7,327

Wailea, HI Homes

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  • /34

    $699,000

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

    2881 S Kihei Rd Unit 93, Kihei, HI 96753

    Welcome to this cozy 2-bedroom, 2-bath downstairs residence in the highly desirable Maui Hill community. Quietly positioned at the top of the complex, this inviting unit enjoys a peaceful setting with partial ocean views and refreshing island breezes. The spacious covered lanai is perfect for relaxing or entertaining while taking in Maui's year-round tropical weather. Inside, you'll find a

    Agent Photo

    Marcus Nygren

    Coldwell Banker Island Prop(S)

    2881 S Kihei Rd Unit 93, Kihei, HI 96753
  • /64

    $6,950 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,991 Sq Ft
    • House for Rent

    357 Kualono Place, Kihei, HI 96753

    Elegance Redefined: Ocean View Luxurious Home in Wailea PualaniPerched within the prestigious, gated enclave of Wailea Pualani Estates, this fully reimagined custom estate offers far more than ocean views; it delivers a rare, seamless integration of modern sophistication and untamed island beauty. Bordered by a lush, private greenbelt, the residence functions as your own exclusive

    357 Kualono Place, Kihei, HI 96753
  • /43

    $1,975,000

    Sold Feb 24, 2026

    59 Wailea Gateway Place Unit 4-103, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 2018

    Last Sold Summary

    • 1% Below List Price
    • $1,583/SF
    • 3 Days On Market

    Current Estimated Value $1,991,752

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

    59 Wailea Gateway Place Unit 4-103, Kihei, HI 96753
    • /25

      Not Listed For Sale

      700 Kupulau Dr, Kihei, HI 96753

      700 Kupulau Dr, Kihei, HI 96753

      Last Sold Summary

      • 7 Days On Market

  • /48

    $1,350,000

    • 1 Bed
    • 2 Baths
    • 885 Sq Ft

    3300 Wailea Alanui Dr Unit 17A, Kihei, HI 96753

    This beautifully appointed 1-bedroom, 2-bathroom condo offers serene ocean views from a private, quiet location within Wailea Ekahi. Wailea Ekahi #17A features an inviting tropical atmosphere and comes fully furnished, ready for immediate enjoyment. The entire complex has just been freshly painted and features brand new landscaping throughout, creating an enhanced resort experience. The unit

    Agent Photo

    Bradley MacArthur

    Hawaii Life (W)

    3300 Wailea Alanui Dr Unit 17A, Kihei, HI 96753
  • /25

    $2,850 Per Month

    • 2 Beds
    • 2 Baths
    • 728 Sq Ft
    • Gorgeous, Clean & Modern Furnished 2/2 at Kihei Shores — Lowest Level Unit Near Kamaole III

    2747 S Kihei Rd, Kihei, HI 96753

    Welcome to this beautifully updated, furnished 2-bedroom, 2-bathroom ground-level unit at Kihei Shores, ideally located across the street from world-famous Kamaole Beach Park III. This cool, quiet, and newly renovated home offers the perfect blend of comfort, convenience, and island living.This fresh and airy unit comes fully furnished with all the basics you need, including cookware,

    2747 S Kihei Rd, Kihei, HI 96753
  • /35

    $845,000

    Sold Mar 30, 2026

    2777 S Kihei Rd Unit 106, Kihei, HI 96753

    • 1 Bed
    • 2 Baths
    • 849 Sq Ft
    • Built 1990

    Last Sold Summary

    • 15% Below List Price
    • $995/SF
    • 131 Days On Market

    Current Estimated Value $805,581

    Last Listing Agent Clint Hansen Maui Luxury Real Estate LLC

    2777 S Kihei Rd Unit 106, Kihei, HI 96753
    • /28

      Est $519,108

      Not Listed For Sale

      160 Keonekai Rd Unit 8-204, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 750 Sq Ft
      • Built 1992
      160 Keonekai Rd Unit 8-204, Kihei, HI 96753

