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

Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds, 2 private bathrooms
8–13 Aug
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4.96 out of 5 average rating, 181 reviews
Top guest favourite
Flat in Kihei
Brand-New Interior | 5-Min Walk to Beach | 2 Baths
1 bedroom, 2 beds
19–24 Jul
5.0 out of 5 average rating, 6 reviews
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds
2–7 Aug
4.9 out of 5 average rating, 356 reviews
Superhost
Apartment in Kihei
Direct Oceanfront 2BR w Sunset Views - KNL 604
2 bedrooms, 3 beds
9–14 Sept
New place to stay
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds
3–8 Sept
4.99 out of 5 average rating, 142 reviews
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
2 bedrooms, 3 beds
19–24 Sept
5.0 out of 5 average rating, 84 reviews
Superhost
Apartment in Kihei
Kihei Beach Condo | Pool, Hot Tub & King Bed
1 bedroom, 2 beds
20–25 Jul
New place to stay
Superhost
Flat in Wailea
Wailea Oceanfront Luxury Front Row Escape
2 bedrooms, 3 beds
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms
7–12 Aug
Guest favourite
Apartment in Kihei
100KContemporaryHawaiian Reno in Wailea-Beach/Golf
1 bedroom, 3 beds
4–9 Aug
4.88 out of 5 average rating, 161 reviews
Superhost
Apartment in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
1 bedroom, 2 beds
31 Jul – 5 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds
8–13 Aug
4.93 out of 5 average rating, 100 reviews
Top guest favourite
Apartment in Wailea
Boathouse Studio Condo in Wailea, Hawaii
1 bedroom, 1 queen bed
29 Jul – 3 Aug
4.98 out of 5 average rating, 476 reviews
Guest favourite
Apartment in Wailea
The BEST Condo in Wailea: Elua Resort 1002
2 bedrooms, 2 king beds
21–26 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Apartment in Kihei
Spacious garden oasis next to Maui's best beaches!
1 bedroom, 2 beds
29 Jul – 3 Aug
4.99 out of 5 average rating, 135 reviews
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms, 4 beds
20–25 Aug
4.97 out of 5 average rating, 143 reviews
Guest favourite
Flat in Kihei
Tropical Beachfront Paradise
1 bedroom, 2 beds
19–24 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Kihei
Barefoot Luxury at it's Finest | 3bd Villa | E-201
3 bedrooms, 5 beds
7–12 Nov
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Apartment in Kihei
Maui Banyan 1bd/2ba, AC, quite, steps to the beach
1 bedroom, 2 beds
17–22 Jul
5.0 out of 5 average rating, 101 reviews