7,327

Wailea, HI Homes

Section Image
  • /50

    $2,800,000

    Sold Apr 07, 2026

    563 Mikioi Place, Kihei, HI 96753

    • 4 Beds
    • 5 Baths
    • 3,310 Sq Ft
    • Built 1991

    Last Sold Summary

    • 12% Below List Price
    • $846/SF
    • 252 Days On Market

    Current Estimated Value $3,086,381

    Last Listing Agent Sara Fox Keller Williams Realty Maui-Ki

    563 Mikioi Place, Kihei, HI 96753
    • /34

      Est $660,693

      Not Listed For Sale

      2747 S Kihei Rd Unit E301, Kihei, HI 96753

      • 3 Beds
      • 2 Baths
      • 1,035 Sq Ft
      • Built 1992
      2747 S Kihei Rd Unit E301, Kihei, HI 96753

      Last Sold Summary

      • 32 Days On Market

  • /49

    $1,100,000

    • 1 Bed
    • 1 Bath
    • 792 Sq Ft

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

    This charming, private ground-floor 1-bedroom, 1-bathroom end-unit is flooded with natural light and has been meticulously maintained. From the spacious living area, kitchen, and extended tiled lanai, you'll enjoy beautiful views of the lush garden. The unit perfectly blends indoor and outdoor living, with direct access from the kitchen that's ideal for alfresco dining. It's like stepping into

    David McAlear Coldwell Banker Island Prop-Ku

    3300 Wailea Alanui Dr Unit 25C, Kihei, HI 96753
  • /32

    $1,350,000

    Sold Jun 04, 2026

    3300 Wailea Alanui Dr Unit 8D, Kihei, HI 96753

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

    Last Sold Summary

    • 4% Above List Price
    • $1,525/SF
    • 2 Days On Market

    Current Estimated Value $1,258,651

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

    3300 Wailea Alanui Dr Unit 8D, Kihei, HI 96753
    • /10

      Est $487,112

      Not Listed For Sale

      2747 S Kihei Rd Unit D204, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 719 Sq Ft
      • Built 1992
      2747 S Kihei Rd Unit D204, Kihei, HI 96753

      Last Sold Summary

      • 163 Days On Market

  • /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

    $2,438,000

    Sold Feb 26, 2026

    209 Holokahiki Ln Unit 7D, Wailea-Makena, HI 96753

    • 3 Beds
    • 3 Baths
    • 1,574 Sq Ft
    • Built 2021

    Last Sold Summary

    • 4% Below List Price
    • $1,549/SF
    • 1 Day On Market

    Current Estimated Value $2,434,672

    Last Listing Agent Max Blair Coldwell Banker Island Prop(S)

    209 Holokahiki Ln Unit 7D, Wailea-Makena, HI 96753
    • /22

      Est $517,100

      Not Listed For Sale

      2747 S Kihei Rd Unit D107, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 301,871 Sq Ft
      • Built 1992
      2747 S Kihei Rd Unit D107, Kihei, HI 96753

      Last Sold Summary

      • 3 Days On Market

  • /45

    $1,540,000

    $200K PRICE DROP
    • 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
  • /33

    $1,085,000

    Sold Mar 20, 2026

    3950 Kalai Waa St Unit C202, Kihei, HI 96753

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

    Last Sold Summary

    • 18% Below List Price
    • $1,143/SF
    • 231 Days On Market

    Current Estimated Value $1,196,600

    Last Listing Agent Haley Gorman Coldwell Banker Island Prop-Ku

    3950 Kalai Waa St Unit C202, Kihei, HI 96753
    • /34

      Est $489,532

      Not Listed For Sale

      2747 S Kihei Rd Unit C105, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 719 Sq Ft
      • Built 1992
      2747 S Kihei Rd Unit C105, Kihei, HI 96753

      Last Sold Summary

      • 55 Days On Market

  • /40

    $725,000

    $50K PRICE DROP Pending
    • 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

