7,209

Wailea, HI Homes

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  • /49

    $2,808,000

    • 3 Beds
    • 3 Baths
    • 1,802 Sq Ft

    173 Holokahiki Ln Unit 10B, Wailea, HI 96753

    Embark on a journey of unparalleled luxury and vibrant community living at Makalii at Wailea which was recently completed in 2021, the distinguished recipient of the 2023 Golden Nugget Award for Best Multifamily Housing Community. Beyond being an architectural marvel, this exclusive enclave, home to just 68 total units, is predominantly embraced by second-home residents and invites you to savor

    Travis Speck Redfin Corporation

    173 Holokahiki Ln Unit 10B, Wailea, HI 96753
  • /50

    $1,388,000 Sold Mar 28, 2025

    • 1,932 Sq Ft
    • $718/SF
    • 229 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1986

    235 Hoohale Place, Kihei, HI 96753

    Located on the desirable border of Kihei and Wailea, this 4-bedroom, 3-bathroom home offers a blend of original charm and stunning ocean views from the living room, dining room, and lanai. The spacious interior is filled with natural light and cool ocean breezes, creating a cozy and inviting atmosphere. All four bedrooms are thoughtfully placed downstairs for convenience and privacy. The fourth

    Jean Keating Coldwell Banker Island Prop-Ku

    235 Hoohale Place, Kihei, HI 96753
    • /29

      Est $1,512,786 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
  • /40

    $880,000

    • 1 Bed
    • 2 Baths
    • 817 Sq Ft

    2881 S Kihei Rd Unit 41, Kihei, HI 96753

    Experience island living at its finest in this beautifully remodeled 1-bedroom, 2-bath condo at the sought-after Maui Hill Resort. Perched in a peaceful, private corner of the property, this luxurious retreat offers stunning ocean and sunset views, just steps from world-famous Keawakapu Beach and Wailea's finest dining and shopping. Thoughtfully updated with quality finishes, this inviting unit

    Shelley Addison Krynsen Coldwell Banker Island Prop(S)

    2881 S Kihei Rd Unit 41, Kihei, HI 96753
  • /40

    $1,260,000 Sold Mar 24, 2025

    • 952 Sq Ft
    • $1324/SF
    • 149 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1976

    3300 Wailea Alanui Dr Unit 47B, Kihei, HI 96753

    Welcome to your dream retreat in the coveted Wailea Ekahi complex! This spacious, updated 1-bedroom, 2-bathroom condo offers an ideal layout with two entrances, perfect for guests or rental opportunities. The bright and inviting living space features a Murphy bed for extra flexibility, seamlessly connecting the living, kitchen, and dining areas. Step out onto the quaint, grotto-style lanai

    Wendy R. Peterson Island Sotheby's Int'l Rlty(M)

    3300 Wailea Alanui Dr Unit 47B, Kihei, HI 96753
    • /32

      Est $1,356,496 Not Listed For Sale

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

      2833 Ohina St, Kihei, HI 96753

      2833 Ohina St, Kihei, HI 96753
  • /50

    $2,640,000

    • 1 Bed
    • 1 Bath
    • 891 Sq Ft

    3600 Wailea Alanui Dr Unit 1101, Kihei, HI 96753

    Step into a lifestyle few ever get to experience; where your backyard is one of Maui’s most celebrated beaches and every detail of the unit reflects effortless elegance. Just moments from the sand, Wailea Elua 1101 is a ground-floor, 1-bedroom, 1-bath luxury residence located in one of Wailea’s most coveted oceanfront communities. Set within a guard-gated, low-density enclave zoned for

    Robbie Dein Maui Real Estate Advisors LLC

    3600 Wailea Alanui Dr Unit 1101, Kihei, HI 96753
  • /35

    $5,000,000 Sold Mar 24, 2025

    • 1,978 Sq Ft
    • $2528/SF
    • 316 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2005

    3800 Wailea Alanui Dr Unit 404, Kihei, HI 96753

    Discover the embodiment of luxury living offered with dynamic ocean views enjoyed from this gorgeous Wailea Beach Villa. This exquisite 2-bedroom, 2-bathroom plus den penthouse is nestled along the golden sands of Wailea Beach on the beautiful shores of South Maui. With direct beach access just steps away, this villa welcomes you to indulge in daily beach walks, witness captivating sunsets, or

