33

Wailea, HI 1-Story Homes for Sale

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  • /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
  • /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

    $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
  • /48

    $3,500,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    39 Hoawaa Way, Kihei, HI 96753

    Every once in a long while, a home feels less like a property and more like a discovery. Rebuilt from studs in 2019, this better than new single level, no steps Wailea retreat pairs effortless accessibility and wide 36" doorways with the quiet polish of a private resort. Light filled interiors, soaring eight to twelve foot ceilings, and walls of Fleetwood glass open seamlessly to nearly a

    Clint Hansen Maui Luxury Real Estate LLC

    39 Hoawaa Way, 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
  • /41

    $1,725,000

    • 2 Beds
    • 2 Baths
    • 1,182 Sq Ft

    3129 Mapu Place, Kihei, HI 96753

    Welcome to a private gated retreat in Maui Meadows set on 0.7 acres of lush tropical landscaping. With no HOA restrictions and multiple detached structures, this unique property presents an extraordinary opportunity just a short distance from the beach. Enter through the private electric gates and take in the mature fruit trees, exotic palms, and colorful gardens that create a true island

    Mark Waite Compass-W

    3129 Mapu Place, 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
  • /36

    $1,545,000

    • 3 Beds
    • 3 Baths
    • 1,772 Sq Ft

    221 Mahie Place, Kihei, HI 96753

    Located along a quiet cul-de-sac at the edge of Wailea, this two-home property is a blend of resort proximity and easygoing island living. Just steps from the white sand of Keawakapu Beach, this south Kihei setting is one of Maui's most coveted stretches of coastline. This 3 bedroom, 3 bathroom residence has high ceilings and a fully detached cottage with its own private yard — a configuration

    Josh Jerman Hawaii Life (W)

    221 Mahie Place, 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 THIS UNIT IS AVAILABLE TO VIEW FOR PRIVATE SHOWINGS! 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

    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

    $1,475,000

    $194K 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

    Enjoy the Wailea lifestyle from this ground-floor, fee-simple 2-bedroom, 2-bath condominium at The Palms at Wailea, one of the most affordable fee-simple, vacation-rentable two-bedroom condominiums currently available in Wailea. Just a short walk to Keawakapu Beach Park and the Wailea Beach Path, and minutes from The Shops at Wailea, championship golf, tennis, luxury resorts, spas, and

    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
  • /50

    $543,433

    $26K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 750 Sq Ft

    160 Keonekai Rd Unit 1-103, Kihei, HI 96753

    This is the residence you have been waiting for! Welcome! (E Komo Mai), to your Maui sanctuary - a place to call home, your private island retreat, or a desirable investment opportunity. Splendidly positioned as an inviting ground-floor end unit, this gracious home offers an abundance of natural light, enhanced privacy, and a spacious yard that creates a seamless extension of your indoor living

    Karen Olsen Keller Williams Realty Maui-Ki

    160 Keonekai Rd Unit 1-103, Kihei, HI 96753
  • /48

    $4,500,000

    • 2 Beds
    • 2 Baths
    • 1,558 Sq Ft

    4000 Wailea Alanui Dr Unit 1203, Kihei, HI 96753

    Experience direct oceanfront, front-row living at Residence 1203 in Wailea Point, offering breathtaking, unobstructed ocean views, spectacular year-round sunsets, and front-row seats for seasonal whale watching—all from one of Maui's premier luxury communities. This spacious single-level, ground-floor residence is complemented by expansive covered and open-air lanais that create an exceptional

    Dave Wagner Wailea Point Realty, Inc.

    4000 Wailea Alanui Dr Unit 1203, Kihei, HI 96753
  • /34

    $619,900

    • 1 Bed
    • 2 Baths
    • 849 Sq Ft

    2777 S Kihei Rd Unit 105, Kihei, HI 96753

    •BEST PRICED MAUI KAMAOLE• This Unit K-105 NEWLY RENOVATED. 849 SQ FT 1 bed, 2 full bathrooms built in 1999 and renovated in 2026. Fresh Sherwin-Williams Pure White interior paint, BRAND NEW Sputnik dining chandelier, NEW recessed lights, newer cabinets with fully adjustable shelves, melamine interiors and under cabinet lighting. NEW Brushed nickel cabinet and door hardware throughout. Newer

    Christine Hamilton Coldwell Banker Island Prop(S)

    2777 S Kihei Rd Unit 105, 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
  • /22

    $13,900,000

    • 4 Beds
    • 4 Baths
    • 3,820 Sq Ft

    4000 Wailea Alanui Dr Unit 101, Kihei, HI 96753

    Level One oceanfront at Wailea Point — Hawaii's finest residential condominium, nestled between Wailea Beach and Polo Beach on Maui's coveted Gold Coast. 3,820 SF · 4 bed · 4 bath · 180-degree unobstructed Pacific and island views · 46 feet above the shore. One bedroom functions as a den. From the moment the door opens, the reaction is immediate — an arrival that announces itself before a single

    LaTasha Baldwin Engel & Volkers Maui

    4000 Wailea Alanui Dr Unit 101, Kihei, HI 96753
  • /39

    $550,000

    • 2 Beds
    • 2 Baths
    • 750 Sq Ft

    160 Keonekai Rd Unit 21-101, Kihei, HI 96753

    Welcome to Keonekai Villages 21-101, a desirable ground-floor corner unit offering the perfect blend of comfort, convenience, and island living. This move-in-ready 2-bedroom, 1.5-bath condo features a beautifully remodeled kitchen with modern finishes, ample cabinetry, and an open layout ideal for everyday living and entertaining. Freshly painted throughout and enhanced with stylish new light

    Mandy Trella Coldwell Banker Island Prop-Ku

    160 Keonekai Rd Unit 21-101, Kihei, HI 96753
  • /50

    $2,398,000

    • 3 Beds
    • 3 Baths
    • 2,273 Sq Ft

    620 Kumulani Dr, Kihei, HI 96753

    Expansive ocean views, exceptional privacy, and peaceful half-acre setting define this single-level Hawaiiana-inspired home. Enhanced by an absence of utility wires and located along the southern border of Maui Meadows, directly above Wailea, the property is adjacent to thousands of acres of undeveloped land. Minutes from Wailea's beaches, golf, shopping, dining, and luxury resorts this very

    Teri Sherrow International Real Estate Srvs

    620 Kumulani Dr, 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

    $1,999,000

    Open Wed 10AM - 1PM $200K PRICE DROP
    • 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
  • /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

    $2,395,000

    • 4 Beds
    • 3 Baths
    • 1,894 Sq Ft

    3236 Pikai Way, Kihei, HI 96753

    Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of world-famous Keawakapu Beach. Situated on a quiet private cul-de-sac in Little Wailea Kai, this beautifully maintained 4-bedroom, 3-bath home offers the perfect blend of luxury, privacy, and effortless island living. Designed

    Keoni Fursse Kokua Realty LLC

    3236 Pikai Way, Kihei, HI 96753
  • /24

    $639,000

    • 1 Bed
    • 2 Baths
    • 650 Sq Ft

    2575 S Kihei Rd Unit H101, Kihei, HI 96753

    1 bedroom, 2 bathroom condotel unit available for sale at the popular Maui Banyan inSouth Kihei, across from Kamaole Beach Park II. Fully furnished including a full kitchen, washer/dryer in the unit and private lanai. Currently in the Aqua-Aston hotel pool. Great on-site amenities to relax and enjoy Maui's resort lifestyle.

    Kendelle Yamamoto-Moran Engel & Völkers Honolulu

    2575 S Kihei Rd Unit H101, 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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