MLS Listings for Sale in Wailea, HI

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ABOUT THIS HOME
MLS Listings for Sale in Wailea, HI
Wailea Resort Living — Moments from Keawakapu Beach Enjoy timeless island living in this beautifully upgraded Wailea Kai home, where classic design and modern updates come together in one of Wailea’s most desirable gated communities. This inviting two-level residence features a primary bedroom suite, kitchen, great room, expansive decks, spa/hot tub, two split-system air conditioning units, and a garage. All are conveniently located on the main level, creating effortless, single-level living for everyday comfort. The lower-level features three additional bedrooms, offering privacy and flexibility for family or guests. Inside, the home offers an open and airy layout with vaulted

$2,199,000

4 beds2.5 baths2,400 sq ft

53 Waikai St, Kihei, HI 96753

Spa hottub • Expansive decks • Single level living

3D & VIDEO TOUR

ABOUT THIS HOME
MLS Listings for Sale in Wailea, HI
Experience the epitome of island elegance with Villa PH108, a stunning 2-bedroom, 2.5-bathroom + den ground-floor residence located in the exclusive Penthouse building of Wailea Beach Villas, a coveted beachfront resort in the heart of the Wailea Resort community on Maui’s South Shore. This spacious, fully furnished villa offers a seamless blend of indoor-outdoor living with 2,375 square feet of interior space plus a private lanai with BBQ grill that flows effortlessly into the lush tropical grounds. Enjoy the feel of a private home with all the amenities of a luxury resort. High-end finishes include travertine flooring, rich wood cabinetry, granite countertops, and a gourmet kitchen

$4,300,000

2 beds2.5 baths2,375 sq ft

3800 Wailea Alanui Blvd Ph 108, Kihei, HI 96753

Gated security • Gourmet kitchen • Private lanai

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ABOUT THIS HOME
MLS Listings for Sale in Wailea, HI
La’i Loa Luxury with Outstanding Ocean View! Wailea’s Newest Development and your golden opportunity to have it all is here! This gorgeous Turnkey Residence in La’i Loa comes with over $400K in luxury furnishings and decor - everything you need to begin the Maui life you’ve earned. Perfectly situated within the community, you will enjoy the pinnacle of island luxury in this exquisite turnkey residence. Upon entry, you can see how thoughtfully designed and lavishly appointed your new Maui home is, all courtesy of Philpotts Interiors. This masterpiece comes fully furnished with high end designer pieces, elegant wallpaper selections, and tasteful, refined finishes throu

$3,795,000

3 beds3 baths1,742 sq ft

24 Kai Malu Dr Unit 102 (3B), Kihei, HI 96753

Luxury furnishings • Gourmet kitchen • Built in gas grill

ABOUT THIS HOME
MLS Listings for Sale in Wailea, HI
Step into the comfort and charm of Maui Kamaole F-203, a beautifully refreshed 2-bedroom, 2-bath condo located in one of South Maui’s most desirable resort-style communities. This unit is currently booked out past February, which could transfer to the new owner. This spacious 1,214 sq. ft. unit was thoughtfully updated in 2025 with brand-new carpet and fresh interior paint. The kitchen and bathrooms were completely remodeled recently, as well, and comes fully furnished with tasteful, quality pieces—ready for you or your guests to enjoy. Situated in the quiet and lush F cluster, this upstairs unit features a popular two-level floor plan with high ceilings, excellent natural light

$1,150,000

2 beds2 baths1,214 sq ft

2777 S Kihei Rd Unit F203, Kihei, HI 96753

Ocean view • Remodeled kitchen • Two-level floor plan

ABOUT THIS HOME
MLS Listings for Sale in Wailea, HI
Experience the beauty of Maui from this tastefully remodeled one-bedroom, two-bath oceanview retreat at the highly desirable Maui Kamaole. Step inside and enjoy the spacious, open floor plan with a fully upgraded kitchen featuring new cabinetry, granite countertops, and stylish fixtures. The kitchen flows seamlessly into the dining and living areas, creating a bright and welcoming gathering space. This ground floor condo offers a primary suite with a king sized bed and full ensuite bath, a convenient pull-out sofa bed in the living room, and a second full bath located just off the living area for added convenience. Relax on the private lanai, the perfect spot to enjoy meals or unwind while

