7,244

Wailea, HI Homes

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  • /44

    $1,100,000

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

    2777 S Kihei Rd Unit 208, Kihei, HI 96753

    Maui Kamaole D208 — Quiet Garden Two-Bedroom With Three Lanais Near Keawakapu & Kam III Beaches Set at the Wailea end of South Kihei, Maui Kamaole is a low-rise, 23-acre community known for generous green space, mature landscaping, and walkable access to two of Maui’s signature beaches—Kamaole III and Keawakapu—plus the Kihei Boat Ramp directly across the street. Residence D208 sits in one of

    Agent Photo

    Eric West

    Real Broker

    (808) 809-9658

    2777 S Kihei Rd Unit 208, Kihei, HI 96753
  • /20

    $13,933 per month

    • 1 Bed
    • 2 Baths
    • 893 Sq Ft
    • Condo for Rent

    2695 S Kihei Rd Unit ID1295773P, Kihei, HI 96753

    Feel at home in this stylish, modern retreat in a top-rated resort. This apartment offers a serene lanai with garden views, perfect for morning coffee.This open-concept apartment features a living room with cozy seating and a TV, and a fully stocked kitchen with modern appliances. The bedroom includes a king-size bed with luxury linens and an en-suite bath. A comfy sofa bed and an air

    2695 S Kihei Rd Unit ID1295773P, Kihei, HI 96753
  • /50

    $3,100,000 Sold Jan 07, 2026

    4351 Wailina St, Kihei, HI 96753

    • 3 Beds
    • 4 Baths
    • 2,739 Sq Ft
    • Built 2005

    Last Sold Summary

    • 19% Below List Price
    • $1,132/SF
    • 313 Days On Market

    Last Listing Agent Billy Jalbert The Maui Real Estate Team Inc

    4351 Wailina St, Kihei, HI 96753
    • /30

      Est $667,645 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 778 Sq Ft

      2737 S Kihei Rd Unit 226, Kihei, HI 96753

      2737 S Kihei Rd Unit 226, Kihei, HI 96753
  • /50

    $1,539,000

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

    10 Wailea Ekolu Place Unit 201, Kihei, HI 96753

    Wailea Ekolu 201 is a ground-floor vacation condominium located in the highly sought-after Wailea community. Featuring a spacious open-concept floor plan and a clean, modern interior, this residence offers a comfortable and refined retreat in one of South Maui’s premier destinations. Enjoy panoramic ocean views from the living room and kitchen—ideal for watching sunsets or spotting whales in

    Agent Photo

    Lydia Pedro

    Hawaii Life (W)

    (808) 374-5360

    10 Wailea Ekolu Place Unit 201, Kihei, HI 96753
  • /16

    $11,000 per month

    • 3 Beds
    • 3 Baths
    • 1,574 Sq Ft
    • Condo for Rent

    197 Holokahiki Ln Unit 104- 6B, Wailea, HI 96753

    Just moments from the iconic Four Seasons Resort in Wailea, this fully redesigned townhome offers exceptional access to world-class oceanfront amenities while maintaining privacy within the prestigious Makalii community. This 3-bedroom, 3-bath residence with a 2-car garage is a high-elevation corner unit, providing enhanced privacy, full south-facing exposure, and dynamic ocean views with

    Amanda Cooper Keller Williams Realty Maui-Ka

    197 Holokahiki Ln Unit 104- 6B, Wailea, HI 96753
  • /41

    $1,550,000 Sold May 06, 2025

    3010 Kauhale St, Kihei, HI 96753

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Above List Price
    • $1,123/SF
    • 10 Days On Market

    Current Estimated Value $1,501,644

    Last Listing Agent Marcus Springs Keller Williams Realty Maui-Ki

    3010 Kauhale St, Kihei, HI 96753
    • /3

      Not Listed For Sale

      168 Halau Place Unit 12, Wailea-Makena, HI 96753

      168 Halau Place Unit 12, Wailea-Makena, HI 96753
  • /37

    $1,150,000 Open Tue 1PM - 5PM

    • 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

    (808) 353-5926

    2777 S Kihei Rd Unit 203, Kihei, HI 96753
  • /20

    $12,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft
    • House for Rent

    595 Kumulani Dr, Kihei, HI 96753

    Property Id: 516264 bedroom 3.5 bath maui meadows home with pool. Pool house not included can be added for extra. Fully furnished, bedding on request, cleaning on request. Power, cable, propane, yard service, pool service on renter. 6 month minimum.

