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

Guest favourite
Apartment in Wailea
Feel the Aloha at a Luxe Beach Chic Retreat
2 bedrooms, 3 beds, 2 private bathrooms
1–6 Aug
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4.97 out of 5 average rating, 36 reviews
Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 1 king bed, 2 bathrooms
8–13 Aug
5.0 out of 5 average rating, 75 reviews
Guest favourite
Flat in Wailea
A.R.A Retreats: The Soaking Tub
2 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
4.9 out of 5 average rating, 63 reviews
Superhost
Apartment in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
1 bedroom, 2 beds, 3 bathrooms
1–6 Aug
5.0 out of 5 average rating, 3 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, 203 reviews
Guest favourite
Apartment in Kihei
Charming Condo Steps Away From Beach @Hale Kamaole
1 bedroom, 1 king bed, 1 bathroom
7–12 Aug
5.0 out of 5 average rating, 42 reviews
Apartment in Kihei
Ocean view condo w/ lanai near Wailea Beach
1 bedroom, 2 beds, 2 bathrooms
10–15 Aug
4.67 out of 5 average rating, 3 reviews
Guest favourite
Apartment in Wailea
Oceanfront corner unit w/ sunset lanai
1 bedroom, 1 king bed, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Apartment in Kihei
180° Ocean views • Luxe condo • Steps to Beach
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 204 reviews
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 Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
4.94 out of 5 average rating, 93 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
Superhost
Apartment in Kihei
Wailea Ekahi 12A | Ocean Views & Walk-Out Patio
1 bedroom, 2 beds, 1.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 6 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, 63 reviews
Top guest favourite
Flat in Wailea
Amazing location! Chic Maui Getaway (ground floor)
1 bedroom, 2 beds, 2 bathrooms
7–12 Aug
4.98 out of 5 average rating, 57 reviews
Guest favourite
Flat in Wailea
A.R.A Retreats: Birds Eye View
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
4.97 out of 5 average rating, 102 reviews
Top guest favourite
Room in Kihei
Garden Room, private bathroom, separate entrance
1 queen bed, 1 bathroom
22–27 Aug
4.95 out of 5 average rating, 458 reviews
Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom, 2 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 138 reviews
Superhost
Apartment in Kihei
Wailea Ekahi 49C | Ocean Views & Just for Two
1 bedroom, 1 king bed, 1 bathroom
1–6 Aug