7,262

Wailea, HI Homes

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  • /37

    $975,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    155 Wailea Ike Place Unit 65, Kihei, HI 96753

    Grand Champions Unit 65 offers the perfect blend of comfort, views, and Wailea lifestyle. This updated 2 bedroom, 2 bathroom corner unit spans 1,056 square feet and overlooks the 7th fairway of the Wailea Blue Golf Course, with lush greenery and golf course views from nearly every window. The open kitchen and living area create an inviting flow, featuring granite countertops and an eat in kitchen

    Tiffany Hyde Island Sotheby's Int'l Rlty(W)

    155 Wailea Ike Place Unit 65, Kihei, HI 96753
  • /26

    $550,000 Sold Dec 12, 2025

    160 Keonekai Rd Unit 7-101, Kihei, HI 96753

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

    Last Sold Summary

    • 4% Below List Price
    • $733/SF
    • 25 Days On Market

    Current Estimated Value $561,387

    Last Listing Agent Austin MacArthur Hawaii Life (W)

    160 Keonekai Rd Unit 7-101, Kihei, HI 96753
    • /21

      Est $505,187 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 301,871 Sq Ft

      2747 S Kihei Rd Unit D101, Kihei, HI 96753

      2747 S Kihei Rd Unit D101, Kihei, HI 96753
  • /35

    $898,000 Pending

    • 1 Bed
    • 2 Baths
    • 849 Sq Ft

    2777 S Kihei Rd Unit 106, Kihei, HI 96753

    Experience the beauty of Maui from this tastefully remodeled one-bedroom, two-bath oceanview retreat at the highly desirable Maui Kamaole. Step inside and enjoy the spacious, open floor plan with a fully upgraded kitchen featuring new cabinetry, granite countertops, and stylish fixtures. The kitchen flows seamlessly into the dining and living areas, creating a bright and welcoming gathering

    Clint Hansen Maui Luxury Real Estate LLC

    2777 S Kihei Rd Unit 106, Kihei, HI 96753
  • /50

    $1,750,000 Sold Mar 04, 2025

    754 Kumulani Dr, Kihei, HI 96753

    • 3 Beds
    • 2 Baths
    • 1,964 Sq Ft
    • Built 1976

    Last Sold Summary

    • 24% Below List Price
    • $891/SF
    • 63 Days On Market

    Current Estimated Value $2,004,013

    Last Listing Agent Darla Phillips eXp Realty

    754 Kumulani Dr, Kihei, HI 96753
    • /30

      Est $499,924 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 301,871 Sq Ft

      2747 S Kihei Rd Unit C304, Kihei, HI 96753

      2747 S Kihei Rd Unit C304, Kihei, HI 96753
  • /41

    $1,088,000

    • 3 Beds
    • 2 Baths
    • 1,389 Sq Ft

    2757 S Kihei Rd Unit 801, Kihei, HI 96753

    Tranquility awaits at Paradise Ridge Estates! Live your best life at South Maui's newest, exclusive gated community. Start your day on your covered lanai, perfectly perched at the front of the community, gazing upon the glimmering waters of the beautiful blue Pacific Ocean. Enjoy a casual stroll to Kamaole III Beach park or head to breakfast moments away in Kihei or Wailea - an abundance of

    Geoffrey Cook Century 21 Island Homes

    2757 S Kihei Rd Unit 801, Kihei, HI 96753
  • /49

    $2,800,000 Sold Feb 09, 2026

    52 Kai Malu Dr Unit 202 (9D), Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,374 Sq Ft
    • Built 2024

    Last Sold Summary

    • 10% Below List Price
    • $2,038/SF
    • 57 Days On Market

    Last Listing Agent Carla Lorimor Polaris Pacific

    52 Kai Malu Dr Unit 202 (9D), Kihei, HI 96753
    • /34

      Est $518,952 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 719 Sq Ft

      2747 S Kihei Rd Unit C105, Kihei, HI 96753

      2747 S Kihei Rd Unit C105, Kihei, HI 96753
  • /19

    $6,200,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,900 Sq Ft

    4000 Wailea Alanui Dr Unit 603, Kihei, HI 96753

    Experience the pinnacle of oceanfront living in this exquisite two-bedroom, two-bath residence at the prestigious Wailea Point. Directly front row, this impeccably designed ground-level home captures unequivocal Pacific and outer island views. Architecturally designed, this stunning unit has been reimagined by Sean Connors, showcasing exceptional craftsmanship and a refined blend of textures and

