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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
9–14 Aug
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4.95 out of 5 average rating, 198 reviews
Superhost
Apartment in Wailea
Polo Beach Club 409 | Ocean View, Pool + Hot Tub
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
4.93 out of 5 average rating, 100 reviews, 3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
Superhost
Apartment in Kihei
Direct Oceanfront 2BR w Sunset Views - KNL 604
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
Superhost
Apartment in Kihei
Luxury Oceanfront Condo by Maui's Best Beaches
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
4.99 out of 5 average rating, 142 reviews, 2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms, 2 bathrooms
7–12 Aug
Superhost
Apartment in Kihei
Ground Floor Bliss By The Beach
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 4 beds, 2 bathrooms
15–20 Nov
Top guest favourite
Apartment in Wailuku
Oceanfront Maalaea Harbor Condo with pool
5.0 out of 5 average rating, 73 reviews, 2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Apartment in Kihei
Stunning Ocean Front Wailea, Maui Polo Beach Condo
5.0 out of 5 average rating, 25 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
Guest favourite
Apartment in Kihei
100KContemporaryHawaiian Reno in Wailea-Beach/Golf
4.88 out of 5 average rating, 161 reviews, 1 bedroom, 3 beds, 2 bathrooms
4–9 Aug
Superhost
Apartment in Wailea
Wailea Elua | Steps to Ulua Beach, Ocean Views
New place to stay, 2 bedrooms, 4 beds, 2 bathrooms
5–10 Aug
Guest favourite
Flat in Kihei
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
4.92 out of 5 average rating, 12 reviews, 1 bedroom, 2 beds, 2 bathrooms
28 Sept – 3 Oct
Superhost
Apartment in Wailea
Wailea Elua 401 | Ocean Views | Pool | Hot Tub
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
4.9 out of 5 average rating, 356 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
11–16 Aug
Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
4.96 out of 5 average rating, 181 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
4.98 out of 5 average rating, 63 reviews, 1 bedroom, 2 beds, 2 bathrooms
3–8 Aug
Guest favourite
Apartment in Kihei
Kamaole Beach | Tropical Kihei Retreat
4.97 out of 5 average rating, 39 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Superhost
Flat in Wailea
Wailea Oceanfront Luxury Front Row Escape
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2 bathrooms
20–25 Jul