Wailea, HI Homes

• 

  

  

  /39

  Est $1,123,937

  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

  Last Listing Agent Brian Connor Coldwell Banker Island Prop-Ku
• 

  

  

  /49

  $45,000,000

  • 8 Beds
  • 8 Baths
  • 7,510 Sq Ft

  4640 & 4650 Makena Rd, Kihei, HI 96753

  An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers

  David Richardson Hawaii Life (W)

  4640 & 4650 Makena Rd, 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 $1,772,509

  Last Listing Agent Leslie Smith Hawaii Life (W)

  145 Poailani Place Unit 26, Kihei, HI 96753
• 

  

  

  /34

  Est $1,367,596

  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

  Last Listing Agent Evan Harlow Coldwell Banker Island Prop-KP
• 

  

  

  /46

  $3,060,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,053 Sq Ft

  3220 Waileia Place, Kihei, HI 96753

  Nestled in the sought-after community of Maui Meadows, this exceptional property offers breathtaking views, flexible living spaces, and resort style amenities. The main residence features 3 bedrooms and 2.5 baths. The ground level offers an open concept great room with living, kitchen, and dining areas and broad ocean views. Expansive bi-fold doors open to a spacious covered lanai. A generously

  Jan Bryan Coldwell Banker Island Prop(S)

  3220 Waileia Place, 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 $476,521

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

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

  

  /50

  Est $1,289,988

  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

  Last Listing Agent Dennis Rush Compass-W
• 

  

  /50

  $2,250,000

  $500K PRICE DROP Pending

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

  363 Kai Malu Place Unit 56B, Kihei, HI 96753

  Step into this elegant residence, and be met with a magnified view of the ocean! With high end furnishings and window coverings included, flex space downstairs bedroom/office with custom built cherry wood bookshelves, this is a beautifully appointed, freshly painted townhome. Overlooking Wailea Blue Golf Course, to the left, "the house of the sun" Haleakala and mesmerizing ocean views with

  Katy Foxwell Keller Williams Realty Maui-Ka

  363 Kai Malu Place Unit 56B, 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 $2,163,878

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

  20 Hoohale St, Kihei, HI 96753
• 

  

  /49

  Est $1,292,601

  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

  Last Listing Agent Dennis Rush Compass-W
• 

  

  /50

  $10,995,000

  • 4 Beds
  • 5 Baths
  • 3,777 Sq Ft

  184 Lolowaa Place, Kihei, HI 96753

  NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . The most exciting new luxury release to hit the market. A brand new single-level oceanview smart home that truly makes you say WOW. A 2026 Wailea Cohen Development Group design- Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - Clean architectural lines- Bright & sophisticated -

  Dennis Rush Compass-W

  184 Lolowaa Place, Kihei, HI 96753
• 

  

  /49

  $1,375,000

  Sold Jul 28, 2026

  10 Wailea Ekolu Place Unit 308, Kihei, HI 96753

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

  Last Sold Summary

  • 10% Below List Price
  • $1,284/SF
  • 25 Days On Market

  Current Estimated Value $1,512,566

  Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC

  10 Wailea Ekolu Place Unit 308, Kihei, HI 96753
• 

  

  /24

  Est $1,658,358

  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

  Last Listing Agent Deanna Davis Compass
• 

  

  /45

  $2,995,000

  • 3 Beds
  • 2 Baths
  • 1,312 Sq Ft

  59 Wailea Gateway Place Unit 4-101, Kihei, HI 96753

  Welcome to modern Hawaiian luxury at Keala o Wailea Unit 4-101. This rare 3-bedroom, 2-bathroom residence offers effortless single-level living with absolutely no stairs in an exclusive, pet-friendly gated community. Premiere ground floor units in this community rarely come up for sale. Offered fully furnished and turnkey, the home features a soothing, neutral coastal aesthetic. The open-concept

  Christian Slocum Hawaii Life (W)

  59 Wailea Gateway Place Unit 4-101, 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 $782,430

  Last Listing Agent Donavan OToole Real Broker

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

  

  /30

  Est $1,696,585

  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

  Last Listing Agent Jeff Simon Hawaii Life (W)
• 

  

  /27

  $649,900

  • 1 Bed
  • 2 Baths

  2777 S Kihei Rd Unit 101, Kihei, HI 96753

  The highlighted features: Quiet end unit, a $225,000 price reduction due to Maui vacation rental zoning issues. Waterfall pool and jacuzzi, Deeded parking, Sleeps 6. Amazing opportunity to own this Maui Kamaole, south Kihei beach condo. Short term rental is an option until 2030 or longer, Able to sleep 6, occupancy averages 90%. Enjoy two new energy efficient and powerful mini split A/C units,

  Nathalie Mullinix Nathalie Mullinix REALTY UNIVERSAL

  2777 S Kihei Rd Unit 101, 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
• 

  

  /35

  Est $1,666,844

  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

  Last Listing Agent Jeff Simon Hawaii Life (W)
• 

  

