Wailea, HI Homes

• 

  

  

  /17

  $949,000

  • Land
  • 25,743 Sq Ft
  • $1,605,753 per Acre

  3467 Malina Place, Kihei, HI 96753

  Grandiose views within one of South Maui's most coveted neighborhoods. This spacious 25,744 sq. ft. lot in sought-after Maui Meadows offers a truly rare chance to design and build your custom island retreat from the ground up! The canvas is clean, complete with building locations, septic, and ready for your vision. Maui Meadows is renowned for its large lots, cool upcountry breezes, and stunning

  Geoffrey Cook Century 21 Island Homes

  3467 Malina Place, Kihei, HI 96753
• 

  

  

  /32

  $959,000

  Sold Oct 29, 2025

  2724 Panepoo St, Kihei, HI 96753

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

  Last Sold Summary

  • 4% Below List Price
  • $569/SF
  • 6 Days On Market

  Current Estimated Value $1,093,269

  Last Listing Agent Lesa Warner-Burke Real Broker

  2724 Panepoo St, Kihei, HI 96753
• 

  

  

  /30

  Est $890,684

  Not Listed For Sale

  2777 S Kihei Rd Unit 108, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 1,015,819 Sq Ft
  • Built 1999

  2777 S Kihei Rd Unit 108, Kihei, HI 96753

  Last Sold Summary

  • 100 Days On Market
• 

  

  

  /41

  $2,995,000

  $500K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,465 Sq Ft

  210 E Panana Place, Kihei, HI 96753

  Located in the desirable gated community of Wailea Kialoa, this 4-bedroom, 3-bathroom home offers convenient access to everything you could want. It's just a short stroll to beautiful beaches, golf courses, tennis facilities, shopping, restaurants, and resorts. The residence features a private, sunny, and spacious backyard with a large in-ground pool and spa, creating a perfect oasis. The

  Josh Jerman Hawaii Life (W)

  210 E Panana Place, Kihei, HI 96753
• 

  

  

  /50

  $1,150,000

  Sold Feb 13, 2026

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

  • 2 Beds
  • 3 Baths
  • 1,133 Sq Ft
  • Built 1976

  Last Sold Summary

  • 18% Below List Price
  • $1,015/SF
  • 33 Days On Market

  Current Estimated Value $1,207,798

  Last Listing Agent Terence Alling Coldwell Banker Island Prop-Ku

  3300 Wailea Alanui Dr Unit 25B, Kihei, HI 96753
• 

  

  /26

  Est $1,227,974

  Not Listed For Sale

  2881 S Kihei Rd Unit 116, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,395 Sq Ft
  • Built 1981

  2881 S Kihei Rd Unit 116, Kihei, HI 96753

  Last Sold Summary

  • 15 Days On Market
• 

  

  /50

  $2,500,000

  • 4 Beds
  • 4 Baths
  • 2,804 Sq Ft

  3275 Kehala Dr Unit 3275 A Kehala Dr, Kihei, HI 96753

  Exceptional 3Bed/3Bath with 1B/1.5B Detached Ohana in front, BOTH with Expansive Ocean views and wrap around decks. House has two wrap around decks with Ocean views from living areas, kitchen, and bedrooms. Vaulted ceilings with open floor plan. 1Bedroom Ohana has covered carport, large deck also with Ocean views from living area and deck. Buildings were painted and tented this year. Driveway was

  Theresa Clyde AOK Properties LLC

  3275 Kehala Dr Unit 3275 A Kehala Dr, Kihei, HI 96753
• 

  

  /49

  $1,300,000

  Sold May 08, 2026

  2858 Puu Hoolai St, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,608 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Below List Price
  • $808/SF
  • 19 Days On Market

  Current Estimated Value $1,380,163

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

  2858 Puu Hoolai St, Kihei, HI 96753
• 

  

  /40

  Est $1,133,007

  Not Listed For Sale

  2881 S Kihei Rd Unit 80, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,395 Sq Ft
  • Built 1981

  2881 S Kihei Rd Unit 80, Kihei, HI 96753

  Last Sold Summary

  • 57 Days On Market
• 

  

  /45

  $799,000

  $76K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  2619 S Kihei Rd Unit A303, Kihei, HI 96753

  Welcome home to Haleakala Shores A-303, where island living blends seamlessly with comfort and flexibility. This spacious 2-bedroom, 2-bath condo is tastefully furnished with a clean, elegant aesthetic that feels both relaxed and inviting. Large windows in the living room fill the space with natural light, creating a bright and welcoming atmosphere throughout. The primary bathroom has been

