7,327

Wailea, HI Homes

Section Image
    • /50

      Est $4,662,378

      Not Listed For Sale

      137 Manalo St, Kihei, HI 96753

      • 3 Beds
      • 2 Baths
      • 3,136 Sq Ft
      • Built 2005
      137 Manalo St, Kihei, HI 96753

      Last Sold Summary

      • 39 Days On Market

  • /32

    $829,000

    $171K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 1,039 Sq Ft

    2777 S Kihei Rd Unit B104, Kihei, HI 96753

    Excellent location toward the front of the complex, this extra wide 1 bedroom, 2 bathroom has a nicely updated kitchen with oak cabinets that open into a very spacious living room. The outdoor greenbelt gives the living room lanai a great sense of space. Maui Kamaole offers many amenities including 2 pools, 2 hot tubs, storage for kayaks and paddle boards and BBQ Grill areas for each cluster.

    Roger Pleski Coldwell Banker Island Prop(S)

    2777 S Kihei Rd Unit B104, Kihei, HI 96753
  • /50

    $3,500,000

    Sold Jun 03, 2026

    347 Kualono Place, Kihei, HI 96753

    • 4 Beds
    • 4 Baths
    • 3,007 Sq Ft
    • Built 1997

    Last Sold Summary

    • 13% Above List Price
    • $1,164/SF
    • 5 Days On Market

    Current Estimated Value $3,068,222

    Last Listing Agent Bradley MacArthur Hawaii Life (W)

    347 Kualono Place, Kihei, HI 96753
    • /50

      Est $5,148,206

      Not Listed For Sale

      4342 W Waiola St, Kihei, HI 96753

      • 4 Beds
      • 5 Baths
      • 3,857 Sq Ft
      • Built 2005
      4342 W Waiola St, Kihei, HI 96753

      Last Sold Summary

      • 240 Days On Market

  • /49

    $45,000,000

    • 8 Beds
    • 8 Baths
    • 7,510 Sq Ft

    4640 & 4650 Makena Rd, Kihei, HI 96753

    An exceptionally rare opportunity to acquire two side-by-side oceanfront properties and create a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach—naturally framed by a striking lava rock outcropping—this offering delivers a setting that cannot be duplicated under current coastal regulations.

    David Richardson Hawaii Life (W)

    4640 & 4650 Makena Rd, Kihei, HI 96753
  • /34

    $1,415,000

    Sold Jan 13, 2026

    262 Hapakolu Place, Kihei, HI 96753

    • 3 Beds
    • 2 Baths
    • 1,679 Sq Ft
    • Built 1988

    Last Sold Summary

    • 9% Below List Price
    • $843/SF
    • 35 Days On Market

    Current Estimated Value $1,411,966

    Last Listing Agent Liza Rivera Keller Williams Realty Maui-Ki

    262 Hapakolu Place, Kihei, HI 96753
    • /40

      Est $3,696,796

      Not Listed For Sale

      195 E Ikea Kai Place, Kihei, HI 96753

      • 4 Beds
      • 5 Baths
      • 2,851 Sq Ft
      • Built 2005
      195 E Ikea Kai Place, Kihei, HI 96753

      Last Sold Summary

      • 13 Days On Market

  • /50

    $10,995,000

    • 4 Beds
    • 5 Baths
    • 3,777 Sq Ft

    184 Lolowaa Place, Kihei, HI 96753

    NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . The most exciting new luxury release to hit the market. A brand new single-level oceanview smart home that truly makes you say WOW. A 2026 Wailea Cohen Development Group design- Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - Clean architectural lines- Bright & sophisticated -

    Dennis Rush Compass-W

    184 Lolowaa Place, Kihei, HI 96753
  • /44

    $3,950,000

    Sold Jun 18, 2026

    4850 Makena Alanui Unit F108, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,510 Sq Ft
    • Built 1984

    Last Sold Summary

    • 23% Below List Price
    • $2,616/SF
    • 380 Days On Market

    Current Estimated Value $3,972,161

    Last Listing Agent Leslie Smith Hawaii Life (W)

    4850 Makena Alanui Unit F108, Kihei, HI 96753
    • /50

      Est $3,492,686

      Not Listed For Sale

      171 W Ikea Kai Place, Kihei, HI 96753

      • 3 Beds
      • 3 Baths
      • 3,117 Sq Ft
      • Built 2018
      171 W Ikea Kai Place, Kihei, HI 96753

