27

Wailea, HI 1-Story Homes for Sale

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  • /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

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    Eric West

    Real Broker

    182 Ponana St, Kihei, HI 96753
  • /50

    $4,995,000

    • 2 Beds
    • 2 Baths
    • 1,644 Sq Ft

    4850 Makena Alanui Unit A101, Kihei, HI 96753

    This truly one of a kind masterpiece villa in highly coveted Makena Surf Resort is an exceptional example of quintessential beachfront living at its finest. With a complete studs-out renovation completed in 2022, the meticulous nature and curated bespoke design of this stunning villa is highly evident the moment you enter. The contemporary modern finishes of this sensational ground level

    Max Blair Coldwell Banker Island Prop(S)

    4850 Makena Alanui Unit A101, Kihei, HI 96753
  • /50

    $3,295,000

    $300K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,347 Sq Ft

    3600 Wailea Alanui Dr Unit 2201, Kihei, HI 96753

    Aloha from Wailea Elua; WE ARE OPEN THIS MONTH FOR EASY VIEWINGS!!! Wailea Elua is one of Wailea's premier properties with direct beach/ocean access that is HOTEL/RESORT ZONED :)!! This allows owners the ability to "Short Term Vacation Rental" to generate income!! This is an added premium valuation in todays market - as all and any Maui properties from here on will be zoned for long term rental

    Bruce McDonald Coldwell Banker Island Prop(S)

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

    $675,000

    • 2 Beds
    • 2 Baths
    • 890 Sq Ft

    2653 S Kihei Rd Unit 105, Kihei, HI 96753

    At Maui Parkshore 105, days begin with the sound of the ocean and end with South Maui sunsets glowing across your lanai. This turnkey 2-bedroom, 2-bath condo offers a relaxed, close beach proximity lifestyle, where beach walks, warm breezes, and swaying palms are part of the everyday rhythm. Just across from Kamaole Beach Park III, you’re moments from soft sand, gentle waves, and one of Kihei’s

    Clint Hansen Maui Luxury Real Estate LLC

    2653 S Kihei Rd Unit 105, Kihei, HI 96753
  • /50

    $13,900,000

    • 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
  • /43

    $3,300,000

    • 2 Beds
    • 3 Baths
    • 1,584 Sq Ft

    4000 Wailea Alanui Dr Unit 2101, Kihei, HI 96753

    Wailea Point 2101 is a rare, single-level residence featuring 2 bedrooms and 3 bathrooms with the convenience of no-stair entry. Enjoy breathtaking ocean and garden views, complemented by the stunning “bonus” views of Haleakala and the West Maui mountains. The open-concept kitchen is perhaps the most popular remodel scope of work in Wailea Point, and it’s already done in this lovely home,

    Dave Wagner Wailea Point Realty, Inc.

    4000 Wailea Alanui Dr Unit 2101, Kihei, HI 96753
  • /50

    $1,999,000

    • 3 Beds
    • 2 Baths
    • 1,585 Sq Ft

    505 Hoohalahala St, Kihei, HI 96753

    Privately positioned in Maui Meadows, 505 Ho'ohalahala offers exceptional space, flexibility, and privacy. Located just minutes away from resort amenities and resort beaches, this home delivers the Wailea location without the Wailea price tag. This fully fenced and gated estate provides a true sense of privacy with expansive, all usable grounds. Mature landscaping surrounds the property,

    Dano Sayles Coldwell Banker Island Prop(S)

    505 Hoohalahala St, Kihei, HI 96753
  • /42

    $2,848,000

    • 3 Beds
    • 4 Baths
    • 2,582 Sq Ft

    230 E Panana Place, Kihei, HI 96753

    A private Wailea Kialoa retreat, where chic island elegance meets effortless living. This custom single-level 3-bedroom, 3.5-bath residence offers an open and thoughtfully crafted floor plan with seamless indoor-outdoor living. The expansive great room connects to a covered lanai through retractable pocket doors, creating an ideal setting for everyday living and entertaining. The well-appointed

