Wailea, HI Homes

• 

  

  

  /49

  $2,800,000

  Sold Feb 09, 2026

  52 Kai Malu Dr Unit 202 (9D), Kihei, HI 96753

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

  Last Sold Summary

  • 10% Below List Price
  • $2,038/SF
  • 57 Days On Market

  Last Listing Agent Carla Lorimor Polaris Pacific

  52 Kai Malu Dr Unit 202 (9D), Kihei, HI 96753
• 

  

  

  /18

  Est $663,234

  Not Listed For Sale

  2737 S Kihei Rd Unit 240, Kihei, HI 96753

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft
  • Built 1974

  2737 S Kihei Rd Unit 240, Kihei, HI 96753

  Last Sold Summary

  • 266 Days On Market
• 

  

  

  /30

  $1,449,000

  $201K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 1,515 Sq Ft

  3200 Wailea Alanui Dr Unit 2001, Kihei, HI 96753

  Wailea’s Best Kept Secret! Discover the perfect blend of privacy, comfort, and resort living in this rarely available Wailea townhome. Designed to live like a single-family home with all the conveniences of condominium ownership, this residence welcomes you with a grand living room and formal dining area that open seamlessly to an expansive lanai deal for indoor/outdoor living and entertaining.

  Bob Hansen Maui Luxury Real Estate LLC

  3200 Wailea Alanui Dr Unit 2001, Kihei, HI 96753
• 

  

  

  /34

  $1,255,079

  Sold May 18, 2026

  298 Ohina Place Unit 298 Ohina Place, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,588 Sq Ft
  • Built 1983

  Last Sold Summary

  • 10% Below List Price
  • $790/SF
  • 27 Days On Market

  Current Estimated Value $1,352,337

  Last Listing Agent Kale Boverman Big Wave Realty LLC

  298 Ohina Place Unit 298 Ohina Place, Kihei, HI 96753
• 

  

  

  /30

  Est $674,365

  Not Listed For Sale

  2737 S Kihei Rd Unit 226, Kihei, HI 96753

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft
  • Built 1974

  2737 S Kihei Rd Unit 226, Kihei, HI 96753

  Last Sold Summary

  • 37 Days On Market
• 

  

  /49

  $495,000

  • 2 Beds
  • 2 Baths
  • 719 Sq Ft

  2747 S Kihei Rd Unit C205, Kihei, HI 96753

  VETERANS! ACTIVE AND RETIRED MILITARY--THIS IS THE DEAL YOU HAVE BEEN WAITING FOR! This home has a low interest, VA assumable loan when you meet eligibility requirements ! Kihei Shores is a residential condominium complex that is a short walk to Kamaole III Beach. There are several restaurants and shops about 1/4 mile away from this private complex. World-renowned Wailea Resort is a short ride

  P. Denise La Costa La Costa Realty Hawai'i LLC

  2747 S Kihei Rd Unit C205, Kihei, HI 96753
• 

  

  /43

  $530,000

  Sold May 28, 2026

  2695 S Kihei Rd Unit 4-113, Kihei, HI 96753

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

  Last Sold Summary

  • 11% Below List Price
  • $648/SF
  • 331 Days On Market

  Last Listing Agent Geoffrey Cook Century 21 Island Homes

  2695 S Kihei Rd Unit 4-113, Kihei, HI 96753
• 

  

  /31

  Est $706,366

  Not Listed For Sale

  2737 S Kihei Rd Unit 171, Kihei, HI 96753

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft
  • Built 1974

  2737 S Kihei Rd Unit 171, Kihei, HI 96753

  Last Sold Summary

  • 127 Days On Market
• 

  

  /23

  $1,895,000

  $100K PRICE DROP Pending

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

  71 Poailani Place Unit 14, Kihei, HI 96753

  Also listed as Condominium MLS #407235. Discover the best of Wailea living in this beautiful, fully furnished 3 bedroom, 2.5 bath residential condominium located within the exclusive Kanani Wailea community. This peaceful, gated neighborhood offers resort style amenities, including an infinity edge pool, community clubhouse and a fitness center, all while providing the privacy and space of a