  Josh Jerman Hawaii Life (W)

  2619 S Kihei Rd Unit A303, Kihei, HI 96753
• 

  

  /46

  $930,000

  Sold Jun 10, 2026

  2777 S Kihei Rd Unit 214, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,052 Sq Ft
  • Built 1988

  Last Sold Summary

  • 7% Below List Price
  • $884/SF
  • 11 Days On Market

  Current Estimated Value $1,170,788

  Last Listing Agent Scott Catton eXp Realty

  2777 S Kihei Rd Unit 214, Kihei, HI 96753
• 

  

  /45

  Est $1,121,891

  Not Listed For Sale

  2936 S Kihei Rd Unit 310, Kihei, HI 96753

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

  2936 S Kihei Rd Unit 310, Kihei, HI 96753

  Last Sold Summary

  • 3 Days On Market
• 

  

  /36

  $485,000

  $27K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 625 Sq Ft

  160 Keonekai Rd Unit 13-102, Kihei, HI 96753

  Welcome to Keonekai Villages Unit 13-102, a beautifully updated ground-floor condo just one block from Kamaole Beach Parks II and III. This sought-after South Maui location offers easy access to the beach, dining, and shopping, all while being part of a residential condo community. Please note that vacation rentals are not permitted. This 2BR/1BA unit has been thoughtfully renovated from top to

  Stephanie Dutcher Coldwell Banker Island Prop-Ku

  160 Keonekai Rd Unit 13-102, Kihei, HI 96753
• 

  

  /50

  $562,500

  Sold Jun 08, 2026

  2695 S Kihei Rd Unit 6-201, Kihei, HI 96753

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

  Last Sold Summary

  • 10% Below List Price
  • $688/SF
  • 50 Days On Market

  Last Listing Agent Dale Richardson Hawaii Life (W)

  2695 S Kihei Rd Unit 6-201, Kihei, HI 96753
• 

  

  /39

  Est $1,150,074

  Not Listed For Sale

  2936 S Kihei Rd Unit 304, Kihei, HI 96753

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

  2936 S Kihei Rd Unit 304, Kihei, HI 96753

  Last Sold Summary

  • 20 Days On Market
• 

  

  /35

  $975,000

  $224K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 1,032 Sq Ft

  3150 Wailea Alanui Dr Unit 3608, Kihei, HI 96753

  Beautifully appointed 1 bedroom, 2 bathroom residence condo offering an abundance of natural light and refined comfort. Located in the gated community of Wailea Palms, this 2nd level 1,032 sf condo features a spacious lanai showcasing breathtaking views of the ocean and the West Maui Mountains. Situated on the northwest side of the complex, providing enhanced privacy & tranquility. Exceptional

  Sherrie Stinger Coldwell Banker Island Prop(S)

  3150 Wailea Alanui Dr Unit 3608, Kihei, HI 96753
• 

  

  /50

  $1,425,000

  Sold Sep 05, 2025

  145 Poailani Place Unit 26, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,984 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Below List Price
  • $718/SF
  • 3 Days On Market

  Current Estimated Value $1,847,781

  Last Listing Agent Leslie Smith Hawaii Life (W)

  145 Poailani Place Unit 26, Kihei, HI 96753
• 

  

  /34

  Est $1,357,084

  Not Listed For Sale

  2994 S Kihei Rd Unit 307, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 898 Sq Ft
  • Built 1971

  2994 S Kihei Rd Unit 307, Kihei, HI 96753

  Last Sold Summary

  • 91 Days On Market
• 

  

  /29

  $2,199,000

  Open Sun 1PM - 4PM $301K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,279 Sq Ft

  2760 Puu Hoolai St, Kihei, HI 96753

  The Blue Stucco Sapphire of Kihei, must be seen to believe! Current owners have enjoyed over a decade customizing this energy efficient, easy to maintain entertainer’s delight. This 2,279 square foot, 3 bedroom, 3.5 bath home is nestled in the middle of a quiet neighborhood. The front of the house enjoys views of the sunrise over Haleakala and the back has panoramic views of Maui sunsets year

  Robin Bartholomew Kokua Realty LLC

  2760 Puu Hoolai St, Kihei, HI 96753
• 

  

  /46

  $485,000

  Sold Mar 03, 2026

  2747 S Kihei Rd Unit A107, Kihei, HI 96753

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

  Last Sold Summary

  • 3% Below List Price
  • $675/SF
  • 27 Days On Market

  Current Estimated Value $487,611

  Last Listing Agent Luke Walsh Coldwell Banker Island Prop(P)

