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Search results; Over 1,000 homes in Wailea, Wailea-Makena

Descriptions are based on details hosts provide
Top guest favourite
Apartment in Wailea
Wailea Beauty - walk to the beach & shops
2 bedrooms, 3 beds, 2 private bathrooms
3–8 Aug
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4.95 out of 5 average rating, 167 reviews
Top guest favourite
Apartment in Kihei
Ocean-view patio, 5-min walk to beach
5.0 out of 5 average rating, 84 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms, 2 bathrooms
7–12 Aug
Top guest favourite
Apartment in Wailea
Nautical top-floor retreat near Wailea beaches
4.98 out of 5 average rating, 476 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Jul – 3 Aug
Superhost
Flat in Wailea
Wailea Oceanfront Luxury Front Row Escape
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Superhost
Apartment in Kihei
Wailea Ekahi 12A | Ocean Views & Walk-Out Patio
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
22–27 Jul
Top guest favourite
Flat in Kihei
Remodeled with direct ocean views in Wailea
5.0 out of 5 average rating, 103 reviews, 1 bedroom, 2 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
4.94 out of 5 average rating, 64 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Waterfall
4.94 out of 5 average rating, 262 reviews, 2 bedrooms, 3 beds, 2 bathrooms
6–11 Aug
Top guest favourite
Apartment in Kihei
Oceanfront lanai with Molokini views
4.96 out of 5 average rating, 49 reviews, 2 bedrooms, 2 beds, 2 bathrooms
6–11 Aug
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
4.99 out of 5 average rating, 142 reviews, 2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
Top guest favourite
Apartment in Kihei
17-ft ceilings with ocean and volcano views
4.96 out of 5 average rating, 178 reviews, 2 bedrooms, 2 beds, 2 bathrooms
8–13 Aug
Superhost
Apartment in Kihei
Kihei Beach Condo | Pool, Hot Tub & King Bed
New place to stay, 1 bedroom, 2 beds, 1 bathroom
20–25 Jul
Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
4.98 out of 5 average rating, 139 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Apartment in Wailea
Modern Renovated Palms at Wailea Condo!
4.97 out of 5 average rating, 110 reviews, 1 bedroom, 2 beds, 2 bathrooms
11–16 Sept
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
4.93 out of 5 average rating, 100 reviews, 3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
Home in Wailea
Ocean-view estate with infinity pool, Wailea
5.0 out of 5 average rating, 12 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
26–31 Aug
Guest favourite
Apartment in Kihei
Charming Condo Steps Away From Beach @Hale Kamaole
5.0 out of 5 average rating, 42 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Aug
Guest favourite
Apartment in Wailea
Steps to Ocean View Pool, Walk to Beach
5.0 out of 5 average rating, 17 reviews, 1 bedroom, 2 beds, 2 bathrooms
24–29 Jul