Homes

South Maui 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.

All (120)

$45,000,000 Fee Simple

4640 & 4650 MAKENA RD, Makena

8 beds, 7.5 baths, 7,510 sq. ft., 1.21 acres lot

Listed by Hawaii Life (W)

$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

$35,000,000 Fee Simple

PENDING

3234 S KIHEI RD, Kihei

3 beds, 4.5 baths, 4,717 sq. ft., 0.96 acres lot

Listed by Hawaii Life (L)

$34,000,000 Fee Simple

Maluaka Estates

18 MALUAKA PL #UNIT 1, Makena

4 beds, 6 baths, 7,498 sq. ft., 0.57 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

$26,500,000 Fee Simple

7505 MAKENA RD, Makena

6 beds, 6 baths, 8,664 sq. ft., 1.03 acres lot

Listed by Compass-W

$24,500,000 Fee Simple

3060 S KIHEI RD, Kihei

4 beds, 5.5 baths, 5,435 sq. ft., 0.6 acres lot

Listed by Coldwell Banker Island Prop(S)

$23,000,000 Fee Simple

7595 MAKENA RD, Makena

4 beds, 4.5 baths, 4,778 sq. ft., 1 acre lot

Listed by Compass-W

$20,500,000 Fee Simple

3146 S KIHEI RD, Kihei

3 beds, 4 baths, 3,279 sq. ft., 0.8 acres lot

Listed by Hawaii Life (W)

$18,900,000 Fee Simple

Makena Sunset

5417 MAKENA RD #2, Makena

4 beds, 5 baths, 3,834 sq. ft., 0.39 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

$10,995,000 Fee Simple

NEW

1536 HALAMA ST, Kihei

5 beds, 5.5 baths, 5,070 sq. ft., 0.4 acres lot

Listed by Hawaii Life (W)

$9,495,000 Fee Simple

Wailea Golf Estates

184 LOLOWAA PL, Wailea

4 beds, 4.5 baths, 3,777 sq. ft., 0.54 acres lot

Listed by Compass-W

$9,195,000 Fee Simple

1614 HALAMA ST, Kihei

4 beds, 3.5 baths, 3,511 sq. ft., 0.38 acres lot

Listed by Coldwell Banker Island Prop-Ku

$8,895,000 Fee Simple

Wailea Golf Estates

144 HALAU PL, Wailea

3 beds, 3.5 baths, 3,666 sq. ft., 0.36 acres lot

Listed by Compass-W

$7,800,000 Fee Simple

Ridge at Wailea

22 HALAPA PL, Wailea

3 beds, 4 baths, 3,379 sq. ft., 0.52 acres lot

Listed by Hawaii Life (W)

$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)

$5,950,000 Fee Simple

135 KAIMANU PL, Maui Meadows

5 beds, 4 baths, 4,718 sq. ft., 2.12 acres lot

Listed by Coldwell Banker Island Prop(S)

$4,950,000 Fee Simple

1606 HALAMA ST, Kihei

4 beds, 2 baths, 1,724 sq. ft., 0.37 acres lot

Listed by Coldwell Banker Island Prop-KP

$4,950,000 Fee Simple

1598 HALAMA ST, Kihei

3 beds, 3 baths, 1,374 sq. ft., 0.38 acres lot

Listed by Coldwell Banker Island Prop-KP

$4,750,000 Fee Simple

1210 ULUNIU RD #UNIT 1, Kihei

2 beds, 2 baths, 1,156 sq. ft., 0.3 acres lot

Listed by Hawaiian Voyage Realty

$4,495,000 Fee Simple

Wailea Golf Estates

3943 WAILEA EKOLU PL, Wailea

3 beds, 4 baths, 4,355 sq. ft., 0.3 acres lot

Listed by Maui Real Estate Advisors LLC

$4,295,000 Fee Simple

NEW

Wailea Pualani

3377 E LANI IKENA WAY, Wailea

4 beds, 4.5 baths, 3,513 sq. ft., 10,153 sq. ft. lot

Listed by The Agency Maui

$4,250,000 Fee Simple

NEW

Wailea Golf Estates

3870 WAILEA EKOLU PL, Wailea

3 beds, 3.5 baths, 2,755 sq. ft., 0.33 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