  2747 S Kihei Rd Unit A107, Kihei, HI 96753
• 

  

  /50

  Est $1,240,691

  Not Listed For Sale

  2994 S Kihei Rd Unit 205, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 898 Sq Ft
  • Built 1971

  2994 S Kihei Rd Unit 205, Kihei, HI 96753

  Last Sold Summary

  • 31 Days On Market
• 

  

  /49

  $4,150,000

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft

  4850 Makena Alanui Unit C106, Kihei, HI 96753

  Enjoy breathtaking unobstructed ocean, neighbor island, and sunset views from the living area, the kitchen, and the spacious lanai of this extra-large, elegantly renovated, two-bedroom, two-bath Makena Surf condo! This 1,600 square foot condo feels even larger thanks to the high ceilings, and central air-conditioning and the C-building's concrete construction provides its occupants with a

  Jeff Simon Hawaii Life (W)

  4850 Makena Alanui Unit C106, Kihei, HI 96753
• 

  

  /18

  $445,000

  Sold Jul 25, 2025

  2747 S Kihei Rd Unit C004, Kihei, HI 96753

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

  Last Sold Summary

  • $638/SF
  • 25 Days On Market

  Current Estimated Value $430,323

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

  2747 S Kihei Rd Unit C004, Kihei, HI 96753
• 

  

  /28

  Est $1,357,855

  Not Listed For Sale

  2994 S Kihei Rd Unit 203, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 46,609 Sq Ft
  • Built 1972

  2994 S Kihei Rd Unit 203, Kihei, HI 96753

  Last Sold Summary

  • 12 Days On Market
• 

  

  /43

  $599,900

  $25K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 7-108, Kihei, HI 96753

  Tastefully furnished and updated with tiled floors in the kitchen, hallway and living room, updated bathrooms, close proximity to the pool, everything a visitor needs to make their stay memorable. Kamaole Sands offers some of the finest amenities in South Maui. Beautiful swimming pool, baby pool, 2 hot tubs, ping pong, foosball, tennis & pickleball courts and a workout room are just a few of

  Roger Pleski Coldwell Banker Island Prop(S)

  2695 S Kihei Rd Unit 7-108, Kihei, HI 96753
• 

  

  /45

  $1,425,000

  Sold Jul 29, 2025

  3200 Wailea Alanui Dr Unit 1001, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Built 1990

  Last Sold Summary

  • 16% Below List Price
  • $1,147/SF
  • 189 Days On Market

  Current Estimated Value $1,383,539

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

  3200 Wailea Alanui Dr Unit 1001, Kihei, HI 96753
• 

  

  /49

  Est $1,260,588

  Not Listed For Sale

  2994 S Kihei Rd Unit 109, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 898 Sq Ft
  • Built 1971

  2994 S Kihei Rd Unit 109, Kihei, HI 96753

  Last Sold Summary

  • 106 Days On Market
• 

  

  /34

  $1,030,000

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft

  2860 Ohina St, Kihei, HI 96753

  Located toward the top of Keonekai Road near the end of a quiet street in South Kihei, this 3 bed, 2 bath home offers an excellent opportunity to update and make it your own. Just blocks from Kamaole Beach Parks II & III and minutes from Kamali'i Elementary School, shops, dining, and a popular dog-friendly park. The home features ocean and mountain views from the back lanai, along with

  Christopher Barca Compass-W

  2860 Ohina St, Kihei, HI 96753
• 

  

  /32

  $2,250,000

  Sold May 26, 2026

  20 Hoohale St, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft
  • Built 2003

  Last Sold Summary

  • 13% Below List Price
  • $1,299/SF
  • 115 Days On Market

  Current Estimated Value $2,303,761

  Last Listing Agent Andrea Olson Coldwell Banker Island Prop(S)

  20 Hoohale St, Kihei, HI 96753
• 

  

  /24

  Est $1,689,394

  Not Listed For Sale

  2960 S Kihei Rd Unit 814, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 87,120 Sq Ft
  • Built 1973

  2960 S Kihei Rd Unit 814, Kihei, HI 96753

  Last Sold Summary

  • 45 Days On Market
• 

  

  /25

  $650,000

  Pending

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft

  2737 S Kihei Rd Unit 1-106, Kihei, HI 96753

  Discover refined coastal living from this elegantly appointed 1-bedroom, 1-bath condominium showcasing ocean and year-round sunset views as well as mountain views for Haleakala sunrises. The best of both worlds!! Perfectly positioned adjacent to the pristine white sands of Kamaole III Beach Park, this residence offers an effortless connection to one of South Maui’s most treasured shorelines. The

