6,862

Wailea, HI Homes

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  • /44

    $949,000

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

    2777 S Kihei Rd Unit 208, Kihei, HI 96753

    Discover Your Dream Getaway: Unit D208 at Maui Kamaole Nestled within the enchanting landscapes of Kihei, Unit D208 at Maui Kamaole offers an unrivaled blend of comfort, style, and convenience, setting the stage for unforgettable memories in the heart of South Maui. This meticulously renovated condo, set against the backdrop of 23 acres of lush tropical gardens, is not just a residence—it's a

    Agent Photo

    Eric West

    Real Broker

    2777 S Kihei Rd Unit 208, Kihei, HI 96753
  • /49

    $26,923

    Total Monthly Price

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

    155 Wailea Ike Place Unit SI ID1436437P, Wailea-Makena, HI 96753

    The advertised rate of $26,923/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 2, 2027. 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

    155 Wailea Ike Place Unit SI ID1436437P, Wailea-Makena, 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 $3,207,183

    Last Listing Agent Billy Jalbert The Maui Real Estate Team Inc

    4351 Wailina St, Kihei, HI 96753
    • /48

      Not Listed For Sale

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

      • 1 Bed
      • 2 Baths
      • 818 Sq Ft
      • Built 1983
      2695 S Kihei Rd Unit 4-308, Kihei, HI 96753

      Last Sold Summary

      • 197 Days On Market

      Last Listing Agent Janice Goodnight Coldwell Banker Island Prop-KP

  • /40

    $698,900

    $169K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft

    2619 S Kihei Rd Unit A403, Kihei, HI 96753

    Imagine living so close to the ocean you can smell the salt air and feel the gentle trade winds. This is your opportunity to live your dream! Perfectly positioned across from the popular Kama’ole III Beach Park, this beautifully updated TOP-FLOOR corner residence offers an exceptional blend of comfort, privacy, and the relaxed island lifestyle so many only dream of calling home. Vaulted ceilings,

    Agent Photo

    Laura Myers

    Coldwell Banker Island Prop-Ku

    2619 S Kihei Rd Unit A403, Kihei, HI 96753
  • /31

    $13,772

    Total Monthly Price

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

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

    The advertised rate of $13,773/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 20, 2027. 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

    155 Wailea Ike Place Unit SI ID1295779P, Wailea-Makena, HI 96753
  • /32

    $762,500

    Sold May 14, 2026

    2695 S Kihei Rd Unit 7-410, Kihei, HI 96753

    • 2 Beds
    • 2 Baths
    • 1,188 Sq Ft
    • Built 1983

    Last Sold Summary

    • 5% Below List Price
    • $642/SF
    • 3 Days On Market

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

    2695 S Kihei Rd Unit 7-410, Kihei, HI 96753
    • /49

      Est $470,231

      Not Listed For Sale

      2747 S Kihei Rd Unit J206, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 733 Sq Ft
      • Built 1992
      2747 S Kihei Rd Unit J206, Kihei, HI 96753

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Judy Boyd Equity Hawaii Real Estate LLC

  • /50

    $2,295,000

    • 3 Beds
    • 3 Baths
    • 2,032 Sq Ft

    3150 Waiea Place, Kihei, HI 96753

    Tucked behind your own personal gate within the exclusive, gated neighborhood of Wailea Kai, 3150 Waiea Pl is a completely private tropical oasis just across the street from the stunning white sands of Keawakapu Beach. Set on one of the largest lots in the neighborhood, this single-level home is invisible from the road, wrapping you in lush, resort-like privacy from the moment you arrive. Newly

    Agent Photo

    Bradley MacArthur

    Hawaii Life (W)

    3150 Waiea Place, Kihei, HI 96753
  • /20

    $7,032

    Total Monthly Price

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

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

    The advertised rate of $7,033/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 26, 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
  • /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 $2,147,712

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

    11 Kainehe Place Unit 17B, Kihei, HI 96753
    • /46

      Est $622,521

      Not Listed For Sale

      51 Kihalani St Unit 301, Kihei, HI 96753

      • 3 Beds
      • 2 Baths
      • 1,022 Sq Ft
      • Built 2019
      51 Kihalani St Unit 301, Kihei, HI 96753

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Todd Hudson Keller Williams Realty Maui-Ki

  • /36

    $560,000

    $15K PRICE DROP
    • 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
  • /20

    $6,962

    Total Monthly Price

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

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

    The advertised rate of $6,962/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 22, 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
  • /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 $866,268