    Nancy J. Callahan Coldwell Banker Island Prop(S)

    4000 Wailea Alanui Dr Unit 603, Kihei, HI 96753
  • /40

    $1,260,000 Sold Mar 24, 2025

    3300 Wailea Alanui Dr Unit 47B, Kihei, HI 96753

    • 1 Bed
    • 2 Baths
    • 952 Sq Ft
    • Built 1976

    Last Sold Summary

    • 8% Below List Price
    • $1,324/SF
    • 149 Days On Market

    Current Estimated Value $1,217,159

    Last Listing Agent Wendy R. Peterson Island Sotheby's International Realty(M)

    3300 Wailea Alanui Dr Unit 47B, Kihei, HI 96753
    • /38

      Est $494,273 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 719 Sq Ft

      2747 S Kihei Rd Unit C102, Kihei, HI 96753

      2747 S Kihei Rd Unit C102, Kihei, HI 96753
  • /50

    $899,000

    • 1 Bed
    • 2 Baths
    • 818 Sq Ft

    2695 S Kihei Rd Unit 10-212, Kihei, HI 96753

    Kamaole Sands is ideally situated in South Maui, just across the street from the stunning Kamaole Beach III, a perfect spot for swimming, snorkeling, and turtle watching. Unit 10-212 is perfectly positioned near the front of the resort, across from the ocean! The property is also conveniently located close to shopping, dining, world-class golf courses, and some of Maui's best beaches. Spanning 15

    Todd Hudson Keller Williams Realty Maui-Ki

    2695 S Kihei Rd Unit 10-212, Kihei, HI 96753
  • /43

    $925,000 Sold Nov 05, 2025

    2737 S Kihei Rd Unit 3-251, Kihei, HI 96753

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

    Last Sold Summary

    • 18% Below List Price
    • $832/SF
    • 55 Days On Market

    Current Estimated Value $945,572

    Last Listing Agent Chelsea Dimin Compass-W

    2737 S Kihei Rd Unit 3-251, Kihei, HI 96753
    • /17

      Est $478,348 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 301,871 Sq Ft

      2747 S Kihei Rd Unit C001, Kihei, HI 96753

      2747 S Kihei Rd Unit C001, Kihei, HI 96753
  • /38

    $950,000 Open Wed 1PM - 5PM

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

    2737 S Kihei Rd Unit 336, Kihei, HI 96753

    Rare 2 bedroom + grandfathered loft at Hale Kamaole. This 2 bedroom, 2 bathroom, plus loft, lives like a 3 bedroom. The lower level guest bathroom features a walk in shower. The upper level bedroom offers a king bed and a private en-suite tub shower combination bathroom. Each bedroom has air conditioning and the living room is wired with a separate circuit to add air conditioning. The loft area

    Roger Pleski Coldwell Banker Island Prop(S)

    2737 S Kihei Rd Unit 336, Kihei, HI 96753
  • /44

    $650,000 Sold Nov 13, 2025

    2653 S Kihei Rd Unit 213, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 890 Sq Ft
    • Built 1974

    Last Sold Summary

    • 23% Below List Price
    • $730/SF
    • 127 Days On Market

    Current Estimated Value $777,099

    Last Listing Agent Donavan OToole Real Broker

    2653 S Kihei Rd Unit 213, Kihei, HI 96753
    • /36

      Est $490,359 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 301,871 Sq Ft

      2747 S Kihei Rd Unit B103, Kihei, HI 96753

      2747 S Kihei Rd Unit B103, Kihei, HI 96753
  • /37

    $2,150,000 Open Sun 10AM - 1:30PM

    • 2 Beds
    • 2 Baths
    • 1,469 Sq Ft

    533 Mikioi Place Unit 2, Kihei, HI 96753

    Property is also listed as Residential Condo MLS #407842 Located in one of South Maui’s most desirable neighborhoods, this beautifully maintained and thoughtfully designed plantation-style home seamlessly blends modern finishes with luxury and beach comfort. As you pass through the large front door you are greeted by a dramatic entrance with large foyer ceilings and an abundance of natural light.