      Last Sold Summary

      • 77 Days On Market

  • /29

    $630,000

    • 1 Bed
    • 1 Bath
    • 778 Sq Ft

    2737 S Kihei Rd Unit 238, Kihei, HI 96753

    This Beautiful spacious 1BR,1BA nicely updated and fully furnished condo offers an ocean view, luxury vinyl floors, acacia wood countertops in kitchen, split A/C, tasteful furnishings, fully equipped kitchen and in unit laundry. Hale Kamaole is a highly desirable complex directly across the street from Kamaole Beach Park III, one of south Maui's most popular beaches! Kamaole Beach Park III is

    Agent Photo

    Gail Johnson-Wheeler

    Romvari Realty Ltd

    2737 S Kihei Rd Unit 238, Kihei, HI 96753
  • /20

    $2,500 Per Month

    • 2 Beds
    • 2 Baths
    • 719 Sq Ft
    • Kihei Shores Condo Available on 8/1/26

    2747 S Kihei Rd Unit D201, Kihei, HI 96753

    Partially furnished 2 Bedroom, 2 bath condo. remodeled kitchen with granite counters and stainless steel appliances-stove, dishwasher, convection / microwave oven, & refrigerator. Modern, on-demand hot water heating system. Updated lighting fixtures, updated bathrooms, wood laminate and tile floors throughout. A/C , Ceiling fans, W/D, lanai. Kihei Shores is across from the beach and has a

    2747 S Kihei Rd Unit D201, Kihei, HI 96753
  • /19

    $5,750,000

    Sold Feb 27, 2026

    4000 Wailea Alanui Dr Unit 603, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • Built 1986

    Last Sold Summary

    • 7% Below List Price
    • $3,026/SF
    • 8 Days On Market

    Current Estimated Value $5,707,426

    Last Listing Agent Nancy J. Callahan Coldwell Banker Island Prop(S)

    4000 Wailea Alanui Dr Unit 603, Kihei, HI 96753
    • /50

      Not Listed For Sale

      2695 S Kihei Rd Unit 5-207, Kihei, HI 96753

      • 1 Bed
      • 2 Baths
      • 653,400 Sq Ft
      • Built 1983
      2695 S Kihei Rd Unit 5-207, Kihei, HI 96753

      Last Sold Summary

      • 3 Days On Market

  • /37

    $1,100,000

    $100K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,214 Sq Ft

    2777 S Kihei Rd Unit 203, Kihei, HI 96753

    Step into the comfort and charm of Maui Kamaole F-203, a beautifully refreshed 2-bedroom, 2-bath condo located in one of South Maui’s most desirable resort-style communities. This unit is currently booked out past February, which could transfer to the new owner. This spacious 1,214 sq. ft. unit was thoughtfully updated in 2025 with brand-new carpet and fresh interior paint. The kitchen and

    Agent Photo

    Steve Landin

    Keller Williams Realty Maui-Ka

    2777 S Kihei Rd Unit 203, Kihei, HI 96753
  • /16

    $2,950 Per Month

    • 2 Beds
    • 1.5 Baths
    • 750 Sq Ft
    • South Maui - Keonekai Villages - Ground Floor Furnished 2BR/1.5BA with 2 parking spaces

    160 Keonekai Rd Unit 1-103, Kihei, HI 96753

    Renovated and furnished 2 BR, 1.5 BA updated ground floor condo in Keonekai Villages. Building 1 is located in the beginning of the complex. Updated kitchen with cabinets, countertops, stainless steel fridge, range/oven, and dishwasher. Tiled floors throughout the unit and a washer/dryer in the unit for modern convenience. A/C in living room. Lighted ceiling fans. Updated bathrooms with nice

    160 Keonekai Rd Unit 1-103, Kihei, HI 96753
  • /50

    $1,750,000

    Sold Jun 22, 2026

    30 Ponana St, Kihei, HI 96753

    • 3 Beds
    • 2 Baths
    • 1,912 Sq Ft
    • Built 1999

    Last Sold Summary

    • 11% Below List Price
    • $915/SF
    • 94 Days On Market

    Current Estimated Value $1,959,849

    Last Listing Agent Max Blair Coldwell Banker Island Prop(S)

