7,318

Wailea, HI Homes

Section Image
    • /43

      Est $1,162,121 Not Listed For Sale

      3950 Kalai Waa St Unit P202, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 949 Sq Ft
      • Built 1998
      3950 Kalai Waa St Unit P202, Kihei, HI 96753

      Last Sold Summary

      • 12% Below List Price
      • $1,396/SF
      • 127 Days On Market
      • Last Sold Price $1,325,000
      • Mar 19, 2024

      Last Listing Agent Leslie Smith Hawaii Life (W)

  • /37

    $659,000

    • 1 Bed
    • 2 Baths
    • 818 Sq Ft

    2695 S Kihei Rd Unit 210B4, Kihei, HI 96753

    Ground floor, ocean views, and a premier inner court location. This turnkey 1 bedroom, 2 bathroom condo at Kamaole Sands features ground floor convenience in coveted building #2 with picturesque ocean and garden views, while being in close proximity to the pool and BBQ areas. The condo has been a guest favorite with features including granite counters throughout, AC in the living room and

    Matthew Tarasenko PMI Maui

    2695 S Kihei Rd Unit 210B4, Kihei, HI 96753
  • /50

    $2,685,000 Sold Feb 06, 2026

    61 Kainehe Place Unit 13B, Kihei, HI 96753

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

    Last Sold Summary

    • 6% Below List Price
    • $1,495/SF
    • 36 Days On Market

    Current Estimated Value $2,670,000

    Last Listing Agent Hank Rapoza Coldwell Banker Island Prop-Ku

    61 Kainehe Place Unit 13B, Kihei, HI 96753
    • /49

      Est $1,176,214 Not Listed For Sale

      3950 Kalai Waa St Unit P201, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 949 Sq Ft
      • Built 1998
      3950 Kalai Waa St Unit P201, Kihei, HI 96753

      Last Sold Summary

      • 10% Below List Price
      • $1,370/SF
      • 24 Days On Market
      • Last Sold Price $1,300,000
      • Feb 21, 2025

      Last Listing Agent Alana Rucynski Hawaii Life (W)

  • /47

    $599,000 Pending

    • 1 Bed
    • 2 Baths
    • 849 Sq Ft

    2777 S Kihei Rd Unit 102, Kihei, HI 96753

    REDUCED $121,000 from Original List Price * UPDATED, CLEAN & TURN KEY* 849 SQ FT 1 Bed, 2 Full BATHROOMS * MAUI KAMAOLE Built in 1999 UPDATED in 2020-2025. Located across from Kamaole Beach Park III & Kihei Boat Ramp. FRESH Sherwin Williams Duration Pure White Interior Paint, BRAND NEW 18 Light SPUTNIK Dining Chandelier, BRAND NEW Recessed Lights, Newer Bamboo Cabinets with Fully Adjustable

    Christine Hamilton Coldwell Banker Island Prop(S)

    2777 S Kihei Rd Unit 102, Kihei, HI 96753
  • /50

    $2,700,000 Sold Jan 02, 2026

    153 Hokai Place, Kihei, HI 96753

    • 5 Beds
    • 3 Baths
    • 3,175 Sq Ft
    • Built 2004

    Last Sold Summary

    • 10% Below List Price
    • $850/SF
    • 25 Days On Market

    Current Estimated Value $2,738,883

    Last Listing Agent Lydia Pedro Hawaii Life (W)

    153 Hokai Place, Kihei, HI 96753
    • /34

      Est $1,073,808 Not Listed For Sale

      3950 Kalai Waa St Unit M201, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 949 Sq Ft
      • Built 1998
      3950 Kalai Waa St Unit M201, Kihei, HI 96753

      Last Sold Summary

      • 11% Below List Price
      • $1,264/SF
      • 110 Days On Market
      • Last Sold Price $1,200,000
      • Mar 07, 2024

      Last Listing Agent Leslie Smith Hawaii Life (W)

