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

Top guest favourite
Apartment in Wailea
Ocean View! Pool! 'Ike Kai at Wailea Ekolu Village
1 bedroom, 1 bed, 2 private bathrooms
19–24 Aug
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5.0 out of 5 average rating, 64 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
Wailea Surf Shack: Beaches, Shops & Golf!
5.0 out of 5 average rating, 138 reviews, 1 bedroom, 2 beds, 2 bathrooms
25–30 Aug
Guest favourite
Apartment in Kihei
Charming Condo Steps Away From Beach @Hale Kamaole
5.0 out of 5 average rating, 42 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Aug
Top guest favourite
Apartment in Wailea
Wailea Resort studio suite
4.96 out of 5 average rating, 675 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Guest favourite
Flat in Wailea
A.R.A Retreats: The Soaking Tub
4.9 out of 5 average rating, 63 reviews, 2 bedrooms, 3 beds, 2 bathrooms
3–8 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
1–6 Aug
Top guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
4.94 out of 5 average rating, 93 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Apartment in Kihei
Luxury condo • 180° Ocean Views • Steps to Beach
4.99 out of 5 average rating, 271 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Sept
Guest favourite
Flat in Kihei
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
4.92 out of 5 average rating, 12 reviews, 1 bedroom, 2 beds, 2 bathrooms
28 Sept – 3 Oct
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
9–14 Aug
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat w/Ocean View-Couples Only
4.99 out of 5 average rating, 193 reviews, 1 bedroom, 1 bed, 2 bathrooms
28 Aug – 2 Sept
Top guest favourite
Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
4.98 out of 5 average rating, 203 reviews, 1 bedroom, 2 beds, 2 bathrooms
23–28 Aug
Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
4.95 out of 5 average rating, 198 reviews, 1 bedroom, 2 beds, 2 bathrooms
9–14 Aug
Guest favourite
Apartment in Wailea
Oceanfront corner unit w/ sunset lanai
5.0 out of 5 average rating, 18 reviews, 1 bedroom, 1 bed, 2 bathrooms
3–8 Aug
Top guest favourite
Apartment in Wailea
Luxurious Tropical Retreat with Oceanview
5.0 out of 5 average rating, 44 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Sept
Guest favourite
Flat in Wailea
A.R.A Retreats: Birds Eye View
4.97 out of 5 average rating, 102 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Apartment in Kihei
Wailea Ekahi Getaway•Walk to Keawakapu Beach
5.0 out of 5 average rating, 22 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Aug
Top guest favourite
Apartment in Wailuku
Oceanfront with Panoramic Views I Maalaea Kai 416
5.0 out of 5 average rating, 17 reviews, 2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug