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

4544 Makena Road, Kihei

$22,950,000

PERFECTION ON THE PACIFIC! Located just south of the Kea Lani Hotel and only steps to one of Maui's pristine, white sand beaches, 4544 Makena Road is simply among the fi...

Beds 4

Baths 4.5

37 Ualei Place, Kihei

$14,995,000

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 ...

Beds 6

Baths 7.0

13 Maluhia at Wailea, Kihei

$14,500,000

Once in a lifetime opportunity to purchase the last beach front Wailea lot on Maui. This "toes-in-the-sand" beach front .92 acre of land is in the private gated estate c...

Beds 0

Baths 0

4950 Makena Road, Kihei

$11,888,000

Beachfront luxury residence at its finest. Professionally furnished and decorated, this elegant beachfront residential condominium offers the ultimate in Makena. Maui b...

Beds 4

Baths 4.5

4950 Makena Road, Kihei

$10,950,000

OCEANFRONT EXCELLENCE! Maui's finest oceanfront residential community electronically gated for privacy and security including full-time manager concierge services. Make...

Beds 4

Baths 4.5

5550 Makena Road, Kihei

$10,500,000

Only the finest materials were used when creating this estate. Residence Five is perched on 1 acre of land overlooking Black Sand Beach and the nature preserve of Pu’u Ol...

Beds 5

Baths 5.5

4000 Wailea Alanui, Kihei

$10,500,000

The entire top floor of "Building 1", Wailea Point’s premier location. This large 3 bed + den / 4 bath "double unit" has spectacular views along Wailea Beach to Ma'alaea...

Beds 4

Baths 4.0

4950 Makena Road, Kihei

$9,900,000

Rare and wonderful this is the jewel placed on the point at Makena Place. Beautifully designed with 4 bedrooms, 3.5 baths, and open kitchen leading to over sized lanai w...

Beds 4

Baths 3.5

3400 Wailea Alanui Drive, Kihei

$9,888,000

Oceanfront luxury! The Seller is motivated and negotiable. Situated in the heart of Wailea, this grandeur 10 acre community offers amenities like; full time resident con...

Beds 5

Baths 5.0

18 Ualei Pl, Kihei

$8,900,000

Live the Dream. The Beach House Maui sits on 1 acre inside the prestigious One Palauea Bay subdivision in Makena on beautiful Maui. Palauea Beach which is one of Maui’s ...

Beds 5

Baths 5.5