7,317

Wailea, HI Homes

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  • /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
  • /12

    $2,700 Per Month

    • 2 Beds
    • 2 Baths
    • 728 Sq Ft
    • Condo for Rent

    2747 S Kihei Rd Unit J003, Kihei, HI 96753

    Property Id: 24779262bd/2ba Ground floor unit at Kihei Shores. Partially furnished w/ laminate flooring throughout. One assigned parking space, walking distance to the beach, gated pool on site, washer/dryer and dishwasher in unit, one assigned parking space. Unit can be unfurnished upon request. Water, trash and basic cable included in rent.Available NowRental process:

    (808) 666-2792

    2747 S Kihei Rd Unit J003, 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

    Current Estimated Value $3,140,203

    Last Listing Agent Billy Jalbert The Maui Real Estate Team Inc

    4351 Wailina St, Kihei, HI 96753
    • /41

      Est $1,542,001 Not Listed For Sale

      3010 Kauhale St, Kihei, HI 96753

      • 3 Beds
      • 2 Baths
      • 1,380 Sq Ft
      • Built 1985
      3010 Kauhale St, Kihei, HI 96753

      Last Sold Summary

      • 1% Below List Price
      • $1,123/SF
      • 10 Days On Market
      • Last Sold Price $1,550,000
      • May 06, 2025

      Last Listing Agent Marcus Springs Keller Williams Realty Maui-Ki

  • /42

    $799,000 Open Fri 9AM - 5PM

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

    2619 S Kihei Rd Unit A403, Kihei, HI 96753

    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 found in top floor living. In addition, the owners have thoughtfully ENCLOSED THE WALL

    Agent Photo

    Laura Myers

    Coldwell Banker Island Prop-Ku

    (808) 300-5909

    2619 S Kihei Rd Unit A403, Kihei, HI 96753
  • /20

    $8,063 Per Month

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

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

    The advertised rate of $8,063/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 16, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    (808) 229-3680

    155 Wailea Ike Place Unit SI ID1295779P, Wailea-Makena, 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 $1,859,629

    Last Listing Agent Sara Fox Keller Williams Realty Maui-Ki

    98 Ahekolo St, Kihei, HI 96753
    • /46

      Est $1,937,285 Not Listed For Sale

      277 Keonekai Rd, Kihei, HI 96753

      • 3 Beds
      • 2 Baths
      • 3,072 Sq Ft
      • Built 1970
      277 Keonekai Rd, Kihei, HI 96753

      Last Sold Summary

      • 25% Above List Price
      • $506/SF
      • 40 Days On Market
      • Last Sold Price $1,555,000
      • May 05, 2025

      Last Listing Agent Tom Tezak Hawaii Life (W)

  • /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)

    (808) 435-4762

    2881 S Kihei Rd Unit 93, Kihei, HI 96753
  • /9

    $3,900 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.

    (808) 229-2466

    591 Kumulani Dr, Kihei, HI 96753
  • /47

    $2,150,000 Sold Apr 10, 2026

    11 Kainehe Place Unit 17B, Kihei, HI 96753

    • 3 Beds
    • 3 Baths
    • 1,796 Sq Ft
    • Built 2007

    Last Sold Summary

    • 8% Above List Price
    • $1,197/SF
    • 4 Days On Market

    Current Estimated Value $2,040,302

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

    11 Kainehe Place Unit 17B, Kihei, HI 96753
    • /38

      Est $481,297 Not Listed For Sale

      2747 S Kihei Rd Unit A208, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 719 Sq Ft
      • Built 1992
      2747 S Kihei Rd Unit A208, Kihei, HI 96753

      Last Sold Summary

      • 7% Below List Price
      • $716/SF
      • 287 Days On Market
      • Last Sold Price $515,000
      • May 01, 2025

      Last Listing Agent Matt Berglund-Foster Coldwell Banker Island Prop-Ku

  • /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
  • /36

    $15,000 Per Month

    • 4 Beds
    • 4 Baths
    • 2,587 Sq Ft
    • Condo for Rent

    10 Kai Malu Dr Unit 301, Kihei, HI 96753

    Luxury long-term rental at Lai Loa in Wailea. This spacious 4-bedroom, 3.5-bath penthouse residence offers approximately 2,587 square feet of interior living space with modern island design, central air conditioning, and an attached one-car garage. Residence 301 is one of the exclusive full-floor Penthouse residences occupying the entire third level, offering enhanced privacy and elevated

