Title: Book the Best BEACH RESORTS in Shelter Island, NY from CA $2,004 - Shelter Island Hotels on the Beach| Expedia.ca [Shelter Island Travel Guide](https://expedia.ca/Shelter-Island.dx157359)[Hotels in Shelter Island](https://expedia.ca/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels)[Vacation Rentals in Shelter Island](https://expedia.ca/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals)[Flights to Shelter Island](https://expedia.ca/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)[Things to do in Shelter Island](https://expedia.ca/Things-To-Do-In-Shelter-Island.d157359.Travel-Guide-Activities)[Shelter Island Car Rentals](https://expedia.ca/Car-Rentals-In-Shelter-Island.d157359.Car-Rental-Guide)[Shelter Island Vacation Packages](https://expedia.ca/Shelter-Island.d157359.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/57db4dbbb841fe5852df8ed4b2f64ec5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by tom owens # Find beach hotels in Shelter Island, NY from CA $2,004 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Shelter Island Beach Hotel Tonight [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2025-10-05&endDate=2025-10-06&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2025-10-06&endDate=2025-10-07&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Shelter Island Beach Hotel ![Exterior](https://images.trvl-media.com/lodging/105000000/104500000/104494000/104493980/46bb9c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104500000/104494000/104493980/9fac3944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Private Bathroom, Bay View](https://images.trvl-media.com/lodging/105000000/104500000/104494000/104493980/0a6d7ac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/105000000/104500000/104494000/104493980/00ef7b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Beach Hotel Shelter Island 9.2/10 Wonderful (18) "Love the Saint Tropez vibe and the retro decor. Beautiful location right on the beach for a stunning sunset, amazing seafood, fun and lively atmosphere." [](https://www.expedia.ca/Shelter-Island-Hotels-Sunset-Beach-Hotel.h104493980.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/7033cd48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/a1d1bd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/f2189685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, in-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/24362044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Work and Play Special! Extended Stay Discount Shelter Island 10/10 Exceptional (52) "Beautiful pool, badminton net, lots of outdoor seating areas. Location is easy, very close to ferry and nature preserve." CA $1,116 CA $2,004 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Shelter-Island-Hotels-Work-And-Play-Special-Extended-Stay-Discount-At-A-Hideaway-With-Stellar-Wifi.h39934446.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116770000/116761500/116761460/14261595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116770000/116761500/116761460/26d32bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/117000000/116770000/116761500/116761460/70c2c21f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116770000/116761500/116761460/821f5570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shelter Island Spacious Getaway with Cozy Fireplace Hay Beach 8.0/10 Very good (1) "Cozy" [](https://www.expedia.ca/Shelter-Island-Hotels-Family-Friendly-Beautiful-Three-Bedroom-Two-Bath-Pet-Friendly-House.h116761460.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/34000000/33996200/33996173/567faece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/34000000/33996200/33996173/0dd846e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, fireplace, books](https://images.trvl-media.com/lodging/34000000/34000000/33996200/33996173/8e235bed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/34000000/33996200/33996173/2a2cdae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront House With Dock And Private Beach Shelter Island 10/10 Exceptional (22) "We had a wonderful stay in Shleter island and are definitely planning to be back. The house is beautiful, very well equipped, comfortable and welcoming. The hosts were helpful and the location is amazing." [](https://www.expedia.ca/Shelter-Island-Hotels-Shelter-Island-Waterfront-House-With-Dock-And-Private-Beach.h33996173.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/77000000/76430000/76420400/76420400/53a2a099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76430000/76420400/76420400/b682f71b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76430000/76420400/76420400/cb96ed42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76430000/76420400/76420400/709d5bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly Silver Beach 10/10 Exceptional (16) "Amazing from check in to check out. Highly recommend." [](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Shelter-Island-Retreat-With-Pool-A-Stones-Throw-Away-From-The-Beach.h76420400.