  • /43

    $2,295,000

    • 3 Beds
    • 3 Baths
    • 1,786 Sq Ft

    19 Kai La Place Unit 43B, Kihei, HI 96753

    Welcome to Kai Malu 43B, beautifully remodeled in 2024, this 3-bedroom, 2.5-bathroom home offers unparalleled privacy, a spacious outdoor area and breathtaking views of the ocean and outer islands. Step inside to discover an open-concept kitchen and living room, perfect for both entertaining and everyday living. Wide plank oak flooring graces the upper and lower levels, adding warmth and elegance

    Patrick Franta Coldwell Banker Island Prop(S)

    19 Kai La Place Unit 43B, Kihei, HI 96753
  • /40

    $1,320,000 Sold Feb 11, 2026

    2757 S Kihei Rd Unit 403, Kihei, HI 96753

    • 3 Beds
    • 2 Baths
    • 1,389 Sq Ft
    • Built 2023

    Last Sold Summary

    • 16% Below List Price
    • $950/SF
    • 370 Days On Market

    Current Estimated Value $1,293,070

    Last Listing Agent Matthew Tarasenko PMI Maui

    2757 S Kihei Rd Unit 403, Kihei, HI 96753
    • /34

      Est $1,987,562 Not Listed For Sale

      3950 Kalai Waa St Unit E103, Kihei, HI 96753

      • 3 Beds
      • 3 Baths
      • 1,788 Sq Ft
      • Built 1998
      3950 Kalai Waa St Unit E103, Kihei, HI 96753

      Last Sold Summary

      • 20% Below List Price
      • $1,398/SF
      • 85 Days On Market
      • Last Sold Price $2,500,000
      • Mar 22, 2024

      Last Listing Agent Leslie Smith Hawaii Life (W)

  • /48

    $899,000

    • 1 Bed
    • 2 Baths
    • 1,039 Sq Ft

    2777 S Kihei Rd Unit 105, Kihei, HI 96753

    DONT MISS THIS ONE: LIVES LIKE A 2 BEDROOM 2 BATH CONDO- Maui Kamaole #L-105 is a spacious and private ground-floor 1-bedroom, 2-bath condominium offering 1,039 sq ft of interior living space and a partial ocean view. This well-designed unit includes a bonus room with a queen bed, ideal for additional sleeping accommodations, office, den, or storage. The open floor plan features a kitchen that

    Robyn Curletti Compass

    2777 S Kihei Rd Unit 105, Kihei, HI 96753
  • /41

    $800,000 Sold Nov 04, 2025

    155 Wailea Ike Place Unit 67, Kihei, HI 96753

    • 1 Bed
    • 2 Baths
    • 908 Sq Ft
    • Built 1990

    Last Sold Summary

    • 26% Below List Price
    • $881/SF
    • 342 Days On Market

    Current Estimated Value $1,157,524

    Last Listing Agent Patrick Franta Coldwell Banker Island Prop(S)

    155 Wailea Ike Place Unit 67, Kihei, HI 96753
    • /32

      Est $1,207,942 Not Listed For Sale

      3950 Kalai Waa St Unit E101, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 949 Sq Ft
      • Built 1998
      3950 Kalai Waa St Unit E101, Kihei, HI 96753

      Last Sold Summary

      • 9% Below List Price
      • $1,396/SF
      • 48 Days On Market
      • Last Sold Price $1,325,000
      • Jun 10, 2024

      Last Listing Agent Rhonda Smith-Sanchez Coldwell Banker Island Prop(P)

  • /37

    $825,000

    • 2 Beds
    • 2 Baths
    • 1,188 Sq Ft

    2695 S Kihei Rd Unit 8-407, Kihei, HI 96753

    Opportunity Knocks with this 2 bedroom, 2 bathroom, large lanai condo, at Kamaole Sands. Priced to sell with loads of potential, for the next owner to make it their own. The condo is being sold fully furnished and is equipped with features including partial ocean and mountain views, top floor location, vaulted ceilings, a spacious lofted primary bedroom, stainless steel kitchen appliances, a well

    Matthew Tarasenko PMI Maui

    2695 S Kihei Rd Unit 8-407, Kihei, HI 96753
  • /33

    $980,000 Sold Feb 06, 2026

    10 Wailea Ekolu Place Unit 408, Kihei, HI 96753

    • 1 Bed
    • 2 Baths
    • 866 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Below List Price
    • $1,132/SF
    • 8 Days On Market

    Current Estimated Value $1,187,389

    Last Listing Agent David McAlear Coldwell Banker Island Prop-Ku

    10 Wailea Ekolu Place Unit 408, Kihei, HI 96753
    • /29

      Est $1,171,406 Not Listed For Sale

      3950 Kalai Waa St Unit D202, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 538,837 Sq Ft
      • Built 1998
      3950 Kalai Waa St Unit D202, Kihei, HI 96753

      Last Sold Summary

      • 12% Below List Price
      • $2/SF
      • 20 Days On Market
      • Last Sold Price $1,325,000
      • Jul 07, 2023

      Last Listing Agent Leslie Smith Hawaii Life (W)

  • /33

    $4,495,000

    • 2 Beds
    • 2 Baths
    • 1,558 Sq Ft

    4000 Wailea Alanui Dr Unit 2904, Kihei, HI 96753

    Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point! South Maui's most elegant, luxurious, and private community. This premier oceanfront enclave's luxury and casual sophistication marries the divine setting with dramatic ocean views. Enjoy the premier Maui lifestyle in this private, spacious, fully furnished 2-bedroom, 2-bath residence in beautiful Wailea Point.

    Kelly Anderson Coldwell Banker Island Prop(P)

    4000 Wailea Alanui Dr Unit 2904, Kihei, HI 96753
  • /48

    $2,500,000 Sold Jul 09, 2025

    134 Kainui Loop Unit 66A, Kihei, HI 96753

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

    Last Sold Summary

    • 4% Below List Price
    • $1,392/SF
    • 9 Days On Market

    Current Estimated Value $2,526,037

    Last Listing Agent Sara Romvari Romvari Realty Ltd

    134 Kainui Loop Unit 66A, Kihei, HI 96753
    • /38

      Est $1,871,616 Not Listed For Sale

      3950 Kalai Waa St Unit D103, Kihei, HI 96753

      • 3 Beds
      • 3 Baths
      • 538,837 Sq Ft
      • Built 1998
      3950 Kalai Waa St Unit D103, Kihei, HI 96753

      Last Sold Summary

      • 6% Below List Price
      • $4/SF
      • 50 Days On Market
      • Last Sold Price $1,999,999
      • Oct 04, 2023

      Last Listing Agent Leslie Smith Hawaii Life (W)

  • /41

    $1,850,000

    • 2 Beds
    • 2 Baths
    • 767 Sq Ft

    2960 S Kihei Rd Unit 615, Kihei, HI 96753

    Mana Kai magic! Peace and privacy are the hallmarks of this fabulous east-end unit with incredible Ocean, Keawakapu Beach, outer island (Molokini and Kahoolawe), and Upcountry views, with Pu’u Ola’i standing proudly to the south and majestic Haleakala to the east. This 2 bedroom, 2 bath gem in this HOTEL ZONED resort is ideally located to be convenient to everything South Kihei and the Wailea

    Jeff Simon Hawaii Life (W)

    2960 S Kihei Rd Unit 615, Kihei, HI 96753
  • /47

    $2,075,000 Sold Jul 16, 2025

    2841 Umalu Place, Kihei, HI 96753

    • 5 Beds
    • 4 Baths
    • 2,800 Sq Ft
    • Built 1988

    Last Sold Summary

    • 17% Below List Price
    • $741/SF
    • 489 Days On Market

    Current Estimated Value $2,017,026

    Last Listing Agent Brandy Shelby Westminster Realty Inc

    2841 Umalu Place, Kihei, HI 96753
    • /50

      Est $1,826,436 Not Listed For Sale

      3950 Kalai Waa St Unit B103, Kihei, HI 96753

      • 3 Beds
      • 3 Baths
      • 1,568 Sq Ft
      • Built 1998
      3950 Kalai Waa St Unit B103, Kihei, HI 96753

