Wailea, HI Homes

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  /50

  $950,000 Sold Feb 20, 2026

  3300 Wailea Alanui Dr Unit 20D, Kihei, HI 96753

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

  Last Sold Summary

  • 17% Below List Price
  • $998/SF
  • 98 Days On Market

  Current Estimated Value $1,155,747

  Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC

  3300 Wailea Alanui Dr Unit 20D, Kihei, HI 96753
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  /32

  Est $571,484 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 673,002 Sq Ft

  160 Keonekai Rd Unit 4-202, Kihei, HI 96753

  160 Keonekai Rd Unit 4-202, Kihei, HI 96753
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  /48

  $6,795,000

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

  3800 Wailea Alanui Dr Unit 503, Kihei, HI 96753

  Enormous Ocean and Outer Island Views from this stunning, rarely available TOP FLOOR 3bedroom/3bathroom fully furnished Penthouse at Wailea Beach Villas. A tranquil, remodeled, and spacious turnkey offering boasting dramatic views, seamless indoor and outdoor living on a large entertaining lanai and unique materials and upgrades throughout. The open kitchen is equipped with New granite

  Meghan Clair Coldwell Banker Island Prop(S)

  3800 Wailea Alanui Dr Unit 503, Kihei, HI 96753
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  /43

  $3,276,000 Sold Feb 23, 2026

  4000 Wailea Alanui Dr Unit 2003, Kihei, HI 96753

  • 2 Beds
  • 3 Baths
  • 1,584 Sq Ft
  • Built 1987

  Last Sold Summary

  • 14% Below List Price
  • $2,068/SF
  • 58 Days On Market

  Current Estimated Value $3,754,966

  Last Listing Agent Debbie Arakaki Compass

  4000 Wailea Alanui Dr Unit 2003, Kihei, HI 96753
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  /49

  Est $4,080,579 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,386 Sq Ft

  3100 Wailea Alanui Dr Unit 21, Kihei, HI 96753

  3100 Wailea Alanui Dr Unit 21, Kihei, HI 96753
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  /50

  $2,575,000

  • 3 Beds
  • 3 Baths
  • 1,852 Sq Ft

  115 Kai La Place Unit 36A, Kihei, HI 96753

  Experience luxury living at 115 Kai La Place, Kai Malu Maui. This beautifully remodeled 3 bedroom, 2.5-bath residence features a primary suite on the first floor and a refined modern interior. Recent upgrades include new designer appliances, flooring, cabinetry and countertops throughout. Energy-efficient with 19 owned PV solar panels and a Tesla battery. The tasteful design and thoughtful layout

  Carol Olsen Coldwell Banker Island Prop(S)

  115 Kai La Place Unit 36A, Kihei, HI 96753
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  /43

  $2,550,000 Sold Apr 02, 2025

  3150 Wailea Alanui Dr Unit 3106, Kihei, HI 96753

  • 2 Beds
  • 3 Baths
  • 1,699 Sq Ft
  • Built 1992

  Last Sold Summary

  • 15% Below List Price
  • $1,501/SF
  • 142 Days On Market

  Current Estimated Value $2,478,440

  Last Listing Agent Kento Tanaka-Tamaki Coldwell Banker Island Prop(S)

  3150 Wailea Alanui Dr Unit 3106, Kihei, HI 96753
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  /37

  Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 5-313, Kihei, HI 96753

  2695 S Kihei Rd Unit 5-313, Kihei, HI 96753
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  /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
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  /49

  $487,000 Sold Sep 18, 2025

  2747 S Kihei Rd Unit J206, Kihei, HI 96753

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

  Last Sold Summary

  • 1% Below List Price
  • $664/SF
  • 14 Days On Market

  Current Estimated Value $489,013

  Last Listing Agent Judy Boyd Equity Hawaii Real Estate LLC

  2747 S Kihei Rd Unit J206, Kihei, HI 96753
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  /45

  Est $620,740 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 750 Sq Ft

  160 Keonekai Rd Unit 10-104, Kihei, HI 96753

  160 Keonekai Rd Unit 10-104, Kihei, HI 96753
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  /35

  $689,000

  • 2 Beds
  • 2 Baths
  • 890 Sq Ft

  2653 S Kihei Rd Unit 212, Kihei, HI 96753

  Welcome to Maui Parkshore 212, an oceanview 2-bedroom, 2-bathroom vacation rental directly across from Kamaole Beach Park III. This tastefully designed condo features a sleek kitchen, vinyl plank flooring, and spacious bedrooms and bathrooms, creating the perfect retreat after a day of island adventures. With seamless indoor-outdoor living, you’ll soak in breathtaking sunsets over the Pacific,

