Homes with Pools for Sale in Wailea, HI

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ABOUT THIS HOME
Home with a Pool for sale in Wailea, HI:
Shut the world out behind the gates of this renovated, solar-driven Keonekai Heights residence, a rare combination of interior elegance and lush outdoor space that envelops the property. Four bedrooms, set up as two on the main entry level (including Master), and downstairs, an attached Studio Ohana with separate entrance, along with a fourth bedroom possibility (also with separate entrance). Its footprint was crafted to create a multitude of living options, and to take full full advantage of two levels of lush and tranquil garden space. The exterior landscape and views are lush, varied and interesting, and embracing this magical property is as much about outdoor living as the indoor space.

$1,535,000

4 beds3 baths1,948 sq ft

2670 Kanakanui Rd, Kihei, HI 96753

Garden setting • Outdoor privacy • 9,278 sq ft lot

ABOUT THIS HOME
Home with a Pool for sale in Wailea, HI:
Located in the heart of Wailea, this beautifully maintained 1-bedroom, 2-bathroom ground-floor unit offers the perfect blend of comfort, privacy, and convenience. Situated within the highly sought-after Wailea Ekahi Village, Unit 41B is just a short distance to world-class beaches, oceanfront paths, and all the luxury amenities Wailea has to offer. This unit offers an exceptional blend of refined island living and resort-style comfort. Wailea Ekahi is one of South Maui’s most sought-after beachfront communities, known for its lush landscaping, low-density design, and premier amenities. The unit features a thoughtfully designed layout with an open-concept living and dining area that fl

$1,350,000

1 bed2 baths969 sq ft

3300 Wailea Alanui Dr Unit 41B, Kihei, HI 96753

Ground floor unit • En-suite bathroom • $1,818 HOA

LISTED BY REDFIN3D & VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Wailea, HI:
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 the pinnacle of opulence while fostering genuine connections with caring neighbors in a small, intimate neighborhood. Nestled away from the road located in the quieter section of Makalii, 173 Holokahiki Ln unfolds into a sophisticated 3-bedroom, 3-bathroom townhome, spanning a sprawling 1,802 sq ft o

$2,808,000

3 beds3 baths1,802 sq ft

173 Holokahiki Ln Unit 10B, Kihei, HI 96753

Golf course views • Private lanai • $51 HOA

ABOUT THIS HOME
Home with a Pool for sale in Wailea, HI:
Welcome to Palms at Wailea 2105, a freshly reimagined and fully furnished 2 bedroom/2 bath retreat that captures the essence of island living and the convenience of a top-performing vacation rental. Completed in 2024, the renovation shines with crisp new paint and designer wallpapers, spa-inspired bathrooms, upgraded kitchen fixtures & appliances, and brand-new furniture that invites immediate relaxation. Step inside to tile floors and a breezy open plan cooled by a 3-handler split-AC system. A wall of glass slides away to an expansive covered lanai framed by lush lawn. A clever pass-through window from the kitchen keeps entertaining effortless. Thoughtful beach-inspired décor

$1,448,880

2 beds2 baths1,194 sq ft

3200 Wailea Alanui Dr #2105, Kihei, HI 96753

Fully furnished • Tropical landscaping • Proximity to beaches

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Wailea, HI:
Beautiful Ground-Floor 2-Bedroom, 2-Bath Vacation Rental in the Heart of Wailea Welcome to your own slice of paradise! This stunning ground-floor condo offers 2 spacious bedrooms and 2 full bathrooms, perfectly nestled in the heart of Wailea. Just steps away from world-class restaurants, boutique shopping, and the finest beaches, this location is as convenient as it is luxurious. Enjoy ultimate privacy and serenity with lovely ocean views from your lanai. Immaculately maintained, this home clearly reflects pride of ownership and shows beautifully throughout. It’s part of a highly sought-after vacation rental community, making it an excellent opportunity for both personal enjoyment an

