Wailea Active Homes

Wailea luxury real estate occupies approximately 1,500 acres along South Maui's coastline, anchored by a master-planned resort community that includes three championship golf courses — the Gold, Emerald, Blue courses — pristine sandy beaches and world-class hotels including the Four Seasons Resort Maui, Grand Wailea, Andaz Maui, and Fairmont Kea Lani. The residential landscape includes oceanfront condominium communities such as Wailea Point, Wailea Beach Villas, and Wailea Elua, gated estate neighborhoods, newer developments including Lai Loa and Makalii at Wailea. The Shops at Wailea adds an upscale open-air retail and dining destination. Wailea homes, condos, and land for sale represent South Maui's most refined and sought-after ownership opportunities, appealing to discerning buyers seeking polished island real estate defined by resort quality, beach access, and long-term value.

19 MALUKAI LN #4, KIHEI, HI 96753

$14,750,000 Fee Simple

NEW

Maluhia at Wailea

19 MALUKAI LN #4, Wailea

4 beds, 4.5 baths, 4,803 sq. ft., 0.46 acres lot

Listed by Hawaii Life (W)

184 LOLOWAA PL, KIHEI, HI 96753

$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

144 HALAU PL, KIHEI, HI 96753

$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

22 HALAPA PL, KIHEI, HI 96753

$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)

3943 WAILEA EKOLU PL, KIHEI, HI 96753

$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

3377 E LANI IKENA WAY, KIHEI, HI 96753

$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

3870 WAILEA EKOLU PL, KIHEI, HI 96753

$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)

3378 E LANI IKENA WAY, KIHEI, HI 96753

$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

3919 WAAKAULA PL, KIHEI, HI 96753

$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

162 W IKEA KAI PL, KIHEI, HI 96753

$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)

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)

100 POAILANI PL #29, KIHEI, HI 96753

$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

3142 WAIEA PL, KIHEI, HI 96753

$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

139 WAAULA WAY, KIHEI, HI 96753

$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)

3236 PIKAI WAY, KIHEI, HI 96753

$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

3150 WAIEA PL, KIHEI, HI 96753

$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)

30 WAIKAI ST, KIHEI, HI 96753

$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

3386 E LANI IKENA WAY, KIHEI, HI 96753

$1,995,000 Fee Simple

Wailea Pualani

3386 E LANI IKENA WAY, Wailea

3 beds, 2.5 baths, 2,360 sq. ft., 10,102 sq. ft. lot

Listed by Compass-W

53 WAIKAI ST, KIHEI, HI 96753

$1,750,000 Fee Simple

Wailea Kai

53 WAIKAI ST, Wailea

4 beds, 2.5 baths, 2,400 sq. ft., 7,980 sq. ft. lot

Listed by Compass-W

Wailea's residential market is defined by constrained single-family home inventory within a resort setting that commands sustained global buyer demand, resulting in a market where well-positioned oceanfront and ocean-view homes rarely stay available for long. Buyers should understand the differences between Wailea's gated communities — including distinct HOA structures, golf membership requirements, and the varying degree of resort amenity access each neighborhood provides. Mary Anne Fitch has represented buyers and sellers of Wailea homes with a career sales volume exceeding $1 billion, with direct transactional experience across every residential enclave in the resort. Contact Mary Anne directly to discuss current and upcoming Wailea home opportunities.

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