  Jude Augustine REMAX Resort Realty

  71 Poailani Place Unit 14, Kihei, HI 96753
• 

  

  /43

  $925,000

  Sold Nov 05, 2025

  2737 S Kihei Rd Unit 3-251, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,112 Sq Ft
  • Built 1974

  Last Sold Summary

  • 18% Below List Price
  • $832/SF
  • 55 Days On Market

  Current Estimated Value $926,870

  Last Listing Agent Chelsea Dimin Compass-W

  2737 S Kihei Rd Unit 3-251, Kihei, HI 96753
• 

  

  /50

  Est $679,814

  Not Listed For Sale

  2737 S Kihei Rd Unit 145, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 778 Sq Ft
  • Built 1974

  2737 S Kihei Rd Unit 145, Kihei, HI 96753

  Last Sold Summary

  • 63 Days On Market
• 

  

  /50

  $2,500,000

  • 4 Beds
  • 4 Baths
  • 3,296 Sq Ft

  487 Hoala Dr, Kihei, HI 96753

  A true family home offering expansive living space and room to breathe. This beautifully renovated property features tasteful finishes throughout, a large wraparound deck with great ocean and mountain views, a spacious three-car carport, and a dedicated workshop. The main home includes an extended living area that's ideal for multigenerational living generous in size and conveniently located on

  Tom Tezak Hawaii Life (W)

  487 Hoala Dr, Kihei, HI 96753
• 

  

  /44

  $650,000

  Sold Nov 13, 2025

  2653 S Kihei Rd Unit 213, Kihei, HI 96753

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

  Last Sold Summary

  • 23% Below List Price
  • $730/SF
  • 127 Days On Market

  Current Estimated Value $770,959

  Last Listing Agent Donavan OToole Real Broker

  2653 S Kihei Rd Unit 213, Kihei, HI 96753
• 

  

  /30

  Est $694,661

  Not Listed For Sale

  2737 S Kihei Rd Unit 111, Kihei, HI 96753

  • 1 Bed
  • 1 Bath
  • 341,510 Sq Ft
  • Built 1974

  2737 S Kihei Rd Unit 111, Kihei, HI 96753

  Last Sold Summary

  • 7 Days On Market
• 

  

  /24

  $799,000

  $196K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 504 Sq Ft

  2936 S Kihei Rd Unit 109, Kihei, HI 96753

  Discover MAUI OCEANFRONT living at Kihei Surfside Unit 109, a stunning ground-floor 1-bedroom, 1-bathroom condo nestled in the heart of South Kihei. This 504 sq ft gem offers seamless indoor-outdoor living with direct access to the resort's expansive oceanfront lawn, ocean, swimming pool, and deluxe BBQ facilities—perfect for relaxation and entertaining. Step onto your private lanai to soak in

  Sid Kirkland Maui Real Estate Advisors LLC

  2936 S Kihei Rd Unit 109, Kihei, HI 96753
• 

  

  /50

  $4,800,000

  Sold Aug 25, 2025

  15 Kiloa St Unit N4, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 2,619 Sq Ft
  • Built 2008

  Last Sold Summary

  • 11% Below List Price
  • $1,833/SF
  • 190 Days On Market

  Current Estimated Value $4,602,130

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

  15 Kiloa St Unit N4, Kihei, HI 96753
• 

  

  /43

  Est $670,969

  Not Listed For Sale

  2737 S Kihei Rd Unit 105, Kihei, HI 96753

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft
  • Built 1974

  2737 S Kihei Rd Unit 105, Kihei, HI 96753

  Last Sold Summary

  • 60 Days On Market
• 

  