      Last Sold Summary

      • 169 Days On Market

  • /39

    $585,000

    $44K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 818 Sq Ft

    2695 S Kihei Rd Unit 8-101, Kihei, HI 96753

    This charming 1-bedroom, 2-bathroom condo at Kamaole Sands in Kihei offers the perfect combination of comfort and convenience. Located on the ground floor, it provides easy access and a spacious, single-level layout. The kitchen is fully stocked, making it ready for you to cook and entertain the first day you own the property. The unit also features a breakfast bar area, ideal for casual meals,

    Roger Pleski Coldwell Banker Island Prop(S)

    2695 S Kihei Rd Unit 8-101, Kihei, HI 96753
  • /36

    $1,745,000

    Sold Feb 24, 2026

    161 Wailea Ike Place Unit D201, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,616 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Below List Price
    • $1,080/SF
    • 37 Days On Market

    Current Estimated Value $1,740,215

    Last Listing Agent Josh Jerman Hawaii Life (W)

    161 Wailea Ike Place Unit D201, Kihei, HI 96753
    • /38

      Est $2,629,553

      Not Listed For Sale

      170 Alaula Place, Kihei, HI 96753

      • 4 Beds
      • 3.5 Baths
      • 2,219 Sq Ft
      • Built 1990
      170 Alaula Place, Kihei, HI 96753

      Last Sold Summary

      • 72 Days On Market

  • /38

    $2,995,000

    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft

    59 Wailea Gateway Place Unit 4-101, Kihei, HI 96753

    Welcome to modern Hawaiian luxury at Keala o Wailea Unit 4-101. This rare 3-bedroom, 2-bathroom residence offers effortless single-level living with absolutely no stairs in an exclusive, pet-friendly gated community. Premiere ground floor units in this community rarely come up for sale. Offered fully furnished and turnkey, the home features a soothing, neutral coastal aesthetic. The open-concept

    Christian Slocum Hawaii Life (W)

    59 Wailea Gateway Place Unit 4-101, Kihei, HI 96753
  • /8

    $1,025,000

    Sold Jan 28, 2026

    22 Waikai St, Kihei, HI 96753

    • Land
    • 8,275 Sq Ft
    • $5,395,021 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 10 Days On Market

    Current Estimated Value $1,023,508

    Last Listing Agent David McAlear Coldwell Banker Island Prop-Ku

    22 Waikai St, Kihei, HI 96753
    • /50

      Est $2,162,092

      Not Listed For Sale

      166 Heleuma Place, Kihei, HI 96753

      • 3 Beds
      • 2 Baths
      • 2,056 Sq Ft
      • Built 1988
      166 Heleuma Place, Kihei, HI 96753

      Last Sold Summary

      • 103 Days On Market

  • /27

    $649,900

    • 1 Bed
    • 2 Baths

    2777 S Kihei Rd Unit 101, Kihei, HI 96753

    The highlighted features: Quiet end unit, a $225,000 price reduction due to Maui vacation rental zoning issues. Waterfall pool and jacuzzi, Deeded parking, Sleeps 6. Amazing opportunity to own this Maui Kamaole, south Kihei beach condo. Short term rental is an option until 2030 or longer, Able to sleep 6, occupancy averages 90%. Enjoy two new energy efficient and powerful mini split A/C units,

    Nathalie Mullinix

    2777 S Kihei Rd Unit 101, Kihei, HI 96753
  • /49

    $605,000

    Sold Apr 02, 2026

    2695 S Kihei Rd Unit 6109, Kihei, HI 96753

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

    Last Sold Summary

    • 6% Below List Price
    • $740/SF
    • 82 Days On Market

    Last Listing Agent Laura Myers Coldwell Banker Island Prop-Ku

    2695 S Kihei Rd Unit 6109, Kihei, HI 96753
    • /26

      Est $5,161,118

      Not Listed For Sale

      182 Heleuma Place, Kihei, HI 96753

      • 4 Beds
      • 5 Baths
      • 3,880 Sq Ft
      • Built 2009
      182 Heleuma Place, Kihei, HI 96753

      Last Sold Summary

      • 1 Day On Market

  • /50

    $14,990,000

    • 3 Beds
    • 4 Baths
    • 2,879 Sq Ft

    3800 Wailea Alanui Dr Unit B101, Kihei, HI 96753

    THE BEACHFRONT VILLA - A once in a generation oceanfront sanctuary! The sophisticated remodel completed in January 2025 transformed the B-101 front row Villa into one of Wailea’s most exceptional properties rarely available. Fresh, elegant, and contemporary - fully furnished turnkey residence is ready to deliver the ultimate Maui lifestyle by providing breathtaking ocean, sunset and outer island

