7,222

Wailea, HI Homes

Section Image
  • /30

    $1,650,000

    • 2 Beds
    • 3 Baths
    • 1,515 Sq Ft

    3200 Wailea Alanui Dr Unit 2001, Kihei, HI 96753

    Wailea’s Best Kept Secret! Discover the perfect blend of privacy, comfort, and resort living in this rarely available Wailea townhome. Designed to live like a single-family home with all the conveniences of condominium ownership, this residence welcomes you with a grand living room and formal dining area that open seamlessly to an expansive lanai deal for indoor/outdoor living and entertaining.

    Bob Hansen Maui Luxury Real Estate LLC

    3200 Wailea Alanui Dr Unit 2001, Kihei, HI 96753
  • /50

    $2,100,000 Sold May 23, 2025

    • 2,056 Sq Ft
    • $1,021/SF
    • 103 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    166 Heleuma Place, Kihei, HI 96753

    *1- STORY RANCH* in* WAILEA KIALOA* 2056 SQ FT 3 Bed, 2 Bath, 2 Car GARAGE! 7 FEET DEEP SALTWATER Equipped POOL & SPA, QUARTZITE Decking. Private GATED Cul-de-Sac of only 23 CUSTOM Multi-Million $$$ Homes. Spectacular OPEN GREATROOM plan with ABUNDANT WINDOWS. TRAVERTINE & MARBLE Floors. OCEAN VIEWs from Granite Kitchen with Dining Bar and from Private Covered Front Lanai. Front Yard features

    Christine Hamilton Coldwell Banker Island Prop(S)

    166 Heleuma Place, Kihei, HI 96753
    • /50

      Est $1,661,874 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,632 Sq Ft

      2745 Puu Hoolai St, Kihei, HI 96753

      2745 Puu Hoolai St, Kihei, HI 96753
  • /34

    $520,000

    • 2 Beds
    • 2 Baths
    • 750 Sq Ft

    160 Keonekai Rd Unit 18-204, Kihei, HI 96753

    Moments from the glimmering turquoise waters of Kamaole Beach III, sits this lovely pet friendly condominium. Discover the ultimate Maui lifestyle in this tranquil 2-bedroom, 1.5-bath home nestled in a quiet corner of Keonekai Villages near Kamaole Beach Park III. As you walk into this bright and airy second floor condo, you are greeted with cool AC, an open concept floor plan and beautiful views

    Sara Fox Keller Williams Realty Maui-Ki

    160 Keonekai Rd Unit 18-204, Kihei, HI 96753
  • /48

    $1,525,000 Sold May 23, 2025

    • 1,148 Sq Ft
    • $1,328/SF
    • 360 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1989

    155 Wailea Ike Place Unit 48, Kihei, HI 96753

    Welcome to Grand Champions Unit #48, a breathtaking top-floor penthouse boasting panoramic ocean views. This meticulously remodeled 2-bedroom, 2-bathroom residence epitomizes luxury island living. Renovated to perfection in 2022, this unit features three AC units ensuring comfort year-round, complemented by high vaulted ceilings that enhance the sense of spaciousness. Step onto the large lanai

    Bradley MacArthur Hawaii Life (W)

    155 Wailea Ike Place Unit 48, Kihei, HI 96753
    • /50

      Est $1,794,788 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,084 Sq Ft

      2734 Kauhale St, Kihei, HI 96753

      2734 Kauhale St, Kihei, HI 96753
  • /50

    $11,500,000

    • 3 Beds
    • 3 Baths
    • 2,430 Sq Ft

    4000 Wailea Alanui Dr Unit 1404, Kihei, HI 96753

    Wailea Point 1404 is a front-row, 3 bedroom / 3 bath oceanfront masterpiece—an inspired blend of refined design, master craftsmanship, and timeless elegance in one of Maui’s most exclusive communities. Reimagined through an extensive, no-expense-spared renovation, this one-of-a-kind residence offers sweeping views of white sand beaches, dramatic coastline, and the neighboring islands of Molokini,

    Ken Smith Coldwell Banker Island Prop(S)

    4000 Wailea Alanui Dr Unit 1404, Kihei, HI 96753
  • /40

    $987,500 Sold May 22, 2025

    • 1,148 Sq Ft
    • $860/SF
    • 53 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1990

