell Banker Island Prop-Ku.

36 Kainui Unit 73B, Kihei image
36 Kainui Unit 73B, Kihei — Kai Malu $1,690,000 ▼

Kai Malu - South Maui's most desirable piece of paradise. if you are looking for a luxury island lifestyle that comes with resort amenities and true convenience. Kai Malu...

  • 3 Beds
  • 2.5 Baths
  • 388434 MLS
  • Kai Malu Bldg.
  • Fee Simple Tenure
Courtesy of Hawaii 5-0 Properties, Inc.

Listing courtesy of Hawaii 5-0 Properties, Inc..

319 Kai Malu Unit 60B, Kihei image
319 Kai Malu Unit 60B, Kihei — Kai Malu $1,599,900

Serenity in Wailea is the feeling you get as you step into this Kai Malu home. Situated in an ideal location in the complex that overlooks the ocean as well as the Wailea...

  • 3 Beds
  • 2.5 Baths
  • 389148 MLS
  • Kai Malu Bldg.
  • Fee Simple Tenure
Courtesy of Wailea Realty+WindermereRE (W)

Listing courtesy of Wailea Realty+WindermereRE (W).

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Mike Styring - RA

American Dream Realty
Kailua, Hi 96734


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