    Dennis Rush Compass-W

    3800 Wailea Alanui Dr Unit B101, Kihei, HI 96753
  • /29

    $375,000

    Sold Apr 17, 2026

    2747 S Kihei Rd Unit C003, Kihei, HI 96753

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

    Last Sold Summary

    • 6% Below List Price
    • $537/SF
    • 99 Days On Market

    Current Estimated Value $411,825

    Last Listing Agent Amy Wisthoff-martin Coldwell Banker Island Prop-Ku

    2747 S Kihei Rd Unit C003, Kihei, HI 96753
    • /49

      Est $4,002,486

      Not Listed For Sale

      210 Heleuma Place, Kihei, HI 96753

      • 3 Beds
      • 3 Baths
      • 3,356 Sq Ft
      • Built 1996
      210 Heleuma Place, Kihei, HI 96753

      Last Sold Summary

      • 249 Days On Market

  • /50

    $1,095,000

    • 1 Bed
    • 2 Baths
    • 885 Sq Ft

    3300 Wailea Alanui Dr Unit 43B, Kihei, HI 96753

    Experience effortless island living in this beautifully updated ground-floor center courtyard condo in Wailea Ekahi Village - one of South Maui’s most desirable beachfront communities. Set within 34 acres of low-density, lush tropical grounds, this 1-bedroom, 2-bath residence offers the ease of single-level living with a thoughtfully expanded layout. Features include an expanded primary bedroom

    Sara Romvari Romvari Realty Ltd

    3300 Wailea Alanui Dr Unit 43B, Kihei, HI 96753
  • /50

    $1,159,000

    Sold Mar 23, 2026

    3950 Kalai Waa St Unit W201, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 949 Sq Ft
    • Built 1998

    Last Sold Summary

    • 11% Below List Price
    • $1,221/SF
    • 179 Days On Market

    Current Estimated Value $1,138,688

    Last Listing Agent Katie Moquin Compass-W

    3950 Kalai Waa St Unit W201, Kihei, HI 96753
    • /47

      Est $4,201,676

      Not Listed For Sale

      207 Heleuma Place, Kihei, HI 96753

      • 4 Beds
      • 5 Baths
      • 4,035 Sq Ft
      • Built 1994
      207 Heleuma Place, Kihei, HI 96753

      Last Sold Summary

      • 94 Days On Market

  • /27

    $1,475,000

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

    2757 S Kihei Rd Unit 101, Kihei, HI 96753

    Welcome to Paradise Ridge Estates #101. Arguably the best location in the complex, this corner, ground floor condo in building one is in a private, tucked-away location at the top of Paradise Ridge Estates. Inside, you’ll find contemporary finishes and an open-concept living and dining area designed for comfortable everyday living. Two assigned parking stalls—#64 and #70—as well as handicapped

    Mark Waite Compass-W

    2757 S Kihei Rd Unit 101, Kihei, HI 96753
  • /48

    $1,300,000

    Sold Dec 23, 2025

    2757 S Kihei Rd Unit 104, Kihei, HI 96753

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

    Last Sold Summary

    • 19% Below List Price
    • $1,039/SF
    • 136 Days On Market

    Current Estimated Value $1,281,005

    Last Listing Agent Geoffrey Cook Century 21 Island Homes

    2757 S Kihei Rd Unit 104, Kihei, HI 96753
    • /50

      Est $5,418,841

      Not Listed For Sale

      195 Heleuma Place, Kihei, HI 96753

      • 4 Beds
      • 4 Baths
      • 3,718 Sq Ft
      • Built 1992
      195 Heleuma Place, Kihei, HI 96753

      Last Sold Summary

      • 301 Days On Market

  • /50

    $1,675,000

    $295K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,910 Sq Ft

    161 Wailea Ike Place Unit C203, Kihei, HI 96753

    AMAZING OPPORTUNITY!!! Where the Ocean Becomes Your Backdrop and Wailea Becomes Your Everyday. Wailea Town Center C-203 is a rare offering, including dedicated garage, blending the privacy of a boutique residential enclave with the panoramic beauty of the Pacific and the unmatched convenience of Wailea’s vibrant core. From this vantage point above it all, life unfolds in color, sunlight dancing

    Jeannie Kong-Evarts Maui Real Estate Advisors LLC

    161 Wailea Ike Place Unit C203, Kihei, HI 96753
  • /50

    $2,780,000

    Sold Mar 16, 2026

    8 Manu Ihu Place, Kihei, HI 96753

    • 4 Beds
    • 4 Baths
    • 2,562 Sq Ft
    • Built 1988

    Last Sold Summary

    • 7% Below List Price
    • $1,085/SF
    • 36 Days On Market

    Current Estimated Value $2,743,486

    Last Listing Agent Jessica Baker Compass-W

    8 Manu Ihu Place, Kihei, HI 96753
    • /26

      Est $2,064,667

      Not Listed For Sale

      183 Heleuma Place, Kihei, HI 96753

      183 Heleuma Place, Kihei, HI 96753

      Last Sold Summary

      • 43 Days On Market

  • /40

    $849,900

    Open Sun 10AM - 1PM $261K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,188 Sq Ft

    2695 S Kihei Rd Unit 3-403, Kihei, HI 96753

    Enjoy island living at Kamaole Sands Unit 3-403, a top-floor 2-bedroom, 2-bath condo offering approximately 1,188 sq. ft. of living space. Located in the desirable Building 3, this unit features a nice ocean view along with beautiful views of the pool and lush tropical grounds from the private lanai-perfect for relaxing and enjoying the island atmosphere. The spacious floor plan provides comfort

    Yuko Wheelock Coldwell Banker Island Prop-Ku

    2695 S Kihei Rd Unit 3-403, Kihei, HI 96753
  • /34

    $1,295,000

    Sold Sep 26, 2025

    676 Mililani Place Unit B, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 920 Sq Ft
    • Built 1975

    Last Sold Summary

    • 12% Below List Price
    • $1,408/SF
    • 67 Days On Market

    Current Estimated Value $2,143,581

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

    676 Mililani Place Unit B, Kihei, HI 96753
    • /27

      Est $3,777,510

      Not Listed For Sale

      173 Heleuma Place, Kihei, HI 96753

      • 4 Beds
      • 3,562 Sq Ft
      • Built 2012
      173 Heleuma Place, Kihei, HI 96753

      Last Sold Summary

      • 157 Days On Market

  • /45

    $5,300,000

    • 2 Beds
    • 2 Baths
    • 1,321 Sq Ft

    4400 Makena Rd Unit 605, Kihei, HI 96753

    Truly breathtaking center-unit residence featuring a spectacular renovation in Polo Beach Club. This beautifully upgraded 2-bedroom, 2-bathroom condo is ideally positioned within the complex, offering some of the most dramatic oceanfront living in South Maui. Enjoy incredible sunsets year-round as the waves crash directly on the beach in front of your unit. The highly desirable center stack

    Tom Tezak Hawaii Life (W)

    4400 Makena Rd Unit 605, Kihei, HI 96753
  • /38

    $1,250,000

    Sold Jan 09, 2026

    3150 Wailea Alanui Dr Unit 3007, Kihei, HI 96753

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

    Last Sold Summary

    • 10% Below List Price
    • $1,223/SF
    • 65 Days On Market

    Current Estimated Value $1,266,582

    Last Listing Agent Evan Harlow Coldwell Banker Island Prop-KP

    3150 Wailea Alanui Dr Unit 3007, Kihei, HI 96753
    • /50

      Est $8,968,264

      Not Listed For Sale

      4000 Wailea Alanui Dr Unit 101, Kihei, HI 96753

      • 4 Beds
      • 4 Baths
      • 3,850 Sq Ft
      • Built 1986
      4000 Wailea Alanui Dr Unit 101, Kihei, HI 96753

      Last Sold Summary

      • 29 Days On Market

  • /21

    $555,000

    • 2 Beds
    • 1 Bath
    • 625 Sq Ft

    160 Keonekai Rd Unit 14-202, Kihei, HI 96753

    Welcome to your island oasis in the highly sought-after Keonekai Villages! This beautifully remodeled, fully-furnished 2-bedroom, 1-bath condo offers the perfect blend of modern luxury and Maui charm. Nestled in the heart of South Kihei, this gem is just a few blocks from the beach and Kamaole Park III, which offers breathtaking views of the sunset. Step inside to discover a thoughtfully designed

    Nathalie Mullinix Nathalie Mullinix Rlty Universal Inc

    160 Keonekai Rd Unit 14-202, Kihei, HI 96753
  • /50

    $3,700,000

    Sold Jul 15, 2025

    36 Kai Malu #202 Dr Unit 5-D, Kihei, HI 96753

    • 3 Beds
    • 3 Baths
    • 1,742 Sq Ft
    • Built 2024

    Last Sold Summary

    • 5% Below List Price
    • $2,124/SF
    • 43 Days On Market

    Last Listing Agent Ryan MacLaughlin Island Sotheby's International Realty(W)

    36 Kai Malu #202 Dr Unit 5-D, Kihei, HI 96753
    • /39

      Est $7,847,155

      Not Listed For Sale

      4000 Wailea Alanui Dr Unit 1501, Kihei, HI 96753

      • 3 Beds
      • 4 Baths
      • 3,027 Sq Ft
      • Built 1987
      4000 Wailea Alanui Dr Unit 1501, Kihei, HI 96753

      Last Sold Summary

      • 75 Days On Market

Showing Results 401 - 440, Page 11 of 18

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