7,327

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
  • /20

    $20,921

    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 $20,921/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 21, 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

    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 $3,134,785

    Last Listing Agent Billy Jalbert The Maui Real Estate Team Inc

    4351 Wailina St, Kihei, HI 96753
    • /44

      Not Listed For Sale

      2695 S Kihei Rd Unit 8-104, Kihei, HI 96753

      • 1 Bed
      • 2 Baths
      • 818 Sq Ft
      • Built 1983
      2695 S Kihei Rd Unit 8-104, Kihei, HI 96753

      Last Sold Summary

      • 68 Days On Market

  • /42

    $799,000

    $69K PRICE DROP
    • 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

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

    $6,725

    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 $6,725/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 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
  • /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
    • /50

      Est $3,541,215

      Not Listed For Sale

      3187 Nahenahe Place, Kihei, HI 96753

      • 3 Beds
      • 4 Baths
      • 2,780 Sq Ft
      • Built 2007
      3187 Nahenahe Place, Kihei, HI 96753

      Last Sold Summary

      • 171 Days On Market

  • /29

    $630,000

    Open Sat 1:30PM - 4:30PM
    • 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

    $7,505

    Total Monthly Price

    • 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 $7,505/month is the lowest available price, based on a 30 day(s) stay with a move-in date of July 5, 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

    155 Wailea Ike Place Unit SI ID1295779P, Wailea-Makena, 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 $2,106,539

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

    11 Kainehe Place Unit 17B, Kihei, HI 96753
    • /50

      Est $2,426,615

      Not Listed For Sale

      72 Kainui Loop Unit 70A, Kihei, HI 96753

      • 3 Beds
      • 3 Baths
      • 1,796 Sq Ft
      • Built 2008
      72 Kainui Loop Unit 70A, Kihei, HI 96753

      Last Sold Summary

      • 171 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
  • /20

    $7,106

    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 $7,106/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 10, 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
  • /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 $904,536

    Last Listing Agent Amber Lee Hawaii Life (W)

    2737 S Kihei Rd Unit 311, Kihei, HI 96753
    • /50

      Est $3,495,684

      Not Listed For Sale

      4361 E Waiola Loop, Kihei, HI 96753

      • 4 Beds
      • 5 Baths
      • 3,693 Sq Ft
      • Built 2007
      4361 E Waiola Loop, Kihei, HI 96753

      Last Sold Summary

      • 2 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
  • /13

    $3,000

    Total Monthly Price

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

    160 Keonekai Rd Unit Keonekai Villages, Kihei, HI 96753

    Keonekai Villages / South Kihei / Furnished . This 2 bed, 1.5 bath second floor condo Features split A/C in the living room and both bedrooms, solid bamboo flooring, custom cabinetry, full size front-loader stackable washer and dryer, and a serene outdoor space on your own private covered lanai. In a great location situated near the entrance to the complex, parking could not be more convenient

    160 Keonekai Rd Unit Keonekai Villages, 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 $1,505,136

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

    3100 Mapu Place, Kihei, HI 96753
    • /31

      Est $631,066

      Not Listed For Sale

      51 Kihalani St Unit 305, Kihei, HI 96753

      • 3 Beds
      • 2 Baths
      • 4,109,973 Sq Ft
      • Built 2019
      51 Kihalani St Unit 305, Kihei, HI 96753

      Last Sold Summary

      • 29 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
  • /9

    $3,650 Per Month

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

    3950 Kalai Waa St, Kihei, HI 96753

    Wailea Fairway Villas - 2 bedroom 2 bath nicely furnished upstairs unit. This property is located on the Wailea Blue Golf Course and has a pool, jacuzzi, barbecue and gym. Close to beautiful beaches, great shopping and restaurants. Washer and dryer in unit, dishwasher, and split AC system. Two parking stalls - one assigned, one unassigned. Rent - $3,650/mo. plus GET $171.99. Tenant pays electric

    Jenny Meekhof AA Oceanfront Rentals & Sales

    3950 Kalai Waa St, 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
    • /46

      Est $622,842

      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

  • /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
  • /31

    $7,300 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
  • /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 $2,651,230

    Last Listing Agent David McAlear Coldwell Banker Island Prop-Ku

    759 Kumulani Dr, Kihei, HI 96753
    • /36

      Est $488,465

      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

  • /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

    2695 S Kihei Rd Unit 9-209, 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
  • /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 $640,864

    Last Listing Agent Jean Becklund eXp Realty

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

      Est $1,030,766

      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

  • /32

    $799,000

    • 1 Bed
    • 2 Baths
    • 908 Sq Ft

    155 Wailea Ike Place Unit 68, Kihei, HI 96753

    Welcome to Grand Champions unit 68. This unit has one of Grand Champions' most coveted locations, situated along the fairway on the second hole of the Wailea Blue Golf Course. As you enter the unit you will be delighted by the spacious living room's tall, vaulted ceilings, and the amazing ocean views will please even the most discerning buyer! The large bedroom has an adorable, unique Hawaiian

    Agent Photo

    Marcus Nygren

    Coldwell Banker Island Prop(S)

    155 Wailea Ike Place Unit 68, Kihei, HI 96753
  • /10

    $4,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    3311 Mapu Dr, Kihei, HI 96753

    3 Bedroom, 2 Bath upper level rental with 1,800 interior square feet and a 596 square foot ocean view lanai. New carpet, paint, appliances and split system A/C. Unfurnished, with no pets allowed. There is another rental on the lower level, as well as a detached ohana, making a total of three rentals on this property.

    3311 Mapu Dr, 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 $1,245,980

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

    155 Wailea Ike Place Unit 65, Kihei, HI 96753
    • /46

      Est $539,704

      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

  • /42

    $1,575,000

    • 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
  • /21

    $5,400 Per Month

    • 3 Beds
    • 3 Baths
    • 1,880 Sq Ft
    • House for Rent

    2824 Ohina St, Kihei, HI 96753

    Your Maui Oasis awaits! We are seeking clean, reliable, and responsible tenants who will treat this property with care and respect. This meticulously remodeled two-story house offers a luxurious and tranquil living experience, ideal for enjoying the best of Maui. Completely updated 2 years ago, offering modern finishes and thoughtful details throughout. Spacious Gourmet Kitchen: Fully equipped

    Eduardo Gandolfo Maui Houses and Condos Realty

    2824 Ohina St, Kihei, HI 96753
  • /49

    $770,000

    Sold Dec 12, 2025

    2777 S Kihei Rd Unit 102, Kihei, HI 96753

    • 1 Bed
    • 2 Baths
    • 849 Sq Ft
    • Built 1994

    Last Sold Summary

    • 16% Below List Price
    • $907/SF
    • 307 Days On Market

    Current Estimated Value $697,727

    Last Listing Agent Vanessa Schwabenland Kokua Realty LLC

    2777 S Kihei Rd Unit 102, 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

Showing Results 1 - 40, Page 1 of 18

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