    $1,725,000

    Sold May 15, 2026

    212 E Ikea Kai Place, Kihei, HI 96753

    • 4 Beds
    • 4 Baths
    • 2,796 Sq Ft
    • Built 1988

    Last Sold Summary

    • 14% Below List Price
    • $617/SF
    • 57 Days On Market

    Current Estimated Value $2,027,016

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

    212 E Ikea Kai Place, Kihei, HI 96753
    • /38

      Est $484,011

      Not Listed For Sale

      2747 S Kihei Rd Unit C102, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 719 Sq Ft
      • Built 1992
      2747 S Kihei Rd Unit C102, Kihei, HI 96753

      Last Sold Summary

      • 68 Days On Market

  • /13

    $998,000

    $23K PRICE DROP
    • 2 Beds
    • 2 Baths

    3950 Kalai Waa St Unit C102, Kihei, HI 96753

    $1289.00 HOA fees Located in Wailea, this quiet and serene ground-level 2- bedroom, 2 bath condo is within walking distance of the beach and close to many convenient shopping and dining options. The property features amenities such as a saltwater heated pool with hot tub, fitness center, and clubhouse , and barbecue surrounded by well maintained landscaping and on site management. Upgraded

    Nathalie Mullinix

    3950 Kalai Waa St Unit C102, Kihei, HI 96753
  • /2

    $10,500,000

    Sold Dec 24, 2025

    5412 Makena Alanui Unit KV-3D/202, Kihei, HI 96753

    • 3 Beds
    • 4 Baths
    • 3,174 Sq Ft

    Last Sold Summary

    • $3,308/SF
    • 0 Days On Market

    Last Listing Agent Robert Merriman Discovery Makena Realty LLC

    5412 Makena Alanui Unit KV-3D/202, Kihei, HI 96753
    • /36

      Est $477,960

      Not Listed For Sale

      2747 S Kihei Rd Unit B103, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 301,871 Sq Ft
      • Built 1992
      2747 S Kihei Rd Unit B103, Kihei, HI 96753

      Last Sold Summary

      • 5 Days On Market

  • /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
  • /41

    $637,500

    Sold Apr 27, 2026

    2695 S Kihei Rd Unit 5-303, Kihei, HI 96753

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

    Last Sold Summary

    • 2% Below List Price
    • $779/SF
    • 17 Days On Market

    Last Listing Agent Sara Fox Keller Williams Realty Maui-Ki

    2695 S Kihei Rd Unit 5-303, Kihei, HI 96753
    • /38

      Est $487,802

      Not Listed For Sale

      2747 S Kihei Rd Unit A208, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 719 Sq Ft
      • Built 1992
      2747 S Kihei Rd Unit A208, Kihei, HI 96753

      Last Sold Summary

      • 287 Days On Market

  • /50

    $3,749,000

    $146K PRICE DROP Pending
    • 3 Beds
    • 3 Baths
    • 1,742 Sq Ft

    60 Kai Malu Dr Unit 202 (11D), Kihei, HI 96753

    The Pristine Wailea Residence you've been waiting for! Impeccable La’i Loa 3 bedroom 3 Bath Luxury Condo with expansive Ocean and Outer Island Views from the living areas and primary suite. The spacious quality extends in all directions on upgraded beautiful tile floors throughout. Generous open concept living, dining and state of the art kitchen, wide and comfortable, flows unobstructed out to

    Dale Richardson Hawaii Life (W)

    60 Kai Malu Dr Unit 202 (11D), Kihei, HI 96753
  • /3

    $2,000,000

    Sold Nov 14, 2025

    151 Halau Place Unit 7, Kihei, HI 96753

    • Land
    • 14,230 Sq Ft
    • $6,121,862 per Acre

    Last Sold Summary

    • 0 Days On Market

    Current Estimated Value $1,976,558

    Last Listing Agent David Richardson Hawaii Life (W)

    151 Halau Place Unit 7, Kihei, HI 96753
    • /43

      Est $428,306

      Not Listed For Sale

      2747 S Kihei Rd Unit A202, Kihei, HI 96753

      • 1 Bed
      • 1 Bath
      • 597 Sq Ft
      • Built 1992
      2747 S Kihei Rd Unit A202, Kihei, HI 96753