    Dennis Carhart Coldwell Banker Island Prop(S)

    230 E Panana Place, Kihei, HI 96753
  • /50

    $3,878,000

    • 3 Beds
    • 3 Baths
    • 1,742 Sq Ft

    78 Kai Malu Dr Unit 101 (14A), Kihei, HI 96753

    La'i Loa: Where Elevated Design Meets the Spirit of Wailea There are homes that offer a view, and there are homes that make the view part of your everyday life. From this beautifully positioned residence at La'i Loa, the Pacific stretches across the horizon, with expansive ocean vistas, neighboring islands, and Maui's legendary sunsets creating a backdrop that never grows old. Completed in 2023,

    Amanda Cooper Keller Williams Realty Maui-Ka

    78 Kai Malu Dr Unit 101 (14A), Kihei, HI 96753
  • /50

    $10,995,000

    • 4 Beds
    • 5 Baths
    • 3,777 Sq Ft

    184 Lolowaa Place, Kihei, HI 96753

    NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . The most exciting new luxury release to hit the market. A brand new single-level oceanview smart home that truly makes you say WOW. A 2026 Wailea Cohen Development Group design- Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - Clean architectural lines- Bright & sophisticated -

    Dennis Rush Compass-W

    184 Lolowaa Place, Kihei, HI 96753
  • /27

    $1,475,000

    • 3 Beds
    • 2 Baths
    • 1,389 Sq Ft

    2757 S Kihei Rd Unit 101, Kihei, HI 96753

    Welcome to Paradise Ridge Estates #101. Arguably the best location in the complex, this corner, ground floor condo in building one is in a private, tucked-away location at the top of Paradise Ridge Estates. Inside, you’ll find contemporary finishes and an open-concept living and dining area designed for comfortable everyday living. Two assigned parking stalls—#64 and #70—as well as handicapped

    Mark Waite Compass-W

    2757 S Kihei Rd Unit 101, Kihei, HI 96753
  • /35

    $1,498,000

    $171K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,071 Sq Ft

    10 Wailea Ekolu Place Unit 105, Kihei, HI 96753

    Welcome to Wailea Ekolu 105. Easy access to this beautifully remodeled luxury ground floor 2B/2B unit. Condo enjoys the luxury of panoramic ocean and outer island views from one end of the condo, through the living room, kitchen and master bedroom lanai. Thought, care and expert design principles were incorporated into this sleek renovated interior giving a nod to a mid-century modern vibe.

    Michele White Coldwell Banker Island Prop(S)

    10 Wailea Ekolu Place Unit 105, Kihei, HI 96753
  • /31

    $1,299,000

    • 1 Bed
    • 1 Bath
    • 950 Sq Ft

    3330 Kehala Dr, Kihei, HI 96753

    3330 Kehala Drive presents a unique opportunity in Maui Meadows with endless possibilities on one of the largest lots in the community. Spanning over a half acre, this property offers exceptional space, privacy, and flexibility in one of South Maui’s most desirable neighborhoods. Mature tropical landscaping and a serene, park-like setting create the ideal backdrop for creating your dream estate.

    Dano Sayles Coldwell Banker Island Prop(S)

    3330 Kehala Dr, Kihei, HI 96753
  • /50

    $5,000,000

    • 4 Beds
    • 4 Baths
    • 3,447 Sq Ft

    557 Kupulau Dr, Kihei, HI 96753

    Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a

    Todd Hudson Keller Williams Realty Maui-Ki

    557 Kupulau Dr, Kihei, HI 96753
  • /40

    $2,390,000

    • 3 Beds
    • 2 Baths
    • 1,874 Sq Ft

    108 Ahekolo St, Kihei, HI 96753

    Welcome home to this impeccably maintained, turn-key residence in the highly sought-after Kilohana Ridge community in South Kihei. Thoughtfully designed for comfort and easy island living, the home is filled with natural light as expansive living room windows frame the lush tropical landscaping beyond. Travertine flooring and stainless steel appliances add a refined touch throughout the interior.

