Wailea, HI Homes

• 

  

  

  /50

  Est $1,704,640

  Not Listed For Sale

  87 Poailani Place Unit 17, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 2,229 Sq Ft
  • Built 2006

  87 Poailani Place Unit 17, Kihei, HI 96753

  Last Sold Summary

  • 247 Days On Market

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

  

  

  /49

  $1,335,000

  $100K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,071 Sq Ft

  10 Wailea Ekolu Place Unit 203, Kihei, HI 96753

  Perfectly positioned in Wailea Ekolu! The incredible ground floor 2 Bedroom 2 Bath Vacation Rental in the Heart of Wailea you’ve been waiting for is here. Located in Building 2, you are steps away from the amazing Wailea Village Center with wonderful restaurants and shopping at your fingertips. This stunning condo offers ground floor convenience and features 2 spacious bedrooms and 2 full baths,

  Dale Richardson Hawaii Life (W)

  10 Wailea Ekolu Place Unit 203, Kihei, HI 96753
• 

  

  

  /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 $4,419,505

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

  4400 Makena Rd Unit 604, Kihei, HI 96753
• 

  

  

  /3

  Est $34,051,320

  Not Listed For Sale

  47 Malukai Ln Unit 13, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 4,762 Sq Ft
  • Built 2013

  47 Malukai Ln Unit 13, Kihei, HI 96753

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent David Richardson Hawaii Life (W)
• 

  

  

  /37

  $1,079,000

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  3950 Kalai Waa St Unit S202, Kihei, HI 96753

  Discover epic island living at an incredible value in the Wailea Resort. Wailea Fairway Villas S202 is one of the best view locations in the community, capturing breathtaking ocean, outer island, and golf course views with unforgettable year-round sunsets. This finely appointed 2-bedroom, 2-bath residence has been freshly painted from top to bottom and features a brand-new split A/C system.

  Dano Sayles Coldwell Banker Island Prop(S)

  3950 Kalai Waa St Unit S202, Kihei, HI 96753
• 

  

  /38

  $1,475,000

  Sold May 08, 2026

  3414 Keha Dr Unit B, Kihei, HI 96753

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Built 2025

  Last Sold Summary

  • 8% Below List Price
  • $1,756/SF
  • 108 Days On Market

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

  3414 Keha Dr Unit B, Kihei, HI 96753
• 

  

  /50

  Est $2,564,652

  Not Listed For Sale

  20 Kainui Loop Unit 74B, Kihei, HI 96753

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

  20 Kainui Loop Unit 74B, Kihei, HI 96753

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Robert Hasson Hawaii Life (W)
• 

  

  /43

  $685,000

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft

  2737 S Kihei Rd Unit 142, Kihei, HI 96753

  Hale Kamaole 142 is a beautifully remodeled ground floor 1-bedroom, 1-bath condo that delivers a fresh, modern beach vibe just steps from Kamaole Beach Park III and the upper pool. Come experience a true “WOW” with luxury furnishings, cool tile flooring, and a bright open-concept layout that feels larger than a typical one bedroom. The kitchen has been thoughtfully redesigned to create a more

  Clint Hansen Maui Luxury Real Estate LLC

  2737 S Kihei Rd Unit 142, Kihei, HI 96753
• 

  

  /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 $1,705,447

  Last Listing Agent Todd Hudson Keller Williams Realty Maui-Ki

  3950 Kalai Waa St Unit L101, Kihei, HI 96753
• 

  

  /50

  Est $2,567,930

  Not Listed For Sale

  72 Kainui Loop Unit 70A, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,796 Sq Ft
  • Built 2008

  72 Kainui Loop Unit 70A, Kihei, HI 96753

  Last Sold Summary

  • 171 Days On Market

  Last Listing Agent Carla Lorimor Polaris Pacific
• 

  

  /50

  $2,875,000

  • 2 Beds
  • 2 Baths
  • 1,374 Sq Ft

  60 Kai Malu Dr Unit 201 (11C), Kihei, HI 96753

  The One You’ve Been Waiting For! This pristine, second floor 2 Bedroom 2 Bath unit in Wailea’s Newest Development has it all. This premium location provides you with amazing Ocean and Outer Island views with incredible sunsets and the indescribable joy of great whale watching from your new home. La’i Loa 11C features an open floor plan that sits wide to the view for maximum enjoyment throughout

  Dale Richardson Hawaii Life (W)

  60 Kai Malu Dr Unit 201 (11C), Kihei, HI 96753
• 

  

  /47

  $2,395,000

  Sold Mar 04, 2026

  30 Hoawaa Way, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,948 Sq Ft
  • Built 1988

  Last Sold Summary

  • 11% Below List Price
  • $1,229/SF
  • 178 Days On Market

  Current Estimated Value $2,330,108

  Last Listing Agent Art Manzano eXp Realty

  30 Hoawaa Way, Kihei, HI 96753
• 

  

