7,246

Wailea, HI Homes

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  • /35

    $925,000 Sold Jan 02, 2026

    3200 Wailea Alanui Dr Unit 1803, Kihei, HI 96753

    • 1 Bed
    • 2 Baths
    • 1,022 Sq Ft
    • Built 1992

    Last Sold Summary

    • 5% Below List Price
    • $905/SF
    • 130 Days On Market

    Last Listing Agent Katherine Bryndle Berkshire Hathaway Maui Prop-W

    3200 Wailea Alanui Dr Unit 1803, Kihei, HI 96753
    • /33

      Est $2,804,728 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,812 Sq Ft

      390 Pualoa Nani Place, Kihei, HI 96753

      390 Pualoa Nani Place, Kihei, HI 96753
  • /49

    $2,950,000 Pending

    • 4 Beds
    • 4 Baths
    • 2,520 Sq Ft

    978 Kupulau Dr, Kihei, HI 96753

    Stupendous, Amazing, Spectacular!! The view of all views...... Prepare to be impressed by sweeping, panoramic ocean and sunset views from this exceptional Maui Meadows residence, ideally situated on a prime corner lot near the top of the neighborhood. This spacious property offers incredible flexibility with a 4-bedroom, 3-bath main home, a generous basement of approximately 1,740 sq. ft., a

    David Richardson Hawaii Life (W)

    978 Kupulau Dr, Kihei, HI 96753
  • /50

    $3,312,500 Sold Feb 05, 2025

    106 Kai La Place Unit 27B, Kihei, HI 96753

    • 3 Beds
    • 3 Baths
    • 1,796 Sq Ft
    • Built 2006

    Last Sold Summary

    • 3% Below List Price
    • $1,844/SF
    • 21 Days On Market

    Current Estimated Value $3,140,568

    Last Listing Agent Lucas Woodford Coldwell Banker Island Prop(S)

    106 Kai La Place Unit 27B, Kihei, HI 96753
    • /48

      Est $2,718,890 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,804 Sq Ft

      321 Pualoa Nani Place, Kihei, HI 96753

      321 Pualoa Nani Place, Kihei, HI 96753
  • /32

    $1,499,000

    • 3 Beds
    • 3 Baths
    • 1,832 Sq Ft

    235 Keonekai Rd, Kihei, HI 96753

    A 1bed/1bath 480 sq ft attached Ohana plus a 2 bed/2 bath 1,352 sq ft main dwelling unit add up to this very special 3 bed/3 bath 1,832 sq ft home. There are two covered lanais, one of 224 sq ft adjoins the main dwelling unit and another of 192 sq ft adjoins the Ohana. Additionally, a wide driveway fronts an oversize two car garage. All is set well off the street behind a lava rock wall and is

    Gail Swanson Hawaiian Style Realty LLC

    235 Keonekai Rd, Kihei, HI 96753
  • /33

    $1,295,000 Sold Feb 10, 2025

    3200 Wailea Alanui Dr Unit 604, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,194 Sq Ft
    • Built 1992

    Last Sold Summary

    • 35% Below List Price
    • $1,085/SF
    • 240 Days On Market

    Current Estimated Value $1,327,665

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

    3200 Wailea Alanui Dr Unit 604, Kihei, HI 96753
    • /50

      Est $2,651,289 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,433 Sq Ft

      3105 N Noho Loihi Way, Kihei, HI 96753

      3105 N Noho Loihi Way, Kihei, HI 96753
  • /25

    $2,399,000

    • 3 Beds
    • 3 Baths
    • 1,910 Sq Ft

    161 Wailea Ike Place Unit C204, Kihei, HI 96753

    Set above the sparkling coastline of Wailea awaits Wailea Town Center C204, an exceptional three-bedroom, three-bath developer’s residence that captures breathtaking panoramic ocean views and exudes the relaxed elegance of contemporary island living. This beautifully designed home showcases sweeping vistas of the Pacific, outer islands, golf course, and Haleakala mountain, all enhanced by

    Evelyn Jaramillo Coldwell Banker Island Prop(P)