      Last Sold Summary

      • 43 Days On Market

  • /32

    $4,295,000

    $2M PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,554 Sq Ft

    4000 Wailea Alanui Dr Unit 801, Kihei, HI 96753

    Revel in luxury from an expansive and private oceanfront condo with the best amenities in its class. The spacious, elegant, and bright two-story residence offers a large floor plan available to the low density, gated community of Wailea Point Village. With a stunning oceanfront location featuring panoramic views of the Pacific, this 3 bedroom, 4 bath, 2,554 square foot home, is the premier

    Riette Jenkins Coldwell Banker Island Prop(S)

    4000 Wailea Alanui Dr Unit 801, Kihei, HI 96753
  • /50

    $1,300,000

    Sold Dec 05, 2025

    3300 Wailea Alanui Dr Unit 13D, Kihei, HI 96753

    • 1 Bed
    • 1 Bath
    • 792 Sq Ft
    • Built 1976

    Last Sold Summary

    • 3% Below List Price
    • $1,641/SF
    • 14 Days On Market

    Current Estimated Value $1,460,261

    Last Listing Agent Napua Banks Island Sotheby's International Realty(W)

    3300 Wailea Alanui Dr Unit 13D, Kihei, HI 96753
    • /37

      Est $460,872

      Not Listed For Sale

      2747 S Kihei Rd Unit A004, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 301,871 Sq Ft
      • Built 1992
      2747 S Kihei Rd Unit A004, Kihei, HI 96753

      Last Sold Summary

      • 36 Days On Market

  • /40

    $1,495,000

    • 1 Bed
    • 2 Baths
    • 960 Sq Ft

    3300 Wailea Alanui Dr Unit 17D, Kihei, HI 96753

    Enjoy stunning panoramic Ocean, Outer Island, and Haleakala views from this incredibly private, top floor, corner unit in highly sought after 17 building at Wailea Ekahi! Villa is offered furnished and is also recently remodeled with all New plush carpets, New remote control ceiling fans, New light fixtures, New Window Shades, New Shower Heads, and New high-end Kitchen appliances including Bosch

    Meghan Clair Coldwell Banker Island Prop(S)

    3300 Wailea Alanui Dr Unit 17D, Kihei, HI 96753
  • /47

    $975,000

    Sold Jun 18, 2026

    2757 S Kihei Rd Unit 804, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,251 Sq Ft
    • Built 2021

    Last Sold Summary

    • 11% Below List Price
    • $779/SF
    • 213 Days On Market

    Current Estimated Value $1,066,000

    Last Listing Agent Geoffrey Cook Century 21 Island Homes

    2757 S Kihei Rd Unit 804, Kihei, HI 96753
    • /50

      Est $836,776

      Not Listed For Sale

      2653 S Kihei Rd Unit 313, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 890 Sq Ft
      • Built 1974
      2653 S Kihei Rd Unit 313, Kihei, HI 96753

      Last Sold Summary

      • 6 Days On Market

  • /40

    $399,900

    • 2 Beds
    • 2 Baths
    • 719 Sq Ft

    2747 S Kihei Rd Unit C201, Kihei, HI 96753

    Beach days are just moments away from Kihei Shores C201! Located directly across from Kamaole Beach Park III, this 2-bedroom, 2-bath condo offers an incredible opportunity to enjoy the South Maui lifestyle at an approachable price point. This desirable second-floor corner unit features added privacy, abundant natural light, and a peaceful lanai setting—the perfect place to enjoy your morning

    Melissa Montgomery Coldwell Banker Island Prop(S)

    2747 S Kihei Rd Unit C201, Kihei, HI 96753
  • /50

    $3,550,000

    Sold Dec 24, 2025

    175 W Ikea Moku Place, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 3,105 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Below List Price
    • $1,143/SF
    • 7 Days On Market

    Current Estimated Value $3,523,748

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

    175 W Ikea Moku Place, Kihei, HI 96753
    • /40

      Est $851,670

      Not Listed For Sale

      2653 S Kihei Rd Unit 311, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 890 Sq Ft
      • Built 1974
      2653 S Kihei Rd Unit 311, Kihei, HI 96753

      Last Sold Summary

      • 89 Days On Market

  • /44

    $4,095,000

    $704K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 3,328 Sq Ft

    3378 E Lani Ikena Way, Kihei, HI 96753

    The newly completed Wailea estate blends contemporary design with Maui’s natural beauty. Ocean-view living with seamless indoor-outdoor flow, abundant natural light, and locally inspired textures. Open-concept great room features panoramic ocean views, floor-to-ceiling glass, hardwood floors, and natural stone. Chef’s kitchen with waterfall stone island, premium appliances, and custom cabinetry.

