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

Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom, 2 beds, 2 private bathrooms
9–14 Aug
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4.95 out of 5 average rating, 198 reviews
Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
5.0 out of 5 average rating, 75 reviews, 1 bedroom, 1 bed, 2 bathrooms
8–13 Aug
Top guest favourite
Apartment in Wailea
Boathouse Studio Condo in Wailea, Hawaii
4.98 out of 5 average rating, 476 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Jul – 4 Aug
Superhost
Apartment in Kihei
Stylish Beach Studio - Professional Managed
5.0 out of 5 average rating, 13 reviews, 1 bed, 1 bathroom
28 Jul – 2 Aug
Superhost
Apartment in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 3 bathrooms
31 Jul – 5 Aug
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
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
4.96 out of 5 average rating, 181 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
4.9 out of 5 average rating, 357 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
11–16 Aug
Top guest favourite
Apartment in Wailea
Tiki Tiki - A Gorgeous Boho Beach Hideaway!
4.98 out of 5 average rating, 53 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 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
Guest favourite
Apartment in Wailea
130K Hawaiian Reno on Wailea Blue Golf *Ocean View
4.97 out of 5 average rating, 160 reviews, 1 bedroom, 1 bed, 2 bathrooms
28 Oct – 2 Nov
Top guest favourite
Apartment in Kihei
Romantic, Luxury Condo with Spectacular Ocean View
4.99 out of 5 average rating, 183 reviews, 1 bedroom, 1 bed, 2 bathrooms
2–7 Aug
Top guest favourite
Apartment in Kihei
Wailea Hidden Gem
4.94 out of 5 average rating, 82 reviews, 1 bedroom, 2 beds, 2 bathrooms
4–9 Aug
Top guest favourite
Apartment in Kihei
Ekahi Ocean Studio: Wailea Paradise by the Beach
4.96 out of 5 average rating, 148 reviews, 2 beds, 1 bathroom
22–27 Jul
Superhost
Apartment in Kihei
Wailea Blue Golf Course Condo-Walk to Shops, Beach
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
Guest favourite
Flat in Kihei
Tropical Beachfront Paradise
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 2 beds, 2 bathrooms
21–26 Jul
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
Guest favourite
Flat in Kihei
Wailea Luxury Resort Vista
4.92 out of 5 average rating, 53 reviews, 1 bedroom, 2 beds, 2 bathrooms
6–11 Aug
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
4.94 out of 5 average rating, 329 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug