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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
8–13 Oct
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4.96 out of 5 average rating, 202 reviews
Guest favourite
Townhouse in Kihei
Palms at Wailea Oceanview Condo
2 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Apartment in Kihei
Wailea Hidden Gem
1 bedroom, 2 beds, 2 bathrooms
20–25 Sept
4.94 out of 5 average rating, 86 reviews
Guest favourite
Flat in Wailea
Newly Remodeled-Quiet Location-Well Equipped-AC
3 bedrooms, 4 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Apartment in Kihei
Luxury condo w/THE BEST view & location on Maui!
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 57 reviews
Guest favourite
Apartment in Kihei
Wailea Elua Village 803, Ocean Views, Modern Reno
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Apartment in Kihei
Your Maui Luxury Escape - Wailea Beach Villas K107
2 bedrooms, 4 beds, 2 bathrooms
24–29 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Apartment in Wailea
Best Location, Panoramic Ocean View Remodel WE1508
2 bedrooms, 3 beds, 2 bathrooms
11–16 Nov
5.0 out of 5 average rating, 17 reviews
Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Kihei
HO'OLEI DESIGNER VILLA24-4 AC WIFI BEACH POOL WALK
3 bedrooms, 3 king beds, 3.5 bathrooms
15–20 Sept
4.94 out of 5 average rating, 127 reviews
Guest favourite
Flat in Wailea
Brand New Remodel-Ocean Views-AC-Quiet Location
2 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 38 reviews
Top guest favourite
Flat in Kihei
Luxurious Wailea Ocean Vistas
1 bedroom, 2 beds, 2 bathrooms
15–20 Oct
4.98 out of 5 average rating, 108 reviews
Top guest favourite
Flat in Kihei
Go Golfing from a Peaceful Apartment in a Beach Community
2 bedrooms, 3 beds, 2 bathrooms
21–26 Oct
4.88 out of 5 average rating, 173 reviews
Top guest favourite
Apartment in Kihei
Wailea Beachfront Direct Ocean Views 4 Bd/3 Ba
4 bedrooms, 4 beds, 3 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom, 2 beds, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 145 reviews
Top guest favourite
Apartment in Kihei
Ekahi 22C Toes in the Sand in Under 2 Minutes
2 bedrooms, 4 beds, 2 bathrooms
17–22 Sept
4.95 out of 5 average rating, 103 reviews
Guest favourite
Apartment in Kihei
2BD Breathtaking Ocean Views -Wailea Ekolu 907
2 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 2 beds, 2 bathrooms
29 Sept – 6 Oct
5.0 out of 5 average rating, 81 reviews
Top guest favourite
Apartment in Kihei
Gorgeous Ocean View Condo steps to the beach
2 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.96 out of 5 average rating, 94 reviews