    Bob Hansen Maui Luxury Real Estate LLC

    3800 Wailea Alanui Dr Unit 404, Kihei, HI 96753
    • /30

      Est $1,896,409 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 2,233 Sq Ft

      285 Ohina Place, Kihei, HI 96753

      285 Ohina Place, Kihei, HI 96753
  • /43

    $2,020,000 Open House 8/05

    • 2 Beds
    • 2 Baths
    • 767 Sq Ft

    2960 S Kihei Rd Unit 209, Kihei, HI 96753

    Welcome to Unit 209 at Mana Kai Maui, a beautifully upgraded and fully furnished 2-bedroom, 2-bath beachfront condo with stunning panoramic views of the Pacific Ocean, Molokini, and the West Maui Mountains. Perfectly positioned on world-renowned Keawakapu Beach, this unit offers year-round sunsets, seasonal whale watching, and direct access to one of Maui’s best beaches for swimming, snorkeling,

    Brett Christiansen Compass-W

    2960 S Kihei Rd Unit 209, Kihei, HI 96753
  • /50

    $850,000 Sold Mar 20, 2025

    • 1,238 Sq Ft
    • $687/SF
    • 143 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1981

    4400 Makena Rd Unit 201, Kihei, HI 96753

    Owner is offering a 1/4 partial ownership in one of Maui's premier beachfront condo locations, in which a buyer can occupy the Property for 3 months every year. Located on the preferred side of the building, offering southern exposure and protection from gusty trade winds, this remodeled and fully furnished luxury beachfront condo overlooks the oceanside pool and spa and features exquisite ocean

    Don McEntire McEntire Realty

    4400 Makena Rd Unit 201, Kihei, HI 96753
    • /30

      Est $1,510,535 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,910 Sq Ft

      290 Ohina Place, Kihei, HI 96753

      290 Ohina Place, Kihei, HI 96753
  • /36

    $2,050,000

    • 2 Beds
    • 3 Baths
    • 1,559 Sq Ft

    3150 Wailea Alanui Dr Unit 3103, Kihei, HI 96753

    Enjoy spectacular ocean views, fabulous sunsets, and whale watching from the living area, bedrooms, kitchen and expansive lanais of this spacious 2 bedroom, 3 bathroom, 1,559 square foot unit! Or, if you prefer, share those views with your neighbors around the beautiful and perfectly positioned pool area, fitness center, and dining area down the grass covered slope, providing a wonderful sense

    Jeff Simon Hawaii Life (W)

    3150 Wailea Alanui Dr Unit 3103, Kihei, HI 96753
  • /50

    $4,690,000 Sold Mar 19, 2025

    • 2,386 Sq Ft
    • $1966/SF
    • 95 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2008

    3100 Wailea Alanui Dr Unit 1, Kihei, HI 96753

    This Residential Condominium is also listed under condominium MLS#404016. Experience and own this rare and exquisite 3-bedroom, 3.5-bath single-level residential condominium in Wailea's exclusive Papali Wailea development, offering dramatic views to the ocean and to the adjacent islands of Lanai, Kahoolawe and Molokini crater. The contemporary architecture, adorned with copper roofs, elegantly

    Jolanta Frazier Coldwell Banker Island Prop(S)

    3100 Wailea Alanui Dr Unit 1, Kihei, HI 96753
    • /43

      Est $1,562,487 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,712 Sq Ft

      289 Aukahi St, Kihei, HI 96753

      289 Aukahi St, Kihei, HI 96753
  • /50

    $925,000

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

    2695 S Kihei Rd Unit 4-301, Kihei, HI 96753

    Opportunity knocks with 2021 pricing for this favored and well maintained 2-bedroom, 2-bathroom single level floor plan unit. A private end position gives a bonus side window in the living area, with glimpses of ocean view from the lanai, a reminder of how close you are to the beach. Beautifully appointed furnishings make this a most welcome resort retreat. Kamaole Sands, one of South Maui's

    Katy Foxwell Keller Williams Realty Maui-Ka

    2695 S Kihei Rd Unit 4-301, Kihei, HI 96753
  • /38

    $692,500 Sold Mar 19, 2025

    • 818 Sq Ft
    • $847/SF
    • 122 Days On Market
    • 1 Bed
    • 2 Baths
    • Built 1983