    Adam Alexander Maui Resort Realty

    10 Kai Malu Dr Unit 301, 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

    Current Estimated Value $908,598

    Last Listing Agent Amber Lee Hawaii Life (W)

    2737 S Kihei Rd Unit 311, Kihei, HI 96753
    • /48

      Est $2,282,618 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

      • 3% Below List Price
      • $1,344/SF
      • 8 Days On Market
      • Last Sold Price $2,350,000
      • Apr 30, 2025

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

  • /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
  • /45

    $5,368 Per Month

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

    2695 S Kihei Rd Unit SI ID1295773P, Kihei, HI 96753

    The advertised rate of $5,368/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 16, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    2695 S Kihei Rd Unit SI ID1295773P, 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

    Current Estimated Value $1,522,061

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

    3100 Mapu Place, Kihei, HI 96753
    • /26

      Est $1,882,000 Not Listed For Sale

      183 Heleuma Place, Kihei, HI 96753

      183 Heleuma Place, Kihei, HI 96753

      Last Sold Summary

      • 111% Above List Price
      • 43 Days On Market
      • Last Sold Price $892,500
      • Apr 21, 2025

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

  • /34

    $1,249,000

    • 2 Beds
    • 2 Baths
    • 1,194 Sq Ft

    3150 Wailea Alanui Dr Unit 3508, Kihei, HI 96753

    Wailea Palms 3508 is a top floor, 2-bed/2-bath unit situated in the lower quiet area of the complex. 3508 has a desired north facing location allowing for maximum use of the nearly 300 sq ft partially covered lanai! There are wonderful ocean views with west Maui in the background from the primary bedroom, lanai, and living room. The unit has a tastefully remodeled kitchen with stainless steel

    Agent Photo

    Marcus Nygren

    Coldwell Banker Island Prop(S)

    (808) 556-8995

    3150 Wailea Alanui Dr Unit 3508, Kihei, HI 96753
  • /23

    $7,800 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
  • /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
    • /50

      Est $2,765,810 Not Listed For Sale

      738 Lanina Place, Kihei, HI 96753

      • 3 Beds
      • 3 Baths
      • 2,910 Sq Ft
      • Built 2000
      738 Lanina Place, Kihei, HI 96753

      Last Sold Summary

      • $954/SF
      • 102 Days On Market
      • Last Sold Price $2,777,108
      • May 06, 2025

      Last Listing Agent Dennis Rush Compass-W

  • /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
  • /37

    $4,462 Per Month

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

    2695 S Kihei Rd Unit SI ID1295784P, Kihei, HI 96753

    The advertised rate of $4,462/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 9, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    2695 S Kihei Rd Unit SI ID1295784P, Kihei, HI 96753
  • /36

    $2,475,000 Sold Apr 08, 2026

    759 Kumulani Dr, Kihei, HI 96753

    • 5 Beds
    • 4 Baths
    • 3,728 Sq Ft
    • Built 1987

    Last Sold Summary

    • 7% Below List Price
    • $664/SF
    • 65 Days On Market

    Current Estimated Value $2,638,285

    Last Listing Agent David McAlear Coldwell Banker Island Prop-Ku

    759 Kumulani Dr, Kihei, HI 96753
    • /29

      Est $1,680,567 Not Listed For Sale

      155 Wailea Ike Place Unit 83, Kihei, HI 96753

      • 3 Beds
      • 2 Baths
      • 1,383 Sq Ft
      • Built 1990
      155 Wailea Ike Place Unit 83, Kihei, HI 96753

      Last Sold Summary

      • 3% Above List Price
      • $1,180/SF
      • 47 Days On Market
      • Last Sold Price $1,632,500
      • Apr 17, 2025

      Last Listing Agent Philip Campos Island Premier Realty LLC

  • /38

    $2,295,000

    • 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

    (808) 515-5189

    182 Ponana St, Kihei, HI 96753
  • /17

    $3,200

    Total Monthly Price

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

    2695 S Kihei Rd Unit Kamaole Sands 8-106, Kihei, HI 96753

    Walk to the beach from this beautifully renovated ground-floor condo at one of S. Maui's best resorts. Across the street from Kamaole Beach Park III, Kamaole Sands puts you within walking distance of the shops, restaurants and other beaches S. Kihei has to offer. The gorgeous condo features a king-sized bedroom with ensuite bath, a second full bathroom and a king-sized sleeper sofa. A

