Wailea, HI Homes

• 

  

  

  /50

  Est $1,671,142 Not Listed For Sale

  2757 Kauhale St, Kihei, HI 96753

  • 5 Beds
  • 3 Baths
  • 2,241 Sq Ft
  • Built 1985

  2757 Kauhale St, Kihei, HI 96753

  Last Sold Summary

  • 7% Below List Price
  • $799/SF
  • 2 Days On Market

  • Last Sold Price $1,790,000
  • Apr 10, 2024

  Last Listing Agent Philip Chiesa Island Sotheby's International Realty(W)
• 

  

  

  /35

  $589,000 Pending

  • 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
• 

  

  

  /22

  $1,475,000 Sold Mar 19, 2026

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

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

  Last Sold Summary

  • $1,527/SF
  • 0 Days On Market

  Current Estimated Value $1,491,484

  Last Listing Agent Raphael Wellerstein Coldwell Banker Island Prop-Ku

  3300 Wailea Alanui Dr Unit 13F, Kihei, HI 96753
• 

  

  

  /25

  Est $1,386,386 Not Listed For Sale

  2751 Kauhale St, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1987

  2751 Kauhale St, Kihei, HI 96753

  Last Sold Summary

  • 1% Below List Price
  • $911/SF
  • 45 Days On Market

  • Last Sold Price $1,400,000
  • Sep 05, 2023

  Last Listing Agent Natalie Hoffseth Coldwell Banker Island Prop(S)
• 

  

  

  /37

  $1,550,000

  • 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
• 

  

  /50

  $3,715,000 Sold May 29, 2025

  3800 Wailea Alanui Dr Unit 106, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,899 Sq Ft
  • Built 2005

  Last Sold Summary

  • 15% Below List Price
  • $1,956/SF
  • 49 Days On Market

  Current Estimated Value $3,707,791

  Last Listing Agent Karen Olsen Keller Williams Realty Maui-Ki

  3800 Wailea Alanui Dr Unit 106, Kihei, HI 96753
• 

  

  /50

  Est $1,384,452 Not Listed For Sale

  235 Hoohale Place, Kihei, HI 96753

  • 4 Beds
  • 3 Baths
  • 1,932 Sq Ft
  • Built 1986

  235 Hoohale Place, Kihei, HI 96753

  Last Sold Summary

  • $718/SF
  • 229 Days On Market

  • Last Sold Price $1,388,000
  • Mar 28, 2025

  Last Listing Agent Jean Keating Coldwell Banker Island Prop-Ku
• 

  

  /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
• 

  

  /50

  $4,000,000 Sold Nov 07, 2025

  4281 Wailina Place, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 3,817 Sq Ft
  • Built 2002

  Last Sold Summary

  • 13% Below List Price
  • $1,048/SF
  • 66 Days On Market

  Current Estimated Value $4,036,049

  Last Listing Agent Kathy Worley Pali Kai Inc

  4281 Wailina Place, Kihei, HI 96753
• 

  

  /12

  Est $1,207,673 Not Listed For Sale

  225 Hoohale Place, Kihei, HI 96753

  • 3 Beds
  • 1.5 Baths
  • 1,058 Sq Ft
  • Built 1977

  225 Hoohale Place, Kihei, HI 96753

  Last Sold Summary

  • 38% Above List Price
  • $828/SF
  • 10 Days On Market

  • Last Sold Price $876,000
  • Apr 17, 2023

  Last Listing Agent Chana Boone The Agency Maui
• 

  

  /50

  $1,999,000

  • 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
• 

  

  /50

  $1,895,000 Sold Jan 30, 2026

  95 Poailani Place Unit 19, Kihei, HI 96753

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

  Last Sold Summary

  • $850/SF
  • 78 Days On Market

  Current Estimated Value $1,932,650

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

  95 Poailani Place Unit 19, Kihei, HI 96753
• 

  

  /30

  Est $2,111,287 Not Listed For Sale

  2852 Puu Hoolai St, Kihei, HI 96753

  • 5 Beds
  • 5 Baths
  • 3,408 Sq Ft
  • Built 1989

  2852 Puu Hoolai St, Kihei, HI 96753

  Last Sold Summary

  • 5% Below List Price
  • $654/SF
  • 23 Days On Market

  • Last Sold Price $2,230,000
  • May 17, 2024

  Last Listing Agent Bill Hoffman Real Broker
• 

  

