Find & compare hotels with pools in Shelter Island, NY

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Whether you’re traveling for vacation or business, nothing says “relaxation” quite like floating on an inflatable raft. For water-lovers like you, finding a hotel with a pool in Shelter Island is a must-do on the itinerary. From cannonballs to gentle wading, Travelocity will help you snag the perfect hotel so you can cool off however you need to.

Booking hotels in Shelter Island with a pool doesn’t mean you have to sacrifice your room amenities, either. You’ll still receive the same tender loving care from the friendly staff, fresh towels to dry off with, and tasty room service at your beck and call.

Shelter Island hotels with a pool are perfect for everyone from a solo traveler looking to get some exercise first thing in the morning to a big family who needs to keep the kiddos entertained. Many of these accommodations also offer a hot tub, so you can soak away any stress in the warm bubbles.

If you’re worried about prices, Travelocity won’t leave your wallet hanging out to dry. Book your hotel with us and rely on the Travelocity Price Guarantee to get the most affordable rates. You’ll soon be splashing around and exploring a new city, all from the home base of an affordable hotel.

Shelter Island hotels essential information

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Recent Shelter Island hotel reviews by fellow wanderers

Hyatt Place Long Island East End

5 out of 5

Posted 3 days ago

Travelocity Verified Review

"I will definitely be back"

A verified traveler stayed at Hyatt Place Long Island East End

Water's Edge Resort & Spa

5 out of 5

Posted 8 days ago

Travelocity Verified Review

"I love this place. Next time I wish I could have a better view. I went there before the new rooms were added. Every time I went there, I stayed in the main building right upstairs from the check-in facing the water with my husband and I absolutely loved it. I was actually married there in the old ballroom. I was put in a room that I faced the side of the building and parking lot. I like it there because you can have your meals there if you want they should put a microwave in the rooms. I grew up there on the shore when I was a kid so it is a very pretty place. I think it’s understaffed. I saw the same woman there almost 3 shifts in a row. I think she was a manager. She was delivering drinks, which I thought was crazy and then I saw her the next morning at breakfast time being the hostess, I said to her, don’t you ever get a day off she said thank you for noticing. She was a very pleasant, nice woman, but I think it’s understaffed. I stayed there during the wrong time of year. It was spring break. Children were running up and down the hallway, which was not appropriate And they were with a parent. That’s what really got me - back in the day when I was a parent of young children, I would never let my children run up and down the hallways but times are different now -not for the better!!!"

A verified traveler stayed at Water's Edge Resort & Spa