  David Richardson Hawaii Life (W)

  2737 S Kihei Rd Unit 1-106, Kihei, HI 96753
• 

  

  /39

  $660,000

  Sold Dec 23, 2025

  2653 S Kihei Rd Unit 305, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 890 Sq Ft

  Last Sold Summary

  • 17% Below List Price
  • $742/SF
  • 34 Days On Market

  Current Estimated Value $773,849

  Last Listing Agent Donavan OToole Real Broker

  2653 S Kihei Rd Unit 305, Kihei, HI 96753
• 

  

  /11

  Est $1,741,144

  Not Listed For Sale

  2960 S Kihei Rd Unit 714, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 87,120 Sq Ft
  • Built 1973

  2960 S Kihei Rd Unit 714, Kihei, HI 96753

  Last Sold Summary

  • 1 Day On Market
• 

  

  /46

  $3,200,000

  • 2 Beds
  • 2 Baths
  • 1,536 Sq Ft

  3600 Wailea Alanui Dr Unit 2109, Kihei, HI 96753

  Wailea Elua beachfront estate on the famed Ulua Beach with endless ocean vistas. Spacious, quiet and private - this upgraded Wailea Elua gem is located at the top of this luxurious and amenity-rich resort community. Wailea Elua is ideally located for fun in the sun. VIP front row seats await you at the Wailea Elua beachfront pool deck with direct access to the Wailea Oceanfront Beach Path, a

  Geoffrey Cook Century 21 Island Homes

  3600 Wailea Alanui Dr Unit 2109, Kihei, HI 96753
• 

  

  /49

  $2,650,000

  Sold Feb 05, 2026

  52 Kai Malu Dr Unit 102 (9B), Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,374 Sq Ft
  • Built 2024

  Last Sold Summary

  • 5% Below List Price
  • $1,929/SF
  • 76 Days On Market

  Last Listing Agent Carla Lorimor Polaris Pacific

  52 Kai Malu Dr Unit 102 (9B), Kihei, HI 96753
• 

  

  /30

  Est $1,755,331

  Not Listed For Sale

  2960 S Kihei Rd Unit 506, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 87,120 Sq Ft
  • Built 1973

  2960 S Kihei Rd Unit 506, Kihei, HI 96753

  Last Sold Summary

  • 110 Days On Market
• 

  

  /47

  $920,000

  • Land
  • 12,078 Sq Ft
  • $3,317,766 per Acre

  3376 E Lani Ikena Way, Kihei, HI 96753

  Welcome to a rare opportunity to build in one of South Maui’s most sought-after gated communities. This expansive, over quarter-acre flat lot offers the ideal canvas to design a custom island home tailored to your vision — whether that’s a sleek modern retreat or a timeless luxury estate. Enjoy gentle ocean views from the ground level, with the potential for sweeping, panoramic ocean vistas from

  Stephanie Dutcher Coldwell Banker Island Prop-Ku

  3376 E Lani Ikena Way, Kihei, HI 96753
• 

  

  /50

  $1,815,000

  Sold Oct 10, 2025

  3950 Kalai Waa St Unit R103, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,833 Sq Ft
  • Built 1998

  Last Sold Summary

  • 7% Below List Price
  • $990/SF
  • 78 Days On Market

  Current Estimated Value $1,864,974

  Last Listing Agent Christopher Bannowsky eXp Realty

  3950 Kalai Waa St Unit R103, Kihei, HI 96753
• 

  

  /35

  Est $1,702,175

  Not Listed For Sale

  2960 S Kihei Rd Unit 412, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 87,120 Sq Ft
  • Built 1973

  2960 S Kihei Rd Unit 412, Kihei, HI 96753

  Last Sold Summary

  • 39 Days On Market
• 

  

  /32

  $24,500,000

  $3M PRICE DROP

  • 5 Beds
  • 6 Baths
  • 7,244 Sq Ft

  3254 S Kihei Rd, Kihei, HI 96753

  Experience the pinnacle of oceanfront luxury in this stunning, 5 bedroom, 5 bath, plus 2 half bath, 7,244 sq. ft. home estate. This over a half-acre property is located within the ideal stretch of Keawakapu Beach, offering unparalleled access to Maui’s most coveted shoreline. This architectural triumph blends contemporary elegance and convenience with the island’s natural beauty, creating a

  David Richardson Hawaii Life (W)

  3254 S Kihei Rd, Kihei, HI 96753

Showing Results 321 - 360, Page 9 of 18