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/51000000/50720000/50715600/50715565/981d9993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/51000000/50720000/50715600/50715565/0481f48a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/51000000/50720000/50715600/50715565/e64f9e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, internet](https://images.trvl-media.com/lodging/51000000/50720000/50715600/50715565/e143a892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely Shelter Island cottage with panoramic bay views, secluded, screened... Silver Beach 9.6/10 Exceptional (12) "Myself and my sons had a great week on the island . We loved being so close to Shell beach. The house is well appointed and has everything you need." [](https://www.expedia.ca/Shelter-Island-Hotels-Lovely-Shelter-Island-Cottage-With-Panoramic-Bay-Views.h50715565.Hotel-Information) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94341600/94341591/042c4299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94341600/94341591/4c014a2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94341600/94341591/79e89180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94341600/94341591/f7fd903a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shelter Island Retreat w/ Outdoor Pool! Shelter Island [](https://www.expedia.ca/Shelter-Island-Hotels-Shelter-Island-Retreat-W-Outdoor-Pool.h94341591.Hotel-Information) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/31000000/30100000/30098000/30097971/bb78914a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/31000000/30100000/30098000/30097971/4263cec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30100000/30098000/30097971/fee73f24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30100000/30098000/30097971/4f1e15f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated and Spacious Summer Home with Water View on Picturesque Island. Hay Beach 9.0/10 Wonderful (41) "We enjoyed the proximity to Hay Beach and the comfort of the house. We had everything we needed to enjoy our week on the island. A great place to stay." [](https://www.expedia.ca/Shelter-Island-Hotels-Renovated-And-Spacious-Summer-Home-With-Water-View-On-Picturesque-Island.h30097971.Hotel-Information) ![House](https://images.trvl-media.com/lodging/105000000/104380000/104377100/104377071/4d7f9ea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/105000000/104380000/104377100/104377071/a07a89cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/105000000/104380000/104377100/104377071/54ce81b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/105000000/104380000/104377100/104377071/ed94a0f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandpoint by Rove Travel Modern 5BR w Pool Silver Beach [](https://www.expedia.ca/Shelter-Island-Hotels-Sandpoint-By-Rove-Travel-Modern-5BR-W-Pool.h104377071.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/39000000/38280000/38273400/38273326/c3065089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/39000000/38280000/38273400/38273326/e928aa54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, stereo](https://images.trvl-media.com/lodging/39000000/38280000/38273400/38273326/c067f148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/39000000/38280000/38273400/38273326/7e8deaad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Huge Island Getaway Pool Hot Tub Walk To Beach Menantic Creek 10/10 Exceptional (7) "Property great. Beautiful home with great amenities" [](https://www.expedia.ca/Shelter-Island-Hotels-Huge-Island-Getaway-Pool-Hot-Tub-Walk-To-Beach.h38273326.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20®ionId=157359&adults=2&travelerType=beach&sort=RECOMMENDED&openPlayBack=true) ## Top Shelter Island Hotel Reviews ![Water's Edge Resort & Spa](//images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "Beautiful grounds, well maintained property. Our room was clean and comfortable. Definitely want to come back and extend our stay with family and friends. It’s a beautiful escape on the East Coast " [](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](//images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 10/10 Excellent "Only issue....the refrigerator makes an annoying sound which is amlpified wearing hearing aids" [](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Beachcomber Resort at Montauk](//images.trvl-media.com/lodging/3000000/2220000/2212000/2211971/d4cb08d2_y.jpg) ### Beachcomber Resort at Montauk 10/10 Excellent "Beautiful room right across from the ocean and by town. Definitely go back!" [](https://expedia.ca/Montauk-Hotels-Beachcomber-At-Montauk.h2211971.Hotel-Information) ![Gurney's Montauk Resort & Seawater Spa](//images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg) ### Gurney's Montauk Resort & Seawater Spa 10/10 Excellent "wonderful place