South Maui Condos

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.

4000 WAILEA ALANUI DR #101, KIHEI, HI 96753

$13,900,000 Fee Simple

PENDING

Wailea Point

4000 WAILEA ALANUI DR #101, Wailea

4 beds, 4 baths, 3,820 sq. ft.

Listed by Engel & Volkers Maui

4000 WAILEA ALANUI DR #1602, KIHEI, HI 96753

$13,900,000 Fee Simple

Wailea Point

4000 WAILEA ALANUI DR #1602, Wailea

3 beds, 3 baths, 3,850 sq. ft.

Listed by Wailea Point Realty, Inc.

4000 WAILEA ALANUI DR #1202/1204, KIHEI, HI 96753

$12,995,000 Fee Simple

Wailea Point

4000 WAILEA ALANUI DR #1202/1204, Wailea

4 beds, 6 baths, 4,273 sq. ft.

Listed by Maui Real Estate Advisors LLC

3550 WAILEA ALANUI DR #801 (F2), KIHEI, HI 96753

$10,995,000 Fee Simple

Andaz Residences

3550 WAILEA ALANUI DR #801 (F2), Wailea

3 beds, 4 baths, 2,814 sq. ft.

Listed by Coldwell Banker Island Prop(S)

4000 WAILEA ALANUI DR #802 & 804, KIHEI, HI 96753

$8,740,000 Fee Simple

Wailea Point

4000 WAILEA ALANUI DR #802 & 804, Wailea

5 beds, 6 baths, 4,913 sq. ft.

Listed by Wailea Point Realty, Inc.

4000 WAILEA ALANUI DR #1104, KIHEI, HI 96753

$7,999,000 Fee Simple

Wailea Point

4000 WAILEA ALANUI DR #1104, Wailea

3 beds, 5 baths, 2,807 sq. ft.

Listed by Wailea Point Realty, Inc.

3800 WAILEA ALANUI DR #F-302, KIHEI, HI 96753

$7,495,000 Fee Simple

Wailea Beach Villas

3800 WAILEA ALANUI DR #F-302, Wailea

3 beds, 3.5 baths, 2,934 sq. ft.

Listed by Compass-W

4000 WAILEA ALANUI DR #1502, KIHEI, HI 96753

$6,495,000 Fee Simple

NEW

Wailea Point

4000 WAILEA ALANUI DR #1502, Wailea

3 beds, 4 baths, 2,419 sq. ft.

Listed by Maui Real Estate Advisors LLC

3800 WAILEA ALANUI BLVD #PH-209, KIHEI, HI 96753

$5,750,000 Fee Simple

Wailea Beach Villas

3800 WAILEA ALANUI BLVD #PH-209, Wailea

3 beds, 3 baths, 2,521 sq. ft.

Listed by Keller Williams Realty Maui-Ka

20 MAKENA RD #405, KIHEI, HI 96753

$5,550,000 Fee Simple

NEW

Polo Beach Club

20 MAKENA RD #405, Makena

2 beds, 2 baths, 1,320 sq. ft.

Listed by Coldwell Banker Island Prop(S)

3800 WAILEA ALANUI DR #PH-303, KIHEI, HI 96753

$5,500,000 Fee Simple

Wailea Beach Villas

3800 WAILEA ALANUI DR #PH-303, Wailea

3 beds, 3 baths, 1,961 sq. ft.

Listed by Compass-W

3800 WAILEA ALANUI BLVD #PH511, KIHEI, HI 96753

$5,395,000 Fee Simple

Wailea Beach Villas

3800 WAILEA ALANUI BLVD #PH511, Wailea

2 beds, 2 baths, 1,978 sq. ft.

Listed by Coldwell Banker Island Prop-Ku

81 MAKAKEHAU ST #APT H-2, KIHEI, HI 96753

$4,999,999 Fee Simple

Hoolei

81 MAKAKEHAU ST #APT H-2, Wailea

3 beds, 3.5 baths, 2,426 sq. ft.

Listed by Coldwell Banker Island Prop(S)

3100 WAILEA ALANUI DR #17, KIHEI, HI 96753

$4,795,000 Fee Simple

Papali Wailea

3100 WAILEA ALANUI DR #17, Wailea

3 beds, 3.5 baths, 2,386 sq. ft.

Listed by Coldwell Banker Island Prop(S)

4000 WAILEA ALANUI DR #2802, KIHEI, HI 96753

$4,750,000 Fee Simple

Wailea Point

4000 WAILEA ALANUI DR #2802, Wailea

2 beds, 2 baths, 1,808 sq. ft.

Listed by Wailea Point Realty, Inc.

