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

Descriptions are based on details hosts provide
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 Kihei
Ocean-view patio, 5-min walk to beach
5.0 out of 5 average rating, 83 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
Apartment in Wailea
Beachfront in Wailea with ocean views
2 bedrooms, 2 bathrooms
7–12 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
Sunsets from your lanai, across from beach
New place to stay, 1 bedroom, 2 beds, 1 bathroom
20–25 Jul
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
29 Jul – 3 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
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
Superhost
Apartment in Kihei
Direct Oceanfront 2BR w Sunset Views - KNL 604
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
Superhost
Flat in Kihei
Relaxing Maui getaway w/ pool & steps to beach
New place to stay, 1 bedroom, 2 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Apartment in Kihei
Exceptional Ocean View - King Bed - Ocean Front!
4.96 out of 5 average rating, 48 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
Beachfront penthouse with a private lanai
4.98 out of 5 average rating, 139 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Apartment in Wailea
Ocean view of Molokini from your lanai
4.94 out of 5 average rating, 329 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Home in Wailea
The Butterfly Home Maui
5.0 out of 5 average rating, 12 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
26–31 Aug
Top guest favourite
Apartment in Wailea
Modern top-floor condo with ocean-view pool
4.97 out of 5 average rating, 110 reviews, 1 bedroom, 2 beds, 2 bathrooms
11–16 Sept
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
Top guest favourite
Townhouse in Wailea
Ocean views from the lanai in Wailea
4.97 out of 5 average rating, 143 reviews, 2 bedrooms, 4 beds, 3 bathrooms
20–25 Aug