6,955

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

    $6,113

    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 $6,114/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 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
  • /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 $3,171,619

    Last Listing Agent Billy Jalbert The Maui Real Estate Team Inc

    4351 Wailina St, Kihei, HI 96753
    • /50

      Est $2,202,185

      Not Listed For Sale

      62 Ponana St, Kihei, HI 96753

      • 4 Beds
      • 3 Baths
      • 2,073 Sq Ft
      • Built 2001
      62 Ponana St, Kihei, HI 96753

      Last Sold Summary

      • 65 Days On Market

      Last Listing Agent Stephanie Dutcher Coldwell Banker Island Prop-Ku

  • /40

    $799,000

    $69K 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
  • /20

    $16,826

    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 $16,826/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 17, 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
  • /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 $1,728,145

      Not Listed For Sale

      2733 Puu Hoolai St, Kihei, HI 96753

      • 5 Beds
      • 4 Baths
      • 2,788 Sq Ft
      • Built 1989
      2733 Puu Hoolai St, Kihei, HI 96753

      Last Sold Summary

      • 192 Days On Market

      Last Listing Agent Todd Hudson Keller Williams Realty Maui-Ki

  • /24

    $749,000

    Pending
    • 2 Beds
    • 2 Baths
    • 890 Sq Ft

    2653 S Kihei Rd Unit 309, Kihei, HI 96753

    Before you even step inside, the Pacific sets the stage. Floor-to-ceiling sliding glass doors stretch across the front of this beautifully updated 2-bedroom, 2-bathroom condo, framing breathtaking, unobstructed ocean views the moment you walk through the door. From brilliant blue water and year-round sunsets to seasonal whale watching, the view is nothing short of spectacular. Ideally positioned

    Agent Photo

    Miranda Watson

    Coldwell Banker Island Prop-Ku

    2653 S Kihei Rd Unit 309, Kihei, HI 96753
  • /20

    $3,500 Per Month

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

    2747 S Kihei Rd Unit A308, Kihei, HI 96753

    Property Id: 1844939 Beautifully remodeled and fully furnished 2BR/2BA condo in the heart of Kihei, Maui — perfect for traveling medical professionals. This spacious unit includes A/C, in-unit laundry, a fully stocked kitchen, and all utilities included. Relax on your private lanai with stunning ocean and sunset views. Just 1 block from Kamaole Beach Park III and walking distance to

    2747 S Kihei Rd Unit A308, 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 $2,118,232

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

    11 Kainehe Place Unit 17B, Kihei, HI 96753
    • /45

      Est $1,567,962

      Not Listed For Sale

      2715 Puu Hoolai St, Kihei, HI 96753

      • 6 Beds
      • 5 Baths
      • 3,248 Sq Ft
      • Built 1996
      2715 Puu Hoolai St, Kihei, HI 96753

      Last Sold Summary

      • 122 Days On Market

      Last Listing Agent Ralph Gorgoglione Maui Life Homes Inc

  • /48

    $3,495,000

    $355K PRICE DROP
    • 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
  • /20

    $8,643

    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 $8,643/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 7, 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 $851,947

    Last Listing Agent Amber Lee Hawaii Life (W)

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

      Est $2,610,384

      Not Listed For Sale

      70 Pukolu Place, Kihei, HI 96753

      • 3 Beds
      • 3 Baths
      • 2,500 Sq Ft
      • Built 1989
      70 Pukolu Place, Kihei, HI 96753

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Bradley MacArthur 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)

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

    $3,650 Per Month

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

    3950 Kalai Waa St Unit 409951, 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 Unit 409951, 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 $1,484,866

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

    3100 Mapu Place, Kihei, HI 96753
    • /31

      Est $618,973

      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

      Last Listing Agent Donavan OToole Real Broker

  • /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
  • /31

    $11,481

    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 $11,482/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 14, 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 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 $623,471

      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

  • /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
  • /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
  • /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 $2,515,888

    Last Listing Agent David McAlear Coldwell Banker Island Prop-Ku

    759 Kumulani Dr, 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)

  • /36

    $565,000

    $10K 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
  • /80

    $8,200 Per Month

    • 2 Beds
    • 3 Baths
    • 2,032 Sq Ft
    • House for Rent

    3150 Waiea Place, Kihei, HI 96753

    Discover the Epitome of Island Luxury in this Single-Level Home within a Secluded Gated Community in Wailea Kai.Welcome to 3150 Waiea Place a private home in highly desirable Wailea Kai neighborhood with spacious salt water lap pool. This single level home boasts many unique qualities rarely found in Wailea neighborhoods such as a gated driveway setback from the cul de sac for ultimate

    3150 Waiea Place, 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 $572,521

    Last Listing Agent Jean Becklund eXp Realty

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

      Est $1,060,875

      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)

  • /25

    $385,000

    • 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
  • /21

    $4,950 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
  • /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 $1,107,920

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

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

      Est $516,437

      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)

  • /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
  • /21

    $4,350 Per Month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    16 Hoohale St, Kihei, HI 96753

    Welcome to this charming 2 bedroom, 1 bathroom home located in the highly-desirable Kilohana Ridge neighborhood in Kihei, HI, with a world-class beach just steps away. This home can come partly furnished or unfurnished, your choice. This spacious downstairs area of the home features a large living room with hardwood and tile floors, perfect for relaxing in after a day at the beach. The private

    16 Hoohale 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 $709,845

    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

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

Showing Results 1 - 40, Page 1 of 18

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