$898,000

1 bed2 baths849 sq ft

2777 S Kihei Rd Unit H106, Kihei, HI 96753

Resort style pools • Tennis courts • Private lanai

Property at 139 Kai La Pl Unit 35B, Kihei, HI 96753, 3 beds, 2.5 baths

$2,275,000

3 beds2.5 baths1,796 sq ft

139 Kai La Pl Unit 35B, Kihei, HI 96753

Property at 3200 Wailea Alanui Dr #405, Kihei, HI 96753, 1 bed, 2 baths

$999,000

1 bed2 baths1,022 sq ft

3200 Wailea Alanui Dr #405, Kihei, HI 96753

Property at 155 Wailea Ike Pl #40, Kihei, HI 96753, 2 beds, 2 baths

$1,444,000

2 beds2 baths1,148 sq ft

155 Wailea Ike Pl #40, Kihei, HI 96753

Property at 3291 Waileia Pl, Kihei, HI 96753, 3 beds, 3 baths

$2,549,000

3 beds3 baths3,028 sq ft

3291 Waileia Pl, Kihei, HI 96753

Property at 30 Kai Malu Dr #201, Kihei, HI 96753, 3 beds, 3 baths

$3,999,000

3 beds3 baths1,742 sq ft

30 Kai Malu Dr #201, Kihei, HI 96753

Property at 2695 S Kihei Rd Unit 5-214, Kihei, HI 96753, 1 bed, 2 baths

$750,000

1 bed2 baths818 sq ft

2695 S Kihei Rd Unit 5-214, Kihei, HI 96753

Property at 3300 Wailea Alanui Dr Unit 20D, Kihei, HI 96753, 1 bed, 2 baths

$1,099,000

1 bed2 baths952 sq ft

3300 Wailea Alanui Dr Unit 20D, Kihei, HI 96753

Property at 155 Wailea Ike Pl #134, Kihei, HI 96753, 3 beds, 2 baths

$1,699,000

3 beds2 baths1,383 sq ft

155 Wailea Ike Pl #134, Kihei, HI 96753

Property at 2936 S Kihei Rd #613, Kihei, HI 96753, 1 bed, 1.5 baths

$1,125,000

1 bed1.5 baths680 sq ft

2936 S Kihei Rd #613, Kihei, HI 96753

Property at 3600 Wailea Alanui Dr #803, Kihei, HI 96753, 3 beds, 2 baths

$5,375,000

3 beds2 baths1,609 sq ft

3600 Wailea Alanui Dr #803, Kihei, HI 96753

Property at 71 Poailani Pl Apt 14, Kihei, HI 96753, 3 beds, 2.5 baths

$1,995,000

3 beds2.5 baths2,229 sq ft

71 Poailani Pl Apt 14, Kihei, HI 96753

Property at 3200 Wailea Alanui Dr #406, Kihei, HI 96753, 1 bed, 2 baths

$1,049,000

1 bed2 baths1,022 sq ft

3200 Wailea Alanui Dr #406, Kihei, HI 96753

Property at 2757 S Kihei Rd #804, Kihei, HI 96753, 2 beds, 2 baths

$1,099,000

2 beds2 baths1,251 sq ft

2757 S Kihei Rd #804, Kihei, HI 96753

Property at 758 Lanina Pl, Kihei, HI 96753, 3 beds, 3 baths

$1,950,000

3 beds3 baths2,344 sq ft

758 Lanina Pl, Kihei, HI 96753

Property at 2757 S Kihei Rd #202, Kihei, HI 96753, 2 beds, 2 baths

$1,199,000

2 beds2 baths1,251 sq ft

2757 S Kihei Rd #202, Kihei, HI 96753

Property at 4000 Wailea Alanui Dr #2802, Kihei, HI 96753, 2 beds, 2 baths

$5,200,000

2 beds2 baths1,808 sq ft

4000 Wailea Alanui Dr #2802, Kihei, HI 96753

Property at 3950 Kalai Waa St Unit V-202, Kihei, HI 96753, 2 beds, 2 baths

$1,199,000

2 beds2 baths949 sq ft

3950 Kalai Waa St Unit V-202, Kihei, HI 96753

Property at 2747 S Kihei Rd Unit C-205, Kihei, HI 96753, 2 beds, 2 baths

$495,000

2 beds2 baths719 sq ft

2747 S Kihei Rd Unit C-205, Kihei, HI 96753

Property at 3200 Wailea Alanui Dr #304, Kihei, HI 96753, 2 beds, 2 baths

$1,550,000

2 beds2 baths1,194 sq ft

3200 Wailea Alanui Dr #304, Kihei, HI 96753

Property at 2777 S Kihei Rd Unit D208, Kihei, HI 96753, 2 beds, 2 baths