  Sara Fox Keller Williams Realty Maui-Ki

  2653 S Kihei Rd Unit 212, Kihei, HI 96753
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  $1,375,000 Sold Aug 18, 2025

  2777 S Kihei Rd Unit 205, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,214 Sq Ft
  • Built 1998

  Last Sold Summary

  • 19% Below List Price
  • $1,133/SF
  • 215 Days On Market

  Current Estimated Value $945,945

  Last Listing Agent Matthew Iannaccio eXp Realty

  2777 S Kihei Rd Unit 205, Kihei, HI 96753
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  /50

  Est $4,191,975 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,386 Sq Ft

  3100 Wailea Alanui Dr Unit 6, Kihei, HI 96753

  3100 Wailea Alanui Dr Unit 6, Kihei, HI 96753
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  /49

  $645,000

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 6109, Kihei, HI 96753

  **SELLER FINANCING AVAILABLE** Amazing opportunity to own a unit in one of Maui’s sought-after resort-style complexes, Kamaole Sands Resort. Located directly across the street from the ocean, Unit 6-109 is an updated garden courtyard view, ground-floor condo that blends comfort, convenience, and the best of Maui living. This inviting one-bedroom retreat offers two full bathrooms and an in-unit

  Laura Myers Coldwell Banker Island Prop-Ku

  2695 S Kihei Rd Unit 6109, Kihei, HI 96753
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  /35

  $1,650,000 Sold Dec 24, 2025

  71 Wailea Gateway Place Unit 7-203, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft
  • Built 2018

  Last Sold Summary

  • 6% Below List Price
  • $1,330/SF
  • 148 Days On Market

  Current Estimated Value $1,684,047

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

  71 Wailea Gateway Place Unit 7-203, Kihei, HI 96753
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  /27

  Est $1,295,394 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 98,838 Sq Ft

  2757 S Kihei Rd Unit 603, Kihei, HI 96753

  2757 S Kihei Rd Unit 603, Kihei, HI 96753
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  /50

  $3,895,000

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

  30 Kai Malu Dr Unit 201, Kihei, HI 96753

  The one you’ve been waiting for at La’i Loa! Pride of ownership shines in this premier 3 bedroom, 3 bath villa, set in the most coveted location of the community. Villa 4C (aka 30-201) offers epic ocean and golf course views and allows you to enjoy one of the closest proximities to the exclusive recreational center. Blending elegance and comfort, the spacious open concept layout features upgraded

  Dano Sayles Coldwell Banker Island Prop(S)

  30 Kai Malu Dr Unit 201, Kihei, HI 96753
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  /26

  $875,000 Sold Mar 07, 2025

  3381 E Lani Ikena Way, Kihei, HI 96753

  • Land
  • 0.25 Acre
  • $3,500,000 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 12 Days On Market

  Current Estimated Value $862,310

  Last Listing Agent Todd Hudson Keller Williams Realty Maui-Ki

  3381 E Lani Ikena Way, Kihei, HI 96753
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  /27

  Est $1,164,693 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 98,838 Sq Ft

  2757 S Kihei Rd Unit 602, Kihei, HI 96753

  2757 S Kihei Rd Unit 602, Kihei, HI 96753
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  /50

  $10,000,000 Pending

  • 3 Beds
  • 4 Baths
  • 3,415 Sq Ft

  4850 Makena Alanui Unit A-103, Kihei, HI 96753

  Introducing Makena Surf A103, the only original three-bedroom home in this iconic oceanfront community. This single-level residence offers 3,415 sq ft of interior living space plus an additional 900+ sq ft of covered lanai, all set against spectacular ocean views along Makena’s pristine coastline. Located at Makena Surf, one of Maui’s premier beachfront properties, A103 blends privacy, space, and

