7,246

Wailea, HI Homes

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    • /26

      Est $1,190,451 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 98,838 Sq Ft

      2757 S Kihei Rd Unit 704, Kihei, HI 96753

      2757 S Kihei Rd Unit 704, Kihei, HI 96753
  • /50

    $2,640,000 Pending

    • 1 Bed
    • 1 Bath
    • 891 Sq Ft

    3600 Wailea Alanui Dr Unit 1101, Kihei, HI 96753

    Step into a lifestyle few ever get to experience; where your backyard is one of Maui’s most celebrated beaches and every detail of the unit reflects effortless elegance. Just moments from the sand, Wailea Elua 1101 is a ground-floor, 1-bedroom, 1-bath luxury residence located in one of Wailea’s most coveted oceanfront communities. Set within a guard-gated, low-density enclave zoned for

    Robbie Dein Maui Real Estate Advisors LLC

    3600 Wailea Alanui Dr Unit 1101, Kihei, HI 96753
  • /50

    $2,100,000 Sold Jul 01, 2025

    360 Kai Malu Place Unit 49B, Kihei, HI 96753

    • 3 Beds
    • 3 Baths
    • 1,852 Sq Ft
    • Built 2007

    Last Sold Summary

    • 29% Below List Price
    • $1,134/SF
    • 358 Days On Market

    Current Estimated Value $2,109,385

    Last Listing Agent Kathy Worley Pali Kai Inc

    360 Kai Malu Place Unit 49B, Kihei, HI 96753
    • /25

      Est $1,095,039 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 98,838 Sq Ft

      2757 S Kihei Rd Unit 502, Kihei, HI 96753

      2757 S Kihei Rd Unit 502, Kihei, HI 96753
  • /50

    $4,195,000

    • 5 Beds
    • 4 Baths
    • 3,934 Sq Ft

    198 Heleuma Place, Kihei, HI 96753

    Capturing breathtaking sunsets over the Pacific and tranquil views of Haleakala and the surrounding mountains, this exceptional Wailea Kialoa residence embodies the essence of refined island living. Perfectly positioned near the top of a private cul-de-sac within this gated enclave, the home rests on a 10,128 sq ft lot along a lush greenbelt, offering both privacy and serenity in one of Wailea’s

    Brandon Janes Sunny Maui Vacations

    198 Heleuma Place, Kihei, HI 96753
  • /36

    $580,000 Sold Apr 29, 2025

    160 Keonekai Rd Unit 24-102, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 756 Sq Ft
    • Built 1992

    Last Sold Summary

    • 16% Below List Price
    • $767/SF
    • 83 Days On Market

    Current Estimated Value $582,067

    Last Listing Agent Michael Trotto Pali Kai Inc

    160 Keonekai Rd Unit 24-102, Kihei, HI 96753
    • /50

      Est $1,153,761 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,251 Sq Ft

      2757 S Kihei Rd Unit 702, Kihei, HI 96753

      2757 S Kihei Rd Unit 702, Kihei, HI 96753
  • /42

    $3,200,000

    • 5 Beds
    • 4 Baths
    • 3,064 Sq Ft

    3435 Hookipa Place Unit B - C, Kihei, HI 96753

    NOW AVAILABLE AS A UNIQUE OPPORTUNITY: Two beautifully positioned CPR units with more than 14,900 sq ft of combined land—offering generous space, flexible options, and lasting value for years to come. Experience breathtaking panoramic ocean views from this stunning Unit B of a 3 unit CPR, newly remodeled 2-story home offering 3,064 sq ft of modern coastal living. The open floor plan, with soaring

    Roni Panzarini Equity One Real Estate Inc (M)

    3435 Hookipa Place Unit B - C, Kihei, HI 96753
  • /50

    $865,000 Sold Jan 17, 2025

    2695 S Kihei Rd Unit 10-203, Kihei, HI 96753

    • 1 Bed
    • 2 Baths
    • 818 Sq Ft
    • Built 1983

    Last Sold Summary

    • 18% Below List Price
    • $1,057/SF
    • 125 Days On Market

    Last Listing Agent Rick Brandt Island Sotheby's Int'l Rlty(W)

    2695 S Kihei Rd Unit 10-203, Kihei, HI 96753
    • /14

      Est $1,280,797 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 98,838 Sq Ft

      2757 S Kihei Rd Unit 701, Kihei, HI 96753

      2757 S Kihei Rd Unit 701, Kihei, HI 96753
  • /50

    $8,600,000

    • 3 Beds
    • 3 Baths
    • 1,961 Sq Ft

    3800 Wailea Alanui Dr Unit 405, Kihei, HI 96753

    Discover an exceptional opportunity to own in one of Maui’s highly coveted ocean front properties, Wailea Beach Villas. Penthouse 405 offers a stunning 3-bedroom, 3-bathroom floor plan with breathtaking panoramic views of Wailea Beach, Molokini, Kaho'olawe, Lanai, West Maui, and Haleakala. This exquisite residence has been meticulously upgraded featuring an elegant modern decor, with high-end

    Jolanta Frazier Coldwell Banker Island Prop(S)

    3800 Wailea Alanui Dr Unit 405, Kihei, HI 96753
  • /44

    $1,541,000 Sold Dec 18, 2025

    10 Wailea Ekolu Place Unit 706, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,071 Sq Ft
    • Built 1979

    Last Sold Summary

    • 14% Below List Price
    • $1,439/SF
    • 262 Days On Market

    Last Listing Agent Jai Jimenez Hawaii Life (W)

    10 Wailea Ekolu Place Unit 706, Kihei, HI 96753
    • /27

      Est $1,302,123 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 98,838 Sq Ft

      2757 S Kihei Rd Unit 503, Kihei, HI 96753

      2757 S Kihei Rd Unit 503, Kihei, HI 96753
  • /50

    $1,099,000 Pending

    • 1 Bed
    • 2 Baths
    • 952 Sq Ft

    3300 Wailea Alanui Dr Unit 20D, Kihei, HI 96753

    Hidden within one of Wailea Ekahi’s most peaceful garden enclaves, unit 20-D is a light-filled retreat designed for effortless island living just moments from the golden sands of Keawakapu Beach. From the scent of plumeria in the breeze to the quiet rustle of palms just outside your lanai, every moment here invites calm, comfort, & connection to nature. This spacious 1Bd./2Ba., 952 s.f., freshly

    Robbie Dein Maui Real Estate Advisors LLC

    3300 Wailea Alanui Dr Unit 20D, Kihei, HI 96753
  • /47

    $6,485,000 Sold Sep 05, 2025

    3885 Wailea Ekolu Place, Kihei, HI 96753

    • 4 Beds
    • 4 Baths
    • 4,588 Sq Ft
    • Built 1998

    Last Sold Summary

    • 18% Below List Price
    • $1,413/SF
    • 195 Days On Market

    Current Estimated Value $6,426,175

    Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC

    3885 Wailea Ekolu Place, Kihei, HI 96753
    • /44

      Not Listed For Sale

      • 1 Bed
      • 2 Baths
      • 653,400 Sq Ft

      2695 S Kihei Rd Unit 3-202, Kihei, HI 96753

      2695 S Kihei Rd Unit 3-202, Kihei, HI 96753
  • /50

    $6,999,000

    • 5 Beds
    • 4 Baths
    • 4,718 Sq Ft

    135 Kaimanu Place, Kihei, HI 96753

    A rare South Maui estate — 2.118 acres in the exclusive gated community of Kaimanu Estates. This private retreat feels like living in Hana and Old Hawai‘i, surrounded by hundreds of native and fruiting trees including avocado, citrus, banana, lilikoi, guava and many more. With 4,718 sq. ft. in the main residence and a detached studio ohana, the property offers unmatched privacy and opportunity

    Jennifer Edwards Coldwell Banker Island Prop(S)

    135 Kaimanu Place, Kihei, HI 96753
  • /43

    $622,000 Sold Sep 02, 2025

    2881 S Kihei Rd Unit 55, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,115 Sq Ft
    • Built 1981

    Last Sold Summary

    • 27% Below List Price
    • $558/SF
    • 116 Days On Market

    Current Estimated Value $824,414

    Last Listing Agent Josh Jerman Hawaii Life (W)

    2881 S Kihei Rd Unit 55, Kihei, HI 96753
    • /30

      Est $501,415 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 500,940 Sq Ft

      160 Keonekai Rd Unit 14-107, Kihei, HI 96753

      160 Keonekai Rd Unit 14-107, Kihei, HI 96753
  • /45

    $1,540,000

    • 2 Beds
    • 2 Baths
    • 1,299 Sq Ft

    3200 Wailea Alanui Dr Unit 2104, Kihei, HI 96753

    Introducing The Palms at Wailea, Unit 2104- One of Maui's Most Coveted Communities. Experience luxury island living in this exceptional 2 bedroom/2 bath vacation rental condo, one of only 14 with this desirable floor plan. Soaring 18-foot vaulted ceilings in the living room create a sense of grandeur, while the expansive 1,500 sq. ft. of indoor-outdoor living space-including a generous

