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

Top guest favourite
Apartment in Wailea
Gorgeous 2 Story Townhouse in Wailea w/ Ocean View
2 bedrooms, 4 beds, 3 private bathrooms
3–8 Aug
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4.94 out of 5 average rating, 181 reviews
Top guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed, 1 bathroom
10–15 Aug
4.96 out of 5 average rating, 675 reviews
Guest favourite
Apartment in Wailea
Gorgeous Condo in Wailea Ekahi Village!
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
4.94 out of 5 average rating, 82 reviews
Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 2 beds, 2 bathrooms
8–13 Aug
5.0 out of 5 average rating, 77 reviews
Guest favourite
Flat in Kihei
Luxe Wailea Getaway | Stunning Ocean Views
1 bedroom, 1 bed, 2 bathrooms
7–12 Aug
4.85 out of 5 average rating, 20 reviews
Superhost
Apartment in Wailea
Wailea Elua | Steps to Ulua Beach, Ocean Views
2 bedrooms, 4 beds, 2 bathrooms
5–10 Aug
Flat in Wailea
Grand Champions 067
1 bedroom, 2 beds, 2 bathrooms
11–16 Sept
Top guest favourite
Apartment in Wailea
Luxurious Tropical Retreat with Oceanview
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Apartment in Kihei
Beachfront Oceanview Wailea Ekahi 16B Studio W/AC
1 king bed, 1 bathroom
5–10 Aug
4.99 out of 5 average rating, 133 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 bathrooms
27 Aug – 1 Sept
4.94 out of 5 average rating, 330 reviews
Top guest favourite
Apartment in Kihei
Romantic, Luxury Condo with Spectacular Ocean View
1 bedroom, 1 king bed, 2 bathrooms
3–8 Aug
4.99 out of 5 average rating, 184 reviews
Superhost
Apartment in Kihei
Stylish Beach Studio - Professional Managed
1 king bed, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 14 reviews
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
1 bedroom, 2 beds, 2 bathrooms
3–8 Aug
4.98 out of 5 average rating, 64 reviews
Top guest favourite
Flat in Wailea
Lowest rates in Wailea right now! Spacious 5-star
1 bedroom, 1 bed, 2 bathrooms
6–11 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom, 2 beds, 2 bathrooms
23–28 Aug
4.98 out of 5 average rating, 205 reviews
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat - Couples Only
1 bedroom, 1 king bed, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 236 reviews
Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom, 2 beds, 2 bathrooms
9–14 Aug
4.96 out of 5 average rating, 200 reviews
Top guest favourite
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds, 2 bathrooms
2–7 Sept
4.99 out of 5 average rating, 150 reviews
Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
2 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
4.98 out of 5 average rating, 140 reviews