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

Top guest favourite
Apartment in Wailea
Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool
1 bedroom, 1 bed, 2 private bathrooms
5–10 Jan
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4.97 out of 5 average rating, 163 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 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 Wailea
Wailea Elua | Steps to Ulua Beach, Ocean Views
2 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
Guest favourite
Apartment in Wailea
Best Location, Panoramic Ocean View Remodel WE1508
2 bedrooms, 3 beds, 2 bathrooms
2–7 Sept
5.0 out of 5 average rating, 16 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
Exceptional Ocean View - King Bed - Ocean Front!
2 bedrooms, 2 king beds, 2 bathrooms
6–11 Aug
4.96 out of 5 average rating, 51 reviews
Guest favourite
Flat in Kihei
Luxurious Wailea Ocean Vistas
1 bedroom, 2 beds, 2 bathrooms
7–12 Aug
4.98 out of 5 average rating, 106 reviews
Guest favourite
Flat in Wailea
Wailea Oceanfront Luxury Front Row Escape
2 bedrooms, 3 beds, 2 bathrooms
6–11 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Kihei
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
1 bedroom, 2 beds, 2 bathrooms
18–23 Oct
4.92 out of 5 average rating, 13 reviews
Flat in Wailea
Grand Champions 067
1 bedroom, 2 beds, 2 bathrooms
11–16 Sept
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Waterfall
2 bedrooms, 3 beds, 2 bathrooms
27 Aug – 1 Sept
4.94 out of 5 average rating, 262 reviews
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds, 2.5 bathrooms
19–24 Aug
4.9 out of 5 average rating, 357 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
Top guest favourite
Home in Kihei
South Maui Guesthouse
2 bedrooms, 2 queen beds, 1 bathroom
17–22 Aug
4.97 out of 5 average rating, 313 reviews
Guest favourite
Flat in Kihei
Maui Hill 2BR | Ocean View, Pool & King Beds
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Apartment in Kihei
Spacious 3bd on Golf Course I Grand Champions 105
3 bedrooms, 3 beds, 2 bathrooms
12–17 Aug
4.93 out of 5 average rating, 124 reviews
Superhost
Apartment in Kihei
Whale Watch From Your Lanai
2 bedrooms, 2 beds, 2 bathrooms
4–9 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Apartment in Wailea
Polo Beach Club 409 | Ocean View, Pool + Hot Tub
2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug