Wailea, HI Homes for Sale with Pool

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  /50

  $1,670,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,238 Sq Ft

  67 Wailea Gateway Place Unit 6-103, Kihei, HI 96753

  Discover one of Wailea's rarest offerings ; a beautifully appointed ground-floor residence that pairs effortless access with exceptional views. This stunning 2-bedroom condominium at Keala O Wailea offers a combination seldom found: the convenience of single-level living, breathtaking ocean views, and the privacy of one of the community's most desirable locations. Thoughtfully positioned in a

  Alana Rucynski Hawaii Life (W)

  67 Wailea Gateway Place Unit 6-103, Kihei, HI 96753
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  /49

  $45,000,000

  • 8 Beds
  • 8 Baths
  • 7,510 Sq Ft

  4640 & 4650 Makena Rd, Kihei, HI 96753

  An exceptionally rare opportunity to acquire two side-by-side oceanfront properties that creates a private coastal compound in one of South Maui’s most coveted enclaves. Positioned approximately 40 feet above a pristine crescent-shaped white sand beach this offering delivers a setting that cannot be duplicated under current coastal regulations. Behind a gated entry, the combined estate offers

  David Richardson Hawaii Life (W)

  4640 & 4650 Makena Rd, Kihei, HI 96753
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  /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
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  /48

  $1,495,000

  • 2 Beds
  • 2 Baths
  • 898 Sq Ft

  2994 S Kihei Rd Unit 104, Kihei, HI 96753

  Life is Better with Sandy Toes. Truer words were never spoken. Welcome to Hale Hui Kai unit 104. About 50 paces to the sand and Keawakapu Beach, this popular hotel-zoned property is beachfront and ready for seriously relaxed living. Well designed and nicely appointed, this two bedroom two bath ground floor unit is a fully furnished turn key property. Could it get better? Yes...The Beach House

  Caleb Palmer Hawaii Life (W)

  2994 S Kihei Rd Unit 104, Kihei, HI 96753
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  /45

  $2,895,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,312 Sq Ft

  59 Wailea Gateway Place Unit 4-101, Kihei, HI 96753

  Welcome to modern Hawaiian luxury at Keala o Wailea Unit 4-101. This rare 3-bedroom, 2-bathroom residence offers effortless single-level living with absolutely no stairs in an exclusive, pet-friendly gated community. Premiere ground floor units in this community rarely come up for sale. Offered fully furnished and turnkey, the home features a soothing, neutral coastal aesthetic. The open-concept

  Christian Slocum Hawaii Life (W)

  59 Wailea Gateway Place Unit 4-101, Kihei, HI 96753
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  /50

  $14,990,000

  • 3 Beds
  • 4 Baths
  • 2,879 Sq Ft

  3800 Wailea Alanui Dr Unit B101, Kihei, HI 96753

  THE BEACHFRONT VILLA - A rare front-row oceanfront Wailea Beach Villas single-level ground floor residence, recently renovated and fully furnished with new RH furnishings also generates annual rental income. The sophisticated remodel completed in January 2025 transformed the B-101 front row Villa into one of Wailea’s most exceptional properties. Fresh, elegant, and contemporary - the turnkey

  Dennis Rush Compass-W

  3800 Wailea Alanui Dr Unit B101, Kihei, HI 96753
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  /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
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  /29

  $1,675,000

  $295K PRICE DROP

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

  161 Wailea Ike Place Unit C203, Kihei, HI 96753

  AMAZING VALUE - SINGLE LEVEL LIVING 3 BEDROOM OCEAN VIEW RESIDENCE PLUS GARAGE!!! Where the Ocean Becomes Your Backdrop and Wailea Becomes Your Everyday. Wailea Town Center C-203 is a rare offering, blending the privacy of a boutique residential enclave with the panoramic beauty of the Pacific and the unmatched convenience of Wailea’s vibrant core. From this vantage point above it all, life

  Jeannie Kong-Evarts Maui Real Estate Advisors LLC

  161 Wailea Ike Place Unit C203, Kihei, HI 96753
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  /33

  $840,000

  • 1 Bed
  • 2 Baths
  • 830 Sq Ft

  2881 S Kihei Rd Unit 30, Kihei, HI 96753

  Experience island living at its finest in this beautifully 1-bedroom, 2-bath condo. It Location at pool side and Ocean View is one of Maui Hill Resorts, best Location the owner Feels.This luxurious condo offers stunning ocean and sunset views, just steps from world-famous Keawakapu Beach and Wailea's finest dining and shopping. Two air conditioning units keep the space cool and comfortable

