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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
28 Aug – 2 Sept
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4.97 out of 5 average rating, 36 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 bathrooms
6–11 Sept
4.94 out of 5 average rating, 332 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Hideaway
2 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
4.97 out of 5 average rating, 154 reviews
Top guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed, 1 bathroom
24–29 Aug
4.96 out of 5 average rating, 677 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
Guest favourite
Apartment in Wailea
21B Grand Champions Studio -Ulua & Mokapu beaches
1 king bed, 1 bathroom
20–25 Aug
4.87 out of 5 average rating, 67 reviews
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Apartment in Kihei
Your Maui Luxury Escape - Wailea Beach Villas K107
2 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 12 reviews
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms, 2 bathrooms
27 Aug – 1 Sept
Guest favourite
Apartment in Wailea
Gorgeous Condo in Wailea Ekahi Village!
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
4.94 out of 5 average rating, 84 reviews
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat w/Ocean View-Couples Only
1 bedroom, 1 king bed, 2 bathrooms
28 Aug – 2 Sept
4.99 out of 5 average rating, 196 reviews
Guest favourite
Apartment in Wailea
Stunning Wailea 2/2, AC, Upper Fl, walk to beach
2 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
4.94 out of 5 average rating, 65 reviews
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds, 3 bathrooms
12–17 Oct
4.93 out of 5 average rating, 102 reviews
Guest favourite
Apartment in Kihei
Luxury Condo in Wailea Ekahi w/Direct Beach Access
1 bedroom, 2 beds, 2 bathrooms
27 Aug – 1 Sept
4.91 out of 5 average rating, 117 reviews
Top guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 94 reviews
Top guest favourite
Apartment in Wailea
Tropical Escape to Wailea with Stunning Oceanview
1 bedroom, 2 beds, 1 bathroom
30 Nov – 5 Dec
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Apartment in Kihei
Ekahi 22C Toes in the Sand in Under 2 Minutes
2 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
4.95 out of 5 average rating, 102 reviews
Guest favourite
Flat in Kihei
Luxe Wailea Getaway | Stunning Ocean Views
1 bedroom, 1 bed, 2 bathrooms
23–28 Sept
4.87 out of 5 average rating, 23 reviews
Guest favourite
Flat in Kihei
Chic Coastal Living in the Heart of Wailea
2 bedrooms, 3 beds, 2 bathrooms
7–12 Nov
5.0 out of 5 average rating, 16 reviews