  /50

  $14,990,000

  • 3 Beds
  • 4 Baths
  • 2,879 Sq Ft

  3800 Wailea Alanui Dr Unit B101, Kihei, HI 96753

  THE BEACHFRONT VILLA - A once in a generation oceanfront sanctuary! The sophisticated remodel completed in January 2025 transformed the B-101 front row Villa into one of Wailea’s most exceptional properties rarely available. Fresh, elegant, and contemporary - fully furnished turnkey residence is ready to deliver the ultimate Maui lifestyle by providing breathtaking ocean, sunset and outer island

  Dennis Rush Compass-W

  3800 Wailea Alanui Dr Unit B101, 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 $1,799,414

  Last Listing Agent Christopher Bannowsky eXp Realty

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

  

  /33

  Est $1,761,185

  Not Listed For Sale

  2960 S Kihei Rd Unit 406, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 767 Sq Ft
  • Built 1973

  2960 S Kihei Rd Unit 406, Kihei, HI 96753

  Last Sold Summary

  • 96 Days On Market

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

  

  /27

  $1,475,000

  • 3 Beds
  • 2 Baths
  • 1,389 Sq Ft

  2757 S Kihei Rd Unit 101, Kihei, HI 96753

  Welcome to Paradise Ridge Estates #101. Arguably the best location in the complex, this corner, ground floor condo in building one is in a private, tucked-away location at the top of Paradise Ridge Estates. Inside, you’ll find contemporary finishes and an open-concept living and dining area designed for comfortable everyday living. Two assigned parking stalls—#64 and #70—as well as handicapped

  Mark Waite Compass-W

  2757 S Kihei Rd Unit 101, Kihei, HI 96753
• 

  

  /38

  $600,000

  Sold Feb 20, 2026

  2695 S Kihei Rd Unit 6-105, Kihei, HI 96753

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

  Last Sold Summary

  • 8% Below List Price
  • $733/SF
  • 54 Days On Market

  Last Listing Agent David McAlear Coldwell Banker Island Prop-Ku

  2695 S Kihei Rd Unit 6-105, Kihei, HI 96753
• 

  

  /27

  Est $1,678,790

  Not Listed For Sale

  2960 S Kihei Rd Unit 303, Kihei, HI 96753

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

  2960 S Kihei Rd Unit 303, Kihei, HI 96753

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent David McAlear Coldwell Banker Island Prop-Ku
• 

  

  /29

  $1,675,000

  $295K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,910 Sq Ft

  161 Wailea Ike Place Unit C203, Kihei, HI 96753

  AMAZING VALUE - SINGLE LEVEL LIVING 3 BEDROOM OCEAN VIEW RESIDENCE PLUS GARAGE!!! Where the Ocean Becomes Your Backdrop and Wailea Becomes Your Everyday. Wailea Town Center C-203 is a rare offering, blending the privacy of a boutique residential enclave with the panoramic beauty of the Pacific and the unmatched convenience of Wailea’s vibrant core. From this vantage point above it all, life

  Jeannie Kong-Evarts Maui Real Estate Advisors LLC

  161 Wailea Ike Place Unit C203, Kihei, HI 96753
• 

  

  /40

  $750,000

  Sold Dec 12, 2025

  2881 S Kihei Rd Unit 41, Kihei, HI 96753

  • 1 Bed
  • 2 Baths
  • 817 Sq Ft
  • Built 1981

  Last Sold Summary

  • 15% Below List Price
  • $918/SF
  • 120 Days On Market

  Current Estimated Value $704,869

  Last Listing Agent Shelley Addison Krynsen Coldwell Banker Island Prop(S)

  2881 S Kihei Rd Unit 41, Kihei, HI 96753
• 

  

  /37

  Est $1,744,233

  Not Listed For Sale

  2960 S Kihei Rd Unit 202, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 767 Sq Ft
  • Built 1973

  2960 S Kihei Rd Unit 202, Kihei, HI 96753

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Jeff Simon Hawaii Life (W)
• 

  

  /40

  $849,900

  $261K PRICE DROP

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

  2695 S Kihei Rd Unit 3-403, Kihei, HI 96753

  Enjoy island living at Kamaole Sands Unit 3-403, a top-floor 2-bedroom, 2-bath condo offering approximately 1,188 sq. ft. of living space. Located in the desirable Building 3, this unit features a nice ocean view along with beautiful views of the pool and lush tropical grounds from the private lanai-perfect for relaxing and enjoying the island atmosphere. The spacious floor plan provides comfort

  Yuko Wheelock Coldwell Banker Island Prop-Ku

  2695 S Kihei Rd Unit 3-403, Kihei, HI 96753
• 

  

  /43

  $1,999,999

  Sold Dec 11, 2025

  3351 W Lani Ikena Way, Kihei, HI 96753

  • 3 Beds
  • 4 Baths
  • 2,129 Sq Ft
  • Built 2003

  Last Sold Summary

  • $939/SF
  • 6 Days On Market

  Current Estimated Value $2,024,708

  Last Listing Agent Sara Fox Keller Williams Realty Maui-Ki

  3351 W Lani Ikena Way, Kihei, HI 96753
• 

  

