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Wailea, HI 1-Story Homes for Sale

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  • /50

    $2,295,000

    • 3 Beds
    • 3 Baths
    • 2,032 Sq Ft

    3150 Waiea Place, Kihei, HI 96753

    Tucked behind your own personal gate within the exclusive, gated neighborhood of Wailea Kai, 3150 Waiea Pl is a completely private tropical oasis just across the street from the stunning white sands of Keawakapu Beach. Set on one of the largest lots in the neighborhood, this single-level home is invisible from the road, wrapping you in lush, resort-like privacy from the moment you arrive. Newly

    Agent Photo

    Bradley MacArthur

    Hawaii Life (W)

    3150 Waiea Place, 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

    $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
  • /49

    $1,557,000

    • 2 Beds
    • 2 Baths
    • 1,194 Sq Ft

    3150 Wailea Alanui Dr Unit 2703, Kihei, HI 96753

    Welcome to Wailea Palms 2703, FULLY FURNISHED and move-in ready, spectacular and renovated ground-floor 2 Bedroom, 2 Bath residence in one of Wailea's most sought after gated communities. Offering zero stairs from the parking area to the unit. 2703 combines effortless convenience with refined island living. Thoughtfully designed floor plan flows seamlessly through Fleetwood sliding glass doors to

    Caroline Neubauer Keller Williams Realty Maui-Ka

    3150 Wailea Alanui Dr Unit 2703, Kihei, HI 96753
  • /48

    $1,050,000

    • 2 Beds
    • 2 Baths
    • 1,251 Sq Ft

    2757 S Kihei Rd Unit 202, Kihei, HI 96753

    A 2022-built luxury Residential Condo at Paradise Ridge Estates offers what few Kihei properties can: true turnkey new construction, fee simple, with panoramic ocean and West Maui Mountain views. This gated 2-bedroom, 2-bath residence spans 1,251 sq ft of airy, open-concept living, framed by soaring high ceilings and oversized doors that blur the line between indoor and outdoor. Step onto your

    Audrey Alessi Talk Realty LLC

    2757 S Kihei Rd Unit 202, Kihei, HI 96753
  • /41

    $2,500,000

    • 3 Beds
    • 3 Baths
    • 1,797 Sq Ft

    3111 Waiea Place, Kihei, HI 96753

    Sublimely located in the exclusive gated community of Wailea Kai, this beautiful single-level home places you just steps from the golden sands of Keawakapu Beach. Owned photovoltaic panels, brand-new luxury vinyl flooring and new baseboard throughout, a private pool, and an effortless flow make this the perfect expression of the Maui lifestyle. Minutes from the world-class dining, shopping, and

    Clint Hansen Maui Luxury Real Estate LLC

    3111 Waiea Place, 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
  • /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

    $1,445,000

    $100K PRICE DROP
    • 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
  • /24

    $2,980,000

    • 7 Beds
    • 4 Baths
    • 3,072 Sq Ft

    277 Keonekai Rd, Kihei, HI 96753

    Located on desirable Keonekai Rd, this newly renovated home comes with a brand new stainless steel roof. The main residence features 3 bedrooms and 2 bathrooms, with an attached ohana that can be opened via an internal connecting door to create a flexible 5-bedroom, 2-story layout on the ground floor — ideal for extended family or rental income. Upstairs of the ohana unit is 2 more bedrooms and a

    Mia Lin Fortress Realty Hawaii LLC

    277 Keonekai Rd, 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

    $9,495,000

    $2M PRICE DROP
    • 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 . . . Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - 4891sf under roof- Oversized 2-car garage - 52 owned PV solar panels - 4 Tesla backup batteries - EV charger- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15

    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

    $1,470,000

    $199K 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
  • /30

    $8,895,000

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

    144 Halau Place, Kihei, HI 96753

    Located behind the gates of Wailea Golf Estates, 144 Halau Place is a designer-furnished, single-level contemporary residence offering privacy, ocean and golf course views, and exceptional indoor-outdoor living of over 5,000+ sq. ft. Expansive openings connect the interiors to covered lanais, a striking zero-edge infinity pool and spa, tropical landscaping, and views across the Wailea Blue

    Mark Waite Compass-W

    144 Halau Place, 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
  • /45

    $20,500,000

    • 3 Beds
    • 4 Baths
    • 3,279 Sq Ft

    3146 S Kihei Rd, Kihei, HI 96753

    Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless Hawaiian residence embraces its unrivaled setting with approximately 2,500 square feet of covered outdoor living space, perfectly suited for beachfront lounging and entertaining. Designed with architectural integrity and island

    David Richardson Hawaii Life (W)

    3146 S Kihei Rd, Kihei, HI 96753
  • /39

    $619,900

    Open Wed 9AM - 12PM
    • 1 Bed
    • 2 Baths
    • 849 Sq Ft

    2777 S Kihei Rd Unit 105, Kihei, HI 96753

    •BEST PRICED MAUI KAMAOLE• This Unit K-105 is 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, BRAND NEW vinyl plank floors in living room and bedroom. BRAND NEW Queen Sofa Sleeper, NEW 70" Samsung TV, NEW Boho Chic Table Lamps with Tassels, NEW Lamp

    Christine Hamilton Coldwell Banker Island Prop(S)

    2777 S Kihei Rd Unit 105, 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
  • /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
  • /50

    $2,350,000

    $45K PRICE DROP
    • 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

    $598,000

    $41K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 650 Sq Ft

    2575 S Kihei Rd Unit H101, Kihei, HI 96753

    Discover the potential of this 1-bedroom, 2-bathroom condotel unit located just across the street from Kamaole Beach Park II. Offered at a new price of $598,000, this unit presents a unique opportunity for a buyer to infuse their own style and vision into a highly desirable South Kihei location.The efficient layout includes a full kitchen, an in-unit washer/dryer, and a private lanai perfect

    Kendelle Yamamoto-Moran Engel & Völkers Honolulu

    2575 S Kihei Rd Unit H101, Kihei, HI 96753
  • /50

    $2,699,000

    Open Fri 10AM - 4PM $50K PRICE DROP
    • 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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