  /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

  $1,499,750 Sold Jul 29, 2025

  2927 Kauhale St, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,832 Sq Ft
  • Built 1985

  Last Sold Summary

  • 8% Below List Price
  • $819/SF
  • 95 Days On Market

  Current Estimated Value $1,463,745

  Last Listing Agent Sherrie Stinger Coldwell Banker Island Prop(S)

  2927 Kauhale St, Kihei, HI 96753
• 

  

  /49

  Est $1,437,592 Not Listed For Sale

  2825 Kauhale St, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,225 Sq Ft
  • Built 1985

  2825 Kauhale St, Kihei, HI 96753

  Last Sold Summary

  • 3% Above List Price
  • $1,143/SF
  • 93 Days On Market

  • Last Sold Price $1,400,000
  • Jan 24, 2025

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

  

  /32

  $599,000 Pending

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 7-103, Kihei, HI 96753

  Kamaole Sands 7-103 is the one you’ve been waiting for. Located in Building 7, widely regarded as the quietest building in the complex, this ground floor unit offers a rare combination of privacy, comfort, and convenience at an unbeatable price point. The interior is well maintained and features split A/C for year-round comfort, creating a cool and relaxing retreat after a day at the beach. One

  Dano Sayles Coldwell Banker Island Prop(S)

  2695 S Kihei Rd Unit 7-103, Kihei, HI 96753
• 

  

  /50

  $1,750,000 Sold Dec 30, 2025

  147 Hoohale St, Kihei, HI 96753

  • 4 Beds
  • 3 Baths
  • 2,447 Sq Ft
  • Built 2003

  Last Sold Summary

  • 8% Below List Price
  • $715/SF
  • 18 Days On Market

  Current Estimated Value $1,811,957

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

  147 Hoohale St, Kihei, HI 96753
• 

  

  /31

  Est $1,155,796 Not Listed For Sale

  265 Alaume St, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,171 Sq Ft
  • Built 1983

  265 Alaume St, Kihei, HI 96753

  Last Sold Summary

  • 8% Above List Price
  • $918/SF
  • 27 Days On Market

  • Last Sold Price $1,075,000
  • May 04, 2023

  Last Listing Agent Lara Schoeppner Keller Williams Realty Maui-Ka
• 

  

  /48

  $5,600,000

  • 3 Beds
  • 4 Baths
  • 2,554 Sq Ft

  4000 Wailea Alanui Dr Unit 901, Kihei, HI 96753

  Simply gorgeous property less than 250 feet from the ocean; lovely ocean views and top quality, elegant interior. This is Wailea Point’s largest floor plan other than double units. Every room is beautifully detailed and furnished; you’ll marvel at the many architectural details in this uniquely elegant interior: The large, frosted glass entry window, magnificent wood & glass interior stair, the

  Dave Wagner Wailea Point Realty, Inc.

  4000 Wailea Alanui Dr Unit 901, Kihei, HI 96753
• 

  

  /29

  $2,200,000 Sold Jan 16, 2026

  3379 Kehala Dr, Kihei, HI 96753

  • 2 Beds
  • 3 Baths
  • 2,316 Sq Ft
  • Built 1977

  Last Sold Summary

  • 4% Below List Price
  • $950/SF
  • 27 Days On Market

  Current Estimated Value $2,216,759

  Last Listing Agent John Lyle Coldwell Banker Island Prop(S)

  3379 Kehala Dr, Kihei, HI 96753
• 

  

  /49

  Est $1,561,783 Not Listed For Sale

  2817 Panepoo St, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 2,208 Sq Ft
  • Built 1988

  2817 Panepoo St, Kihei, HI 96753

  Last Sold Summary

  • 5% Below List Price
  • $747/SF
  • 4 Days On Market

  • Last Sold Price $1,650,000
  • Feb 23, 2024

  Last Listing Agent Alana Rucynski Hawaii Life (W)
• 

  

  /46

  $1,338,000

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

  3200 Wailea Alanui Dr Unit 2105, Kihei, HI 96753

  Welcome to Palms at Wailea 2105, a freshly re-imagined 2024 renovation that offers a modern, fully furnished 2-bedroom, 2-bath retreat in one of South Maui's most sought-after communities. This turn-key condo captures the essence of island living while delivering the proven performance of a top-producing vacation rental, making it an ideal choice for investors or owners ready to enjoy the island