  Robin Bartholomew Kokua Realty LLC

  2881 S Kihei Rd Unit 30, Kihei, HI 96753
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  /27

  $765,000

  • 1 Bed
  • 2 Baths
  • 849 Sq Ft

  2777 S Kihei Rd Unit 109, Kihei, HI 96753

  Maui Kamaole M-109 is a beautifully updated and meticulously maintained ground-floor condo offering exceptional privacy, refined décor, and a serene setting with a peaceful greenbelt view. Currently used as a desirable vacation rental, it also makes an ideal second home, positioning it as a private retreat with thoughtful upgrades and a calm, comfortable ambience. This spacious one-bedroom,

  Jeanne Dunn Corcoran Pacific Properties

  2777 S Kihei Rd Unit 109, Kihei, HI 96753
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  /44

  $4,495,000

  $930K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 4,355 Sq Ft

  3943 Wailea Ekolu Place, Kihei, HI 96753

  3943 Wailea Ekolu is one of Wailea Golf Estates' most distinctive ocean-view Residences, offering Panoramic Ocean, Outer-Island & Mountain Views, Estate-Scale Living, Timeless Architectural Character, and a Premier Golf-Frontage Setting. Encompassing approximately 4,355 square feet, this expansive residence features 3 bedrooms, an office/den, 4 full bathrooms, a spacious great room, and an

  Robbie Dein Maui Real Estate Advisors LLC

  3943 Wailea Ekolu Place, Kihei, HI 96753
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  /50

  $555,000

  • 2 Beds
  • 2 Baths
  • 767 Sq Ft

  2960 S Kihei Rd Unit 215, Kihei, HI 96753

  Own winter on Maui — for a fraction of the full-ownership price. See also MLS #409813. This beautifully renovated, fully furnished 2-bedroom, 2-bath beachfront condominium at Mana Kai Maui is offering a deeded 1/4 fractional ownership interest (maintaining compliance with HRS 514E), giving you three months (91 days spanning 1/31 to 3/31, and 7/1 to 7/31) of high-season and summer use in one of

  Don McEntire McEntire Realty

  2960 S Kihei Rd Unit 215, Kihei, HI 96753
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  /50

  $639,000

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 7-304, Kihei, HI 96753

  Welcome to Kamaole Sands 7-304, a 1-bedroom, 2-bathroom condo ideally positioned in the heart of the resort with a serene garden view overlooking the lush, beautifully maintained tropical grounds. The peaceful setting keeps the unit cool and calm throughout the day, making it a true island retreat. Inside, rattan furnishings carry an authentic Hawaii feel throughout, and the kitchen features

  Scott Catton eXp Realty

  2695 S Kihei Rd Unit 7-304, Kihei, HI 96753
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  /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
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  /12

  $34,000,000

  $1M PRICE DROP

  • 4 Beds
  • 6 Baths
  • 7,498 Sq Ft

  18 Maluaka Place Unit 1, Wailea, HI 96753

  Discover a rare chance to create your legacy in Maluaka Estates, an intimate, private gated enclave of only 13 custom estates in the heart of Makena. Just moments from the golden sands of Maluaka Beach and adjacent to the world-class amenities of the Makena Golf & Beach Club, this exclusive homesite offers an unparalleled blend of luxury, privacy, and island living. More than a homesite, this is

  Robert Merriman Discovery Makena Realty LLC

  18 Maluaka Place Unit 1, Wailea, HI 96753
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  $899,000

  $31K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,052 Sq Ft

  2777 S Kihei Rd Unit 209, Kihei, HI 96753

  Remote workers and semi-retirees eyeing an escape from the mainland will find a lot to like in F209 at Maui Kamaole. Both the upstairs primary bedroom and the main floor guest bedroom look out toward Haleakala volcano, and with Hawaii running behind the mainland, early mornings come with a front-row seat to the sunrise over the mountain that most people only see on vacation. The guest bedroom

  Scott Catton eXp Realty

  2777 S Kihei Rd Unit 209, Kihei, HI 96753
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  /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
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  /50