3800 WAILEA ALANUI BLVD #H102, KIHEI, HI 96753

$4,200,000 Fee Simple

Wailea Beach Villas

3800 WAILEA ALANUI BLVD #H102, Wailea

2 beds, 2 baths, 1,899 sq. ft.

Listed by Hawaii Life (W)

4000 WAILEA ALANUI DR #2904, KIHEI, HI 96753

$4,195,000 Fee Simple

Wailea Point

4000 WAILEA ALANUI DR #2904, Wailea

2 beds, 2 baths, 1,558 sq. ft.

Listed by Coldwell Banker Island Prop(P)

93 MAKAKEHAU ST #G6, KIHEI, HI 96753

$4,195,000 Fee Simple

PENDING

Hoolei

93 MAKAKEHAU ST #G6, Wailea

3 beds, 3.5 baths, 3,076 sq. ft.

Listed by Coldwell Banker Island Prop(S)

21 KILOA ST #O-4, KIHEI, HI 96753

$4,195,000 Fee Simple

Hoolei

21 KILOA ST #O-4, Wailea

3 beds, 3.5 baths, 2,619 sq. ft.

Listed by Hawaii Life (W)

4000 WAILEA ALANUI DR #2502, KIHEI, HI 96753

$4,000,000 Fee Simple

Wailea Point

4000 WAILEA ALANUI DR #2502, Wailea

3 beds, 4 baths, 2,419 sq. ft.

Listed by Wailea Point Realty, Inc.

4850 MAKENA ALANUI RD #C106, KIHEI, HI 96753-5434

$3,950,000 Fee Simple

Makena Surf

4850 MAKENA ALANUI RD #C106, Makena

2 beds, 2 baths, 1,600 sq. ft.

Listed by Hawaii Life (W)

78 KAI MALU DR #101 (14A), KIHEI, HI 96753

$3,878,000 Fee Simple

Lai Loa

78 KAI MALU DR #101 (14A), Wailea

3 beds, 3 baths, 1,742 sq. ft.

Listed by Keller Williams Realty Maui-Ka

24 HOOLEI CIR #T-1, KIHEI, HI 96753

$3,650,000 Fee Simple

Hoolei

24 HOOLEI CIR #T-1, Wailea

3 beds, 3.5 baths, 3,076 sq. ft.

Listed by Keller Williams Realty Maui-Ka

4955 MAKENA RD #D302, KIHEI, HI 96753-5404

$3,599,000 Fee Simple

NEW

Na Hale O Makena

4955 MAKENA RD #D302, Makena

4 beds, 3.5 baths, 2,773 sq. ft.

Listed by Coldwell Banker Island Prop(S)

4400 MAKENA RD #109, KIHEI, HI 96753

$3,595,000 Fee Simple

Polo Beach Club

4400 MAKENA RD #109, Makena

2 beds, 2 baths, 1,238 sq. ft.

Listed by Coldwell Banker Island Prop(S)

24 KAI MALU DR #102 - 3B, KIHEI, HI 96753

$3,489,000 Fee Simple

Lai Loa

24 KAI MALU DR #102 - 3B, Wailea

3 beds, 3 baths, 1,742 sq. ft.

Listed by Hawaii Life (W)

208 HOLOMOANA WAY #14B, KIHEI, HI 96753

$3,450,000 Fee Simple

Makalii at Wailea

208 HOLOMOANA WAY #14B, Wailea

3 beds, 3 baths, 1,802 sq. ft.

Listed by Hawaii Life (W)

4000 WAILEA ALANUI DR #2101, KIHEI, HI 96753

$3,300,000 Fee Simple

Wailea Point

4000 WAILEA ALANUI DR #2101, Wailea

2 beds, 3 baths, 1,584 sq. ft.

Listed by Wailea Point Realty, Inc.

3600 WAILEA ALANUI DR #2201, KIHEI, HI 96753

$3,000,000 Fee Simple

Wailea Elua

3600 WAILEA ALANUI DR #2201, Wailea

2 beds, 2 baths, 1,347 sq. ft.

Listed by Coldwell Banker Island Prop(S)

3600 WAILEA ALANUI DR #2010, KIHEI, HI 96753

$2,995,000 Fee Simple

Wailea Elua

3600 WAILEA ALANUI DR #2010, Wailea

2 beds, 2 baths, 1,363 sq. ft.

Listed by Island Sotheby's International Realty(W)

3600 WAILEA ALANUI DR #2012, KIHEI, HI 96753

$2,950,000 Fee Simple

Wailea Elua

3600 WAILEA ALANUI DR #2012, Wailea

1 bed, 2 baths, 1,031 sq. ft.

Listed by Coldwell Banker Island Prop(S)

3600 WAILEA ALANUI DR #2109, KIHEI, HI 96753

$2,900,000 Fee Simple

Wailea Elua

3600 WAILEA ALANUI DR #2109, Wailea

2 beds, 2 baths, 1,536 sq. ft.

Listed by Century 21 Island Homes

137 HOLOMOANA WAY #4A, KIHEI, HI 96753

$2,900,000 Fee Simple

Makalii at Wailea

137 HOLOMOANA WAY #4A, Wailea

3 beds, 3 baths, 1,574 sq. ft.

Listed by Island Sotheby's International Realty(W)

59 WAILEA GATEWAY PL #4-101, KIHEI, HI 96753

$2,895,000 Fee Simple

Keala O Wailea

59 WAILEA GATEWAY PL #4-101, Wailea

3 beds, 2 baths, 1,312 sq. ft.

Listed by Hawaii Life (W)

4000 WAILEA ALANUI DR #3404, KIHEI, HI 96753

$2,795,000 Fee Simple

Wailea Point

4000 WAILEA ALANUI DR #3404, Wailea

2 beds, 2 baths, 1,359 sq. ft.

Listed by Maui Real Estate Advisors LLC

60 KAI MALU DR #201 (11C), KIHEI, HI 96753-6544

$2,775,000 Fee Simple

PENDING

Lai Loa

60 KAI MALU DR #201 (11C), Wailea

2 beds, 2 baths, 1,374 sq. ft.

Listed by Hawaii Life (W)

78 KAI MALU DR #202 (14D), KIHEI, HI 96753

$2,750,000 Fee Simple

Lai Loa

78 KAI MALU DR #202 (14D), Wailea

2 beds, 2 baths, 1,374 sq. ft.

Listed by Polaris Pacific

59 WAILEA GATEWAY PL #4-201, KIHEI, HI 96753

$2,680,000 Fee Simple

Keala O Wailea

59 WAILEA GATEWAY PL #4-201, Wailea

3 beds, 2 baths, 1,386 sq. ft.

Listed by Hawaii Life (W)

4955 MAKENA RD #C302, KIHEI, HI 96753

$2,600,000 Fee Simple

NEW

Na Hale O Makena

4955 MAKENA RD #C302, Makena

2 beds, 2.5 baths, 2,088 sq. ft.

Listed by Coldwell Banker Island Prop(P)

86 POAILANI PL #32, KIHEI, HI 96753

$2,575,000 Fee Simple

NEW

Kanani Wailea

86 POAILANI PL #32, Wailea

4 beds, 4.5 baths, 2,175 sq. ft.

Listed by Coldwell Banker Island Prop(S)

100 POAILANI PL #29, KIHEI, HI 96753

$2,550,000 Fee Simple

Kanani Wailea

100 POAILANI PL #29, Wailea

4 beds, 4 baths, 2,129 sq. ft.

Listed by McEntire Realty

4955 MAKENA RD #F102, KIHEI, HI 96753

$2,499,000 Fee Simple

Na Hale O Makena

4955 MAKENA RD #F102, Makena

2 beds, 2.5 baths, 2,183 sq. ft.

Listed by Coldwell Banker Island Prop(S)

173 HOLOKAHIKI LN #10B, KIHEI, HI 96753

$2,495,000 Fee Simple

NEW

Makalii at Wailea

173 HOLOKAHIKI LN #10B, Wailea

3 beds, 3 baths, 1,802 sq. ft.

Listed by Coldwell Banker Island Prop(S)

2451 UMEKE CIR #67, KIHEI, HI 96753

$2,400,000 Fee Simple

Hokulani Golf Villas

2451 UMEKE CIR #67, Kihei

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

Listed by Hawaii Life (W)

3600 WAILEA ALANUI DR #207, KIHEI, HI 96753

$2,395,000 Fee Simple

NEW

Wailea Elua

3600 WAILEA ALANUI DR #207, Wailea

1 bed, 2 baths, 955 sq. ft.

Listed by Coldwell Banker Island Prop(S)

3300 WAILEA ALANUI DR #48A, KIHEI, HI 96753

$2,295,000 Fee Simple

NEW

Wailea Ekahi

3300 WAILEA ALANUI DR #48A, Wailea

2 beds, 2.5 baths, 1,575 sq. ft.

Listed by Hawaii Life (W)

63 WAILEA GATEWAY PL #5103, KIHEI, HI 96753

$2,100,000 Fee Simple

Keala O Wailea

63 WAILEA GATEWAY PL #5103, Wailea

2 beds, 2 baths, 1,248 sq. ft.