    Amy Martilotto Coldwell Banker Island Prop-Ku

    3200 Wailea Alanui Dr Unit 2104, Kihei, HI 96753
  • /35

    $5,000,000 Sold Mar 24, 2025

    3800 Wailea Alanui Dr Unit 404, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,978 Sq Ft
    • Built 2005

    Last Sold Summary

    • 15% Below List Price
    • $2,528/SF
    • 316 Days On Market

    Current Estimated Value $4,834,283

    Last Listing Agent Bob Hansen Maui Luxury Real Estate LLC

    3800 Wailea Alanui Dr Unit 404, Kihei, HI 96753
    • /34

      Est $2,301,095 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 2,175 Sq Ft

      68 Poailani Place Unit 35, Kihei, HI 96753

      68 Poailani Place Unit 35, Kihei, HI 96753
  • /40

    $725,000 Open Tue 9:30AM - 12:30PM

    • 3 Beds
    • 3 Baths
    • 1,180 Sq Ft

    69 Piilaniwahine Loop Unit 1902, Kihei, HI 96753

    Opportunity knocking!! New to the market, this 3 bedroom, 2.5 bathroom Townhomes at Kehalani in north Kihei is currently the only townhome available at the time of listing! It is the rare condo in Kihei that has a garage! Conveniently located, you have convenient access to the nearby Sugar Beach, Piikea Shopping Center, restaurants and are a quick drive to Kahului, Costco or south to Wailea. Unit

    Lee Wheeler Keller Williams Realty Maui-Ki

    69 Piilaniwahine Loop Unit 1902, Kihei, HI 96753
  • /50

    $1,600,000 Sold Mar 17, 2025

    10 Wailea Ekolu Place Unit 404, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,071 Sq Ft
    • Built 1979

    Last Sold Summary

    • 4% Below List Price
    • $1,494/SF
    • 36 Days On Market

    Current Estimated Value $1,549,155

    Last Listing Agent Bradley MacArthur Hawaii Life (W)

    10 Wailea Ekolu Place Unit 404, Kihei, HI 96753
    • /3

      Est $36,055,204 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 4,762 Sq Ft

      47 Malukai Ln Unit 13, Kihei, HI 96753

      47 Malukai Ln Unit 13, Kihei, HI 96753
  • /43

    $3,795,000

    • 2 Beds
    • 3 Baths
    • 1,584 Sq Ft

    4000 Wailea Alanui Dr Unit 2003, Kihei, HI 96753

    Welcome to your serene sanctuary at Wailea Point, where peace and luxury intersect. This beautifully upgraded unit boasts captivating ocean views, lush landscaping to provide a tranquil backdrop to everyday living. With a 3rd flex bedroom, there is space for the whole family! You will be amazed by the views from the moment you walk through the front door. The upgraded kitchen flows harmoniously

    Debbie Arakaki Compass

    4000 Wailea Alanui Dr Unit 2003, Kihei, HI 96753
  • /50

    $2,215,000 Sold Jan 29, 2025

    3600 Wailea Alanui Dr Unit 2102, Kihei, HI 96753

    • 1 Bed
    • 2 Baths
    • 1,013 Sq Ft
    • Built 1980

    Last Sold Summary

    • 24% Below List Price
    • $2,187/SF
    • 159 Days On Market

    Current Estimated Value $2,130,220

    Last Listing Agent Sara Fox Keller Williams Realty Maui-Ki

    3600 Wailea Alanui Dr Unit 2102, Kihei, HI 96753
    • /45

      Est $2,760,819 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,089,000 Sq Ft

      14 Kainui Loop Unit 75A, Kihei, HI 96753

      14 Kainui Loop Unit 75A, Kihei, HI 96753
  • /48

    $7,495,000

    • 3 Beds
    • 4 Baths
    • 3,808 Sq Ft

    192 Halau Place, Kihei, HI 96753

    Stunning new offering in Wailea Golf Estates showcasing panoramic views from Kaho?olawe to the West Maui Mountains. Perched on a small knoll with only one neighbor, the home enjoys a wide open green belt along the 18th fairway stretching out before you. Nothing was spared in this top-to-bottom remodel, recently completed with exceptional attention to detail. A deep-blue pool contrasts beautifully

    David Richardson Hawaii Life (W)