    2695 S Kihei Rd Unit 4-206, Kihei, HI 96753

    Welcome to Kamaole Sands Resort, where unit 4-206 awaits with a blend of comfort and style. This spacious 1-bedroom, 2-bath condo boasts 818 sq ft living space, offering a harmonious fusion of contemporary aesthetics and tropical charm. As you enter, you'll be greeted by the tastefully remodeled bathrooms, reflecting modern elegance and a commitment to quality. Every detail has been carefully

    Truman Taoka Island Sotheby's Int'l Rlty(W)

    2695 S Kihei Rd Unit 4-206, Kihei, HI 96753
    • /30

      Est $1,553,092 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,672 Sq Ft

      2738 Ohina St, Kihei, HI 96753

      2738 Ohina St, Kihei, HI 96753
  • /50

    $14,750,000

    • 3 Beds
    • 3 Baths
    • 3,850 Sq Ft

    4000 Wailea Alanui Dr Unit 1602, Kihei, HI 96753

    FABULOUS world class Wailea Point “double” unit with a MOST DYNAMIC ocean & beach front location. Perhaps the finest condominium residence in Hawaii, no expense was spared to set this exclusive Maui home apart. Unsurpassed world class views, from iconic Polo Beach and the Makena coastline, to the vast Pacific and offshore islands, and north to the Kihei & Maalaea coastlines. Just steps to the

    Dave Wagner Wailea Point Realty, Inc.

    4000 Wailea Alanui Dr Unit 1602, Kihei, HI 96753
  • /50

    $2,500,000 Sold Mar 19, 2025

    • 1,802 Sq Ft
    • $1387/SF
    • 243 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2020

    113 Holomoana Way Unit 2B, Kihei, HI 96753

    This rare gem is the BEST Makalii at Wailea value! Awaken each morning to the fabulous ocean views from your primary bedroom suite and Haleakala sunrise views from the Casita suite! Makalii lives like a "lock n leave" townhome with no one above or below AND no adjoining walls. Stunning mid-century modern 3b | 3b townhome including Casita offers professionally decorated upscale Italian furniture,

    Dennis Rush Compass-W

    113 Holomoana Way Unit 2B, Kihei, HI 96753
    • /15

      Est $1,311,469 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,216 Sq Ft

      2780 Ohina St, Kihei, HI 96753

      2780 Ohina St, Kihei, HI 96753
  • /48

    $5,600,000

    • 3 Beds
    • 4 Baths
    • 2,554 Sq Ft

    4000 Wailea Alanui Dr Unit 901, Kihei, HI 96753

    Simply gorgeous property less than 250 feet from the ocean; lovely ocean views and top quality, elegant interior. This is Wailea Point’s largest floor plan other than double units. Every room is beautifully detailed and furnished; you’ll marvel at the many architectural details in this uniquely elegant interior: The large, frosted glass entry window, magnificent wood & glass interior stair, the

    Dave Wagner Wailea Point Realty, Inc.

    4000 Wailea Alanui Dr Unit 901, Kihei, HI 96753
  • /48

    $1,110,000 Sold Mar 18, 2025

    • 1,389 Sq Ft
    • $799/SF
    • 36 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2023

    2757 S Kihei Rd Unit 501, Kihei, HI 96753

    Crystal blue waters & golden sandy beaches await as you gaze upon majestic whales from your luxurious and exclusive estate. Nestled atop a bluff in South Maui, delight in breathtaking ocean and mountain views as you enjoy the lovely waterfall-pool and hot tub complete with pavilion. Your privately gated community is graced with spacious and contemporary multi-family residences just steps to the

    Geoffrey Cook Century 21 Island Homes

    2757 S Kihei Rd Unit 501, Kihei, HI 96753
    • /37

      Est $1,248,962 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,015,819 Sq Ft

      2777 S Kihei Rd Unit C201, Kihei, HI 96753

      2777 S Kihei Rd Unit C201, Kihei, HI 96753
  • /32

    $1,850,000

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

    3100 Mapu Place, Kihei, HI 96753

    Tucked into the cooler, elevated slopes of South Kihei’s desirable Maui Meadows neighborhood, this serene property offers a rare combination of privacy, space, and flexible living. Set on a gently sloping half-acre+ lot framed by a striking lava rock wall, the lush grounds are a tropical haven filled with mature landscaping and prolific mango trees. The beautifully renovated 2-bedroom, 2-bath