    30 Ponana St, Kihei, HI 96753
    • /47

      Est $2,651,673

      Not Listed For Sale

      3408 Hookipa Place, Kihei, HI 96753

      • 4 Beds
      • 4 Baths
      • 3,741 Sq Ft
      • Built 2017
      3408 Hookipa Place, Kihei, HI 96753

      Last Sold Summary

      • 89 Days On Market

  • /37

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,035 Sq Ft

    2747 S Kihei Rd Unit E308, Kihei, HI 96753

    Located across the street from one of Maui's best beaches, welcome to Kihei Shores E308, the most affordable 3 bedroom condo on Maui! A clean top-floor, 3-bedroom, 2-bath condo in the desirable South Maui area. This residential condo features a new AC, upgraded bathroom vanities, sleek laminate wood flooring, built-in closet organizers, stripped popcorn ceilings, recent paint work and lighted

    Agent Photo

    Jyoti Graziano

    eXp Realty

    2747 S Kihei Rd Unit E308, Kihei, HI 96753
  • /51

    $6,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,563 Sq Ft
    • Modern Elegancy at Makali'i in Wailea on the boarder of Makena - Finely Furnished 2 Bedrooms / 2 ...

    172 Holomoana Way Unit 102, Wailea, HI 96753

    Welcome to Makali‘i, Wailea’s premier private gated resort-style community. Nestled on nearly 9.5 acres, this exclusive enclave features just 68 luxury two- and three-bedroom townhome residences—each building has only four homes for ultimate privacy and tranquility.This finely furnished 2-bedroom, 2-bathroom residence blends mid-century modern design with refined Hawaiian cultural

    172 Holomoana Way Unit 102, Wailea, HI 96753
  • /50

    $2,975,000

    Sold Mar 27, 2026

    440 Mikioi Place, Kihei, HI 96753

    • 5 Beds
    • 6 Baths
    • 3,489 Sq Ft
    • Built 1988

    Last Sold Summary

    • 1% Below List Price
    • $853/SF
    • 54 Days On Market

    Current Estimated Value $2,922,941

    Last Listing Agent Sloan Allison Coldwell Banker Island Prop(S)

    440 Mikioi Place, Kihei, HI 96753
    • /50

      Est $544,872

      Not Listed For Sale

      160 Keonekai Rd Unit 17-102, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 756 Sq Ft
      • Built 1992
      160 Keonekai Rd Unit 17-102, Kihei, HI 96753

      Last Sold Summary

      • 132 Days On Market

  • /50

    $3,000,000

    $200K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,259 Sq Ft

    3600 Wailea Alanui Dr Unit 708, Kihei, HI 96753

    Welcome to Wailea Elua unit #708 – a hotel zoned, stunning 2-bedroom, 2-bathroom top-floor condo with breathtaking ocean views. Located in the highly sought-after Wailea Resort, this fully furnished vacation rental unit features high vaulted ceilings, recessed lighting, and two separate lanais to enjoy Maui's incredible sunsets. The modern upgrades include granite countertops, stainless steel

    Agent Photo

    Bradley MacArthur

    Hawaii Life (W)

    3600 Wailea Alanui Dr Unit 708, Kihei, HI 96753
  • /31

    $3,000 Per Month

    • 2 Beds
    • 2 Baths
    • 750 Sq Ft
    • Fully Remodeled 2-Bedroom, 2-Bath Condo – Keonekai Villages #27-105

    160 Keonekai Rd, Kihei, HI 96753

    160 Keonekai Rd. #27-105, Kihei, HI 96753Be the first to enjoy this beautifully renovated 2-bedroom, 2-bathroom ground-floor condo after an extensive remodel that was just completed. With approx. 756 square feet of thoughtfully updated living space, nearly every aspect of this home has been refreshed to provide a clean, modern, and comfortable living environment.The functional

    160 Keonekai Rd, Kihei, HI 96753
  • /45

    $1,565,000

    Sold Aug 08, 2025

    2715 Puu Hoolai St, Kihei, HI 96753

    • 6 Beds
    • 5 Baths
    • 3,248 Sq Ft
    • Built 1996

    Last Sold Summary

    • 15% Below List Price
    • $482/SF
    • 122 Days On Market

    Current Estimated Value $1,604,414

    Last Listing Agent Ralph Gorgoglione Maui Life Homes Inc

    2715 Puu Hoolai St, Kihei, HI 96753
    • /26

      Est $526,558

      Not Listed For Sale

      160 Keonekai Rd Unit 16-104, Kihei, HI 96753

      • 2 Beds
      • 1.5 Baths
      • 673,002 Sq Ft
      • Built 1992
      160 Keonekai Rd Unit 16-104, Kihei, HI 96753

