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

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$21,000,000 Increased $1,500,000
1324713762

5520 Makena Road , Kihei

Rare and wonderful this jewel on the ocean in Makena has it all. Panoramic views of the Pacific and outer islands together with lush tropical landscaping framing this st...

  • Beds 4
  • Baths 4.0

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$17,000,000 Decreased $5,000,000
1316155142

6900 Makena Road , Kihei

There is only one Makena Beach.  And there is only one estate at Makena Beach.This is that one. With over 600 feet of ocean frontage, and bordered by beaches north and s...

  • Beds 2
  • Baths 2.0

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$12,500,000

7155 Makena Road , Kihei

A rare Makena Private Resort, highlighting contemporary Asian design Created with privacy in mind, the 7,600 square foot total living area home stretches over two acres i...

  • Beds 4
  • Baths 4.0

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$10,600,000

3800 Wailea Alanui , Kihei

Wailea's Finest Ocean Front Villa! This direct ocean front 3 Bedroom and 3.5 Bath Villa has dramatic unobstructed Ocean Views! Elegant and spacious floor plan offers con...

  • Beds 3
  • Baths 3.5
  • Bldg. Wailea Beach Villas

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$10,400,000

5510 Makena Road , Kihei

One of the largest oceanfront lots in South Maui. Prime location within the gated neighborhood of Black Sand at Makena. Only seven luxury homes make up this private com...

  • Beds
  • Baths

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$10,200,000

4950 Makena Road , Kihei

White sandy BEACHFRONT Makena, Maui elegantly furnished turn-key residential condominium with gated entry, and private clay tennis court. Ideal for the discerning Buyer ...

  • Beds 4
  • Baths 4.5
  • Bldg. Makena PL

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$10,200,000

4950 Makena Road , Kihei

White sandy BEACHFRONT Makena, Maui elegantly furnished turn-key residential condominium with gated entry, and private clay tennis court. Ideal for the discerning Buyer ...

  • Beds 4
  • Baths 4.5

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$10,000,000

37 Ualei Place , Kihei

Breathtaking panoramic ocean & outer island views & warm tropical breezes intoxicate the senses & renew the spirit. An easy walk to Palauea Beach & the many world-class h...

  • Beds 6
  • Baths 7.0

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$10,000,000

5550 Makena Road , Kihei

Find the perfect escape at Black Sands Makena. One of only seven residences in this gated oceanfront enclave with picturesque views of the Pacific Ocean, Molokini, West ...

  • Beds 5
  • Baths 5.5

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$8,990,000 Decreased $910,000
1323763314

4690 S Makena Road , Kihei

PEACEFUL OLD HAWAII ON THE MOST SERENE OF BEACHES! Rarely does a property on Makena's Po'olenalena Beach become available. At the southern end of this picturesque golden ...

  • Beds 3
  • Baths 3.0

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