  Mark Morris Coldwell Banker Island Prop(P)

  3200 Wailea Alanui Dr Unit 2105, Kihei, HI 96753
• 

  

  /47

  $525,000 Sold Aug 29, 2025

  160 Keonekai Rd Unit 11-201, Kihei, HI 96753

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

  Last Sold Summary

  • 6% Below List Price
  • $700/SF
  • 66 Days On Market

  Current Estimated Value $522,250

  Last Listing Agent Melissa Montgomery Coldwell Banker Island Prop(S)

  160 Keonekai Rd Unit 11-201, Kihei, HI 96753
• 

  

  /29

  Est $1,390,040 Not Listed For Sale

  2837 Panepoo St, Kihei, HI 96753

  • 3 Beds
  • 2.5 Baths
  • 1,698 Sq Ft
  • Built 1988

  2837 Panepoo St, Kihei, HI 96753

  Last Sold Summary

  • 1% Below List Price
  • $824/SF
  • 19 Days On Market

  • Last Sold Price $1,400,000
  • Jun 16, 2023

  Last Listing Agent Leslie Smith Hawaii Life (W)
• 

  

  /39

  $1,149,000

  • 2 Beds
  • 2 Baths
  • 1,052 Sq Ft

  2777 S Kihei Rd Unit 219, Kihei, HI 96753

  Priced to Sell! This 2bd/2bth unit in Maui Kamaole boasts impressive ocean and West Maui mountain views, and is perfectly situated in the complex between the two gorgeous pool areas. The spacious floor plan offers plenty of living space as well as 3 separate lanais, and being a corner unit provides an extra living room window for added natural light. Both bathrooms have been remodeled with

  Jordan Kamikawa Hawaii Life (W)

  2777 S Kihei Rd Unit 219, Kihei, HI 96753
• 

  

  /21

  $1,040,000 Sold Mar 12, 2026

  2936 S Kihei Rd Unit 512, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 680 Sq Ft
  • Built 1975

  Last Sold Summary

  • 17% Below List Price
  • $1,529/SF
  • 69 Days On Market

  Current Estimated Value $1,149,629

  Last Listing Agent Heather Zidell Compass-W

  2936 S Kihei Rd Unit 512, Kihei, HI 96753
• 

  

  /18

  Est $1,551,524 Not Listed For Sale

  2844 Panepoo St, Kihei, HI 96753

  • 5 Beds
  • 5 Baths
  • 2,828 Sq Ft
  • Built 1985

  2844 Panepoo St, Kihei, HI 96753

  Last Sold Summary

  • 8% Above List Price
  • $509/SF
  • 308 Days On Market

  • Last Sold Price $1,440,000
  • Nov 06, 2024

  Last Listing Agent Christina Lynch Deep Blue HI
• 

  

  /44

  $1,189,000

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  3950 Kalai Waa St Unit Y202, Kihei, HI 96753

  Stunning 2-bedroom, 2-bath upper-level furnished unit with beautiful ocean/sunset and golf course views. Remodeled in 2014, features include new window treatments, tile, new kitchen appliances, full renovations of both bathrooms (toilets, sinks/faucets, countertops, shower, bath enclosure and lighting). Replacement of front and back door screen doors, new lighting in kitchen and dining room, and

  Leslie Smith Hawaii Life (W)

  3950 Kalai Waa St Unit Y202, Kihei, HI 96753
• 

  

  /50

  $2,795,000 Sold Aug 11, 2025

  70 Pukolu Place, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $1,118/SF
  • 54 Days On Market

  Current Estimated Value $2,712,480

  Last Listing Agent Bradley MacArthur Hawaii Life (W)

  70 Pukolu Place, Kihei, HI 96753
• 

  

  /32

  Est $1,177,733 Not Listed For Sale

  2833 Ohina St, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,717 Sq Ft
  • Built 1982

  2833 Ohina St, Kihei, HI 96753

  Last Sold Summary

  • 2% Above List Price
  • $670/SF
  • 71 Days On Market

  • Last Sold Price $1,150,000
  • Aug 01, 2023

  Last Listing Agent Ashley Correa Compass
• 

  