  /42

  $2,848,000

  • 3 Beds
  • 4 Baths
  • 2,582 Sq Ft

  230 E Panana Place, Kihei, HI 96753

  A private Wailea Kialoa retreat, where chic island elegance meets effortless living. This custom single-level 3-bedroom, 3.5-bath residence offers an open and thoughtfully crafted floor plan with seamless indoor-outdoor living. The expansive great room connects to a covered lanai through retractable pocket doors, creating an ideal setting for everyday living and entertaining. The well-appointed

  Dennis Carhart Coldwell Banker Island Prop(S)

  230 E Panana Place, Kihei, HI 96753
• 

  

  /39

  $2,300,000

  Sold Aug 05, 2025

  3950 Kalai Waa St Unit H101, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,790 Sq Ft
  • Built 1998

  Last Sold Summary

  • 11% Below List Price
  • $1,285/SF
  • 205 Days On Market

  Current Estimated Value $2,155,720

  Last Listing Agent Leslie Smith Hawaii Life (W)

  3950 Kalai Waa St Unit H101, Kihei, HI 96753
• 

  

  /50

  Est $1,244,823

  Not Listed For Sale

  2777 S Kihei Rd Unit 215, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,052 Sq Ft
  • Built 1990

  2777 S Kihei Rd Unit 215, Kihei, HI 96753

  Last Sold Summary

  • 123 Days On Market
• 

  

  /13

  $799,000

  • Land
  • 12,414 Sq Ft
  • $2,803,420 per Acre

  3267 Akala Dr Unit A, Kihei, HI 96753

  Discover a rare and captivating opportunity to own a piece of paradise in Maui Meadows. This expansive lot presents an unrivaled canvas for your dream home, boasting views of both the Pacific Ocean and the imposing Haleakala Mountain. From this vantage point, you’ll enjoy sunsets and the tranquil beauty of Maui. The property spans over 12,000 square feet, allowing ample space for designing a

  Alana Rucynski Hawaii Life (W)

  3267 Akala Dr Unit A, Kihei, HI 96753
• 

  

  /46

  $1,150,000

  Sold Feb 23, 2026

  2757 S Kihei Rd Unit 204, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,251 Sq Ft
  • Built 2023

  Last Sold Summary

  • 18% Below List Price
  • $919/SF
  • 386 Days On Market

  Current Estimated Value $1,162,318

  Last Listing Agent Geoffrey Cook Century 21 Island Homes

  2757 S Kihei Rd Unit 204, Kihei, HI 96753
• 

  

  /45

  Est $1,351,118

  Not Listed For Sale

  2777 S Kihei Rd Unit 212, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,052 Sq Ft
  • Built 1990

  2777 S Kihei Rd Unit 212, Kihei, HI 96753

  Last Sold Summary

  • 35 Days On Market
• 

  

  /43

  $999,900

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,036 Sq Ft

  2695 S Kihei Rd Unit 5205, Kihei, HI 96753

  Welcome to Kamaole Sands 5-205, a beautifully updated single-level 2-bed, 2-bath condo just across the street from Kamaole Beach Ill-one of Maui's most amazing swimming and snorkeling spots. This thoughtfully designed condo features a modern kitchen with new 2025 appliances and breakfast bar, upgraded baths, cool tile flooring, and fresh, airy interiors filled with island charm. Relax on your

  Roger Pleski Coldwell Banker Island Prop(S)

  2695 S Kihei Rd Unit 5205, Kihei, HI 96753
• 

  

  /50

  $590,000

  Sold May 15, 2026

  2695 S Kihei Rd Unit 5-214, Kihei, HI 96753

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

  Last Sold Summary

  • 28% Below List Price
  • $721/SF
  • 206 Days On Market

  Last Listing Agent Pamela Reader Hawaii Life (KAP)

  2695 S Kihei Rd Unit 5-214, Kihei, HI 96753
• 

  

  /42

  Est $1,003,481

  Not Listed For Sale

  2777 S Kihei Rd Unit 206, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 1,052 Sq Ft
  • Built 1989

  2777 S Kihei Rd Unit 206, Kihei, HI 96753

  Last Sold Summary

  • 10 Days On Market
• 

  

  /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

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