    161 Wailea Ike Place Unit C204, Kihei, HI 96753
  • /50

    $2,202,022 Sold Oct 08, 2025

    736 Mililani Place, Kihei, HI 96753

    • 3 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • Built 1999

    Last Sold Summary

    • 37% Below List Price
    • $1,101/SF
    • 289 Days On Market

    Current Estimated Value $2,442,214

    Last Listing Agent Steve Landin Keller Williams Realty Maui-Ka

    736 Mililani Place, Kihei, HI 96753
    • /30

      Est $6,897,490 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 5,756 Sq Ft

      167 Manalo St, Kihei, HI 96753

      167 Manalo St, Kihei, HI 96753
  • /46

    $4,795,000

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

    12 Hoolei Cir Unit S-2, Kihei, HI 96753

    Arguably south Maui's most exclusive "second home" destination, gated Ho'olei lives like a luxury residential community, with Hotel zoning that offers the option of worry-free short-term rental and immunity from Maui County's proposed vacation rental ban. Private, secure, and impeccably maintained, Ho'olei sets the standard for a secure, luxurious lifestyle and front-and-center access to all that

    Kevin Spaise Keller Williams Realty Maui-Ki

    12 Hoolei Cir Unit S-2, Kihei, HI 96753
  • /34

    $475,000 Sold Dec 10, 2025

    160 Keonekai Rd Unit 18-204, Kihei, HI 96753

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

    Last Sold Summary

    • 9% Below List Price
    • $633/SF
    • 83 Days On Market

    Last Listing Agent Sara Fox Keller Williams Realty Maui-Ki

    160 Keonekai Rd Unit 18-204, Kihei, HI 96753
    • /50

      Est $4,955,925 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,136 Sq Ft

      137 Manalo St, Kihei, HI 96753

      137 Manalo St, Kihei, HI 96753
  • /43

    $1,549,000

    • 2 Beds
    • 2 Baths
    • 1,194 Sq Ft

    3200 Wailea Alanui Dr Unit 1903, Kihei, HI 96753

    Experience life at Palms at Wailea 1903, where elegance surrounds you, comfort flows through every space, and island living feels beautifully complete. Life here slows to the rhythm of paradise, where the everyday becomes extraordinary in one of Wailea’s most exclusive communities. This ground-floor residence offers 2 bedrooms, 2 bathrooms, and 1,194 square feet of thoughtfully remodeled interior

    Robbie Dein Maui Real Estate Advisors LLC

    3200 Wailea Alanui Dr Unit 1903, Kihei, HI 96753
  • /38

    $509,000 Sold Jan 09, 2026

    2747 S Kihei Rd Unit B101, Kihei, HI 96753

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

    Last Sold Summary

    • 4% Below List Price
    • $708/SF
    • 45 Days On Market

    Last Listing Agent Kelly Swanson Compass-W

    2747 S Kihei Rd Unit B101, Kihei, HI 96753
    • /50

      Est $5,239,800 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 3,857 Sq Ft

      4342 W Waiola St, Kihei, HI 96753

      4342 W Waiola St, Kihei, HI 96753
  • /46

    $18,900,000

    • 4 Beds
    • 5 Baths
    • 4,328 Sq Ft

    4950 Makena Rd Unit 8, Kihei, HI 96753

    Nestled into a gated residential condominium community on Maui’s sun-drenched south shore, this 4-bedroom, 4.5-bath home provides over 4,300 sq.ft of interior space, beautifully renovated in 2024. This home offers stunning sunset views year-round. The updated kitchen has a substantial two-level island with Patagonia quartzite countertops and bar seating for six, with Leicht cabinetry, tile

    Leslie Smith Hawaii Life (W)

    4950 Makena Rd Unit 8, Kihei, HI 96753
  • /50

    $2,750,000 Sold Oct 01, 2025

    333 Kai Malu Place Unit 58A, Kihei, HI 96753

    • 3 Beds
    • 3 Baths
    • 1,796 Sq Ft
    • Built 2007

    Last Sold Summary

    • 13% Below List Price
    • $1,531/SF
    • 159 Days On Market

    Current Estimated Value $2,652,827

    Last Listing Agent Carol Olsen Coldwell Banker Island Prop(S)

    333 Kai Malu Place Unit 58A, Kihei, HI 96753
    • /40

      Est $3,846,959 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 2,851 Sq Ft

      195 E Ikea Kai Place, Kihei, HI 96753

      195 E Ikea Kai Place, Kihei, HI 96753
  • /50

    $625,000

    • 2 Beds
    • 2 Baths
    • 750 Sq Ft

    160 Keonekai Rd Unit 8-103, Kihei, HI 96753

    Perfect blend of modern luxury, comfort, and privacy with such a prime location within minutes to beaches, shopping and restaurants this unit really stand out as exceptional. Kenonekai Villages 8-103 is a beautiful ground-floor 2-bedroom, 1.5-bath unit with its own private yard and lanai—a rare offering. Fully remodeled in 2022 with modern, high-end finishes and smart home upgrades throughout,

