Tiki Tiki - Gorgeous Boho Beach Hideaway! 
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9.5 (35 Reviews) Apartment
The entire place is yours • 34 m² size • Swimming pool
Best Price Match Wailea Vacation Rentals & NearbyHoliday Homes
Find Vacation Rentals in or near Wailea. Find vacation rentals in Wailea, Hawaii.
Aloha Moon - A Chic and Dreamy Modern Tropical Hideaway! Best Price Match
9.9 (27 Reviews) Apartment
The entire place is yours • 73 m² size • Kitchen
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Maui Vista - Kihei Kai Nani Beach Condos Best Price Match
8.0 (39 Reviews) Apartment
The entire place is yours • 59 m² size • Free on-site parking
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Signature Residences at Maui Banyan, Walk to Beach, Limited Offer Best Price Match
8.1 (24 Reviews) Apartment
Apartments • Free on-site parking • Outdoor swimming pool
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Kihei Beach Paradise Steps to Sun, Sand & Snorkeling Best Price Match
8.5 (18 Reviews) Apartment
The entire place is yours • 59 m² size • Free private parking
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Makena Surf G303, Maui on the Beach Best Price Match
9.5 (8 Reviews) Apartment
The entire place is yours • 96 m² size • Free on-site parking
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Premier Collection at Grand Champions Wailea - Limited-Time Half Off Best Price Match
7.4 (16 Reviews) Apartment
Apartments • Free on-site parking • Outdoor swimming pool
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Kihei Kai Nani Resort Best Price Match
8.0 (23 Reviews) Apartment
The entire place is yours • 60 m² size • Free on-site parking
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Amazing Kihei Kai Nani - Maui Vista One Bedroom Condos Best Price Match
7.1 (15 Reviews) Apartment
The entire place is yours • 59 m² size • Free on-site parking
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Signature Stay at Kamaole Sands Resort, Walk to Beach, Limited-Time Offer Best Price Match
8.9 (7 Reviews) Apartment
Apartments • Free on-site parking • Outdoor swimming pool
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Wailea Sunset Condo - Ekolu #607 Best Price Match
9.2 (7 Reviews) Holiday_home
The entire place is yours • 95 m² size • Free on-site parking
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Wailea Elua Village on Ulua Beach Best Price Match
9.6 (5 Reviews) Apartment
The entire place is yours • 111 m² size • Free on-site parking
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Wailea Elua Resort 1904 Best Price Match
10.0 (3 Reviews) Apartment
The entire place is yours • 127 m² size • Outdoor swimming pool
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Unrivaled S Kihei Maui location! Walk to it all! Best Price Match
9.6 (45 Reviews) Apartment
The entire place is yours • 58 m² size • Free on-site parking
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Maui Kamaole B207 Best Price Match
9.6 (47 Reviews) Apartment
The entire place is yours • 104 m² size • Kitchen
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Beautiful 2 Bedroom Oceanview Condo at Maui Kamaole Located at South End of Kihei Adjacent to Wailea Traditional Hawaiian Style Best Price Match
9.6 (45 Reviews) Apartment
The entire place is yours • 119 m² size • Free on-site parking
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Maui Tranquility II Best Price Match
9.6 (30 Reviews) Apartment
The entire place is yours • 60 m² size • Free on-site parking
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Live da HI life--great beach and great views! Best Price Match
9.0 (25 Reviews) Apartment
The entire place is yours • 76 m² size • Kitchen
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Enjoy Your Oceanside Dream at Kihei Surfside Best Price Match
9.4 (37 Reviews) Holiday_home
The entire place is yours • 47 m² size • Kitchen
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Maui Kamaole Best Price Match
8.0 (80 Reviews) Apartment
Apartments • Outdoor swimming pool • Balcony
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Keawakapu 208 · KKP 208 Renovated Condo w AC Near Beach Shops Best Price Match
9.3 (22 Reviews) Holiday_home
The entire place is yours • Kitchen • Sea view
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Kihei Alii Kai D207- Ocean view, walk to shops, dining, and Kam I Beach Best Price Match
9.0 (16 Reviews) Apartment
The entire place is yours • 56 m² size • Kitchen
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Maui Vista 1210 Best Price Match
8.1 (23 Reviews) Apartment
The entire place is yours • 59 m² size • Free on-site parking
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1BD Condo with Ocean Views: 40% OFF, Self Check-In Best Price Match
7.2 (31 Reviews) Apartment
The entire place is yours • 84 m² size • Free on-site parking
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Steps to Charley Young Beach, Ocean Views, Pool Retreat Best Price Match
7.4 (28 Reviews) Apartment
The entire place is yours • 81 m² size • Free on-site parking
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Palms at Wailea Best Price Match
7.9 (21 Reviews) Apartment
Apartments • Free on-site parking • Outdoor swimming pool
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South Maui 1 BR Guest Suite - Kamaole Beach Area Best Price Match
10.0 (8 Reviews) Apartment
The entire place is yours • 46 m² size • Free on-site parking
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Maui Vista 1411 Best Price Match
7.8 (19 Reviews) Holiday_home
The entire place is yours • 76 m² size • Spa
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126 Hale Kamaole Best Price Match
9.0 (11 Reviews) Apartment
The entire place is yours • 72 m² size • Swimming pool
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Island Surf 306 · ISF 306 1BD w Ocean Views AC Pool Near Beach Best Price Match
9.4 (9 Reviews) Holiday_home
The entire place is yours • Kitchen • Sea view
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Pacific Shores A406 Best Price Match
8.0 (11 Reviews) Apartment
The entire place is yours • 69 m² size • Outdoor swimming pool
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Kihei Surfside 306 · KSS 306 Updated BeachFront 1BD w Ocean View Best Price Match
8.7 (8 Reviews) Holiday_home
The entire place is yours • Kitchen • Sea view
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Kihei Alii Kai A207 · KAK A207 Renovated Kihei Condo Near Beach Best Price Match
8.4 (9 Reviews) Holiday_home
The entire place is yours • Kitchen • Swimming pool
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Kihei Akahi C320- Kihei Studio, walk to shops, dining, & the beach Best Price Match
7.9 (11 Reviews) Apartment
The entire place is yours • 37 m² size • Free on-site parking
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Kihei Akahi C302 · AKH C302 Spacious 2BD Condo w Ocean Breeze AC Best Price Match
10.0 (4 Reviews) Holiday_home
The entire place is yours • Kitchen • Sea view
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Upscale Wailea! 2-2 with Ocean View Best Price Match
8.8 (7 Reviews) Holiday_home
The entire place is yours • 100 m² size • Free on-site parking
Best Price Match About Wailea Vacation Rentals on NearbyHoliday
Looking for vacation rentals in Wailea? Compare top options in Hawaii.
Find a Vacation Rental and Holiday Home in Wailea. Compare 196 family vacation homes, private villas, cottages, cabins, and condos in Wailea.
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