    595 Kumulani Dr, Kihei, HI 96753
  • /49

    $1,850,000 Sold Jun 13, 2025

    98 Ahekolo St, Kihei, HI 96753

    • 5 Beds
    • 4 Baths
    • 2,660 Sq Ft
    • Built 2004

    Last Sold Summary

    • 7% Below List Price
    • $695/SF
    • 15 Days On Market

    Current Estimated Value $1,852,015

    Last Listing Agent Sara Fox Keller Williams Realty Maui-Ki

    98 Ahekolo St, Kihei, HI 96753
    • /50

      Est $1,584,777 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 3,423 Sq Ft

      3535 Akala Dr Unit A, Kihei, HI 96753

      3535 Akala Dr Unit A, Kihei, HI 96753
  • /50

    $950,000

    • 1 Bed
    • 2 Baths
    • 818 Sq Ft

    2695 S Kihei Rd Unit 10-103, Kihei, HI 96753

    Kamaole Sands Residence 10-103 is a one-bedroom, two-bathroom ground-floor vacation rental condominium located in one of the most desirable locations in the complex. Residence 10-103 boasts the largest covered lanai Kamaole Sands has to offer. Oriented Northwest, this property takes full advantage of year-round sunsets, sun exposure, and West Maui Mountain views. Residence 10-103 features

    Agent Photo

    Michael Mulski

    Pacific Image Properties

    (808) 865-0580

    2695 S Kihei Rd Unit 10-103, Kihei, HI 96753
  • /13

    $5,000 per month

    • 2 Beds
    • 2 Baths
    • 1,194 Sq Ft
    • Condo for Rent

    3150 Wailea Alanui Dr Unit 3805, Kihei, HI 96753

    Available now - minor sliding glass door repairs underway Apply online with the zillow platform Rent is Plus Tax (GET) Available for showing to approved applicants only.. Furnished Wailea Palms Residence. Ocean view from lanai and master bedroom. New A/C systems in 2019. New living room furniture in 2022.

    Robert McDaniel Wailea Vacation Rentals

    3150 Wailea Alanui Dr Unit 3805, Kihei, HI 96753
  • /24

    $800,000 Sold Nov 20, 2025

    2737 S Kihei Rd Unit 311, Kihei, HI 96753

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

    Last Sold Summary

    • 28% Below List Price
    • $719/SF
    • 167 Days On Market

    Last Listing Agent Amber Lee Hawaii Life (W)

    2737 S Kihei Rd Unit 311, Kihei, HI 96753
    • /6

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,742 Sq Ft

      24 Kai Malu Dr Unit 102, Kihei, HI 96753

      24 Kai Malu Dr Unit 102, Kihei, HI 96753
  • /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

    (808) 793-5249

    2747 S Kihei Rd Unit E308, Kihei, HI 96753
  • /20

    $9,002 per month

    • 1 Bed
    • 2 Baths
    • 893 Sq Ft
    • Condo for Rent

    2695 S Kihei Rd Unit ID1295784P, Kihei, HI 96753

    Feel at home in this spacious and stylish condo in Maui, offering ocean and mountain views from your private lanai. This condo features 2 full baths and is steps away from white sand beaches.This open-concept living space features modern decor and a fully equipped kitchen, perfect for home-cooked meals. Enjoy a 65" Smart TV and beautiful tropical landscaping.Enjoy resort perks such as a

    2695 S Kihei Rd Unit ID1295784P, Kihei, HI 96753
  • /40

    $220,000 Sold Mar 14, 2025

    2653 S Kihei Rd Unit 311, Kihei, HI 96753

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

    Last Sold Summary

    • $247/SF
    • 89 Days On Market

    Current Estimated Value $890,742

    Last Listing Agent Courtney Stice Compass

    2653 S Kihei Rd Unit 311, Kihei, HI 96753
    • /42

      Not Listed For Sale

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

      2695 S Kihei Rd Unit 4407, Kihei, HI 96753

      2695 S Kihei Rd Unit 4407, Kihei, HI 96753
  • /50

    $3,200,000

    • 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)