    2695 S Kihei Rd Unit Kamaole Sands 8-106, 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

    Current Estimated Value $618,692

    Last Listing Agent Jean Becklund eXp Realty

    2737 S Kihei Rd Unit 2-127, Kihei, HI 96753
    • /49

      Est $1,818,282 Not Listed For Sale

      3150 Wailea Alanui Dr Unit 2803, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 1,692 Sq Ft
      • Built 1992
      3150 Wailea Alanui Dr Unit 2803, Kihei, HI 96753

      Last Sold Summary

      • 14% Above List Price
      • $946/SF
      • 175 Days On Market
      • Last Sold Price $1,600,000
      • Apr 17, 2025

      Last Listing Agent Terence Alling Coldwell Banker Island Prop-Ku

  • /50

    $750,000

    • 1 Bed
    • 2 Baths
    • 818 Sq Ft

    2695 S Kihei Rd Unit 9-209, Kihei, HI 96753

    Kamaole Sands 9-209 is a fully furnished vacation rental condominium boasting Pacific Ocean views, tasteful renovations, and a generous-sized covered outdoor deck. This residence is oriented Southwest taking advantage of year-round sunsets, excellent cross-breeze, and protection from the afternoon sun. Close proximity of ocean within the development on the 2nd floor of Building 9. Kamaole Sands

    Agent Photo

    Michael Mulski

    Pacific Image Properties

    (808) 563-4496

    2695 S Kihei Rd Unit 9-209, Kihei, HI 96753
  • /70

    $3,750

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,022 Sq Ft
    • Condo for Rent

    50 Kihalani St Unit Pet Friendly Kihei Condo, Kihei, HI 96753

    Beautiful, pet-friendly 3 bedroom condo at the start of Kihei. Your top floor (2nd story) home at Kamalani has beautiful views of Haleakala and plenty of green space right out your door. Pets are welcome! Air conditioning AND ceiling fans throughout. Kamalani is a fantastic neighborhood and close to it all. Easy commute to everywhere on the island and close to biking trails, restaurants, beaches,

    50 Kihalani St Unit Pet Friendly Kihei Condo, Kihei, HI 96753
  • /37

    $945,000 Sold Mar 20, 2026

    155 Wailea Ike Place Unit 65, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1989

    Last Sold Summary

    • 3% Below List Price
    • $895/SF
    • 24 Days On Market

    Current Estimated Value $1,171,333

    Last Listing Agent Tiffany Hyde Island Sotheby's International Realty(W)

    155 Wailea Ike Place Unit 65, Kihei, HI 96753
    • /48

      Est $1,121,333 Not Listed For Sale

      721 Mililani Place Unit B, Kihei, HI 96753

      • 2 Beds
      • 1 Bath
      • 939 Sq Ft
      • Built 2019
      721 Mililani Place Unit B, Kihei, HI 96753

      Last Sold Summary

      • 13% Below List Price
      • $1,379/SF
      • 7 Days On Market
      • Last Sold Price $1,295,000
      • Apr 30, 2025

      Last Listing Agent Patrick Franta Coldwell Banker Island Prop(S)

  • /50

    $3,095,000 Pending

    • 4 Beds
    • 4 Baths
    • 3,007 Sq Ft

    347 Kualono Place, Kihei, HI 96753

    Experience Wailea Luxury living in this beautifully updated Wailea Pualani Estates residence at 347 Kualono Pl. This private residence is located in a gated community within the Wailea Resort, surrounded by world-class golf courses, shopping, dining, and beautiful beaches. Enjoy lush tropical garden vistas and a pleasant ocean view from the main living area and lanai. Nestled along the

    Agent Photo

    Bradley MacArthur

    Hawaii Life (W)

    (808) 470-5545

    347 Kualono Place, Kihei, HI 96753
  • /31

    $7,800 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,796 Sq Ft
    • Luxury Living with Ocean Views in Wailea at Kai Malu

    83 Kainehe Place, 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

    83 Kainehe 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 $2,072,438

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

    59 Wailea Gateway Place Unit 4-103, Kihei, HI 96753
    • /17

      Est $1,623,964 Not Listed For Sale

      4362 Melianani Place Unit Lot 5, Kihei, HI 96753

      4362 Melianani Place Unit Lot 5, Kihei, HI 96753

      Last Sold Summary

      • 10% Below List Price
      • $83/SF
      • 619 Days On Market
      • Last Sold Price $1,800,000
      • Apr 30, 2025

      Last Listing Agent Riette Jenkins Coldwell Banker Island Prop(S)

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