only criticism is how far away rooms are from lobby and the rest of the facilities" [](https://expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) ![Sea Crest Resort](//images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/5e6d6769_y.jpg) ### Sea Crest Resort 10/10 Excellent "Perfect location!" [](https://expedia.ca/Amagansett-Hotels-Sea-Crest-Resort.h5232838.Hotel-Information) ![Quality Inn Old Saybrook - Westbrook](//images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg) ### Quality Inn Old Saybrook - Westbrook 10/10 Excellent "Liked having and using pool. didn't realize there would be a swimming lesson going on at same time. As this was a quick stop over on our way to Bar Harbor, it fit our needs. Since the room was on the street side it was a bit noisy even with fan running all the time. The room was clean and comfortable and we enjoyed the breakfast which was included. " [](https://expedia.ca/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Saybrook Point Resort & Marina](//images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "Loved everything about this property. Location, Staff, Amenities. Decor and furniture beautiful. " [](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Marram](//images.trvl-media.com/lodging/16000000/15410000/15408300/15408228/619dc6c0_y.jpg) ### Marram 10/10 Excellent "Locations are d writhing, and the marran has this, right on the beach, watching whales, dolphins and spinning sharks from the comfort of the pool and/or beach…… lovely sitting area for drinks and dinner watching the sun go down. This is a hotel to savour on a nice night, we stayed the 18/19 sept, 2025! One thing that was a shock, no TV in room and little hanging space for clothes, so if you can manage around that (as we did) The other odd point and the reason for my low score on Eco friendly, is the hotels use of plastic fork, knives and spoons, and plastic cups which in this day goes against the grain, so that aside if you want a modern hotel in a great location thus is a must……. And one, that we would go back too." [](https://expedia.ca/Montauk-Hotels-Marram.h15408228.Hotel-Information) ![Sun N Sound](//images.trvl-media.com/lodging/5000000/4230000/4225500/4225489/5de1d3d0_y.jpg) ### Sun N Sound 10/10 Excellent "This property was BEAUTIFUL! The checkin was perfect. Our room was ready before 1 pm. The views were spectacular. The staff was so friendly. The property was manicured and comfortable. I will be coming back!!!" [](https://expedia.ca/Montauk-Hotels-Sun-N-Sound.h4225489.Hotel-Information) ## Frequently asked questions ### What is Shelter Island like for travelers who love the beach? > Discover your ideal place to stay in Shelter Island, which has a lot to offer the traveler looking for a beach getaway. ### What's the best hotel to stay near the beach in Shelter Island? > [Sunset Beach Hotel](https://www.expedia.ca/Shelter-Island-Hotels-Sunset-Beach-Hotel.h104493980.Hotel-Information) is a top beachfront hotel with free WiFi and free parking, and it's located on Sunset Beach. ### When's the best time for a beach vacation in Shelter Island? > Plan your trip to the beach with this snapshot of weather throughout the year in Shelter Island: The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island is 57 inches. ### What is there to see and do around Shelter Island? > After getting settled at your accommodation of choice, you'll likely want to venture out and explore. Beach lovers can head straight to Wades Beach or Shell Beach for some quality time by the water. Discover a variety of local attractions, which include Sunset Beach and Crescent Beach. For more things to see and do, consider visiting Mashomack Preserve or Gardiner's Bay Country Club. ### What's the best way to get to my beach hotel in Shelter Island? > Here's some information to help you get to and around your beach accommodation in Shelter Island more easily: Make your way to Shelter Island with a flight to East Hampton, NY (HTO), the closest major airport which is located 8.8 mi (14.2 km) from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights. ## Explore a world of travel with Expedia - Lodging - Flights - More ways to book - [Beach Hotel Hotels in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Beach-Hotel.0-0-d177851-tBeachHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Business-Hotel.0-0-d177851-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Honeymoon-Hotels.0-0-d177851-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Hotels-With-Waterslides.0-0-d177851-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Ski Hotels in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Ski-Hotel.0-0-d177851-tSkiHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Brooklyn](https://www.expedia.ca/Brooklyn-Hotels-Waterpark-Hotels.0-0-d177851-tWaterparkHotels.Travel-Guide-Filter-Hotels) - 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