  Nancy Beebe Hawaii Life (W)

  4850 Makena Alanui Unit A-103, Kihei, HI 96753
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  /24

  $555,000 Sold May 14, 2025

  160 Keonekai Rd Unit 18201, Kihei, HI 96753

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

  Last Sold Summary

  • 7% Below List Price
  • $740/SF
  • 3 Days On Market

  Current Estimated Value $560,402

  Last Listing Agent Mateo Manzari Coldwell Banker Island Prop-Ku

  160 Keonekai Rd Unit 18201, Kihei, HI 96753
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  /19

  Est $1,237,968 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 98,838 Sq Ft

  2757 S Kihei Rd Unit 604, Kihei, HI 96753

  2757 S Kihei Rd Unit 604, Kihei, HI 96753
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  /37

  $1,699,000

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

  3200 Wailea Alanui Dr Unit 1505, Kihei, HI 96753

  Call to view! Experience breathtaking ocean views and unforgettable sunsets from the comfort of your private lanai. This exceptional ground-floor villa is nestled in a highly sought-after inner circle location, where you can unwind with the gentle Hawaiian breezes or take a leisurely stroll to the vibrant community gathering center. The villa boasts a spacious living area with an open dining area

  Bob Hansen Maui Luxury Real Estate LLC

  3200 Wailea Alanui Dr Unit 1505, Kihei, HI 96753
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  /50

  $2,777,108 Sold May 06, 2025

  738 Lanina Place, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 2,910 Sq Ft
  • Built 2000

  Last Sold Summary

  • 13% Below List Price
  • $954/SF
  • 102 Days On Market

  Current Estimated Value $2,769,727

  Last Listing Agent Dennis Rush Compass-W

  738 Lanina Place, Kihei, HI 96753
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  /28

  Est $1,271,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 98,838 Sq Ft

  2757 S Kihei Rd Unit 601, Kihei, HI 96753

  2757 S Kihei Rd Unit 601, Kihei, HI 96753
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  /42

  $4,300,000

  • 2 Beds
  • 3 Baths
  • 2,375 Sq Ft

  3800 Wailea Alanui Dr Unit 108, Kihei, HI 96753

  Experience the epitome of island elegance with Villa PH108, a stunning 2-bedroom, 2.5-bathroom + den ground-floor residence located in the exclusive Penthouse building of Wailea Beach Villas, a coveted beachfront resort in the heart of the Wailea Resort community on Maui’s South Shore. This spacious, fully furnished villa offers a seamless blend of indoor-outdoor living with 2,375 square feet of

  Elena Panigada Island Sotheby's International Realty(M)

  3800 Wailea Alanui Dr Unit 108, Kihei, HI 96753
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  $2,795,000 Sold Dec 24, 2025

  371 Pualoa Nani Place Unit Lot 24, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 2,354 Sq Ft
  • Built 2000

  Last Sold Summary

  • $1,187/SF
  • 23 Days On Market

  Current Estimated Value $2,499,352

  Last Listing Agent Christine Warner Coldwell Banker Island Prop(S)

  371 Pualoa Nani Place Unit Lot 24, Kihei, HI 96753
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  /27

  Est $1,027,351 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 117,176 Sq Ft

  2757 S Kihei Rd Unit 802, Kihei, HI 96753

  2757 S Kihei Rd Unit 802, Kihei, HI 96753
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  /31

  $1,179,000

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

  2757 S Kihei Rd Unit 202, Kihei, HI 96753

  Paradise Ridge Estates is one of South Maui's Newest Luxury Gated communities nestled atop a bluff. And condo #202 sits at one of the highest points in the complex and is just steps away from the crystal blue waters and sandy beaches of Kamaole Beach. You'll be swept away with the breathtaking ocean and mountain views which boast magical sunsets and possibly a whale sighting or two!! This

  Mardi Werner Coldwell Banker Island Prop-Ku

  2757 S Kihei Rd Unit 202, Kihei, HI 96753
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  /50

  $2,235,000 Sold Dec 12, 2025

  904 Kupulau Dr, Kihei, HI 96753

  • 3 Beds
  • 5 Baths
  • 4,220 Sq Ft
  • Built 1989

  Last Sold Summary

  • 26% Below List Price
  • $530/SF
  • 363 Days On Market

  Current Estimated Value $3,262,237

  Last Listing Agent Todd Hudson Keller Williams Realty Maui-Ki

  904 Kupulau Dr, Kihei, HI 96753
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  /27

  Est $1,296,144 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 98,838 Sq Ft