    155 Wailea Ike Place Unit 16, Kihei, HI 96753

    Quiet Oasis in the heart of Wailea perfect for relaxing and rejuvenating after a busy day enjoying all that Maui has to offer be it: beach, pool, golf or shopping. #16 is being sold fully furnished and ready to make your new cozy garden retreat. A lock off allows for flexibility in how you use your island home. Automatic blinds in the living area create privacy while black-out blinds in the

    Laurie Lowson Lowson & Associates

    155 Wailea Ike Place Unit 16, Kihei, HI 96753
    • /50

      Est $2,560,766 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 4,658 Sq Ft

      2776 Kauhale St, Kihei, HI 96753

      2776 Kauhale St, Kihei, HI 96753
  • /43

    $1,049,900

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft

    2695 S Kihei Rd Unit 5205, Kihei, HI 96753

    Welcome to Kamaole Sands 5-205, a beautifully updated single-level 2-bed, 2-bath condo just across the street from Kamaole Beach Ill-one of Maui's most amazing swimming and snorkeling spots. This thoughtfully designed condo features a modern kitchen with new 2025 appliances and breakfast bar, upgraded baths, cool tile flooring, and fresh, airy interiors filled with island charm. Relax on your

    Roger Pleski Coldwell Banker Island Prop(S)

    2695 S Kihei Rd Unit 5205, Kihei, HI 96753
  • /31

    $530,000 Sold May 19, 2025

    • 750 Sq Ft
    • $707/SF
    • 35 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1992

    160 Keonekai Rd Unit 26-101, Kihei, HI 96753

    Experience the best of South Maui living with this fabulous two-bedroom condo in Keonekai Villages - a delightful community. Offered at a great price, this ground floor end unit with garden view is an oasis of tranquility and peace. It has the perfect combination of elegant and contemporary interior space that flows beautifully into an extra large inviting outdoor living area. This turnkey condo

    Myriam Haynal Coldwell Banker Island Prop-Ku

    160 Keonekai Rd Unit 26-101, Kihei, HI 96753
    • /50

      Est $1,757,245 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,241 Sq Ft

      2757 Kauhale St, Kihei, HI 96753

      2757 Kauhale St, Kihei, HI 96753
  • /50

    $5,250,000

    • 3 Beds
    • 4 Baths
    • 3,076 Sq Ft

    24 Hoolei Cir Unit T-1, Kihei, HI 96753

    Luxury resort villa situated conveniently at the doorstep to Grand Wailea, Wailea Beach, for an elevated lifestyle landing in the hub of paradise. Split level townhome unit T-1, offers great privacy coupled with being the largest floor plan, (Hibiscus), in a most desired end unit position with optimal biophilic design of 3076 sq ft refreshed indoor space and 700 sq ft covered lanai. HO'OLEI

    Katy Foxwell Keller Williams Realty Maui-Ka

    24 Hoolei Cir Unit T-1, Kihei, HI 96753
  • /45

    $1,636,000 Sold May 19, 2025

    • 2,509 Sq Ft
    • $652/SF
    • 135 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1987

    2715 Kauhale St, Kihei, HI 96753

    INCREDIBLE VIEWS!!! Large Ocean and Island views with HUGE lanai areas around Main House and Ohana to enjoy those views from. Located in one of the best neighborhoods in S. Kihei and next to Wailea. It's only a few homes away from properties 2-3x it's price. Multiple units for a variety of living and rental configurations. Located with close proximity to Keawe'kapu and Kamaole III beaches,

    Miranda Watson Coldwell Banker Island Prop-Ku

    2715 Kauhale St, Kihei, HI 96753
    • /25

      Est $1,461,658 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,536 Sq Ft

      2751 Kauhale St, Kihei, HI 96753

      2751 Kauhale St, Kihei, HI 96753
  • /43

    $2,495,000

    • 3 Beds
    • 3 Baths
    • 1,786 Sq Ft

    19 Kai La Place Unit 43B, Kihei, HI 96753

    Welcome to Kai Malu 43B, beautifully remodeled in 2024, this 3-bedroom, 2.5-bathroom home offers unparalleled privacy, a spacious outdoor area and breathtaking views of the ocean and outer islands. Step inside to discover an open-concept kitchen and living room, perfect for both entertaining and everyday living. Wide plank oak flooring graces the upper and lower levels, adding warmth and