    (808) 515-4169

    3600 Wailea Alanui Dr Unit 708, Kihei, HI 96753
  • /23

    $7,300 per month

    • 3 Beds
    • 3 Baths
    • 1,796 Sq Ft
    • Condo for Rent

    83 Kainehe Place Unit 9B, Kihei, HI 96753

    Experience the epitome of resort living in the heart of Wailea with this stunning, fully furnished Kai Malu home. This property boasts three spacious bedrooms and 2.5 well-appointed bathrooms, offering ample space for relaxation and comfort. The home is nestled within a secure, gated community, providing an added layer of peace of mind. The two-car garage offers plenty of room for vehicles or

    Dan Macdonell Hawaii Life (W)

    83 Kainehe Place Unit 9B, Kihei, HI 96753
  • /32

    $1,530,000 Sold Nov 21, 2025

    3100 Mapu Place, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1974

    Last Sold Summary

    • 17% Below List Price
    • $1,449/SF
    • 101 Days On Market

    Last Listing Agent Dennis Carhart Coldwell Banker Island Prop(S)

    3100 Mapu Place, Kihei, HI 96753
    • /31

      Est $686,242 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 4,109,973 Sq Ft

      51 Kihalani St Unit 305, Kihei, HI 96753

      51 Kihalani St Unit 305, Kihei, HI 96753
  • /46

    $499,000

    • 2 Beds
    • 2 Baths
    • 719 Sq Ft

    2747 S Kihei Rd Unit A107, Kihei, HI 96753

    Perfectly positioned near some of South Kihei's most loved beaches, Kihei Shores Unit A107 offers a spacious ground floor 2 bedroom, 2 bathroom layout with ocean views and abundant natural light. This well appointed unit features a bright and open floor plan that creates a comfortable and inviting island living experience. The updated kitchen includes quartz countertops and modern finishes,

    Agent Photo

    Luke Walsh

    Coldwell Banker Island Prop(P)

    (808) 646-8797

    2747 S Kihei Rd Unit A107, Kihei, HI 96753
  • /20

    $7,379 per month

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    155 Wailea Ike Place Unit ID1295779P, Wailea-Makena, HI 96753

    Welcome to Maui! Feel at home in this stylish 1-bedroom condo that blends modern comfort with tropical charm.This condo features an open living space designed for relaxation and connection, a fully stocked kitchen that includes a stove, oven, microwave, and dishwasher, and a luxe bathroom with a spacious shower and premium amenities. For your convenience, there is an in-unit washer and dryer.

    155 Wailea Ike Place Unit ID1295779P, Wailea-Makena, HI 96753
  • /48

    $686,500 Sold Sep 18, 2025

    2695 S Kihei Rd Unit 4-308, Kihei, HI 96753

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

    Last Sold Summary

    • 18% Below List Price
    • $839/SF
    • 197 Days On Market

    Last Listing Agent Janice Goodnight Coldwell Banker Island Prop-KP

    2695 S Kihei Rd Unit 4-308, Kihei, HI 96753
    • /46

      Est $673,379 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,022 Sq Ft

      51 Kihalani St Unit 301, Kihei, HI 96753

      51 Kihalani St Unit 301, Kihei, HI 96753
  • /50

    $9,950,000

    • 4 Beds
    • 5 Baths
    • 5,638 Sq Ft

    3878 Wailea Ekolu Place, Kihei, HI 96753

    Experience the pinnacle of luxury at 3878 Wailea Ekolu Place, a masterpiece in the exclusive Wailea Golf Estates. This four bedroom, four full bath, plus 2 half bath residence boasts a breathtaking 180-degree ocean view, year-round sunsets and an unparalleled blend of elegance and function. A main floor bonus room may be utilized for a bedroom, craft room or a gym. Designed for seamless

    Agent Photo

    Bradley MacArthur

    Hawaii Life (W)

    (808) 201-8071

    3878 Wailea Ekolu Place, Kihei, HI 96753
  • /34

    $9,500 per month

    • 3 Beds
    • 3 Baths
    • 1,802 Sq Ft
    • Condo for Rent

    161 Holomoana Way Unit 102, Kihei, HI 96753

    Welcome to Makali‘i — one of Wailea's newest and most sought-after gated communities. Set on nearly 9.5 acres of pristine land, this exclusive enclave features just 68 architecturally inspired 2- and 3-bedroom townhomes, with only four residences per building, ensuring privacy, serenity, and an intimate resort lifestyle. This finely furnished 3-bedroom, 3-bathroom mid-century modern tri-level

