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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
Top guest favourite
Flat in Kihei
Brand-New Interior | 5-Min Walk to Beach | 2 Baths
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 2 bathrooms
19–24 Jul
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
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
5.0 out of 5 average rating, 84 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
Superhost
Apartment in Kihei
Kihei Beach Condo | Pool, Hot Tub & King Bed
New place to stay, 1 bedroom, 2 beds, 1 bathroom
20–25 Jul
Superhost
Apartment in Kihei
Wailea Ekahi 12A | Ocean Views & Walk-Out Patio
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
22–27 Jul
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
19–24 Jul
Superhost
Apartment in Kihei
Direct Oceanfront 2BR w Sunset Views - KNL 604
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Waterfall
4.94 out of 5 average rating, 262 reviews, 2 bedrooms, 3 beds, 2 bathrooms
6–11 Aug
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
Flat in Kihei
Relaxing Maui getaway w/ pool & steps to beach
New place to stay, 1 bedroom, 2 beds, 2 bathrooms
27 Jul – 1 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
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
4.97 out of 5 average rating, 143 reviews, 2 bedrooms, 4 beds, 3 bathrooms
20–25 Aug
Top guest favourite
Apartment in Wailea
Boathouse Studio Condo in Wailea, Hawaii
4.98 out of 5 average rating, 476 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Jul – 3 Aug
Top guest favourite
Apartment in Kihei
Exceptional Ocean View - King Bed - Ocean Front!
4.96 out of 5 average rating, 49 reviews, 2 bedrooms, 2 beds, 2 bathrooms
6–11 Aug
Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
4.98 out of 5 average rating, 139 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–12 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
2–7 Aug
Top guest favourite
Apartment in Wailuku
Oceanfront Maalaea Harbor Condo with pool
5.0 out of 5 average rating, 72 reviews, 2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Flat in Kihei
Kihei Surfside 108 - Ground Floor - Oceanfront -AC
5.0 out of 5 average rating, 15 reviews, 1 bedroom, 3 beds, 1 bathroom
24–29 Jul