    192 Halau Place, Kihei, HI 96753
  • /40

    $987,500 Sold May 22, 2025

    155 Wailea Ike Place Unit 16, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Built 1990

    Last Sold Summary

    • 6% Below List Price
    • $860/SF
    • 53 Days On Market

    Current Estimated Value $1,173,092

    Last Listing Agent Laurie Lowson Lowson & Associates

    155 Wailea Ike Place Unit 16, Kihei, HI 96753
    • /50

      Est $2,660,784 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,095,970 Sq Ft

      36 Kainui Loop Unit 73B, Kihei, HI 96753

      36 Kainui Loop Unit 73B, Kihei, HI 96753
  • /37

    $788,000

    • 1 Bed
    • 2 Baths
    • 849 Sq Ft

    2777 S Kihei Rd Unit 109, Kihei, HI 96753

    Beautifully renovated and ideally located, this ground-floor 1-bedroom, 2-bath condo at Maui Kamaole is perfect for someone looking to enjoy Maui's best in one of South Maui’s most sought-after resorts. This thoughtfully upgraded condo features a spacious open-concept layout, quality finishes, and two full bathrooms. Enjoy indoor-outdoor living with private lanais on both sides of the condo that

    Josh Jerman Hawaii Life (W)

    2777 S Kihei Rd Unit 109, Kihei, HI 96753
  • /29

    $925,000 Sold Sep 12, 2025

    2737 S Kihei Rd Unit 5-274, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,112 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $832/SF
    • 25 Days On Market

    Current Estimated Value $943,938

    Last Listing Agent Gary Mooers Coldwell Banker Island Prop(S)

    2737 S Kihei Rd Unit 5-274, Kihei, HI 96753
    • /30

      Est $2,695,734 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,095,970 Sq Ft

      197 Kainui Loop Unit 61B, Kihei, HI 96753

      197 Kainui Loop Unit 61B, Kihei, HI 96753
  • /50

    $2,750,000

    • 3 Beds
    • 2 Baths
    • 2,834 Sq Ft

    3124 Nahenahe Place, Kihei, HI 96753

    Discover one of Maui Meadows' hidden gems at the end of a quiet, private cul-de-sac. This beautifully updated home feels like a modern treehouse, surrounded by stunning ocean, mountain, and sunset views with no wires in your view and you can enjoy them from nearly every room. The main level features bright, open living, a contemporary kitchen, and a gorgeous primary suite with a soaking tub.

    Tom Tezak Hawaii Life (W)

    3124 Nahenahe Place, Kihei, HI 96753
  • /50

    $2,330,000 Sold Aug 11, 2025

    62 Ponana St, Kihei, HI 96753

    • 4 Beds
    • 3 Baths
    • 2,073 Sq Ft
    • Built 2001

    Last Sold Summary

    • 9% Below List Price
    • $1,124/SF
    • 65 Days On Market

    Current Estimated Value $2,282,517

    Last Listing Agent Stephanie Dutcher Coldwell Banker Island Prop-Ku

    62 Ponana St, Kihei, HI 96753
    • /40

      Est $2,180,518 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,095,970 Sq Ft

      89 Kai La Place Unit 38B, Kihei, HI 96753

      89 Kai La Place Unit 38B, Kihei, HI 96753
  • /50

    $5,500,000

    • 3 Beds
    • 3 Baths
    • 1,961 Sq Ft

    3800 Wailea Alanui Dr Unit 303, Kihei, HI 96753

    SUNSETS WITH ALOHA . . . . Original Owner| First Time Ever on the Market| Never Rented| Immaculate Condition| Fully Furnished| 3 Bedroom Suites| 3 Full Bathrooms. WBV Penthouse unit is situated on the third floor with panoramic sunset, outer island and ocean views AND also stunning views from the primary bedroom suite! Wailea Beach Villas is a beachfront complex, perfectly positioned in the heart

    Dennis Rush Compass-W

    3800 Wailea Alanui Dr Unit 303, Kihei, HI 96753
  • /39

    $1,435,000 Sold Dec 31, 2025

    10 Wailea Ekolu Place Unit 405, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,071 Sq Ft
    • Built 1979

    Last Sold Summary

    • 18% Below List Price
    • $1,340/SF
    • 242 Days On Market

    Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC

    10 Wailea Ekolu Place Unit 405, Kihei, HI 96753
    • /42

      Est $2,320,844 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,095,970 Sq Ft

      145 Kai La Place Unit 34A, Kihei, HI 96753

      145 Kai La Place Unit 34A, Kihei, HI 96753

Showing Results 121 - 160, Page 4 of 18

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