$3,870,000 Fee Simple

Wailea Pualani

3378 E LANI IKENA WAY, Wailea

4 beds, 4.5 baths, 3,328 sq. ft., 0.25 acres lot

Listed by Coldwell Banker Island Prop-Ku

390 PUALOA NANI PL, KIHEI, HI 96753-1231

$3,550,000 Fee Simple

Wailea Pualani

390 PUALOA NANI PL, Wailea

4 beds, 3.5 baths, 2,812 sq. ft., 0.26 acres lot

Listed by Engel & Volkers Maui

$3,500,000 Fee Simple

Wailea Golf Estates

3919 WAAKAULA PL, Wailea

3 beds, 3 baths, 3,839 sq. ft., 0.32 acres lot

Listed by Century 21 Island Homes

$3,500,000 Fee Simple

PENDING

Wailea Kai

39 HOAWAA WAY, Wailea

3 beds, 2 baths, 2,000 sq. ft., 8,699 sq. ft. lot

Listed by Maui Luxury Real Estate LLC

$3,250,000 Fee Simple

2165 ILIILI RD, Kihei

3 beds, 2 baths, 1,460 sq. ft., 10,163 sq. ft. lot

Listed by Coldwell Banker Island Prop(S)

$3,250,000 Fee Simple

NEW

144 HOOLAPA ST, Kihei

3 beds, 3 baths, 3,094 sq. ft., 7,536 sq. ft. lot

Listed by Coldwell Banker Island Prop(S)

$3,150,000 Fee Simple

Wailea Kialoa

162 W IKEA KAI PL, Wailea

4 beds, 2.5 baths, 2,843 sq. ft., 0.25 acres lot

Listed by Hawaii Life (W)

$3,060,000 Fee Simple

PENDING

3220 WAILEIA PL, Maui Meadows

3 beds, 2.5 baths, 2,053 sq. ft., 0.58 acres lot

Listed by Coldwell Banker Island Prop(S)

$2,750,000 Fee Simple

277 KEONEKAI RD, Kihei

7 beds, 4 baths, 3,072 sq. ft., 0.32 acres lot

Listed by Fortress Realty Hawaii LLC

$2,599,000 Fee Simple

3435 HOOKIPA PL #B, Maui Meadows

5 beds, 4 baths, 3,064 sq. ft., 8,925 sq. ft. lot

Listed by Equity One Real Estate Inc (M)

86 POAILANI PL #UNIT 32, KIHEI, HI 96753

$2,575,000 Fee Simple

NEW

Wailea Golf Estates

86 POAILANI PL #UNIT 32, Wailea

4 beds, 4.5 baths, 2,175 sq. ft., 8.4 acres lot

Listed by Coldwell Banker Island Prop(S)

$2,550,000 Fee Simple

Wailea Golf Estates

100 POAILANI PL #29, Wailea

4 beds, 4 baths, 2,129 sq. ft., 8.4 acres lot

Listed by McEntire Realty

3275 KEHALA DR #3275 KEHALA DRIVE, KIHEI, HI 96753

$2,500,000 Fee Simple

3275 KEHALA DR #3275 KEHALA DRIVE, Maui Meadows

5 beds, 4.5 baths, 2,804 sq. ft., 0.51 acres lot

Listed by Berkshire Hathaway Maui Prop-L

$2,500,000 Fee Simple

Wailea Kai

3142 WAIEA PL, Wailea

3 beds, 2.5 baths, 1,902 sq. ft., 9,348 sq. ft. lot

Listed by Coldwell Banker Island Prop-Ku

$2,499,000 Fee Simple

3450 MALINA PL, Maui Meadows

3 beds, 3 baths, 2,055 sq. ft., 0.6 acres lot

Listed by Wailea Point Realty, Inc.