    Lucas Peterson Bello Realty Inc

    533 Mikioi Place Unit 2, Kihei, HI 96753
  • /50

    $4,800,000 Sold Aug 25, 2025

    15 Kiloa St Unit N4, Kihei, HI 96753

    • 3 Beds
    • 4 Baths
    • 2,619 Sq Ft
    • Built 2008

    Last Sold Summary

    • 11% Below List Price
    • $1,833/SF
    • 190 Days On Market

    Current Estimated Value $4,817,668

    Last Listing Agent Dano Sayles Coldwell Banker Island Prop(S)

    15 Kiloa St Unit N4, Kihei, HI 96753
    • /24

      Est $489,650 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 301,871 Sq Ft

      2747 S Kihei Rd Unit A006, Kihei, HI 96753

      2747 S Kihei Rd Unit A006, Kihei, HI 96753
  • /39

    $700,000

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    2619 S Kihei Rd Unit 205 B, Kihei, HI 96753

    Excellent location. Experience the ultimate island lifestyle in this beautifully maintained 2-bedroom, 2-bath, single-level condominium at Haleakala Shores, ideally situated just a half block from the beach. This spacious unit offers serene Haleakala views and features a bright, open floor plan with tile flooring, upgraded cabinetry, granite countertops, and upgraded appliances. Additional

    Nathan Moore Kumulani Vacations&Realty

    2619 S Kihei Rd Unit 205 B, Kihei, HI 96753
  • /39

    $2,300,000 Sold Aug 05, 2025

    3950 Kalai Waa St Unit H101, Kihei, HI 96753

    • 3 Beds
    • 3 Baths
    • 1,790 Sq Ft
    • Built 1998

    Last Sold Summary

    • 11% Below List Price
    • $1,285/SF
    • 205 Days On Market

    Current Estimated Value $2,213,494

    Last Listing Agent Leslie Smith Hawaii Life (W)

    3950 Kalai Waa St Unit H101, Kihei, HI 96753
    • /37

      Est $500,083 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 301,871 Sq Ft

      2747 S Kihei Rd Unit A004, Kihei, HI 96753

      2747 S Kihei Rd Unit A004, Kihei, HI 96753
  • /33

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    2619 S Kihei Rd Unit A207, Kihei, HI 96753

    Your Maui Beach Life Awaits at Haleakala Shores A207! Welcome to Haleakala Shores A207-a bright, spacious, and beautifully updated condo located just steps from the golden sands of Kamaole III Beach Park. This South Kihei gem is not only a "Guest Favorite" on Airbnb with many repeat visitors, but it also offers the perfect blend of comfort, convenience, and island charm-whether you're looking for

    Donna Butterfield Coldwell Banker Island Prop(S)

    2619 S Kihei Rd Unit A207, Kihei, HI 96753
  • /46

    $1,150,000 Sold Feb 23, 2026

    2757 S Kihei Rd Unit 204, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,251 Sq Ft
    • Built 2023

    Last Sold Summary

    • 18% Below List Price
    • $919/SF
    • 386 Days On Market

    Current Estimated Value $1,312,068

    Last Listing Agent Geoffrey Cook Century 21 Island Homes

    2757 S Kihei Rd Unit 204, Kihei, HI 96753
    • /50

      Est $893,795 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 890 Sq Ft

      2653 S Kihei Rd Unit 313, Kihei, HI 96753

      2653 S Kihei Rd Unit 313, Kihei, HI 96753
  • /29

    $1,350,000

    • 2 Beds
    • 2 Baths
    • 949 Sq Ft

    3950 Kalai Waa St Unit E102, Kihei, HI 96753

    Stunning ocean and fairway views. Ground floor lanai flowing out to spacious grass area. Upgraded custom woodwork includes sapele kitchen, front entry cabinet, bathroom vanities, and closet build outs. Includes a unique additional custom shiplap murphy bed wall unit with cabinets and pull-out panels to create a third bedroom in front room for guests. Optional custom sapele murphy bed in second

    Nathalie Mullinix Nathalie Mullinix Realty Universal, Inc.