Listed by Coldwell Banker Island Prop(S)

10 WAILEA EKOLU PL #510, KIHEI, HI 96753

$2,100,000 Fee Simple

NEW

Wailea Ekolu

10 WAILEA EKOLU PL #510, Wailea

2 beds, 2.5 baths, 1,489 sq. ft.

Listed by Keller Williams Realty Maui-Ki

19 KAI LA PL #43B, KIHEI, HI 96753

$1,995,000 Fee Simple

Kai Malu

19 KAI LA PL #43B, Wailea

3 beds, 2.5 baths, 1,786 sq. ft.

Listed by Coldwell Banker Island Prop(S)

28 KAI LA PL #19A, KIHEI, HI 96753

$1,950,000 Fee Simple

Kai Malu

28 KAI LA PL #19A, Wailea

3 beds, 2.5 baths, 1,796 sq. ft.

Listed by Berkshire Hathaway Maui Prop-W

1550 UMEKE CIR #99, KIHEI, HI 96753

$1,895,000 Fee Simple

Hokulani Golf Villas

1550 UMEKE CIR #99, Kihei

2 beds, 2 baths, 1,832 sq. ft.

Listed by Hawaii Life (W)

2924 UMEKE CIR #97, KIHEI, HI 96753

$1,895,000 Fee Simple

NEW

Hokulani Golf Villas

2924 UMEKE CIR #97, Kihei

2 beds, 2 baths, 1,831 sq. ft.

Listed by Hawaii Life (W)

139 KAI LA PL #35B, KIHEI, HI 96753

$1,885,000 Fee Simple

Kai Malu

139 KAI LA PL #35B, Wailea

3 beds, 2.5 baths, 1,796 sq. ft.

Listed by Hawaii Life (W)

1437 UMEKE CIR #100, KIHEI, HI 96753

$1,850,000 Fee Simple

Hokulani Golf Villas

1437 UMEKE CIR #100, Kihei

3 beds, 2.5 baths, 2,429 sq. ft.

Listed by Hawaii Life (W)

3150 WAILEA ALANUI DR #2801, KIHEI, HI 96753

$1,850,000 Fee Simple

Wailea Palms

3150 WAILEA ALANUI DR #2801, Wailea

2 beds, 3 baths, 1,559 sq. ft.

Listed by Coldwell Banker Island Prop(S)

2960 S KIHEI RD #304, KIHEI, HI 96753

$1,800,000 Fee Simple

Mana Kai

2960 S KIHEI RD #304, Kihei

2 beds, 2 baths, 767 sq. ft.

Listed by Coldwell Banker Island Prop(S)

2960 S KIHEI RD #514, KIHEI, HI 96753

$1,800,000 Fee Simple

Mana Kai

2960 S KIHEI RD #514, Kihei

2 beds, 2 baths, 767 sq. ft.

Listed by Coldwell Banker Island Prop-Ku

1375 UMEKE CIR #101, KIHEI, HI 96753

$1,795,000 Fee Simple

Hokulani Golf Villas

1375 UMEKE CIR #101, Kihei

2 beds, 2 baths, 1,902 sq. ft.

Listed by Compass-W

700 HALELEA ST #5, KIHEI, HI 96753

$1,775,000 Fee Simple

Hokulani Golf Villas

700 HALELEA ST #5, Kihei

3 beds, 3 baths, 2,516 sq. ft.

Listed by Hawaii Life (W)

2430 S KIHEI RD #206, KIHEI, HI 96753

$1,750,000 Fee Simple

Royal Mauian

2430 S KIHEI RD #206, Kihei

2 beds, 2 baths, 806 sq. ft.

Listed by Hawaii Equity Management LLC

Condominiums for sale in South Maui encompass some of Hawaii's most sought-after resort residences, including oceanfront communities such as Wailea Point, Wailea Beach Villas, and Wailea Elua, as well as newer developments including Lai Loa and Makalii at Wailea. Spanning direct beachfront settings to elevated ocean-view locations within the Wailea Resort, South Maui's condominium market is defined by quality, amenity access, and long-term value. Mary Anne Fitch represents buyers and sellers of South Maui condominiums with a career sales volume exceeding $1 billion. Inquiries are handled directly and discreetly.

MARY ANNE FITCH

REALTOR® · RB-15747 · SENIOR PARTNER

GLOBAL LUXURY SPECIALIST


Representing Maui luxury beachfront, oceanfront, oceanview, and golf course estates, homes, condominiums, and vacant land. Discover the finest Maui real estate for sale.
Coldwell Banker island Properties and International Luxury Alliance
700 Office Rd, Lahaina, HI 96761 - Each office is owned and operated independently.
© Mary Anne Fitch | Signature Luxury Estates