  $1,525,000

  $224K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,071 Sq Ft

  10 Wailea Ekolu Place Unit 1008, Kihei, HI 96753

  Wailea Ekolu #1008 offers the pinnacle of Wailea living—an immaculate upstairs 2-bedroom, 2-bathroom condo with panoramic ocean views. This spacious, end-unit residence features vaulted ceilings and comes fully furnished and turnkey, allowing for effortless enjoyment or immediate vacation rental income. Inside, stay comfortable year-round with split AC units in the primary suite and living area,

  Sloan Allison Coldwell Banker Island Prop(S)

  10 Wailea Ekolu Place Unit 1008, Kihei, HI 96753
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  /17

  $969,880

  $51K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  3950 Kalai Waa St Unit C102, Kihei, HI 96753

  $1179.49 HOA fees Located in Wailea, this quiet and serene ground-level 2- bedroom, 2 bath condo is within walking distance of the beach and close to many convenient shopping and dining options. The property features amenities such as a saltwater heated pool with hot tub, fitness center, and clubhouse , and barbecue surrounded by well maintained landscaping and on site management. Upgraded

  Nathalie Mullinix Nathalie Mullinix Rlty Universal Inc

  3950 Kalai Waa St Unit C102, Kihei, HI 96753
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  /50

  $24,500,000

  $2M PRICE DROP

  • 4 Beds
  • 6 Baths
  • 5,435 Sq Ft

  3060 S Kihei Rd, Kihei, HI 96753

  One-of-a-Kind Keawakapu Beachfront Estate in one of Maui’s most coveted oceanfront settings, offering an extraordinary blend of irreplaceable beach proximity, modern structural integrity, and timeless refined island design. The residence was completely rebuilt from the foundation up, completed in 2013—retaining only the original pool and foundation to preserve its rare, grandfathered beachfront

  Meghan Clair Coldwell Banker Island Prop(S)

  3060 S Kihei Rd, Kihei, HI 96753
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  /34

  $615,000

  • 1 Bed
  • 1 Bath
  • 778 Sq Ft

  2737 S Kihei Rd Unit 1-107, Kihei, HI 96753

  LOCATION, VIEWS & TURNKEY! Spacious one-bedroom, one-bath residence at Hale Kamaole, ideally located directly across the street from beautiful Kamaole Beach III. Enjoy ocean and sunset views from the lanai and the convenience of one of South Maui’s most desirable beach locations. Offered fully furnished and turnkey, the unit features granite countertops, manufactured wood and tile flooring, and a

  David Richardson Hawaii Life (W)

  2737 S Kihei Rd Unit 1-107, Kihei, HI 96753
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  /48

  $2,499,000

  • 3 Beds
  • 3 Baths
  • 2,055 Sq Ft

  3450 Malina Place, Kihei, HI 96753

  Enjoy incredible ocean views from this beautifully updated home and cottage located in the highly sought-after Maui Meadows neighborhood. Tucked away on a quiet cul-de-sac, this .59-acre property offers exceptional privacy surrounded by lush tropical landscaping, while the spacious pool and deck area create the perfect setting for relaxing or entertaining in true island style. The main residence

  Renee Zaima Wailea Point Realty, Inc.

  3450 Malina Place, Kihei, HI 96753
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  /28

  $750,000

  • 1 Bed
  • 2 Baths
  • 818 Sq Ft

  2695 S Kihei Rd Unit 9-306, Kihei, HI 96753

  Welcome to your South Maui sunset retreat at Kamaole Sands 9-306, a stylish 1-bedroom, 2-bath condo offering 818 square feet of bright, comfortable living space just moments from Kamaole Beach Park III. This inviting condo blends ocean-view living, resort-style amenities, and everyday convenience in one of Maui’s most loved coastal locations. Hop off the elevator on the third floor and step

  Mark Waite Compass-W

  2695 S Kihei Rd Unit 9-306, Kihei, HI 96753
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  /43

  $1,995,000

  $500K PRICE DROP

  • 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 elegance

  Patrick Franta Coldwell Banker Island Prop(S)

  19 Kai La Place Unit 43B, Kihei, HI 96753
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  /48

  $899,000

  • 1 Bed
  • 2 Baths
  • 1,039 Sq Ft

  2777 S Kihei Rd Unit 105, Kihei, HI 96753

  This a a spacious Ground floor condo- NO stairs. DONT MISS THIS ONE: LIVES LIKE A 2 BEDROOM 2 BATH CONDO- Maui Kamaole #L-105 is a 1-bedroom, 2-bath condominium offering 1,039 sq ft of interior living space and a partial ocean view. This well-designed unit includes a bonus room with a queen bed, ideal for additional sleeping accommodations, office, den, or storage. The open floor plan features a