    Valentin Lopes Coldwell Banker Island Prop-Ku

    3378 E Lani Ikena Way, Kihei, HI 96753
  • /46

    $6,125,000

    Sold Jan 23, 2026

    3800 Wailea Alanui Dr Unit 505, Kihei, HI 96753

    • 3 Beds
    • 3 Baths
    • 1,961 Sq Ft
    • Built 2005

    Last Sold Summary

    • 9% Below List Price
    • $3,123/SF
    • 51 Days On Market

    Current Estimated Value $5,406,096

    Last Listing Agent Leslie Smith Hawaii Life (W)

    3800 Wailea Alanui Dr Unit 505, Kihei, HI 96753
    • /30

      Est $838,784

      Not Listed For Sale

      2653 S Kihei Rd Unit 216, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 890 Sq Ft
      • Built 1974
      2653 S Kihei Rd Unit 216, Kihei, HI 96753

      Last Sold Summary

      • 128 Days On Market

  • /50

    $1,495,000

    • 3 Beds
    • 3 Baths
    • 2,042 Sq Ft

    250 Hoohale Place, Kihei, HI 96753

    Enjoy sweeping ocean views that frame Kaho‘olawe and Molokini Crater from this quintessential South Maui beach house's primary suite. Perfectly positioned near Wailea’s world-class golf, fine dining, boutique shopping, and some of Maui’s most iconic white sand beaches, this home blends convenience with the tranquility of a tucked-away cul-de-sac. Some homes don’t just sit on a street—they greet

    Mary Kerstulovich Hawaii Life (W)

    250 Hoohale Place, Kihei, HI 96753
  • /50

    $3,075,000

    Sold Oct 13, 2025

    85 Pukolu Place, Kihei, HI 96753

    • 5 Beds
    • 4 Baths
    • 4,232 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Below List Price
    • $727/SF
    • 10 Days On Market

    Current Estimated Value $3,168,783

    Last Listing Agent Alex Iskenderian Berkshire Hathaway Maui Prop-L

    85 Pukolu Place, Kihei, HI 96753
    • /37

      Est $863,922

      Not Listed For Sale

      2653 S Kihei Rd Unit 204, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 77,972 Sq Ft
      • Built 1974
      2653 S Kihei Rd Unit 204, Kihei, HI 96753

      Last Sold Summary

      • 6 Days On Market

  • /40

    $6,950,000

    $250K PRICE DROP
    • 4 Beds
    • 6 Baths
    • 4,079 Sq Ft

    3977 Wailea Ekolu Place, Kihei, HI 96753

    This exclusive opportunity is uniquely situated on a lot like no other, overlooking the 11th green of the Wailea Blue Course and positioned near the Four Seasons and Hotel Wailea. Set within a premier gated community, the home enjoys exceptional space and privacy, bordered on three sides by open areas, the golf course, and two greenway lots with a down-sloping parcel that opens first-floor views

    Josh Jerman Hawaii Life (W)

    3977 Wailea Ekolu Place, Kihei, HI 96753
  • /2

    $2,700,000

    Sold Dec 31, 2025

    173 Holokahiki Ln Unit 10D, Wailea, HI 96753

    • 3 Beds
    • 3 Baths
    • 1,574 Sq Ft

    Last Sold Summary

    • $1,715/SF
    • 0 Days On Market

    Current Estimated Value $2,667,218

    Last Listing Agent Max Blair Coldwell Banker Island Prop(S)

    173 Holokahiki Ln Unit 10D, Wailea, HI 96753

Showing Results 241 - 280, Page 7 of 18

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