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

Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom, 2 beds, 2 private bathrooms
28 Aug – 2 Sept
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4.96 out of 5 average rating, 200 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, 331 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, 25 reviews
Superhost
Apartment in Kihei
Luxury Oceanfront Condo by Maui's Best Beaches
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
4.96 out of 5 average rating, 182 reviews
Top guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 king bed, 1 bathroom
21–26 Aug
4.94 out of 5 average rating, 66 reviews
Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom, 2 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 141 reviews
Guest favourite
Flat in Kihei
Luxe Wailea Getaway | Stunning Ocean Views
1 bedroom, 1 bed, 2 bathrooms
23–28 Sept
4.86 out of 5 average rating, 22 reviews
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
4.99 out of 5 average rating, 142 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
Guest favourite
Flat in Kihei
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
1 bedroom, 2 beds, 2 bathrooms
22–27 Oct
4.92 out of 5 average rating, 13 reviews
Guest favourite
Apartment in Kihei
Wailea Ekolu 912 | Ocean-View Couple’s Retreat
1 bedroom, 1 queen bed, 2 bathrooms
7–12 Sept
4.92 out of 5 average rating, 36 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
Guest favourite
Apartment in Wailea
Beach Front Wailea, Full Ocean View A/C, ELUA102
2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
2 bedrooms, 3 beds, 2 bathrooms
17–22 Oct
4.98 out of 5 average rating, 140 reviews
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, 17 reviews
Top guest favourite
Apartment in Kihei
StunningReno*Palms in Wailea Condo-Beach*Golf*Pool
1 bedroom, 3 beds, 2 bathrooms
7–12 Jan
4.93 out of 5 average rating, 210 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
Top guest favourite
Apartment in Wailuku
Oceanfront Maalaea Harbor Condo with pool
2 bedrooms, 3 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 76 reviews