    Josh Jerman Hawaii Life (W)

    108 Ahekolo St, Kihei, HI 96753
  • /32

    $1,275,000

    $74K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,242 Sq Ft

    3200 Wailea Alanui Dr Unit 1605, Kihei, HI 96753

    Discover Unbeatable Wailea Value Experience the perfect blend of affordability and luxury in the prestigious Palms at Wailea. This inviting, turnkey furnished, ground-level, 2-bedroom, 2-bath residence in Building 16 is priced as one of the most accessible two-bedrooms in the complex, presenting a rare opportunity to own in this sought-after community. The unit is designed for comfort and privacy

    Kathleen Tezak Island Sotheby's International Realty(W)

    3200 Wailea Alanui Dr Unit 1605, Kihei, HI 96753
  • /43

    $754,000

    • 1 Bed
    • 2 Baths
    • 849 Sq Ft

    2777 S Kihei Rd Unit 107, Kihei, HI 96753

    Situated in South Kihei’s premier resort community, Maui Kamaole, this spacious 1-bedroom, 2-bath condo offers a perfect blend of comfort, privacy, and convenience. Located on 23 acres of lush tropical landscaping directly across from Kamaole Beach Park III, this unit feels like a private oasis yet is just minutes from Wailea’s top golf, dining, and shopping. The downstairs condo is exceptionally

    Ron Silva Island Sotheby's International Realty(M)

    2777 S Kihei Rd Unit 107, Kihei, HI 96753
  • /36

    $1,249,000

    Open Fri 3PM - 5PM
    • 2 Beds
    • 2 Baths
    • 949 Sq Ft

    3950 Kalai Waa St Unit Y102, Kihei, HI 96753

    Don't miss this stunning 2 bedroom, 2 bath condo, downstairs unit, located on the 11th hole of the Wailea Blue Course Fairway, with amazing ocean views. The Y building offers an open feel to the course, and making every view green, or blue. The unit is being sold furnished, newer paint and carpet, granite kitchen, travertine tiles, Minka air ceiling fans, newer oven, and appliances. This unit

    Jamie Martin Coldwell Banker Island Prop(S)

    3950 Kalai Waa St Unit Y102, Kihei, HI 96753
  • /41

    $4,975,000

    $400K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,609 Sq Ft

    3600 Wailea Alanui Dr Unit 803, Kihei, HI 96753

    Truly one of Wailea's pinnacle properties, Wailea Elua 803 defines single-level luxury living, with a full-scale remodel encompassing the finest in surfaces and amenities and sweeping ocean views from the main living area and Master Suite. Every detail has been refined in this rare 3-bedroom offering (only 7 have come to market in the last 10 years), which is bathed abundantly in natural light

    Kevin Spaise Keller Williams Realty Maui-Ki

    3600 Wailea Alanui Dr Unit 803, Kihei, HI 96753
  • /26

    $1,300,000

    • 3 Beds
    • 2 Baths
    • 1,237 Sq Ft

    2833 Ohina St, Kihei, HI 96753

    Welcome to easy island living in South Kihei. This charming single-level home offers 3 bedrooms, 2 bathrooms, and a spacious covered lanai, perfect for relaxing or entertaining year-round. Inside, you’ll find a thoughtfully designed kitchen with bamboo cabinetry, granite countertops, and stainless-steel appliances. The primary suite is a private retreat, featuring French doors that open to a

    Lori Powers Island Sotheby's International Realty(L)

    2833 Ohina St, Kihei, HI 96753
  • /30

    $9,000,000

    • 2 Beds
    • 4 Baths
    • 2,760 Sq Ft

    4584 Makena Rd, Kihei, HI 96753

    Over an acre of direct beachfront in Makena is an exceptional rarity — and 4584 Makena Road stands as one of the most compelling value opportunities along Maui's coastline. Positioned on Poolenalena Beach, the property offers expansive grounds, exceptional privacy, and irreplaceable beach frontage. The existing residence requires renovation, making this an ideal opportunity for investors or end