$1,100,000

2 beds2 baths1,052 sq ft

2777 S Kihei Rd Unit D208, Kihei, HI 96753

Property at 3950 Kalai Waa St Unit W201, Kihei, HI 96753, 2 beds, 2 baths

$1,224,999

2 beds2 baths949 sq ft

3950 Kalai Waa St Unit W201, Kihei, HI 96753

Property at 160 Keonekai Rd Unit 14-202, Kihei, HI 96753, 2 beds, 1 bath

$555,000

2 beds1 bath625 sq ft

160 Keonekai Rd Unit 14-202, Kihei, HI 96753

Property at 3800 Wailea Alanui Blvd Unit D101, Kihei, HI 96753, 3 beds, 3.5 baths

$10,495,000

3 beds3.5 baths2,889 sq ft

3800 Wailea Alanui Blvd Unit D101, Kihei, HI 96753

Property at 155 Wailea Ike Pl #78, Kihei, HI 96753, 2 beds, 2 baths

$1,349,000

2 beds2 baths1,056 sq ft

155 Wailea Ike Pl #78, Kihei, HI 96753

Property at 2695 S Kihei Rd #10213, Kihei, HI 96753, 1 bed, 2 baths

$849,000

1 bed2 baths818 sq ft

2695 S Kihei Rd #10213, Kihei, HI 96753

Property at 2777 S Kihei Rd Unit M107, Kihei, HI 96753, 1 bed, 2 baths

$754,000

1 bed2 baths849 sq ft

2777 S Kihei Rd Unit M107, Kihei, HI 96753

Property at 210 E Panana Pl, Kihei, HI 96753, 4 beds, 3 baths

$3,495,000

4 beds3 baths3,465 sq ft

210 E Panana Pl, Kihei, HI 96753

Property at 3950 Kalai Waa St Unit Y102, Kihei, HI 96753, 2 beds, 2 baths

$1,249,000

2 beds2 baths949 sq ft

3950 Kalai Waa St Unit Y102, Kihei, HI 96753

Property at 2737 S Kihei Rd #244, Kihei, HI 96753, 1 bed, 1 bath

$735,000

1 bed1 bath778 sq ft

2737 S Kihei Rd #244, Kihei, HI 96753

Property at 3200 Wailea Alanui Dr #2001, Kihei, HI 96753, 2 beds, 2.5 baths

$1,650,000

2 beds2.5 baths1,515 sq ft

3200 Wailea Alanui Dr #2001, Kihei, HI 96753

Property at 2777 S Kihei Rd Unit E-202, Kihei, HI 96753, 2 beds, 2 baths

$1,158,000

2 beds2 baths1,052 sq ft

2777 S Kihei Rd Unit E-202, Kihei, HI 96753

Property at 4000 Wailea Alanui Dr #1404, Kihei, HI 96753, 3 beds, 3 baths

$11,500,000

3 beds3 baths2,430 sq ft

4000 Wailea Alanui Dr #1404, Kihei, HI 96753

Property at 2695 S Kihei Rd Unit 5-205, Kihei, HI 96753, 2 beds, 2 baths

$999,900

2 beds2 baths1,036 sq ft

2695 S Kihei Rd Unit 5-205, Kihei, HI 96753

Property at 19 Kai La Pl Unit 43B, Kihei, HI 96753, 3 beds, 2.5 baths

$2,445,000

3 beds2.5 baths1,786 sq ft

19 Kai La Pl Unit 43B, Kihei, HI 96753

Property at 24 Hoolei Cir Unit T-1, Kihei, HI 96753, 3 beds, 3.5 baths

$4,450,000

3 beds3.5 baths3,076 sq ft

24 Hoolei Cir Unit T-1, Kihei, HI 96753

Property at 3435 Hookipa Pl Unit B - C, Kihei, HI 96753, 5 beds, 4 baths

$3,200,000

5 beds4 baths3,064 sq ft

3435 Hookipa Pl Unit B - C, Kihei, HI 96753

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MLS Listings for Sale in Wailea

There are currently 215 mls listings for sale in Wailea at a median listing price of $1.54M. 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 132 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, 12 homes have been sold in Wailea. In addition to houses in Wailea, there were also 181 condos, 10 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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