      Last Sold Summary

      • 2 Days On Market

  • /38

    $2,195,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,088 Sq Ft

    182 Ponana St, Kihei, HI 96753

    Imagine finishing your morning coffee and stepping outside to a 45-foot heated lap pool and spa — in your own backyard. No resort crowds. No reservations. Just warm water and Maui sunshine. 182 Ponana Street sits inside Kihei's highly sought-after Keawakapu Views neighborhood. This 2,088-square-foot single-story home was built in 2018 with one thing in mind: the ultimate Maui lifestyle, no

    Agent Photo

    Eric West

    Real Broker

    182 Ponana St, Kihei, HI 96753
  • /18

    $2,750 Per Month

    • 2 Beds
    • 2 Baths
    • 733 Sq Ft
    • Kihei Shores 2bd/2bth

    2747 S Kihei Rd Unit H208, Kihei, HI 96753

    Welcome to Kihei Shores!Experience the best of South Maui living in this stunning, top-floor residence at Kihei Shores. This Condo Offers offers a unique blend of modern luxury and island charm, located directly across the street from the golden sands of Kamaole Beach Park III.Condo is furnished, but can be unfurnished on request. Prime Location: As a top-level unit,

    2747 S Kihei Rd Unit H208, Kihei, HI 96753
  • /28

    $470,000

    Sold Oct 10, 2025

    2747 S Kihei Rd Unit B106, Kihei, HI 96753

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

    Last Sold Summary

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

    Current Estimated Value $471,287

    Last Listing Agent Marilyn Steinmetz AOK Properties LLC

    2747 S Kihei Rd Unit B106, Kihei, HI 96753
    • /27

      Not Listed For Sale

      2695 S Kihei Rd Unit 7-101, Kihei, HI 96753

      • 1 Bed
      • 2 Baths
      • 653,400 Sq Ft
      • Built 1983
      2695 S Kihei Rd Unit 7-101, Kihei, HI 96753

      Last Sold Summary

      • 26 Days On Market

  • /50

    $675,000

    • 2 Beds
    • 2 Baths
    • 890 Sq Ft

    2653 S Kihei Rd Unit 105, Kihei, HI 96753

    At Maui Parkshore 105, days begin with the sound of the ocean and end with South Maui sunsets glowing across your lanai. This turnkey 2-bedroom, 2-bath condo offers a relaxed, close beach proximity lifestyle, where beach walks, warm breezes, and swaying palms are part of the everyday rhythm. Just across from Kamaole Beach Park III, you’re moments from soft sand, gentle waves, and one of Kihei’s

    Clint Hansen Maui Luxury Real Estate LLC

    2653 S Kihei Rd Unit 105, Kihei, HI 96753
  • /40

    $8,300 Per Month

    • 3 Beds
    • 3 Baths
    • 1,802 Sq Ft
    • Modern 3 Bedroom, 3 Bathroom Furnished Condo at Makalii in Wailea

    161 Holomoana Way, Kihei, HI 96753

    Perched in the hilltops of the Wailea sits this FULLY FURNISHED 3 bedroom, 3 bathroom condo with a 1 car garage.This modern condo, has approx. 2500sq ft of indoor and outdoor space, the interior boasts natural light with floor to ceiling windows and an open floor plan that intensifies the spacious open-air lifestyle desired on Maui. The kitchen is designed for entertaining and includes