  Robyn Curletti Compass

  2777 S Kihei Rd Unit 105, Kihei, HI 96753
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  /33

  $4,495,000

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

  4000 Wailea Alanui Dr Unit 2904, Kihei, HI 96753

  Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point! South Maui's most elegant, luxurious, and private community. This premier oceanfront enclave's luxury and casual sophistication marries the divine setting with dramatic ocean views. Enjoy the premier Maui lifestyle in this private, spacious, fully furnished 2-bedroom, 2-bath residence in beautiful Wailea Point.

  Kelly Anderson Coldwell Banker Island Prop(P)

  4000 Wailea Alanui Dr Unit 2904, Kihei, HI 96753
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  $1,749,000

  $101K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 767 Sq Ft

  2960 S Kihei Rd Unit 615, Kihei, HI 96753

  Mana Kai magic! Peace and privacy are the hallmarks of this fabulous east-end unit with incredible Ocean, Keawakapu Beach, outer island (Molokini and Kahoolawe), and Upcountry views, with Pu’u Ola’i standing proudly to the south and majestic Haleakala to the east. This 2 bedroom, 2 bath gem in this HOTEL ZONED resort is ideally located to be convenient to everything South Kihei and the Wailea

  Jeff Simon Hawaii Life (W)

  2960 S Kihei Rd Unit 615, Kihei, HI 96753
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  /48

  $2,250,000

  $250K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,834 Sq Ft

  3124 Nahenahe Place, Kihei, HI 96753

  Discover one of Maui Meadows' hidden gems at the end of a quiet, private cul-de-sac. This beautifully updated home feels like a modern treehouse, surrounded by stunning ocean, mountain, and sunset views with no wires enjoyed from multiple lanai spaces. The main level features bright, open living, a contemporary kitchen, and a gorgeous primary suite with a soaking tub overlooking the ocean.

  Tom Tezak Hawaii Life (W)

  3124 Nahenahe Place, Kihei, HI 96753
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  /50

  $1,590,000

  • 2 Beds
  • 2 Baths
  • 898 Sq Ft

  2994 S Kihei Rd Unit 106, Kihei, HI 96753

  Hale Hui Kai is a true hidden gem on Keawakapu Beach — a boutique oceanfront complex in an unbeatable location. From the moment you step into its quiet, lush walkways, you’re greeted with the timeless charm of old Hawaiiana. This beautifully remodeled ground floor two bedroom, two-bath residence features a thoughtful, creative design throughout. The spacious lanai offers a pleasant view — not

  Mary Kerstulovich Hawaii Life (W)

  2994 S Kihei Rd Unit 106, Kihei, HI 96753
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  $999,000

  $137K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,052 Sq Ft

  2777 S Kihei Rd Unit C208, Kihei, HI 96753

  Welcome to Maui Kamaole, one of South Maui's most sought-after resort communities. Set on 23 acres of beautifully maintained tropical grounds, this low-rise complex offers a rare sense of privacy, space, and serenity in an unbeatable Kihei location-just moments from Wailea and some of the best beaches on Maui. This 2-bedroom, 2-bath townhouse-style condominium is perched above the front pool,

  Jan Bryan Coldwell Banker Island Prop(S)

  2777 S Kihei Rd Unit C208, Kihei, HI 96753
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  /50

  $3,785,000

  $110K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,569 Sq Ft

  390 Pualoa Nani Place, Kihei, HI 96753

  Nestled within the prestigious Wailea Pualani community, 390 Pualoa Nani Place offers the essence of luxury island living with privacy, elegance, and the relaxed sophistication that defines Wailea. Surrounded by lush tropical landscaping and swaying palms, this beautifully designed residence welcomes you with a grand driveway entrance and exceptional curb appeal. Inside, the home blends comfort

  Reggie Audant Engel & Volkers Maui

  390 Pualoa Nani Place, Kihei, HI 96753
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  /21

  $3,000,000

  $500K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,416 Sq Ft

  3600 Wailea Alanui Dr Unit 704, Kihei, HI 96753

  Finally, a top-floor unit at Elua Village with a garage. Enjoy the rare combination of a preferred floor plan, ocean view, expansive lanai, and a private garage that is just steps from the sugar white sands of Wailea's Ulua beach and the Elua Village beachfront pool and pavilion. Spacious and inviting, this quiet Wailea condominium home is roomy and relaxing; no upstairs neighbors with this