    Patrick Franta Coldwell Banker Island Prop(S)

    19 Kai La Place Unit 43B, Kihei, HI 96753
  • /50

    $2,900,000 Sold May 16, 2025

    • 1,852 Sq Ft
    • $1,566/SF
    • 132 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2006

    393 Kai Malu Place Unit 52B, Kihei, HI 96753

    This is the complete package! The view ( Molokini and Kahoolawe), the private location on the point, the private plunge pool and the excellent amenities available at Kai Malu add up to an exceptional opportunity to own a rare front row gem at this wonderful complex. Kai Malu is a townhome community overlooking the Wailea Blue golf course and the beautiful Pacific Ocean. This special unit is the

    Christina Haywood Hawaii Life (W)

    393 Kai Malu Place Unit 52B, Kihei, HI 96753
    • /12

      Est $1,015,024 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,058 Sq Ft

      225 Hoohale Place, Kihei, HI 96753

      225 Hoohale Place, Kihei, HI 96753
  • /43

    $1,050,000

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

    2737 S Kihei Rd Unit 3-251, Kihei, HI 96753

    Hale Kamaole Unit 3-251 is a fully remodeled, top-floor condo in the highly desirable Building 5 - set toward the back of the complex for peace and privacy, yet offering direct ocean and sunset views. Just across from Kamaole Beach Park III, this turnkey property is an ideal vacation rental or second home. The 2023 renovation refreshed every detail: a reimagined kitchen with new counters,

    Chelsea Dimin Compass-W

    2737 S Kihei Rd Unit 3-251, Kihei, HI 96753
  • /24

    $555,000 Sold May 14, 2025

    • 750 Sq Ft
    • $740/SF
    • 3 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1992

    160 Keonekai Rd Unit 18201, Kihei, HI 96753

    Stunning Condo Near Kamaole Beach III - Your Perfect Oasis Awaits! Welcome to your perfect Maui Oasis! This stunning 2-bedroom, 1.5-bath home offers a perfect blend of comfort, convenience, and luxury. From the moment you step inside, you'll be greeted by a bright airy ambiance. This corner unit has ample space and is complemented by recessed lighting and ceiling fans in every room. A brand new

    Mateo Manzari Coldwell Banker Island Prop-Ku

    160 Keonekai Rd Unit 18201, Kihei, HI 96753
    • /30

      Est $1,316,369 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,908 Sq Ft

      2965 Kauhale St, Kihei, HI 96753

      2965 Kauhale St, Kihei, HI 96753
  • /42

    $2,695,000

    • 5 Beds
    • 4 Baths
    • 3,064 Sq Ft

    3435 Hookipa Place Unit B, Kihei, HI 96753

    Experience breathtaking panoramic ocean views from this stunning, newly remodeled 2-story home offering 3,064 sq ft of modern coastal living. The open floor plan, with soaring vaulted ceilings, creates a bright, spacious ambiance that's ideal for relaxing or entertaining, connecting the kitchen to the dining and living areas, which flow seamlessly to the private wrap-around lanai. With 5 bedrooms

    Roni Panzarini Equity One Real Estate Inc (M)

    3435 Hookipa Place Unit B, Kihei, HI 96753
  • /36

    $2,580,000 Sold May 13, 2025

    • 1,401 Sq Ft
    • $1,842/SF
    • 443 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    4000 Wailea Alanui Dr Unit 3403, Kihei, HI 96753

    Attractively Priced! Looking for that special unit in an oceanfront community for under $3M? You have found it! This 2 bedroom/ 2 bath condo home is in the exclusive Wailea Point community with all the amenities it has to offer including 4 pools, 2 hot tubs, 2 entertainment pavilions, a very well appointed gym, a tennis court and 2 pickleball courts. Located between The Four Seasons Hotel and the

    Christina Haywood Hawaii Life (W)