  /48

  Est $2,475,867

  Not Listed For Sale

  134 Kainui Loop Unit 66A, Kihei, HI 96753

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

  134 Kainui Loop Unit 66A, Kihei, HI 96753

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Sara Romvari Romvari Realty Ltd
• 

  

  /46

  $17,950,000

  $3M PRICE DROP

  • 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
• 

  

  /45

  $2,550,000

  Sold Dec 31, 2025

  3300 Wailea Alanui Dr Unit 38F, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft
  • Built 1976

  Last Sold Summary

  • 9% Below List Price
  • $2,116/SF
  • 227 Days On Market

  Current Estimated Value $2,402,717

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

  3300 Wailea Alanui Dr Unit 38F, Kihei, HI 96753
• 

  

  /50

  Est $2,207,532

  Not Listed For Sale

  360 Kai Malu Place Unit 49B, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,852 Sq Ft
  • Built 2007

  360 Kai Malu Place Unit 49B, Kihei, HI 96753

  Last Sold Summary

  • 358 Days On Market

  Last Listing Agent Kathy Worley Pali Kai Inc
• 

  

  /50

  $2,489,000

  • 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 furnished 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

  Carol Olsen Coldwell Banker Island Prop(S)

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

  

  /42

  $3,750,000

  Sold Jun 10, 2026

  4400 Makena Rd Unit 107, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,186 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Below List Price
  • $3,162/SF
  • 72 Days On Market

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

  4400 Makena Rd Unit 107, Kihei, HI 96753
• 

  

  /50

  Est $2,644,184

  Not Listed For Sale

  104 Kai La Place Unit 26A, Kihei, HI 96753

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

  104 Kai La Place Unit 26A, Kihei, HI 96753

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Sara Romvari Romvari Realty Ltd
• 

  

  /49

  $1,557,000

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

  3150 Wailea Alanui Dr Unit 2703, Kihei, HI 96753

  Welcome to Wailea Palms 2703, move-in-ready and fully furnished, spectacular and renovated ground-floor 2 Bedroom, 2 Bath residence in one of Wailea's most sought after gated communities. Offering zero stairs from the parking area to the unit. 2703 combines effortless convenience with refined island living. Thoughtfully designed floor plan flows seamlessly through Fleetwood sliding glass doors to

  Caroline Neubauer Keller Williams Realty Maui-Ka

  3150 Wailea Alanui Dr Unit 2703, Kihei, HI 96753
• 

  

  /44

  $1,541,000

  Sold Dec 18, 2025

  10 Wailea Ekolu Place Unit 706, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,071 Sq Ft
  • Built 1979

  Last Sold Summary

  • 14% Below List Price
  • $1,439/SF
  • 262 Days On Market

  Current Estimated Value $1,514,200

  Last Listing Agent Jai Jimenez Hawaii Life (W)

  10 Wailea Ekolu Place Unit 706, Kihei, HI 96753
• 

  

  /50

  Est $2,747,091

  Not Listed For Sale

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

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

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

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Lucas Woodford Hawaii Life (W)
• 

  

  /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
• 

  /2

  $5,990,000

  Sold May 15, 2026

  3600 Wailea Alanui Dr Unit 1603, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,363 Sq Ft
  • Built 1981

  Last Sold Summary

  • $4,395/SF
  • 0 Days On Market

  Current Estimated Value $4,707,229

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

  3600 Wailea Alanui Dr Unit 1603, Kihei, HI 96753
• 

  

  /50

  Est $3,581,125

  Not Listed For Sale

  181 Hokai Place, Kihei, HI 96753

  • 4 Beds
  • 3 Baths
  • 4,004 Sq Ft
  • Built 2003

  181 Hokai Place, Kihei, HI 96753

  Last Sold Summary

  • 49 Days On Market

  Last Listing Agent Lydia Pedro Hawaii Life (W)
• 

  

  /37

  $1,449,000

  $326K PRICE DROP

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

  3200 Wailea Alanui Dr Unit 1505, Kihei, HI 96753

  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 and a

  Bob Hansen Maui Luxury Real Estate LLC

  3200 Wailea Alanui Dr Unit 1505, Kihei, HI 96753
• 

  

  /47

  $6,485,000

  Sold Sep 05, 2025

  3885 Wailea Ekolu Place, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 4,588 Sq Ft
  • Built 1998

  Last Sold Summary

  • 18% Below List Price
  • $1,413/SF
  • 195 Days On Market

  Current Estimated Value $6,238,852

  Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC

  3885 Wailea Ekolu Place, Kihei, HI 96753
• 

  

  /45

  Est $3,290,044

  Not Listed For Sale

  168 Hokai Place, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 3,307 Sq Ft
  • Built 2005

  168 Hokai Place, Kihei, HI 96753

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Geoffrey Cook Century 21 Island Homes
• 