      Last Sold Summary

      • 8% Below List Price
      • $1,268/SF
      • 21 Days On Market
      • Last Sold Price $1,987,447
      • Jun 18, 2024

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

  • /25

    $1,995,000 Pending

    • 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
  • /26

    $475,000 Sold Apr 21, 2026

    160 Keonekai Rd Unit 16-102, Kihei, HI 96753

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

    Last Sold Summary

    • $633/SF
    • 2 Days On Market

    Current Estimated Value $505,346

    Last Listing Agent Paul Ferrall Coldwell Banker Island Prop-Ku

    160 Keonekai Rd Unit 16-102, Kihei, HI 96753
    • /35

      Est $1,120,935 Not Listed For Sale

      3950 Kalai Waa St Unit A201, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 949 Sq Ft
      • Built 1998
      3950 Kalai Waa St Unit A201, Kihei, HI 96753

      Last Sold Summary

      • 12% Above List Price
      • $1,054/SF
      • 141 Days On Market
      • Last Sold Price $999,950
      • Dec 13, 2024

      Last Listing Agent Al Chiarella Coldwell Banker Island Prop(P)

  • /46

    $4,100,000

    • 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
  • /36

    $800,000 Sold Jun 04, 2025

    2695 S Kihei Rd Unit 10-211, Kihei, HI 96753

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

    Last Sold Summary

    • 30% Below List Price
    • $978/SF
    • 104 Days On Market

    Last Listing Agent Roger Pleski Coldwell Banker Island Prop(S)

    2695 S Kihei Rd Unit 10-211, Kihei, HI 96753
    • /50

      Est $2,876,968 Not Listed For Sale

      148 Kai La Place Unit 31A, Kihei, HI 96753

      • 3 Beds
      • 3 Baths
      • 1,852 Sq Ft
      • Built 2006
      148 Kai La Place Unit 31A, Kihei, HI 96753

      Last Sold Summary

      • 13% Below List Price
      • $1,782/SF
      • 3 Days On Market
      • Last Sold Price $3,300,000
      • Mar 18, 2024

      Last Listing Agent Bradley MacArthur Hawaii Life (W)

  • /33

    $799,000

    • 1 Bed
    • 2 Baths
    • 818 Sq Ft

    2695 S Kihei Rd Unit 7-104, Kihei, HI 96753

    Turn-key, ground-floor condo in the highly desirable Kamaole Sands resort, ideally located in the center of the courtyard with easy access to the pool, gym and BBQ areas. Enjoy garden views with a peek of the ocean and sunset skies from the private lanai. This 1 bedroom, 2 bath unit is updated with granite countertops, newer kitchen cabinetry, walk-in showers and tile flooring throughout the

    Justin Shaw Berkshire Hathaway Maui Prop-L

    2695 S Kihei Rd Unit 7-104, Kihei, HI 96753
  • /50

    $1,680,000 Sold Mar 13, 2026

    2871 Ohina St, Kihei, HI 96753

    • 3 Beds
    • 2 Baths
    • 1,836 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Below List Price
    • $915/SF
    • 13 Days On Market

    Current Estimated Value $1,693,379

    Last Listing Agent Dennis Carhart Coldwell Banker Island Prop(S)

    2871 Ohina St, Kihei, HI 96753
    • /40

      Est $1,197,956 Not Listed For Sale

      155 Wailea Ike Place Unit 172, Kihei, HI 96753

      • 1 Bed
      • 2 Baths
      • 908 Sq Ft
      • Built 1990
      155 Wailea Ike Place Unit 172, Kihei, HI 96753

      Last Sold Summary

      • 21% Above List Price
      • $1,089/SF
      • 75 Days On Market
      • Last Sold Price $989,000
      • Oct 03, 2024

      Last Listing Agent Caleb Palmer Hawaii Life (W)