  2757 S Kihei Rd Unit 703, Kihei, HI 96753

  2757 S Kihei Rd Unit 703, Kihei, HI 96753
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  /42

  $5,750,000

  • 3 Beds
  • 3 Baths
  • 2,521 Sq Ft

  3800 Wailea Alanui Dr Unit 209, Kihei, HI 96753

  Welcome to Wailea Beach Villas Penthouse 209, one of Wailea’s most prestigious gated, Hotel-Zoned beachfront communities. This spacious 3 Bedroom, 3 Bathroom + DEN (configured as a 4th bedroom) offers 2,521 sq. ft. of SINGLE-LEVEL Luxury with refined finishes, open-concept design and seamless indoor-outdoor living. Secure elevator access to your penthouse. The gourmet kitchen features high-end

  Caroline Neubauer Keller Williams Realty Maui-Ka

  3800 Wailea Alanui Dr Unit 209, Kihei, HI 96753
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  /50

  $4,600,000 Sold Feb 04, 2026

  4400 Makena Rd Unit 604, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,303 Sq Ft
  • Built 1981

  Last Sold Summary

  • 5% Below List Price
  • $3,530/SF
  • 68 Days On Market

  Current Estimated Value $4,862,051

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

  4400 Makena Rd Unit 604, Kihei, HI 96753
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  /26

  Est $1,184,371 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 98,838 Sq Ft

  2757 S Kihei Rd Unit 704, Kihei, HI 96753

  2757 S Kihei Rd Unit 704, Kihei, HI 96753
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  /50

  $2,125,000

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft

  53 Waikai St, Kihei, HI 96753

  Wailea Resort Living — Moments from Keawakapu Beach Enjoy timeless island living in this beautifully upgraded Wailea Kai home, where classic design and modern updates come together in one of Wailea’s most desirable gated communities. This inviting two-level residence features a primary bedroom suite, kitchen, great room, expansive decks, spa/hot tub, two split-system air conditioning units, and a

  Josef Erlemann Compass-W

  53 Waikai St, Kihei, HI 96753
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  /50

  $1,550,000 Sold Nov 17, 2025

  3950 Kalai Waa St Unit L101, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,568 Sq Ft
  • Built 1998

  Last Sold Summary

  • 22% Below List Price
  • $989/SF
  • 298 Days On Market

  Current Estimated Value $1,574,546

  Last Listing Agent Todd Hudson Keller Williams Realty Maui-Ki

  3950 Kalai Waa St Unit L101, Kihei, HI 96753
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  /25

  Est $1,199,726 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 98,838 Sq Ft

  2757 S Kihei Rd Unit 502, Kihei, HI 96753

  2757 S Kihei Rd Unit 502, Kihei, HI 96753
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  /50

  $4,695,000

  • 3 Beds
  • 4 Baths
  • 3,330 Sq Ft

  179 Lolowaa Place Unit 2, Kihei, HI 96753

  What if you could own a BRAND NEW - MOVE IN READY, single level home in Wailea where luxury meets livability? Welcome home to 179 Lolowaa, a 3 bed, 3.5 bath retreat in Wailea Golf Estates II with ocean views, privacy, and high-end comfort at every turn. This home has the perfect floor plan with no stairs. Such a comfortable layout. Home is a fully automated smart home featuring a state of the art

  Dano Sayles Coldwell Banker Island Prop(S)

  179 Lolowaa Place Unit 2, Kihei, HI 96753
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  /50

  $700,000 Sold Jun 13, 2025

  2653 S Kihei Rd Unit 201, Kihei, HI 96753

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

  Last Sold Summary

  • 20% Below List Price
  • $787/SF
  • 117 Days On Market

  Current Estimated Value $798,037

  Last Listing Agent Erica Haleakala Hawaii Life (W)

  2653 S Kihei Rd Unit 201, Kihei, HI 96753

Showing Results 81 - 120, Page 3 of 18