  /13

  Est $1,420,667

  Not Listed For Sale

  389 Kualono Place, Kihei, HI 96753

  389 Kualono Place, Kihei, HI 96753

  Last Sold Summary

  • 206 Days On Market

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

  

  /33

  $840,000

  • 1 Bed
  • 2 Baths
  • 830 Sq Ft

  2881 S Kihei Rd Unit 30, Kihei, HI 96753

  Experience island living at its finest in this beautifully 1-bedroom, 2-bath condo. It Location at pool side and Ocean View is one of Maui Hill Resorts, best Location the owner Feels.This luxurious condo offers stunning ocean and sunset views, just steps from world-famous Keawakapu Beach and Wailea's finest dining and shopping. Two air conditioning units keep the space cool and comfortable

  Robin Bartholomew Kokua Realty LLC

  2881 S Kihei Rd Unit 30, Kihei, HI 96753
• 

  

  /48

  $5,250,000

  Sold Jul 02, 2026

  3800 Wailea Alanui Dr Unit 503, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 1,961 Sq Ft
  • Built 2005

  Last Sold Summary

  • 24% Below List Price
  • $2,677/SF
  • 165 Days On Market

  Current Estimated Value $5,769,782

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

  3800 Wailea Alanui Dr Unit 503, Kihei, HI 96753
• 

  

  /48

  Est $2,188,478

  Not Listed For Sale

  3152 S Noho Loihi Way, Kihei, HI 96753

  • 3 Beds
  • 2 Baths
  • 1,749 Sq Ft
  • Built 1996

  3152 S Noho Loihi Way, Kihei, HI 96753

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Wendy R. Peterson Island Sotheby's International Realty(M)
• 

  

  /21

  $555,000

  • 2 Beds
  • 1 Bath
  • 625 Sq Ft

  160 Keonekai Rd Unit 14-202, Kihei, HI 96753

  Welcome to your island oasis in the highly sought-after Keonekai Villages! This beautifully remodeled, fully-furnished 2-bedroom, 1-bath condo offers the perfect blend of modern luxury and Maui charm. Nestled in the heart of South Kihei, this gem is just a few blocks from the beach and Kamaole Park III, which offers breathtaking views of the sunset. Step inside to discover a thoughtfully designed

  Nathalie Mullinix Nathalie Mullinix Rlty Universal Inc

  160 Keonekai Rd Unit 14-202, Kihei, HI 96753
• 

  

  /35

  $645,000

  Sold Apr 01, 2026

  2695 S Kihei Rd Unit 2-102, Kihei, HI 96753

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

  Last Sold Summary

  • 1% Below List Price
  • $789/SF
  • 7 Days On Market

  Last Listing Agent Matthew Tarasenko PMI Maui

  2695 S Kihei Rd Unit 2-102, Kihei, HI 96753
• 

  

  /49

  Est $2,616,064

  Not Listed For Sale

  3160 S Noho Loihi Way, Kihei, HI 96753

  • 3 Beds
  • 3 Baths
  • 2,633 Sq Ft
  • Built 1997

  3160 S Noho Loihi Way, Kihei, HI 96753

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Mark Harbison Coldwell Banker Island Prop(S)
• 

  

  /37

  $549,000

  $31K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 750 Sq Ft

  160 Keonekai Rd Unit 22-201, Kihei, HI 96753

  Sought after second floor corner unit at Keonekai Villages! This special home has small ocean views from living room and both bedrooms. This 2 bed, 1.5 bath condo stands out in a beautiful location, located in front of dog park. The layout provides ease and comfort with expansive views. It boasts a recently renovated kitchen and bath. This unit has two deeded parking stalls. Keonekai Villages is

  Robin Bartholomew Kokua Realty LLC

  160 Keonekai Rd Unit 22-201, Kihei, HI 96753
• 

  

  /49

  $2,360,000

  Sold Feb 20, 2026

  978 Kupulau Dr, Kihei, HI 96753

  • 4 Beds
  • 4 Baths
  • 2,520 Sq Ft
  • Built 1989

  Last Sold Summary

  • 27% Below List Price
  • $937/SF
  • 127 Days On Market

  Current Estimated Value $2,605,376

  Last Listing Agent David Richardson Hawaii Life (W)

  978 Kupulau Dr, Kihei, HI 96753
• 

  

  /35

  Est $2,486,425

  Not Listed For Sale

  324 Pualoa Nani Place, Kihei, HI 96753

  • 2 Beds
  • 2 Baths
  • 2,686 Sq Ft
  • Built 2000

  324 Pualoa Nani Place, Kihei, HI 96753

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Bradley MacArthur Hawaii Life (W)

Showing Results 361 - 400, Page 10 of 18