    Todd Hudson Keller Williams Realty Maui-Ki

    160 Keonekai Rd Unit 8-103, Kihei, HI 96753
  • /50

    $2,900,000 Sold Jan 28, 2025

    595 Kupulau Dr, Kihei, HI 96753

    • 4 Beds
    • 4 Baths
    • 3,128 Sq Ft
    • Built 1974

    Last Sold Summary

    • 6% Below List Price
    • $927/SF
    • 11 Days On Market

    Current Estimated Value $2,807,868

    Last Listing Agent Geoffrey Cook Century 21 Island Homes

    595 Kupulau Dr, Kihei, HI 96753
    • /50

      Est $3,679,433 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,117 Sq Ft

      171 W Ikea Kai Place, Kihei, HI 96753

      171 W Ikea Kai Place, Kihei, HI 96753
  • /33

    $1,136,000

    • 2 Beds
    • 2 Baths
    • 1,052 Sq Ft

    2777 S Kihei Rd Unit C208, Kihei, HI 96753

    Welcome to Maui Kamaole, one of South Maui's most sought-after resort communities. Set on 23 acres of beautifully maintained tropical grounds, this low-rise complex offers a rare sense of privacy, space, and serenity in an unbeatable Kihei location-just moments from Wailea and some of the best beaches on Maui. This 2-bedroom, 2-bath townhouse-style condominium is perched above the front pool,

    Jan Bryan Coldwell Banker Island Prop(S)

    2777 S Kihei Rd Unit C208, Kihei, HI 96753
  • /50

    $3,200,000 Sold Jun 25, 2025

    4361 E Waiola Loop, Kihei, HI 96753

    • 4 Beds
    • 5 Baths
    • 3,693 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Below List Price
    • $867/SF
    • 2 Days On Market

    Current Estimated Value $3,444,142

    Last Listing Agent Paul Ferrall Coldwell Banker Island Prop-Ku

    4361 E Waiola Loop, Kihei, HI 96753
    • /38

      Est $2,798,127 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,219 Sq Ft

      170 Alaula Place, Kihei, HI 96753

      170 Alaula Place, Kihei, HI 96753
  • /40

    $5,100,000

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

    81 Makakehau St Unit H-2, Kihei, HI 96753

    Discover luxury resort living in this exceptional ocean-view Villa located within the prestigious gated community of Ho'olei in Wailea. It is ideally positioned near world-class resorts, fine dining, luxury shopping, championship golf courses, and Maui's best beaches. The Villa features 3 bedrooms and 3.5 bathrooms, in a two-story townhome-style, encompassing 2,426 square feet. There is an

    Jan Bryan Coldwell Banker Island Prop(S)

    81 Makakehau St Unit H-2, Kihei, HI 96753
  • /44

    $1,875,000 Sold Nov 21, 2025

    147 Ponana St, Kihei, HI 96753

    • 3 Beds
    • 2 Baths
    • 1,988 Sq Ft
    • Built 1996

    Last Sold Summary

    • 4% Below List Price
    • $943/SF
    • 4 Days On Market

    Last Listing Agent Jean Keating Coldwell Banker Island Prop-Ku

    147 Ponana St, Kihei, HI 96753
    • /26

      Est $5,902,584 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 3,880 Sq Ft

      182 Heleuma Place, Kihei, HI 96753

      182 Heleuma Place, Kihei, HI 96753
  • /32

    $1,349,000

    • 2 Beds
    • 2 Baths
    • 1,242 Sq Ft

    3200 Wailea Alanui Dr Unit 1605, Kihei, HI 96753

    Discover Unbeatable Wailea Value Experience the perfect blend of affordability and luxury in the prestigious Palms at Wailea. This inviting, turnkey furnished, ground-level, 2-bedroom, 2-bath residence in Building 16 is priced as one of the most accessible two-bedrooms in the complex, presenting a rare opportunity to own in this sought-after community. The unit is designed for comfort and privacy

    Kathleen Tezak Island Sotheby's Int'l Rlty(W)

