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

Guest favourite
Apartment in Wailea
Gorgeous Condo in Wailea Ekahi Village!
1 bedroom, 2 beds, 1 private bathroom
30 Nov – 5 Dec
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4.94 out of 5 average rating, 85 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
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, 157 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
Top guest favourite
Apartment in Kihei
Wailea Beachfront Direct Ocean Views 4 Bd/3 Ba
4 bedrooms, 4 beds, 3 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 61 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
Top guest favourite
Apartment in Kihei
Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
2 bedrooms, 3 beds, 2 bathrooms
24–29 Nov
4.99 out of 5 average rating, 232 reviews
Guest favourite
Flat in Kihei
Sea Suite: Ocean View · Walk to Beach & Food · AC
2 bedrooms, 2 king beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Flat in Wailea
Fabulous Ocean Views - Luxury 2br/2ba Penthouse
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Apartment in Kihei
Refined Resort Wailea Oceanview Vistas
2 bedrooms, 3 beds, 2 bathrooms
23–28 Sept
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Kihei
Spacious Renovated 4bd - Koa Resort 2A
4 bedrooms, 6 beds, 3 bathrooms
25–30 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Apartment in Kihei
Peggy's Place - Best Beachfront Condo for Families
2 bedrooms, 3 beds, 2 bathrooms
17–22 Sept
4.98 out of 5 average rating, 85 reviews
Guest favourite
Apartment in Kihei
3BR spacious Condo with Ocean View in top location
3 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
4.92 out of 5 average rating, 195 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, 141 reviews
Guest favourite
Apartment in Wailea
21B Grand Champions Studio -Ulua & Mokapu beaches
1 king bed, 1 bathroom
25–30 Sept
4.87 out of 5 average rating, 70 reviews
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms, 4 beds, 3 bathrooms
17–22 Sept
4.97 out of 5 average rating, 145 reviews
Top guest favourite
Apartment in Kihei
Luxury condo w/THE BEST view & location on Maui!
2 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 56 reviews
Guest favourite
Apartment in Kihei
Maui Kamaole Kihei Resort I Beaches, Pools, Tennis
2 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 22 reviews
Luxe
Home in Kihei
Kamaole Beach Villa
3 bedrooms, 4 beds, 3.5 bathrooms
8–13 Sept
4.96 out of 5 average rating, 28 reviews