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

Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds, 2 private bathrooms
11–16 Oct
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4.96 out of 5 average rating, 185 reviews
Top guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed, 1 bathroom
9–14 Sept
4.96 out of 5 average rating, 681 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Hideaway
2 bedrooms, 3 beds, 2 bathrooms
23–28 Sept
4.97 out of 5 average rating, 158 reviews
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds, 3 bathrooms
17–22 Oct
4.93 out of 5 average rating, 103 reviews
Top guest favourite
Flat in Wailea
A.R.A Retreats: The Grand Pacific
2 bedrooms, 4 beds, 2.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Flat in Kihei
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
1 bedroom, 2 beds, 2 bathrooms
27 Nov – 2 Dec
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
2 bedrooms, 4 beds, 2 bathrooms
17–22 Oct
4.98 out of 5 average rating, 143 reviews
Guest favourite
Villa in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
1 bedroom, 2 beds, 3 bathrooms
22–27 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds, 1 bathroom
10–15 Oct
4.94 out of 5 average rating, 96 reviews
Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom, 2 beds, 2 bathrooms
8–13 Oct
4.96 out of 5 average rating, 202 reviews
Superhost
Flat in Kihei
Newly Renovated | Ground-Floor 1BR Condo
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
New place to stay
Top guest favourite
Apartment in Kihei
Very Comfortable Kamaole Sands Condo Sleeps 4
1 bedroom, 2 beds, 2 bathrooms
17–22 Sept
4.99 out of 5 average rating, 150 reviews
Top guest favourite
Flat in Kihei
Wailea Beachfront Escape — A One-of-a-Kind Retreat
1 bedroom, 1 king bed, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 bathrooms
26 Nov – 1 Dec
4.99 out of 5 average rating, 143 reviews
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 27 reviews
Guest favourite
Apartment in Wailea
Huge Ocean Views
2 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
4.79 out of 5 average rating, 33 reviews
Top guest favourite
Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom, 2 beds, 2 bathrooms
16–21 Nov
4.98 out of 5 average rating, 209 reviews
Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom, 2 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 144 reviews
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat - Couples Only
1 bedroom, 1 king bed, 2 bathrooms
11–16 Oct
4.98 out of 5 average rating, 239 reviews