    3200 Wailea Alanui Dr Unit 1605, Kihei, HI 96753
  • /50

    $765,000 Sold May 30, 2025

    2695 S Kihei Rd Unit 10-108, Kihei, HI 96753

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

    Last Sold Summary

    • 1% Below List Price
    • $935/SF
    • 6 Days On Market

    Last Listing Agent Geoffrey Cook Century 21 Island Homes

    2695 S Kihei Rd Unit 10-108, Kihei, HI 96753
    • /49

      Est $4,104,993 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,356 Sq Ft

      210 Heleuma Place, Kihei, HI 96753

      210 Heleuma Place, Kihei, HI 96753
  • /34

    $1,495,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,679 Sq Ft

    262 Hapakolu Place, Kihei, HI 96753

    Are you searching for the perfect South Maui lifestyle... just 5 minutes from Wailea’s world-class beaches, dining, and shopping? Welcome home to this beautifully renovated Kihei residence with a detached cottage — the ideal blend of comfort, convenience, and opportunity. Step into the main home and discover: A beautifully updated kitchen ready for your culinary adventures. A spacious primary

    Liza Rivera Keller Williams Realty Maui-Ki

    262 Hapakolu Place, Kihei, HI 96753
  • /30

    $12,900,000 Sold Aug 22, 2025

    4000 Wailea Alanui Dr Unit 102, Kihei, HI 96753

    • 3 Beds
    • 3 Baths
    • 3,850 Sq Ft
    • Built 1986

    Last Sold Summary

    • 11% Below List Price
    • $3,351/SF
    • 260 Days On Market

    Current Estimated Value $8,833,701

    Last Listing Agent Dave Wagner Wailea Point Realty, Inc.

    4000 Wailea Alanui Dr Unit 102, Kihei, HI 96753
    • /47

      Est $4,427,108 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 4,035 Sq Ft

      207 Heleuma Place, Kihei, HI 96753

      207 Heleuma Place, Kihei, HI 96753
  • /13

    $2,198,000

    • Land
    • 0.53 Acre
    • $4,147,139 per Acre

    10 Halapa Place Unit 9, Kihei, HI 96753

    Discover your own slice of paradise in the prestigious Ridge at Wailea subdivision. This expansive half-acre vacant lot offers breathtaking panoramic ocean views, where you can witness the stunning sunsets and serene beauty of the Pacific every day. Enjoy unparalleled privacy on this prime piece of land, providing a tranquil retreat while still being conveniently close to Wailea’s world-class

    Diane Pool Hawaii Life (W)

    10 Halapa Place Unit 9, Kihei, HI 96753
  • /50

    $2,175,000 Sold Apr 29, 2025

    3365 Akala Dr, Kihei, HI 96753

    • 4 Beds
    • 3 Baths
    • 2,686 Sq Ft
    • Built 1988

    Last Sold Summary

    • 5% Below List Price
    • $810/SF
    • 84 Days On Market

    Current Estimated Value $2,475,879

    Last Listing Agent Janice Goodnight Coldwell Banker Island Prop-KP

    3365 Akala Dr, Kihei, HI 96753
    • /50

      Est $5,712,998 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,718 Sq Ft

      195 Heleuma Place, Kihei, HI 96753

      195 Heleuma Place, Kihei, HI 96753
  • /44

    $4,495,000

    • 2 Beds
    • 2 Baths
    • 1,510 Sq Ft

    4850 Makena Alanui Unit F108, Kihei, HI 96753

    Welcome to Makena Surf F-108. This ground floor 2-bedroom, 2-bathroom luxury condominium is just steps to the beach with unobstructed ocean views. Features include a spacious open floor plan with the living, dining and kitchen areas opening to an expansive lanai and grass area for seamless indoor/outdoor living. Tile flooring throughout, plantation shutters and central AC. This unit is being sold

    Leslie Smith Hawaii Life (W)

    4850 Makena Alanui Unit F108, Kihei, HI 96753
  • /42

    $630,000 Sold Jul 10, 2025

    2695 S Kihei Rd Unit 7308, Kihei, HI 96753

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

    Last Sold Summary

    • 3% Below List Price
    • $770/SF
    • 6 Days On Market

    Last Listing Agent Holly Crouse Maui Realty Connections

    2695 S Kihei Rd Unit 7308, Kihei, HI 96753

Showing Results 441 - 480, Page 12 of 18

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