$1,550,000

2 beds2 baths1,071 sq ft

10 Wailea Ekolu Pl #203, Kihei, HI 96753

Ground floor • Ocean views • $1,248 HOA

Property at 3600 Wailea Alanui Dr #1101, Kihei, HI 96753, 1 bed, 1 bath

$2,640,000

1 bed1 bath891 sq ft

3600 Wailea Alanui Dr #1101, Kihei, HI 96753

Property at 563 Mikioi Pl, Kihei, HI 96753, 4 beds, 4.5 baths

$3,150,000

4 beds4.5 baths3,310 sq ft

563 Mikioi Pl, Kihei, HI 96753

Property at 3150 Wailea Alanui Dr #3103, Kihei, HI 96753, 2 beds, 3 baths

$1,999,000

2 beds3 baths1,559 sq ft

3150 Wailea Alanui Dr #3103, Kihei, HI 96753

Property at 4000 Wailea Alanui Dr #901, Kihei, HI 96753, 3 beds, 4 baths

$5,600,000

3 beds4 baths2,554 sq ft

4000 Wailea Alanui Dr #901, Kihei, HI 96753

Property at 3002 S Kihei Rd, Kihei, HI 96753, 3 beds, 3 baths

$15,500,000

3 beds3 baths5,468 sq ft

3002 S Kihei Rd, Kihei, HI 96753

Property at 3200 Wailea Alanui Dr #1606, Kihei, HI 96753, 2 beds, 2 baths

$1,899,000

2 beds2 baths1,299 sq ft

3200 Wailea Alanui Dr #1606, Kihei, HI 96753

Property at 14 Halapa Pl, Kihei, HI 96753, 4 beds, 4.5 baths

$11,998,000

4 beds4.5 baths5,126 sq ft

14 Halapa Pl, Kihei, HI 96753

Property at 3950 Kalai Waa St Unit C202, Kihei, HI 96753, 2 beds, 2 baths

$1,199,900

2 beds2 baths949 sq ft

3950 Kalai Waa St Unit C202, Kihei, HI 96753

Property at 3919 Waakaula Pl, Kihei, HI 96753, 4 beds, 3 baths

$3,750,000

4 beds3 baths3,839 sq ft

3919 Waakaula Pl, Kihei, HI 96753

Property at 162 W Ikea Kai Pl, Kihei, HI 96753, 4 beds, 2.5 baths

$3,650,000

4 beds2.5 baths2,843 sq ft

162 W Ikea Kai Pl, Kihei, HI 96753

Property at 2695 S Kihei Rd Unit 2-301, Kihei, HI 96753-2710, 2 beds, 2 baths

$950,000

2 beds2 baths1,036 sq ft

2695 S Kihei Rd Unit 2-301, Kihei, HI 96753-2710

Property at 2747 S Kihei Rd Unit D102, Kihei, HI 96753, 2 beds, 2 baths

$499,000

2 beds2 baths719 sq ft

2747 S Kihei Rd Unit D102, Kihei, HI 96753

Property at 3800 Wailea Alanui Dr Unit B-102, Kihei, HI 96753, 3 beds, 3.5 baths

$12,950,000

3 beds3.5 baths2,931 sq ft

3800 Wailea Alanui Dr Unit B-102, Kihei, HI 96753

Property at 2936 S Kihei Rd #213, Kihei, HI 96753, 1 bed, 1.5 baths

$1,100,000

1 bed1.5 baths680 sq ft

2936 S Kihei Rd #213, Kihei, HI 96753

Property at 10 Wailea Ekolu Pl #201, Kihei, HI 96753, 2 beds, 2 baths

$1,539,000

2 beds2 baths1,071 sq ft

10 Wailea Ekolu Pl #201, Kihei, HI 96753

Property at 155 Wailea Ike Pl #34, Kihei, HI 96753, 2 beds, 2 baths

$1,325,000

2 beds2 baths1,148 sq ft

155 Wailea Ike Pl #34, Kihei, HI 96753

Property at 3857 Waakaula Pl, Kihei, HI 96753, 4 beds, 4 baths

$5,995,000

4 beds4 baths4,292 sq ft

3857 Waakaula Pl, Kihei, HI 96753

Property at 3300 Wailea Alanui St Unit 3A, Kihei, HI 96753, 2 beds, 2.5 baths

$2,235,000

2 beds2.5 baths1,575 sq ft

3300 Wailea Alanui St Unit 3A, Kihei, HI 96753

Property at 2730 Ohina St, Kihei, HI 96753, 3 beds, 2 baths

$1,100,000

3 beds2 baths1,256 sq ft

2730 Ohina St, Kihei, HI 96753

Property at 10 Wailea Ekolu Pl #1008, Kihei, HI 96753, 2 beds, 2 baths

$1,525,000

2 beds2 baths1,071 sq ft

10 Wailea Ekolu Pl #1008, Kihei, HI 96753

Property at 2695 S Kihei Rd Unit 4-113, Kihei, HI 96753, 1 bed, 2 baths

$595,000

1 bed2 baths818 sq ft

2695 S Kihei Rd Unit 4-113, Kihei, HI 96753

Property at 164 W Ikea Moku Pl, Kihei, HI 96753, 3 beds, 3.5 baths

$3,995,000