    3950 Kalai Waa St Unit E102, Kihei, HI 96753
  • /32

    $959,000 Sold Oct 29, 2025

    2724 Panepoo St, Kihei, HI 96753

    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft
    • Built 1979

    Last Sold Summary

    • 4% Below List Price
    • $569/SF
    • 6 Days On Market

    Current Estimated Value $1,098,187

    Last Listing Agent Lesa Warner-Burke Real Broker

    2724 Panepoo St, Kihei, HI 96753
    • /37

      Est $878,432 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 77,972 Sq Ft

      2653 S Kihei Rd Unit 204, Kihei, HI 96753

      2653 S Kihei Rd Unit 204, 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
  • /50

    $1,150,000 Sold Feb 13, 2026

    3300 Wailea Alanui Dr Unit 25B, Kihei, HI 96753

    • 2 Beds
    • 3 Baths
    • 1,133 Sq Ft
    • Built 1976

    Last Sold Summary

    • 18% Below List Price
    • $1,015/SF
    • 33 Days On Market

    Current Estimated Value $1,301,534

    Last Listing Agent Terence Alling Coldwell Banker Island Prop-Ku

    3300 Wailea Alanui Dr Unit 25B, Kihei, HI 96753
    • /38

      Est $900,943 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,048 Sq Ft

      2619 S Kihei Rd Unit B512, Kihei, HI 96753

      2619 S Kihei Rd Unit B512, 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
  • /50

    $4,150,000 Sold Apr 04, 2025

    57 Makakehau St Unit J-2, Kihei, HI 96753

    • 3 Beds
    • 4 Baths
    • 2,426 Sq Ft
    • Built 2007

    Last Sold Summary

    • 31% Below List Price
    • $1,711/SF
    • 333 Days On Market

    Current Estimated Value $4,647,540

    Last Listing Agent Dano Sayles Coldwell Banker Island Prop(S)

    57 Makakehau St Unit J-2, Kihei, HI 96753
    • /28

      Est $807,525 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,048 Sq Ft

      2619 S Kihei Rd Unit B402, Kihei, HI 96753

      2619 S Kihei Rd Unit B402, Kihei, HI 96753
  • /40

    $725,000 Open Thu 10AM - 2PM

    • 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

    $1,425,000 Sold Sep 05, 2025

    145 Poailani Place Unit 26, Kihei, HI 96753

    • 3 Beds
    • 3 Baths
    • 1,984 Sq Ft
    • Built 2006

    Last Sold Summary

    • 5% Below List Price
    • $718/SF
    • 3 Days On Market

    Current Estimated Value $1,742,296

    Last Listing Agent Leslie Smith Hawaii Life (W)

    145 Poailani Place Unit 26, Kihei, HI 96753
    • /36

      Est $809,353 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 108,900 Sq Ft

      2619 S Kihei Rd Unit B204, Kihei, HI 96753

      2619 S Kihei Rd Unit B204, Kihei, HI 96753
  • /47

    $6,750,000 Pending

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

    192 Halau Place, Kihei, HI 96753

    A rare opportunity in Wailea Golf Estates, this stunning view residence commands sweeping panoramic vistas from Kahoolawe to the West Maui Mountains, overlooking the 18th fairway with only one neighboring home for exceptional privacy. Completely re-engineered through a top-to-bottom renovation, the property lives and feels like new construction—without the delays or uncertainty of building.

    David Richardson Hawaii Life (W)

    192 Halau Place, Kihei, HI 96753

Showing Results 281 - 320, Page 8 of 18

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