$2,499,000 Fee Simple

Wailea Kai

139 WAAULA WAY, Wailea

3 beds, 2.5 baths, 2,788 sq. ft., 10,616 sq. ft. lot

Listed by Coldwell Banker Island Prop-Ku

384 KUALONO PL #LOT 596, KIHEI, HI 96753

$2,490,000 Fee Simple

Wailea Pualani

384 KUALONO PL #LOT 596, Wailea

3 beds, 2 baths, 2,187 sq. ft., 0.25 acres lot

Listed by Coldwell Banker Island Prop(S)

$2,400,000 Fee Simple

3300 KEHA DR, Maui Meadows

3 beds, 3 baths, 2,484 sq. ft., 0.9 acres lot

Listed by Capitol Properties

$2,400,000 Fee Simple

2451 UMEKE CIR #67, Kihei

3 beds, 2.5 baths, 2,450 sq. ft., 2,448 sq. ft. lot

Listed by Hawaii Life (W)

$2,398,000 Fee Simple

620 KUMULANI DR, Maui Meadows

3 beds, 2.5 baths, 2,273 sq. ft., 0.5 acres lot

Listed by International Real Estate Srvs

$2,389,000 Fee Simple

3375 KUAUA PL, Maui Meadows

4 beds, 3 baths, 1,900 sq. ft., 0.55 acres lot

Listed by Compass-W

$2,345,000 Fee Simple

NEW

Moana Estates

66 MOANA AVE #LOT 64, Kihei

4 beds, 3.5 baths, 2,168 sq. ft., 8,224 sq. ft. lot

Listed by Coldwell Banker Island Prop-Ku

$2,325,000 Fee Simple

Wailea Kai

3236 PIKAI WAY, Wailea

4 beds, 3 baths, 1,894 sq. ft., 10,010 sq. ft. lot

Listed by Kokua Realty LLC

$2,300,000 Fee Simple

50 HOONANI ST, Kihei

6 beds, 9 baths, 2,772 sq. ft., 0.37 acres lot

Listed by Pacific Shores Realty

$2,295,000 Fee Simple

Wailea Kai

3150 WAIEA PL, Wailea

3 beds, 3 baths, 2,032 sq. ft., 0.28 acres lot

Listed by Hawaii Life (W)

$2,250,000 Fee Simple

3124 NAHENAHE PL, Maui Meadows

3 beds, 2 baths, 2,834 sq. ft., 0.53 acres lot

Listed by Hawaii Life (W)

$2,199,000 Fee Simple

Wailea Kai

30 WAIKAI ST, Wailea

3 beds, 2.5 baths, 2,129 sq. ft., 7,523 sq. ft. lot

Listed by Romvari Realty Ltd

$2,180,000 Fee Simple

PENDING

614 KUPULAU PL, Maui Meadows

4 beds, 3 baths, 2,215 sq. ft., 0.56 acres lot

Listed by Engel & Volkers Maui

$2,150,000 Fee Simple

NEW

533 MIKIOI PL #UNIT 2, Maui Meadows

2 beds, 2 baths, 1,469 sq. ft., 0.25 acres lot

Listed by Engel & Volkers Maui

$2,100,000 Fee Simple

Moana Estates

147 MOANA AVE #UNIT 39, Kihei

4 beds, 3.5 baths, 2,168 sq. ft., 8,734 sq. ft. lot

Listed by Coldwell Banker Island Prop-Ku

$2,100,000 Fee Simple

PENDING

870 KUPULAU DR, Maui Meadows

3 beds, 2.5 baths, 2,840 sq. ft., 0.54 acres lot

Listed by Compass-W

$1,999,900 Fee Simple

705 ALULIKE ST #LOT 27, Kihei

3 beds, 2 baths, 1,754 sq. ft., 9,627 sq. ft. lot

Listed by Coldwell Banker Island Prop(S)

$1,999,000 Fee Simple

505 HOOHALAHALA ST, Maui Meadows

3 beds, 2 baths, 1,585 sq. ft., 0.69 acres lot

Listed by Coldwell Banker Island Prop(S)

$1,999,000 Fee Simple

818 KUMULANI DR, Maui Meadows

2 beds, 3 baths, 2,240 sq. ft., 0.62 acres lot

Listed by Keller Williams Realty Maui-Ki

$1,998,000 Fee Simple

201 HO'OPILI AKAU ST, Kihei

4 beds, 4.5 baths, 2,924 sq. ft., 0.27 acres lot

Listed by Maui Real Estate Advisors LLC

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.