    Last Listing Agent Amber Lee Hawaii Life (W)

    2737 S Kihei Rd Unit 311, Kihei, HI 96753
    • /36

      Not Listed For Sale

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

      • 2 Beds
      • 1 Bath
      • 625 Sq Ft
      • Built 1992
      160 Keonekai Rd Unit 13-101, Kihei, HI 96753

      Last Sold Summary

      • 282 Days On Market

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

  • /25

    $385,000

    Pending
    • 2 Beds
    • 1 Bath
    • 625 Sq Ft

    160 Keonekai Rd Unit 12-106, Kihei, HI 96753

    Priced Right, Move-In Ready — Your Best Value in Keonekai Villages Finding an affordable 2-bed/1 bath condo with 2 parking spaces (#187 + #188) in Kihei feels nearly impossible right now — but here it is. This is the lowest-priced 2-bedroom in the highly sought-after Keonekai Villages, giving you a real path into the South Maui market without stretching your budget. Tucked on the quiet backside

    Agent Photo

    Theresa Short

    Keller Williams Realty Maui-Ka

    160 Keonekai Rd Unit 12-106, Kihei, HI 96753
  • /19

    $3,500 Per Month

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    293 Alaume St, Kihei, HI 96753

    Property Id: 547088 Beautiful and well maintained 3 bedroom upstairs unit of a house. A large deck covered for more space and outdoor living . This is a quiet peaceful home. Full washer and dryer, two parking spots in the driveway one in front of the other. Walking distance to beautiful world class beaches. Gym close by, great safe neighborhood in South Maui. We are looking for respectful,

    293 Alaume St, 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 $1,539,615

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

    3100 Mapu Place, Kihei, HI 96753
    • /31

      Est $995,318

      Not Listed For Sale

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

      • 3 Beds
      • 2.5 Baths
      • 280,526 Sq Ft
      • Built 2012
      25 One Hali Ln Unit 9-203, Kihei, HI 96753

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Eddie Niemeyer Coldwell Banker Island Prop(S)

  • /50

    $690,000

    $60K PRICE DROP
    • 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

    2695 S Kihei Rd Unit 9-209, Kihei, HI 96753
  • /13

    $2,600 Per Month

    • 2 Beds
    • 1.5 Baths
    • 750 Sq Ft
    • Condo for Rent

    160 Keonekai Rd Unit 9-201, Kihei, HI 96753

    Property Id: 507190 Welcome home to this beautifully remodeled upstairs 2-bedroom, 1.5-bath condo in the desirable Keonekai Villages community in South Kihei. This second-floor unit features updated flooring, remodeled bathrooms, stainless steel kitchen appliances, and ceiling fans throughout. The location offers convenient access to South Kihei beaches, shopping, dining, and

    160 Keonekai Rd Unit 9-201, 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 $2,509,780

    Last Listing Agent David McAlear Coldwell Banker Island Prop-Ku

    759 Kumulani Dr, Kihei, HI 96753
    • /46

      Est $514,850

      Not Listed For Sale

      160 Keonekai Rd Unit 5-102, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 750 Sq Ft
      • Built 1992
      160 Keonekai Rd Unit 5-102, Kihei, HI 96753

      Last Sold Summary

      • 95 Days On Market

      Last Listing Agent Bill Buffington Coldwell Banker Island Prop(S)

  • /44

    $2,549,000

    $146K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,028 Sq Ft

    3291 Waileia Place, Kihei, HI 96753

    Luxury Spanish Villa in Wailea, Maui. Nestled in one of Wailea’s most sought-after neighborhoods, this meticulously upgraded contemporary Spanish villa blends timeless elegance with modern comfort. Situated on over half an acre of prime real estate and boasting over 5,000 square feet of living space under roof, this estate epitomizes luxury island living with single level living, having only the

    Agent Photo

    Alex Iskenderian

    Berkshire Hathaway Maui Prop-L

    3291 Waileia Place, Kihei, HI 96753
  • /11

    $1,800 Per Month

    • Studio
    • 1 Bath
    • 400 Sq Ft
    • Condo for Rent

    293 Alaume St Unit Bungalow, Kihei, HI 96753

    Property Id: 2866455 South maui safe friendly neighborhood near beaches, shopping, dining, gym and walking paths. This is cozy bungalow with a bamboo bathroom. Full refrigerator and kitchenette including all utilities. Private space with a sitting area for enjoying Maui's peaceful nature. Washer and dryer on property, street parking, and a little storage for boards on the side of the

