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

Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 3 beds, 2 private bathrooms
27 Aug – 1 Sept
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4.94 out of 5 average rating, 331 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
Guest favourite
Apartment in Kihei
Your Maui Luxury Escape - Wailea Beach Villas K107
2 bedrooms, 4 beds, 2 bathrooms
28 Aug – 4 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Apartment in Wailea
Gorgeous Condo in Wailea Ekahi Village!
1 bedroom, 2 beds, 1 bathroom
18–23 Aug
4.94 out of 5 average rating, 84 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, 676 reviews
Guest favourite
Flat in Kihei
Chic Coastal Living in the Heart of Wailea
2 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Apartment in Wailuku
Oceanfront with Panoramic Views I Maalaea Kai 416
2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 19 reviews
Top 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
Apartment in Wailea
21B Grand Champions Studio -Ulua & Mokapu beaches
1 king bed, 1 bathroom
10–15 Sept
4.87 out of 5 average rating, 67 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, 140 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, 65 reviews
Guest favourite
Apartment in Kihei
Honalua || Wailea Ekahi Unit 2D || Lowered Rates
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
4.95 out of 5 average rating, 55 reviews
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
1 bedroom, 2 beds, 2 bathrooms
12–17 Aug
4.98 out of 5 average rating, 64 reviews
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms, 2 bathrooms
10–15 Aug
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
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
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
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
2 bedrooms, 3 beds, 2 bathrooms
4–9 Apr
5.0 out of 5 average rating, 85 reviews
Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
4.98 out of 5 average rating, 140 reviews