  Robert McDaniel Wailea Vacation Rentals

  3600 Wailea Alanui Dr Unit 704, Kihei, HI 96753
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  /40

  $4,999,999

  $100K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,426 Sq Ft

  81 Makakehau St Unit H-2, Kihei, HI 96753

  Discover luxury resort living in this exceptional ocean-view Villa located within the prestigious gated community of Ho'olei in Wailea. It is ideally positioned near world-class resorts, fine dining, luxury shopping, championship golf courses, and Maui's best beaches. The Villa features 3 bedrooms and 3.5 bathrooms, in a two-story townhome-style, encompassing 2,426 square feet. There is an

  Jan Bryan Coldwell Banker Island Prop(S)

  81 Makakehau St Unit H-2, Kihei, HI 96753
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  $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
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  /31

  $2,950,000

  • 1 Bed
  • 2 Baths
  • 1,031 Sq Ft

  3600 Wailea Alanui Dr Unit 2012, Kihei, HI 96753

  Welcome to Wailea Elua, an exclusive oceanfront, hotel-zoned vacation rental set atop a lush greenbelt in prestigious Wailea. Spanning 24 acres of tropical paradise, this sought-after community offers an unparalleled blend of luxury, serenity, and income potential in South Maui. This rare second-floor 1-bedroom, 2-bathroom condominium is your gateway to breathtaking sunsets and front-row whale

  Shelley Hefner Coldwell Banker Island Prop(S)

  3600 Wailea Alanui Dr Unit 2012, Kihei, HI 96753
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  /17

  $848,000

  • 1 Bed
  • 2 Baths
  • 849 Sq Ft

  2777 S Kihei Rd Unit A110, Kihei, HI 96753

  Renewed and Refreshed. Maui Kamaole A110, a custom furnished Wailea quality executive vacation home in a quiet complex across the street from Kamaole III beach in South Kihei/North Wailea, Maui. A cozy 1 Bedroom+ 2 Full Bath vacation home with contemporary appliances, new kitchen and primary bathroom countertops and fixtures, new paint, new carpet and tile accent and numerous luxury touches

  Robert McDaniel Wailea Vacation Rentals

  2777 S Kihei Rd Unit A110, Kihei, HI 96753
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  /50

  $1,199,000

  • 1 Bed
  • 2 Baths
  • 866 Sq Ft

  10 Wailea Ekolu Place Unit 1204, Kihei, HI 96753

  Whether you're seeking a high-performing vacation rental, a lock-and-leave second home, or a comfortable full-time residence, Wailea Ekolu #1204 offers exceptional value in one of South Maui's most desirable communities. Positioned on the front row overlooking the Wailea Blue Golf Course with sweeping ocean views beyond, this beautifully updated 1-bedroom, 2-bath residence combines privacy,

  Gary Mooers Coldwell Banker Island Prop(S)

  10 Wailea Ekolu Place Unit 1204, Kihei, HI 96753
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  /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
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  /40

  $2,100,000

  $150K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  63 Wailea Gateway Place Unit 5-103, Kihei, HI 96753

  Keala O Wailea 5-103 offers panoramic Pacific Ocean views from one of Wailea's premier hillside communities. This single-level 2-bedroom, 2-bathroom residence spans approximately 1,248 square feet and was built in 2018, with updates completed in 2025. Retractable glass doors frame sweeping ocean vistas and create seamless indoor-outdoor living. The open-concept layout positions the living area,

  Stacy Levin Coldwell Banker Island Prop(S)

  63 Wailea Gateway Place Unit 5-103, Kihei, HI 96753
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  /48

  $2,795,000

  $190K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,359 Sq Ft

  4000 Wailea Alanui Dr Unit 3404, Kihei, HI 96753

  You Deserve To Own & Experience Your Oceanfront Paradise Today! Unit 3404 is a delightful 2 bedroom, 2 bathroom upper-level, privately located, & meticulously maintained residence, within the highly-coveted, low density, lushly landscaped, & world-class tropical paradise known as Wailea Point. Upon entering the residence, you are transfixed by the lovely pastoral-framed Ocean, Molokini Crater, &

  Robbie Dein Maui Real Estate Advisors LLC

  4000 Wailea Alanui Dr Unit 3404, Kihei, HI 96753

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