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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

7505 Makena Rd, Kihei image
7505 Makena Rd, Kihei $33,900,000

7505 Makena Road is a masterfully designed Hawaiian estate located across from the ocean in Makena, South Maui. The 10,500 sq. ft., 8-bedroom, 8-bathroom, gated residence...

  • 7 Beds
  • 8 Baths
  • 397958 MLS
  • Fee Simple Tenure
Courtesy of Welcome Hawaii Properties

Listing courtesy of Welcome Hawaii Properties.

7595 Makena Rd, Kihei image
7595 Makena Rd, Kihei $26,500,000

Immerse yourself in the ultimate Island lifestyle with the newest luxury, custom built estate in Makena. Upon entering this stunning property, you will be swept away by t...

  • 4 Beds
  • 4.5 Baths
  • 397407 MLS
  • Fee Simple Tenure
Courtesy of Beachology

Listing courtesy of Beachology.

4584 Makena Rd, Kihei image
4584 Makena Rd, Kihei $12,500,000

Over an acre of beachfront property on one of the most exclusive areas of Maui awaits, 4584 Makena Rd is a rare opportunity for the savvy Buyer looking for privacy, spaci...

  • 2 Beds
  • 3.5 Baths
  • 397368 MLS
  • Fee Simple Tenure
Courtesy of Island Sotheby's Int'l Rlty(W)

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

240 Hanai Ln, Kihei image
240 Hanai Ln, Kihei $7,900,000 ▲

This lot is ready for a buyer who is looking to design and build a custom home in beautiful South Maui. Primary features include: proximity to the beach, sunset views, an...

  • 396767 MLS
  • Fee Simple Tenure
Courtesy of Discovery Makena Realty, LLC

Listing courtesy of Discovery Makena Realty, LLC.

100 Wailea Ike Dr, Kihei image
100 Wailea Ike Dr, Kihei $5,595,000

This 4-bedroom, 4.5-bathroom two-story home features elevated ceiling heights, an open and airy floor plan of approximately ~4,537 square feet of interior space sitting o...

  • 4 Beds
  • 4.5 Baths
  • 397506 MLS
  • Fee Simple Tenure
Courtesy of Polaris Pacific

Listing courtesy of Polaris Pacific.

160 Manalo St, Kihei image
160 Manalo St, Kihei $1,450,000

Can't find the home you're looking for ? Take advantage of this rare corner lot to build your dream Maui home ! Located near the center of the prestigious Wailea Golf Vis...

  • 397900 MLS
  • Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2023 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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Mike Styring - RA

American Dream Realty
Kailua, Hi 96734


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