    161 Holomoana Way, Kihei, HI 96753
  • /50

    $2,300,000

    Sold Jan 16, 2026

    3600 Wailea Alanui Dr Unit 1101, Kihei, HI 96753

    • 1 Bed
    • 1 Bath
    • 891 Sq Ft
    • Built 1977

    Last Sold Summary

    • 13% Below List Price
    • $2,581/SF
    • 167 Days On Market

    Current Estimated Value $2,259,921

    Last Listing Agent Robbie Dein Maui Real Estate Advisors LLC

    3600 Wailea Alanui Dr Unit 1101, Kihei, HI 96753
    • /13

      Est $575,451

      Not Listed For Sale

      160 Keonekai Rd Unit 11-103, Kihei, HI 96753

      • 2 Beds
      • 1.5 Baths
      • 673,002 Sq Ft
      • Built 1992
      160 Keonekai Rd Unit 11-103, Kihei, HI 96753

      Last Sold Summary

      • 11 Days On Market

  • /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
  • /43

    $2,595 Per Month

    • 2 Beds
    • 1 Bath
    • 832 Sq Ft
    • South Maui 2 Bedroom / 1 Bathroom Unfurnished downstairs unit - Almost all Utiilities included! ...

    2709 Kauhale St, Kihei, HI 96753

    This unfurnished 2 bedroom/ 1 bathroom downstairs unit is located in S. Kihei very close to Wailea. This unit has a flexible floor plan with options on the layout-it could be a 2 bedroom with a small living/dining room or it could be a 1 bedroom using the primary/second room as a big living room/office opening up to the lanai etc. New dusk cherry luxury vinyl planking recently installed

    2709 Kauhale St, Kihei, HI 96753
  • /43

    $1,690,000

    Sold Nov 24, 2025

    2960 S Kihei Rd Unit 209, Kihei, HI 96753

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

    Last Sold Summary

    • 16% Below List Price
    • $2,203/SF
    • 121 Days On Market

    Current Estimated Value $1,671,172

    Last Listing Agent Brett Christiansen Compass-W

    2960 S Kihei Rd Unit 209, Kihei, HI 96753
    • /49

      Not Listed For Sale

      2695 S Kihei Rd Unit 5-107, Kihei, HI 96753

      • 1 Bed
      • 2 Baths
      • 818 Sq Ft
      • Built 1983
      2695 S Kihei Rd Unit 5-107, Kihei, HI 96753

      Last Sold Summary

      • 187 Days On Market

  • /49

    $1,530,000

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

    10 Wailea Ekolu Place Unit 308, Kihei, HI 96753

    FRONT ROW, PRIME LOCATION. 180 DEGREE OCEAN VIEWS. Wailea Ekolu 308 delivers it all. Overlooking the Wailea Blue Golf Course affords more than beauty: it creates a buffer of open private space that enhances the pastoral view. Sunsets light the sky in a blazing symphony of colors and never cease to inspire. This spacious two-bedroom, two-bath remodeled residence is offered turnkey, furnished, and

    Robbie Dein Maui Real Estate Advisors LLC

    10 Wailea Ekolu Place Unit 308, Kihei, HI 96753
  • /26

    $3,000 Per Month

    • 2 Beds
    • 2 Baths
    • 719 Sq Ft
    • Mostly furnished upstairs 2 bed., 2 full bathroom Kihei Shores condo

    2747 S Kihei Rd Unit H207, Kihei, HI 96753

    Two (2) full bathrooms in this mostly furnished unit.Granite counter tops in kitchenTwo barstool chairs at serving counter.Washer and Dryer in unit for your convenience.Air conditioner.Dining table w/4chairsCeiling fans with lighting.Tile and carpeted floors.Complex supplies pest control spraying quarterly both inside and out.One designated parking space and

    2747 S Kihei Rd Unit H207, Kihei, HI 96753
  • /23

    $650,000

    Sold Aug 21, 2025

    3950 Kalai Waa St Unit M102, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 949 Sq Ft
    • Built 1998

    Last Sold Summary

    • 13% Below List Price
    • $685/SF
    • 92 Days On Market

    Current Estimated Value $852,615

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

    3950 Kalai Waa St Unit M102, Kihei, HI 96753
    • /31

      Not Listed For Sale

      160 Keonekai Rd Unit 16-202, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 750 Sq Ft
      • Built 1992
      160 Keonekai Rd Unit 16-202, Kihei, HI 96753

      Last Sold Summary

      • 3 Days On Market

Showing Results 41 - 80, Page 2 of 18

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