    293 Alaume St Unit Bungalow, 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 $594,702

    Last Listing Agent Jean Becklund eXp Realty

    2737 S Kihei Rd Unit 2-127, Kihei, HI 96753
    • /40

      Not Listed For Sale

      2695 S Kihei Rd Unit 5-401, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 1,188 Sq Ft
      • Built 1983
      2695 S Kihei Rd Unit 5-401, Kihei, HI 96753

      Last Sold Summary

      • 28 Days On Market

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

  • /42

    $1,435,000

    $140K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,194 Sq Ft

    3200 Wailea Alanui Dr Unit 1207, Kihei, HI 96753

    Discover the perfect blend of comfort, style, and location at Palms at Wailea #1207. This beautifully updated 2-bedroom, 2-bath ground-level condominium enjoys a prime position within the complex, nestled along the serene inner greenbelt. The spacious lanai opens directly onto the lush greenbelt, creating a seamless indoor-outdoor living experience ideal for relaxing or entertaining. The unit

    Agent Photo

    Bradley MacArthur

    Hawaii Life (W)

    3200 Wailea Alanui Dr Unit 1207, 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
  • /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 $1,133,804

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

    155 Wailea Ike Place Unit 65, 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

      Last Listing Agent Rick Brandt Island Sotheby's International Realty(W)

  • /47

    $2,680,000

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft

    59 Wailea Gateway Place Unit 4-201, Kihei, HI 96753

    Experience front-row ocean views at Keala O Wailea #4-201, a beautifully positioned 3-bedroom, 2-bathroom residence in one of the most sought-after buildings within the complex. Set on the second level, this home delivers sweeping views across the ocean to the West Maui Mountains, neighboring islands, and iconic Molokini — a panorama that rarely comes available. Unlike most properties in Wailea,

    Agent Photo

    Bradley MacArthur

    Hawaii Life (W)

    59 Wailea Gateway Place Unit 4-201, Kihei, HI 96753
  • /51

    $6,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,563 Sq Ft
    • Condo for Rent

    172 Holomoana Way Unit 102, Wailea-Makena, 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-Makena, 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 $2,022,524

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

    59 Wailea Gateway Place Unit 4-103, Kihei, HI 96753
    • /28

      Est $499,521

      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

      Last Listing Agent Rhonda Faleafine Chris Bakeman Realty LLC

  • /48

    $3,495,000

    $355K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,038 Sq Ft

    4850 Makena Alanui Unit B304, Kihei, HI 96753

    Experience refined beachfront living at Makena Surf, a gated oceanfront community in one of South Maui’s most private and coveted settings. This beautifully updated 2-bedroom, 2-bath residence offers unobstructed panoramic ocean views and sits directly on Po’olenalena (Chang’s) Beach, where golden sand and year-round sunsets become part of your daily routine. Positioned across from the renowned

    Agent Photo

    Aubrey Christopher

    Keller Williams Realty Maui-Ka

    4850 Makena Alanui Unit B304, Kihei, HI 96753
  • /30

    $7,000 Per Month

    • 5 Beds
    • 4 Baths
    • 2,853 Sq Ft
    • House for Rent

    143 Ahekolo St, Kihei, HI 96753

    AVAILABLE FOR RENT BEGINNING NOVEMBER F1 2026 THROUGH MAY 31, 2027. IN QUIET AND SOUGHT AFTER KILOHANA RIDGE. Welcome to your own private Maui retreat! This beautiful Craftsman-style home offers the perfect combination of comfort, space, privacy, and resort-style living. *Wake up to refreshing ocean breezes and enjoy beautiful Maui vistas from any of the home’s four lanais. Whether you’re sipping

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

    143 Ahekolo St, 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 $760,644

    Last Listing Agent Clint Hansen Maui Luxury Real Estate LLC

    2777 S Kihei Rd Unit 106, Kihei, HI 96753
    • /34

      Est $533,436

      Not Listed For Sale

      160 Keonekai Rd Unit 9-102, Kihei, HI 96753

      • 2 Beds
      • 2 Baths
      • 750 Sq Ft
      • Built 1992
      160 Keonekai Rd Unit 9-102, Kihei, HI 96753

      Last Sold Summary

      • 203 Days On Market

      Last Listing Agent Kirstin Shipe Whalers Investment Group LLC

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