    Dennis Carhart Coldwell Banker Island Prop(S)

    3100 Mapu Place, Kihei, HI 96753
  • /50

    $1,205,000 Sold Mar 17, 2025

    • 1,593 Sq Ft
    • $756/SF
    • 12 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1983

    2866 Ohina St, Kihei, HI 96753

    Enjoy breathtaking Maui sunsets from your back deck as vibrant hues illuminate the evening sky over the sparkling ocean. This property offers sweeping views from Kaho'olawe to the majestic West Maui Mountains. The home features high vaulted ceilings, four bedrooms, three baths, and a spacious yard with room to expand or build a cottage. Zoned R-2, it provides the flexibility to customize to your

    Sara Romvari Romvari Realty Ltd

    2866 Ohina St, Kihei, HI 96753
    • /20

      Est $948,348 Not Listed For Sale

      • 1 Bed
      • 2 Baths
      • 1,015,819 Sq Ft

      2777 S Kihei Rd Unit C105, Kihei, HI 96753

      2777 S Kihei Rd Unit C105, Kihei, HI 96753
  • /50

    $1,950,000

    • 3 Beds
    • 3 Baths
    • 1,833 Sq Ft

    3950 Kalai Waa St Unit R103, Kihei, HI 96753

    E Komo Mai – Welcome Home to the Crown Jewel of Wailea Fairway Villas Step into island luxury with this rarely available and highly sought-after 3-bedroom, 3-bathroom corner townhouse—undoubtedly one of the premier units in the prestigious Wailea Fairway Villas on Maui. Perched above the 11th fairway of the iconic Wailea Blue Golf Course, this meticulously maintained home offers panoramic ocean

    Christopher Bannowsky eXp Realty

    3950 Kalai Waa St Unit R103, Kihei, HI 96753
  • /50

    $1,600,000 Sold Mar 17, 2025

    • 1,071 Sq Ft
    • $1494/SF
    • 36 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1979

    10 Wailea Ekolu Place Unit 404, Kihei, HI 96753

    Experience the pinnacle of island living at Wailea Ekolu #404, a stunning 2-bedroom, 2-bathroom top-floor unit with breathtaking ocean views of Molokini, Lana‘i, and Kaho‘olawe. From your private lanai, marvel at the sight of humpback whales in season and soak in year-round sunsets that will leave you speechless. The unit boasts high vaulted ceilings, creating a spacious and airy ambiance perfect

    Bradley MacArthur Hawaii Life (W)

    10 Wailea Ekolu Place Unit 404, Kihei, HI 96753
    • /49

      Est $899,327 Not Listed For Sale

      • 1 Bed
      • 2 Baths
      • 1,039 Sq Ft

      2777 S Kihei Rd Unit C102, Kihei, HI 96753

      2777 S Kihei Rd Unit C102, Kihei, HI 96753
  • /46

    $1,575,000

    • 2 Beds
    • 2 Baths
    • 1,225 Sq Ft

    2825 Kauhale St, Kihei, HI 96753

    Welcome to this beautifully updated home in the heart of South Kihei, just minutes from the renowned beaches of Wailea, Keawakapu, and Kamaole III. This property offers an exceptional opportunity for those seeking a luxurious Maui lifestyle with privacy, comfort, and ocean views. The main residence features a complete remodel throughout, presenting a modern 2-bedroom, 2-bathroom layout with an

    Kento Tanaka-Tamaki Coldwell Banker Island Prop(S)

    2825 Kauhale St, Kihei, HI 96753
  • /50

    $12,600,000 Sold Mar 17, 2025

    • 3,850 Sq Ft
    • $3273/SF
    • 29 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1986

    4000 Wailea Alanui Dr Unit 101, Kihei, HI 96753

    Wailea Point residence 101 is simply spectacular. Beginning with a “top-of-world-class” oceanfront location / a commanding presence over Wailea Beach / sitting in FRONT of the gorgeous Four Seasons Resort / with 180 degrees of magnificent ocean & island vistas from 46 feet above sea level. This is a vibrant, all-consuming view that leaves an indelible mark on all who experience it. Then there is

    Dave Wagner Wailea Point Realty, Inc.