    Josh Guthrie PKR Realty

    161 Holomoana Way Unit 102, Kihei, HI 96753
  • /33

    $1,185,000 Sold Mar 17, 2025

    155 Wailea Ike Place Unit 99, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1990

    Last Sold Summary

    • 5% Below List Price
    • $1,122/SF
    • 153 Days On Market

    Current Estimated Value $1,228,928

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

    155 Wailea Ike Place Unit 99, Kihei, HI 96753
    • /36

      Est $513,788 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 625 Sq Ft

      160 Keonekai Rd Unit 13-101, Kihei, HI 96753

      160 Keonekai Rd Unit 13-101, Kihei, HI 96753
  • /43

    $868,000

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

    2619 S Kihei Rd Unit A403, Kihei, HI 96753

    **Sellers will consider covering up to $10k in closing costs with an acceptable offer!** Escape to paradise in this TOP FLOOR/CORNER unit, situated directly across from the popular Kamaole III Beach Park, where every day feels like a getaway. Designed for coastal comfort, this beautifully updated two-bedroom, two-bath condo offers VAULTED ceilings which enhance the open concept design and only

    Agent Photo

    Laura Myers

    Coldwell Banker Island Prop-Ku

    (808) 300-5909

    2619 S Kihei Rd Unit A403, Kihei, HI 96753
  • /16

    $5,200 per month

    • 4 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • House for Rent

    293 Alaume St, Kihei, HI 96753

    Property Id: 547088A large deck covered to enjoy evening meals or a morning breakfast. Fully furnished and ready to move in. I pay all the utilities except for electricity. This is a place for a quiet retreat. Full washer and dryer two parking spots in the driveway. Walking distance to a beautiful world class beaches. Gym close by. A great safe neighborhood in South Maui. We are looking

    293 Alaume St, Kihei, HI 96753
  • /30

    $560,000 Sold Nov 17, 2025

    2737 S Kihei Rd Unit 2-127, Kihei, HI 96753

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

    Last Sold Summary

    • 20% Below List Price
    • $720/SF
    • 206 Days On Market

    Last Listing Agent Jean Becklund eXp Realty

    2737 S Kihei Rd Unit 2-127, Kihei, HI 96753
    • /31

      Est $1,085,887 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 280,526 Sq Ft

      25 One Hali Ln Unit 9-203, Kihei, HI 96753

      25 One Hali Ln Unit 9-203, Kihei, HI 96753
  • /49

    $2,125,000

    • 2 Beds
    • 3 Baths
    • 1,559 Sq Ft

    3150 Wailea Alanui Dr Unit 2902, Kihei, HI 96753

    Discover the epitome of island luxury in this beautifully remodeled 2-bedroom, 2.5-bath top-floor unit at Wailea Palms Residences. Every inch of this home has been thoughtfully redesigned, blending modern sophistication with the laid-back charm of Maui. The open floor plan is complemented by tile and wood flooring throughout, while split AC units ensure comfort year-round. Step out onto the

    Agent Photo

    Bradley MacArthur

    Hawaii Life (W)

    (808) 215-4199

    3150 Wailea Alanui Dr Unit 2902, Kihei, HI 96753
  • /10

    $5,000 per month

    • 2 Beds
    • 1 Bath
    • 964 Sq Ft
    • House for Rent

    591 Kumulani Dr, Kihei, HI 96753

    Property Id: 516252 bed 1 Bath Ohana with independent driveway. AC in every room. Just renovated with tile through out. Extra beds in bedroom can sleep 5. Has own washer dryer, carport.

    591 Kumulani Dr, Kihei, HI 96753
  • /42

    $3,450,000 Sold May 30, 2025

    4000 Wailea Alanui Dr Unit 2004, Kihei, HI 96753

    • 2 Beds
    • 3 Baths
    • 1,732 Sq Ft
    • Built 1987

    Last Sold Summary

    • 21% Below List Price
    • $1,992/SF
    • 323 Days On Market

    Current Estimated Value $3,421,204

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

    4000 Wailea Alanui Dr Unit 2004, Kihei, HI 96753
    • /16

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 321,734 Sq Ft

      47 Wailea Gateway Place Unit 103 (22), Kihei, HI 96753

      47 Wailea Gateway Place Unit 103 (22), Kihei, HI 96753

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