  /28

  $1,475,000

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

  10 Wailea Ekolu Place Unit 1206, Kihei, HI 96753

  Ocean, Molokini, and Wailea Blue Golf Course views set the tone from the moment you arrive. This 2-bedroom, 2-bath Wailea Ekolu condo offers a quiet, private setting tucked away from the road, creating a peaceful relaxing environment. Inside, vaulted ceilings and an open layout bring in natural light, while high-end furnishings and curated artwork give the unit a more refined feel than your

  David McAlear Coldwell Banker Island Prop-Ku

  10 Wailea Ekolu Place Unit 1206, Kihei, HI 96753
• 

  

  /23

  $590,000 Sold Oct 31, 2025

  160 Keonekai Rd Unit 9-101, Kihei, HI 96753

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

  Last Sold Summary

  • $787/SF
  • 12 Days On Market

  Current Estimated Value $568,392

  Last Listing Agent Jeff Simon Hawaii Life (W)

  160 Keonekai Rd Unit 9-101, Kihei, HI 96753
• 

  

  /50

  Est $1,228,567 Not Listed For Sale

  2866 Ohina St, Kihei, HI 96753

  • 4 Beds
  • 3 Baths
  • 1,593 Sq Ft
  • Built 1983

  2866 Ohina St, Kihei, HI 96753

  Last Sold Summary

  • 2% Above List Price
  • $756/SF
  • 12 Days On Market

  • Last Sold Price $1,205,000
  • Mar 17, 2025

  Last Listing Agent Sara Romvari Romvari Realty Ltd
• 

  

  /50

  $4,195,000

  • 5 Beds
  • 4 Baths
  • 3,934 Sq Ft

  198 Heleuma Place, Kihei, HI 96753

  Capturing breathtaking sunsets over the Pacific and tranquil views of Haleakala and the surrounding mountains, this exceptional Wailea Kialoa residence embodies the essence of refined island living. Perfectly positioned near the top of a private cul-de-sac within this gated enclave, the home rests on a 10,128 sq ft lot along a lush greenbelt, offering both privacy and serenity in one of Wailea’s

  Brandon Janes Sunny Maui Vacations

  198 Heleuma Place, Kihei, HI 96753
• 

  

  /50

  $760,000 Sold May 30, 2025

  2777 S Kihei Rd Unit 104, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 849 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Below List Price
  • $895/SF
  • 6 Days On Market

  Current Estimated Value $956,326

  Last Listing Agent Claudia Garcia Maui International R E Srvs

  2777 S Kihei Rd Unit 104, Kihei, HI 96753
• 

  

  /43

  Est $1,446,055 Not Listed For Sale

  289 Aukahi St, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft
  • Built 1985

  289 Aukahi St, Kihei, HI 96753

  Last Sold Summary

  • $847/SF
  • 45 Days On Market

  • Last Sold Price $1,450,000
  • Dec 13, 2023

  Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC
• 

  

  /35

  $3,750,000

  • 3 Beds
  • 3 Baths
  • 3,839 Sq Ft

  3919 Waakaula Place, Kihei, HI 96753

  Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedroom, 3-bath residence in Wailea Golf Estates offers a rare combination of privacy, elegance, and effortless island living. Relax and recharge with EV charging and the opportunity to add your own personal touches, making this a

  Geoffrey Cook Century 21 Island Homes

  3919 Waakaula Place, Kihei, HI 96753
• 

  /2

  $6,700,000 Sold Dec 24, 2025

  18 Maluaka Place Unit 1, Wailea, HI 96753

  • Land
  • 24,828 Sq Ft
  • $11,754,489 per Acre

  Last Sold Summary

  • 46% Below List Price
  • 469 Days On Market

  Current Estimated Value $8,606,210

  Last Listing Agent Robert Merriman Discovery Makena Realty LLC

  18 Maluaka Place Unit 1, Wailea, HI 96753
• 

  

  /45

  Est $1,474,342 Not Listed For Sale

  2688 Ohina St, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft
  • Built 1979

  2688 Ohina St, Kihei, HI 96753

  Last Sold Summary

  • 15% Below List Price
  • $1,024/SF
  • 126 Days On Market

  • Last Sold Price $1,725,000
  • Sep 06, 2024

  Last Listing Agent Kathy Hawley Keller Williams Realty Maui-Ki

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