3 beds3.5 baths3,810 sq ft

164 W Ikea Moku Pl, Kihei, HI 96753

Property at 3150 Wailea Alanui Dr #3807, Kihei, HI 96753, 1 bed, 2 baths

$1,295,000

1 bed2 baths1,032 sq ft

3150 Wailea Alanui Dr #3807, Kihei, HI 96753

Property at 155 Wailea Ike Pl #29, Kihei, HI 96753, 2 beds, 2 baths

$1,188,000

2 beds2 baths1,148 sq ft

155 Wailea Ike Pl #29, Kihei, HI 96753

Property at 3150 Wailea Alanui Dr #2504, Kihei, HI 96753, 2 beds, 2 baths

$1,379,000

2 beds2 baths1,194 sq ft

3150 Wailea Alanui Dr #2504, Kihei, HI 96753

Property at 3300 Wailea Alanui St Unit 38F, Kihei, HI 96753, 2 beds, 2 baths

$2,675,000

2 beds2 baths1,205 sq ft

3300 Wailea Alanui St Unit 38F, Kihei, HI 96753

Property at 34 Ualei Pl, Kihei, HI 96753, 4 beds, 5 baths

$18,900,000

4 beds5 baths6,754 sq ft

34 Ualei Pl, Kihei, HI 96753

Property at 3300 Wailea Alanui Dr Unit 46A, Kihei, HI 96753, 1 bed, 2 baths

$1,450,000

1 bed2 baths885 sq ft

3300 Wailea Alanui Dr Unit 46A, Kihei, HI 96753

Property at 209 Holokahiki Ln #103, Wailea, HI 96753, 3 beds, 3 baths

$2,395,000

3 beds3 baths1,802 sq ft

209 Holokahiki Ln #103, Wailea, HI 96753

Property at 2777 S Kihei Rd Unit L204, Kihei, HI 96753, 2 beds, 2 baths

$1,299,900

2 beds2 baths1,052 sq ft

2777 S Kihei Rd Unit L204, Kihei, HI 96753

Property at 155 Wailea Ike Pl #145, Kihei, HI 96753, 1 bed, 2 baths

$825,000

1 bed2 baths908 sq ft

155 Wailea Ike Pl #145, Kihei, HI 96753

Property at 155 Wailea Ike Pl #74, Kihei, HI 96753, 1 bed, 2 baths

$860,000

1 bed2 baths908 sq ft

155 Wailea Ike Pl #74, Kihei, HI 96753

Property at 2777 S Kihei Rd Unit H104, Kihei, HI 96753, 1 bed, 2 baths

$1,250,000

1 bed2 baths1,039 sq ft

2777 S Kihei Rd Unit H104, Kihei, HI 96753

Property at 2777 S Kihei Rd Unit i219, Kihei, HI 96753, 2 beds, 2 baths

$1,299,000

2 beds2 baths1,052 sq ft

2777 S Kihei Rd Unit i219, Kihei, HI 96753

Property at 168 Kainui Loop Unit 63B, Kihei, HI 96753, 3 beds, 2.5 baths

$2,500,000

3 beds2.5 baths1,796 sq ft

168 Kainui Loop Unit 63B, Kihei, HI 96753

Property at 24 Hoolei Cir Unit T2, Kihei, HI 96753, 3 beds, 3.5 baths

$4,695,000

3 beds3.5 baths2,426 sq ft

24 Hoolei Cir Unit T2, Kihei, HI 96753

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Homes with Pools for Sale in Wailea

There are currently 207 homes with pools for sale in Wailea at a median listing price of $1.5M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Wailea stay on the market for 143 days and receive 2 offers. Popular neighborhoods include Maui Island, Maui Meadows, Palauea Ahupua`a, Paeahu Ahupua`a, and Wailea Ekahi Village. This map is refreshed with the newest listings in Wailea every 15 minutes.

In the past month, 16 homes have been sold in Wailea. In addition to houses in Wailea, there were also 183 condos, 11 townhouses, and 0 multi-family units for sale in Wailea last month. Find your dream home in Wailea using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Wailea are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Wailea. Our Wailea real estate stats and trends will give you more information about home buying and selling trends in Wailea. If you're looking to sell your home in the Wailea area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Wailea with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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