    4000 Wailea Alanui Dr Unit 3403, Kihei, HI 96753
    • /30

      Est $1,722,826 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,302 Sq Ft

      2995 Kauhale St, Kihei, HI 96753

      2995 Kauhale St, Kihei, HI 96753
  • /50

    $3,595,000 Open Wed 2PM - 5PM

    • 2 Beds
    • 2 Baths
    • 1,347 Sq Ft

    3600 Wailea Alanui Dr Unit 2201, Kihei, HI 96753

    Aloha and Welcome to Wailea Elua, one of Wailea's premier properties situated on twenty-five acres with direct beach and ocean access. Wailea Elua boasts as one of the lowest density real estate properties in Wailea; located on the southern most Elua border with privacy. This fine ground floor condominium offers easy access with complete pride of ownership as it has been meticulously maintained

    Bruce McDonald Coldwell Banker Island Prop(S)

    3600 Wailea Alanui Dr Unit 2201, Kihei, HI 96753
  • /50

    $710,000 Sold May 12, 2025

    • 849 Sq Ft
    • $836/SF
    • 56 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1989

    2777 S Kihei Rd Unit B112, Kihei, HI 96753

    Very clean 1 bedroom, 2 bathroom located near the lower pool in close proximity to Keawakapu & Kamaole 3 Beach Parks. Tiled living room, kitchen bathroom and hallway, spacious kitchen, beautiful lawn area off of the living room lanai and a private lanai off of the bedroom. This condo has been well kept over the years. Best priced unit at Maui Kamaole at time of listing. Do not wait, call you

    Roger Pleski Coldwell Banker Island Prop(S)

    2777 S Kihei Rd Unit B112, Kihei, HI 96753
    • /30

      Est $2,221,106 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 3,408 Sq Ft

      2852 Puu Hoolai St, Kihei, HI 96753

      2852 Puu Hoolai St, Kihei, HI 96753
  • /50

    $5,888,000

    • 3 Beds
    • 4 Baths
    • 3,094 Sq Ft

    179 Lolowaa Place Unit 2, Kihei, HI 96753

    What if you could own a BRAND NEW - MOVE IN READY, single level home in Wailea where luxury meets livability? Welcome home to 179 Lolowaa, a 3 bed, 3.5 bath retreat in Wailea Golf Estates II with ocean views, privacy, and high-end comfort at every turn. This home has the perfect floor plan with no stairs. Such a comfortable layout. Home is a fully automated smart home featuring a state of the art

    Dano Sayles Coldwell Banker Island Prop(S)

    179 Lolowaa Place Unit 2, Kihei, HI 96753
  • /50

    $560,000 Sold May 09, 2025

    • 750 Sq Ft
    • $747/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1992

    160 Keonekai Rd Unit 1-101, Kihei, HI 96753

    Welcome to this beautifully remodeled 2-bedroom, 1.5 bath ground-floor unit in highly sought-after Keonekai Villages--just moments from South Maui's best beaches! This move-in ready home features modern checkerboard tile flooring with a bold black and textured gray contrast, adding both style and durability. The open-concept living space is enhanced with new double-pane windows, sleek modern

    Bob Hansen Maui Luxury Real Estate LLC

    160 Keonekai Rd Unit 1-101, Kihei, HI 96753
    • /31

      Est $1,173,905 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,171 Sq Ft

      265 Alaume St, Kihei, HI 96753

      265 Alaume St, Kihei, HI 96753
  • /32

    $899,900

    • 1 Bed
    • 2 Baths
    • 849 Sq Ft

    2777 S Kihei Rd Unit 101, Kihei, HI 96753

    Front Row, Ocean Views it does not get much better than this. This one bedroom, two bathroom unit has been upgraded with bamboo cabinet doors, luxury vinyl floors, and split system AC. Close proximity to Kamaole One Beach Park and Keawakapu Beach. Maui Kamaole is a resort style community with two pools, 2 hot tubs, two tennis courts and Kayak and paddle board storage for owners. Call your

    Roger Pleski Coldwell Banker Island Prop(S)

    2777 S Kihei Rd Unit 101, Kihei, HI 96753
  • /41

    $1,550,000 Sold May 06, 2025

    • 1,380 Sq Ft
    • $1,123/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    3010 Kauhale St, Kihei, HI 96753

    Discover the beauty of 3010 Kauhale Street, perfectly positioned on the border between Kihei and Wailea on the stunning island of Maui. This 3 bedroom 2 bath home sits on a spacious approximately 8,654 sq. ft. lot, offering endless possibilities for island living. The approximately 1,380 sq. ft. residence captures breathtaking panoramic ocean views of South Maui, making every sunrise and sunset a

