South Maui Oceanfront Homes

South Maui luxury real estate extends along the island's southwestern shoreline from Maalaea Harbor through Kihei, Wailea, and Makena, encompassing some of Hawaii's most sought-after resort communities. Anchored by Wailea Resort — home to five championship golf courses, world-class hotels including the Four Seasons and Grand Wailea, and The Shops at Wailea — the region offers oceanfront estates, resort condominiums, gated communities, and premium homesites for sale. With consistent sunshine, calm beaches including Wailea Beach and Big Beach at Makena, and a highly developed resort infrastructure, South Maui attracts discerning buyers seeking refined coastal ownership with long-term value.

$36,900,000 Fee Simple

Maluaka Estates

34 MALUAKA PL #UNIT 9, Makena

5 beds, 5.5 baths, 6,517 sq. ft., 0.53 acres lot

Listed by Discovery Makena Realty LLC

$29,900,000 Fee Simple

5050 MAKENA RD, Makena

5 beds, 5.5 baths, 9,176 sq. ft., 0.51 acres lot

Listed by Discovery Makena Realty LLC

$16,500,000 Fee Simple

NEW

1750 HALAMA ST, Kihei

4 beds, 5.5 baths, 4,749 sq. ft., 0.4 acres lot

Listed by Maui Luxury Real Estate LLC

$7,770,000 Fee Simple

NEW

1544 HALAMA ST, Kihei

4 beds, 3 baths, 2,955 sq. ft., 0.4 acres lot

Listed by Keller Williams Realty Maui-Ki

$6,995,000 Fee Simple

NEW

210 HAUOLI ST, Maalaea

2 beds, 2 baths, 1,900 sq. ft., 0.84 acres lot

Listed by Hawaii Life (W)

$4,150,000 Fee Simple

PENDING

1656 HALAMA ST, Kihei

4 beds, 3 baths, 2,150 sq. ft., 0.46 acres lot

Listed by Compass-W

Luxury homes for sale in South Maui are concentrated in Wailea and Makena, where oceanfront estates, golf course residences, and gated coastal communities define the region's most prestigious addresses. From private beachfront homes in Makena to elevated ocean-view residences within the Wailea Resort, South Maui offers a curated selection of single-family homes in Hawaii's most refined resort setting. Mary Anne Fitch represents buyers and sellers of South Maui homes with a career sales volume exceeding $1 billion, specializing in oceanfront and resort-adjacent luxury residences. Inquiries are handled directly and discreetly.