  • /19

    $900,000

    • 1 Bed
    • 2 Baths
    • 680 Sq Ft

    2936 S Kihei Rd Unit 311, Kihei, HI 96753

    Experience the magic of Maui sunsets from your private lanai at Kihei Surfside, set on 1.5 acres of spectacular oceanfront property. This one-bedroom, one-and-a-half bath condo is located in the hotel zone, allowing short-term rentals while also offering the comfort of a perfect primary or second home. Resort-style amenities include a pool, barbecue area, putting green, and an expansive park-like

    Debra Merle Island Sotheby's International Realty(M)

    2936 S Kihei Rd Unit 311, Kihei, HI 96753
  • /49

    $5,500,000 Sold Jun 06, 2025

    3068 S Kihei Rd Unit 1-B, Kihei, HI 96753

    • 5 Beds
    • 5 Baths
    • 3,251 Sq Ft
    • Built 1996

    Last Sold Summary

    • 19% Below List Price
    • $1,692/SF
    • 111 Days On Market

    Current Estimated Value $5,553,949

    Last Listing Agent Dean Otto Keller Williams Realty Maui-L

    3068 S Kihei Rd Unit 1-B, Kihei, HI 96753
    • /32

      Est $1,511,267 Not Listed For Sale

      155 Wailea Ike Place Unit 106, Kihei, HI 96753

      • 3 Beds
      • 2 Baths
      • 1,383 Sq Ft
      • Built 1989
      155 Wailea Ike Place Unit 106, Kihei, HI 96753

      Last Sold Summary

      • 8% Below List Price
      • $1,193/SF
      • 9 Days On Market
      • Last Sold Price $1,650,000
      • May 01, 2024

      Last Listing Agent Marcus Nygren Coldwell Banker Island Prop(S)

  • /33

    $999,000

    • 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
  • /42

    $2,400,000 Sold Feb 25, 2026

    137 Hoohale St, Kihei, HI 96753

    • 4 Beds
    • 4 Baths
    • 2,490 Sq Ft
    • Built 2003

    Last Sold Summary

    • 4% Below List Price
    • $964/SF
    • 78 Days On Market

    Current Estimated Value $2,412,739

    Last Listing Agent David Richardson Hawaii Life (W)

    137 Hoohale St, Kihei, HI 96753
    • /33

      Est $1,285,947 Not Listed For Sale

      155 Wailea Ike Place Unit 99, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft
      • Built 1990
      155 Wailea Ike Place Unit 99, Kihei, HI 96753

      Last Sold Summary

      • 9% Above List Price
      • $1,122/SF
      • 153 Days On Market
      • Last Sold Price $1,185,000
      • Mar 17, 2025

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

  • /21

    $3,250,000

    • 2 Beds
    • 2 Baths
    • 1,416 Sq Ft

    3600 Wailea Alanui Dr Unit 704, Kihei, HI 96753

    Finally, a top-floor unit at Elua Village with a garage. Enjoy the rare combination of a preferred floor plan, ocean view, expansive lanai, and a private garage that is just steps from the sugar white sands of Wailea's Ulua beach and the Elua Village beachfront pool and pavilion. Spacious and inviting, this quiet Wailea condominium home is roomy and relaxing; no upstairs neighbors with this

    Robert McDaniel Wailea Vacation Rentals

    3600 Wailea Alanui Dr Unit 704, Kihei, HI 96753
  • /25

    $418,500 Sold Apr 21, 2026

    160 Keonekai Rd Unit 18-202, Kihei, HI 96753

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

    Last Sold Summary

    • 16% Below List Price
    • $558/SF
    • 108 Days On Market

    Last Listing Agent Anya MacKay Island Sotheby's International Realty(M)

    160 Keonekai Rd Unit 18-202, Kihei, HI 96753
    • /30

      Est $1,337,060 Not Listed For Sale

      155 Wailea Ike Place Unit 52, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 532,303 Sq Ft
      • Built 1990
      155 Wailea Ike Place Unit 52, Kihei, HI 96753

      Last Sold Summary

      • 21% Below List Price
      • $3/SF
      • 40 Days On Market
      • Last Sold Price $1,700,000
      • May 25, 2023

      Last Listing Agent Volker Weiss Coldwell Banker Island Prop(S)

Showing Results 561 - 600, Page 15 of 18

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