    Marcus Springs Keller Williams Realty Maui-Ki

    3010 Kauhale St, Kihei, HI 96753
    • /49

      Est $1,694,957 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,208 Sq Ft

      2817 Panepoo St, Kihei, HI 96753

      2817 Panepoo St, Kihei, HI 96753
  • /50

    $2,250,000

    • 3 Beds
    • 3 Baths
    • 1,762 Sq Ft

    126 Ponana St, Kihei, HI 96753

    GREAT LOCATION . . . CONTEMPORARY KEAWAKAPU VIEWS, an elegant single level 3B|3B home is situated in South Maui's premier neighborhood at the edge of Wailea with only a short & convenient stroll to Keawakapu Beach and extremely convenient to dining and shopping. Perfect for both indoor and outdoor entertaining; play at the pool, relax in a hammock on the covered lanai and soak in the hot tub &

    Dennis Rush Compass-W

    126 Ponana St, Kihei, HI 96753
  • /50

    $2,777,108 Sold May 06, 2025

    • 2,910 Sq Ft
    • $954/SF
    • 102 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2000

    738 Lanina Place, Kihei, HI 96753

    OCEAN VIEWS FOREVER! Original owner offering the property on the market for the first time ever! The superior Maui Meadows location provides the ultimate privacy situated at the end of an exclusive cul-de-sac. The Triple Octagon, a signature custom designed Topsider home, provides panoramic ocean, sunset, outer island and sunrise views to best embrace the indoor/outdoor Maui lifestyle.Topsider

    Dennis Rush Compass-W

    738 Lanina Place, Kihei, HI 96753
    • /29

      Est $1,445,432 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,698 Sq Ft

      2837 Panepoo St, Kihei, HI 96753

      2837 Panepoo St, Kihei, HI 96753
  • /33

    $975,000

    • 1 Bed
    • 2 Baths
    • 1,022 Sq Ft

    3200 Wailea Alanui Dr Unit 1803, Kihei, HI 96753

    Welcome to the Palms at Wailea, a sweet ground floor unit tucked away in a private garden area of the complex. Features a large beautifully furnished lanai with dining and lounge areas. This well appointed fully furnished unit has newer furniture and art work, and is a great place to relax and unwind. Only minutes away from some of the best beaches, shops and restaurants that Maui has to offer.

    Katherine Bryndle Berkshire Hathaway Maui Prop-W

    3200 Wailea Alanui Dr Unit 1803, Kihei, HI 96753
  • /46

    $1,555,000 Sold May 05, 2025

    • 3,072 Sq Ft
    • $506/SF
    • 40 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1970

    277 Keonekai Rd, Kihei, HI 96753

    Tucked away on Keonekai Rd, 277 Keonekai Rd has a spacious 3-bedroom, 2-bathroom main home and offers flexible living options with an attached ohana. The door between the two spaces can be unlocked to create a generous 5-bedroom, 2 floor layout. Enjoy the large backyard and two-car garage, plus an extra storage room with Laundry facilities for the Ohana. A peek of ocean view from the dining

    Tom Tezak Hawaii Life (W)

    277 Keonekai Rd, Kihei, HI 96753
    • /32

      Est $1,322,254 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,717 Sq Ft

      2833 Ohina St, Kihei, HI 96753

      2833 Ohina St, Kihei, HI 96753
  • /43

    $799,900

    • 1 Bed
    • 2 Baths
    • 849 Sq Ft

    2777 S Kihei Rd Unit 102, Kihei, HI 96753

    Beautifully updated condo located across the street from Kamaole 3 Beach. It offers 849 sq ft of indoor living space plus 2 private lanais. Granite countertops, updated cabinets, porcelain tile and quality carpets are just a few of the upgrades. The unit is being offered fully furnished, with all appliances, stacked washer and dryer, linens, kitchenware, and even beach gear and board games. The

    Roger Pleski Coldwell Banker Island Prop(S)

    2777 S Kihei Rd Unit 102, Kihei, HI 96753

Showing Results 161 - 200, Page 5 of 18

How to Buy a Home How to Finance a Home How to Sell a Home