    4000 Wailea Alanui Dr Unit 101, Kihei, HI 96753
    • /50

      Est $1,588,563 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,015,819 Sq Ft

      2777 S Kihei Rd Unit A212, Kihei, HI 96753

      2777 S Kihei Rd Unit A212, Kihei, HI 96753
  • /31

    $15,500,000

    • 3 Beds
    • 3 Baths
    • 5,468 Sq Ft

    3002 S Kihei Rd, Kihei, HI 96753

    Hawaiiana meets contemporary design with this exceptional estate on the pristine shores of Keawakapu Beach. Beyond the gated entrance lies a world of relaxation and rejuvenation, where quality adjoins an unrivaled location. Upon entering the property, you're surrounded by lush tropical landscaping and the soothing sound of waves crashing against the shoreline. The grand entrance opens into a

    Josh Jerman Hawaii Life (W)

    3002 S Kihei Rd, Kihei, HI 96753
  • /33

    $1,185,000 Sold Mar 17, 2025

    • 1,056 Sq Ft
    • $1122/SF
    • 153 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1990

    155 Wailea Ike Place Unit 99, Kihei, HI 96753

    Grand Champions 99 is a masterfully remodeled 2 bedroom condo with a spacious floor plan with 1,056 square feet of living area with lovely covered lanai space for enjoying the mountain and golf course views. This popular vacation condo in Wailea has already earned more than 100 ***** FIVE-STAR reviews from guests! Updated in 2022 with new furniture, new luxury vinyl plank flooring, new kitchen

    Dano Sayles Coldwell Banker Island Prop(S)

    155 Wailea Ike Place Unit 99, Kihei, HI 96753
    • /18

      Est $625,378 Not Listed For Sale

      • Studio
      • 1 Bath
      • 45,738 Sq Ft

      2895 S Kihei Rd Unit 201, Kihei, HI 96753

      2895 S Kihei Rd Unit 201, Kihei, HI 96753
  • /38

    $674,900

    • 1 Bed
    • 2 Baths
    • 818 Sq Ft

    2695 S Kihei Rd Unit 1 204, Kihei, HI 96753

    Kamaole Sands 1 204 is a one-bedroom, two-bathroom second-floor turnkey condominium located in one of the most desirable locations in the complex. Kamaole Sands sits on 15 acres of landscaped beauty and is located in South Kihei directly across the street from Kamaole III Beach Park. The sandy Kamaole III beach provides an excellent opportunity to snorkel and enjoy an abundance of aquatic sea

    Mara Lockwood Maui Palms Realty LLC

    2695 S Kihei Rd Unit 1 204, Kihei, HI 96753
  • /50

    $6,900,000 Sold Mar 14, 2025

    • 3,647 Sq Ft
    • $1892/SF
    • 21 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1988

    3898 Waakaula Place, Kihei, HI 96753

    Discover a rare opportunity to own a front-row residence in the prestigious Wailea Golf Estates, where panoramic ocean views & timeless elegance converge. Recently reimagined from the studs up, this home underwent a comprehensive renovation by one of Maui’s most esteemed contractors, blending structural excellence with refined aesthetics. From the moment you pass through the custom mahogany &

    Robbie Dein Maui Real Estate Advisors LLC

    3898 Waakaula Place, Kihei, HI 96753
    • /34

      Est $581,797 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 301,871 Sq Ft

      2747 S Kihei Rd Unit J204, Kihei, HI 96753

      2747 S Kihei Rd Unit J204, Kihei, HI 96753
  • /45

    $1,899,000

    • 2 Beds
    • 2 Baths
    • 1,299 Sq Ft

    3200 Wailea Alanui Dr Unit 1606, Kihei, HI 96753

    This beautifully transformed two-bedroom, two-bath villa at the Palms at Wailea is a standout property that blends island elegance with exceptional quality. From the moment you step inside, the meticulous attention to detail and craftsmanship are immediately clear—every finish thoughtfully selected to create a refined, yet inviting retreat. The soaring vaulted ceilings, finished with a subtle

    Carol Russell Maui Luxury Real Estate LLC

    3200 Wailea Alanui Dr Unit 1606, Kihei, HI 96753

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