Sister Bay Cottage Rentals & Holiday Homes

Searching for cottages to rent near Sister Bay? Wailea Vacation Rentals features more than 18 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Sister Bay have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Wailea Vacation Rentals’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Sister Bay.

Are you planning to travel to the lakeside, beach, or mountain area? Wailea Vacation Rentals’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.

Wailea Vacation Rentals boasts of 18 holiday cottages and places to stay in Sister Bay. The site provides unique Airbnb, VRBO, Wailea Vacation Rentals-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.