Wailea Real Estate For Sale

Photo of Listing #410122

3236 Pikai Way

$2,350,000
  • 4 Beds
  • 3.00 Baths
  • 1,894 SqFt
Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of world-famous Keawakapu Beach. Situated on a quiet private cul-de-sac in Little ...
Residential
Photo of Listing #410182

4000 Wailea Alanui Dr 101

$13,900,000
  • 4 Beds
  • 4.00 Baths
  • 3,820 SqFt
Level One oceanfront at Wailea Point — Hawaii's finest residential condominium, nestled between Wailea Beach and Polo Beach on Maui's coveted Gold Coast. 3,820 SF · 4 bed · 4 bath · 180-degree unobstructed Pacific and island views · 46 feet abo...
Residential
Photo of Listing #410196

3200 S Wailea Alanui Dr

$4,500
  • 2 Beds
  • 2.00 Baths
  • 1,194 SqFt
BY OWNER/AGENT: PALMS AT WAILEA #608 Beautifully upgraded and furnished B floor plan with laminate wood floors, granite countertops, brand new full size washer/dryer,, new dishwasher, full size refrigerator, new oven/microwave, resort style furni...
Residential Lease
Photo of Listing #410202

10 Wailea Ekolu Pl 1706

$1,575,000
  • 2 Beds
  • 2.00 Baths
  • 1,071 SqFt
The Ultimate Ocean View You’ve Been Waiting For at Wailea Ekolu #1706! Enjoy upper floor privacy with absolutely amazing ocean and outer island views from this recently renovated (2025), 2 Bedroom, 2 bath unit! You are immediately drawn to the larg...
Residential
Photo of Listing #410226

3919 Waakaula Pl

$3,500,000
  • 3 Beds
  • 3.00 Baths
  • 3,839 SqFt
Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedroom, 3-bath residence in Wailea Golf Estates offers a rare combination of privacy...
Residential
Photo of Listing #410253

3950 Kalai Waa St S-202

$1,079,000
  • 2 Beds
  • 2.00 Baths
  • 949 SqFt
Discover epic island living at an incredible value in the Wailea Resort. Wailea Fairway Villas S202 is one of the best view locations in the community, capturing breathtaking ocean, outer island, and golf course views with unforgettable year-round su...
Residential
Photo of Listing #410251

139 Waaula Way

$2,499,000
  • 3 Beds
  • 2.50 Baths
  • 2,788 SqFt
Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, this multi-level residence lives large, with generous indoor and outdoor spaces des...
Residential
Photo of Listing #410261

208 Holomoana Way 14b

$3,695,000
  • 3 Beds
  • 3.00 Baths
  • 1,802 SqFt
Makali’i Magnificence! Premium top row position with unbelievable Ocean and Outer Island views! Makali’i #14B is arguably the best location in the community with expansive and unobstructed views. This gently lived in home has gorgeous finishes th...
Residential
Photo of Listing #410334

3100 Wailea Alanui Dr 17

$4,795,000
  • 3 Beds
  • 3.50 Baths
  • 2,386 SqFt
Where do timeless design, ultimate privacy, and panoramic ocean vistas all converge in Wailea? Welcome to Papali #17. Perfectly positioned in the community’s premier location, this exquisite residence is being offered for the first time since the o...
Residential
    

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