  

  /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
• 

  

  /43

  $622,000

  Sold Sep 02, 2025

  2881 S Kihei Rd Unit 55, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,115 Sq Ft
  • Built 1981

  Last Sold Summary

  • 27% Below List Price
  • $558/SF
  • 116 Days On Market

  Current Estimated Value $805,659

  Last Listing Agent Josh Jerman Hawaii Life (W)

  2881 S Kihei Rd Unit 55, Kihei, HI 96753
• 

  

  /50

  Est $2,150,865

  Not Listed For Sale

  109 Hokai Place, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,852 Sq Ft
  • Built 2003

  109 Hokai Place, Kihei, HI 96753

  Last Sold Summary

  • 112 Days On Market

  Last Listing Agent Bradley MacArthur Hawaii Life (W)
• 

  

  /50

  $1,750,000

  $449K PRICE DROP

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

  53 Waikai St, Kihei, HI 96753

  Motivated Seller — Unbeatable Wailea Value Steps from Keawakapu Beach! The seller is highly motivated, presenting an extraordinary opportunity to secure a beautifully upgraded residence in Wailea Kai, one of South Maui’s most desirable gated communities. This is your chance to capture timeless island luxury with unmatched value in today's market. Designed for effortless comfort, this inviting

  Josef Erlemann Compass-W

  53 Waikai St, Kihei, HI 96753
• 

  

  /41

  $2,900,000

  Sold Mar 30, 2026

  3076 Manu Hope Place, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 2,526 Sq Ft
  • Built 1985

  Last Sold Summary

  • 9% Below List Price
  • $1,148/SF
  • 39 Days On Market

  Current Estimated Value $2,805,304

  Last Listing Agent Meghan Clair Coldwell Banker Island Prop(S)

  3076 Manu Hope Place, Kihei, HI 96753
• 

  

  /50

  Est $2,750,982

  Not Listed For Sale

  141 Hokai Place, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 2,673 Sq Ft
  • Built 2006

  141 Hokai Place, Kihei, HI 96753

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Alana Rucynski Hawaii Life (W)
• 

  

  /48

  $3,500,000

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

  39 Hoawaa Way, Kihei, HI 96753

  Every once in a long while, a home feels less like a property and more like a discovery. Rebuilt from studs in 2019, this better than new single level, no steps Wailea retreat pairs effortless accessibility and wide 36" doorways with the quiet polish of a private resort. Light filled interiors, soaring eight to twelve foot ceilings, and walls of Fleetwood glass open seamlessly to nearly a

  Clint Hansen Maui Luxury Real Estate LLC

  39 Hoawaa Way, Kihei, HI 96753
• 

  

  /42

  $1,975,000

  Sold Apr 22, 2026

  3300 Wailea Alanui Dr Unit 3A, Kihei, HI 96753

  • 2 Beds
  • 3 Baths
  • 1,575 Sq Ft
  • Built 1976

  Last Sold Summary

  • 16% Below List Price
  • $1,254/SF
  • 338 Days On Market

  Current Estimated Value $1,963,830

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

  3300 Wailea Alanui Dr Unit 3A, Kihei, HI 96753
• 

  

  /49

  Est $1,939,416

  Not Listed For Sale

  98 Ahekolo St, Kihei, HI 96753

  • 5 Beds
  • 4 Baths
  • 2,660 Sq Ft
  • Built 2004

  98 Ahekolo St, Kihei, HI 96753

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Sara Fox Keller Williams Realty Maui-Ki
• 

  

  /50

  $750,000

  • 2 Beds
  • 2 Baths
  • 1,115 Sq Ft

  2881 S Kihei Rd Unit 33, Kihei, HI 96753

  This ground floor 2-bedroom, 2-bath condo checks all the boxes—ocean views, a spacious layout, and one of the best locations in South Kihei. Step out onto your large front lanai (accessible from both the living room and primary bedroom) and take in the tropical setting with a peek of the Pacific—it’s the perfect spot for morning coffee or sunset cocktails. Inside, you’ll find an open, comfortable

  Josh Feyen Real Broker

  2881 S Kihei Rd Unit 33, Kihei, HI 96753
• 

  

  /47

  $782,000

  Sold Jul 29, 2026

  2695 S Kihei Rd Unit 6-402, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 1983

  Last Sold Summary

  • 11% Below List Price
  • $658/SF
  • 71 Days On Market

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

  2695 S Kihei Rd Unit 6-402, Kihei, HI 96753
• 

  

  /48

  Est $1,850,978

  Not Listed For Sale

  168 Ahekolo Place, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 2,124 Sq Ft
  • Built 2004

  168 Ahekolo Place, Kihei, HI 96753

  Last Sold Summary

  • 151 Days On Market

  Last Listing Agent Joan Padgett REMAX Hawaii Maui

Showing Results 121 - 160, Page 4 of 18