    Ryan MacLaughlin Island Sotheby's International Realty(W)

    4584 Makena Rd, Kihei, HI 96753
  • /45

    $2,550,000

    • 2 Beds
    • 2 Baths
    • 1,374 Sq Ft

    24 Kai Malu Dr Unit 3-A, Kihei, HI 96753

    Experience elevated island living in this beautifully appointed condominium at Lai Loa Wailea, one of South Maui’s newest luxury communities. Purchased new in 2024, this fully furnished ocean-view residence offers an exceptional blend of modern design, refined finishes, and effortless lock-and-leave ownership in the heart of Wailea. Thoughtfully designed for both full-time and second-home living,

    Ryan MacLaughlin Island Sotheby's International Realty(W)

    24 Kai Malu Dr Unit 3-A, Kihei, HI 96753
  • /50

    $2,199,000

    • 2 Beds
    • 2 Baths
    • 1,014 Sq Ft

    3161 Mapu Place, Kihei, HI 96753

    Welcome to your private tropical oasis in serene Maui Meadows. This remarkable and rare property spans over a 0.52-acre corner lot, offering a true resort-style experience with lush tropical landscaping that provides exceptional privacy and tranquility. This unique estate features three distinct dwellings, making it ideal for multi-generational living, rental income opportunities, or a private

    Jordan Smith Island Sotheby's International Realty(W)

    3161 Mapu Place, Kihei, HI 96753
  • /29

    $9,395,000

    • 3 Beds
    • 4 Baths
    • 3,666 Sq Ft

    144 Halau Place, Kihei, HI 96753

    Set behind the gates of Wailea Golf Estates, this like-new contemporary estate captures the essence of modern Hawaiian luxury. Spanning over 5,000 square feet of indoor-outdoor living, this single level home is designed as a seamless pavilion between architecture and nature, where walls of glass dissolve into tropical gardens and panoramic Pacific vistas. Also available to the qualified buyer is

    Mark Waite Compass-W

    144 Halau Place, Kihei, HI 96753
  • /33

    $1,295,000

    $40K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 704 Sq Ft

    3325 Mapu Place, Kihei, HI 96753

    Tucked away at the end of a quiet cul-de-sac in highly desirable Maui Meadows, this charming island cottage offers the rare combination of privacy, usable land, and future potential just minutes from South Maui’s world-famous beaches. Set on over half an acre of lush tropical property, the 2-bedroom, 1-bath home embraces the relaxed indoor-outdoor lifestyle that makes Kihei so special. Vaulted

    Napua Banks Island Sotheby's International Realty(W)

    3325 Mapu Place, Kihei, HI 96753
  • /50

    $5,900,000

    • 4 Beds
    • 3 Baths
    • 3,059 Sq Ft

    19 Halapa Place, Kihei, HI 96753

    Experience practical elegance in this thoughtfully designed single level custom Wailea home, completed in 2021. Enjoy the magnificent & expansive ocean views, perfect for sunsets & whale watching (during whale season). Perfectly positioned at the top of Wailea in The Ridge at Wailea, a coveted neighborhood with just nine lots. This 4 bedroom, 3 bathroom home with a separate home office blends

    Sherrie Stinger Coldwell Banker Island Prop(S)

    19 Halapa Place, Kihei, HI 96753
  • /50

    $2,749,000

    • 2 Beds
    • 3 Baths
    • 2,183 Sq Ft

    4955 Makena Rd Unit F102, Kihei, HI 96753

    Welcome to Na Hale O Makena, one of South Maui’s most private and low-density luxury communities. This beautifully appointed 2-bedroom, 2.5-bath residence offers the ease and comfort of desirable ground-level living with no stairs/elevators to enter, creating effortless access throughout the home and lanai. Tucked within lush tropical landscaping, the property enjoys an exceptional sense of

    Max Blair Coldwell Banker Island Prop(S)

    4955 Makena Rd Unit F102, Kihei, HI 96753
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