Title: 5 Stars Hotels in Hay Beach, Shelter Island from CA $475 - Find Cheap Hay Beach Hotels With 5 Stars | Expedia.ca [Hay Beach Travel Guide](https://expedia.ca/Shelter-Island-Hay-Beach.dx553248635976470037)[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)[Hay Beach Car Rentals](https://expedia.ca/Car-Rentals-In-Hay-Beach.d553248635976470037.Car-Rental-Guide)[Hay Beach Vacations](https://expedia.ca/Hay-Beach.d553248635976470037.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Hay Beach, Shelter Island from CA $475 ![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 Hay Beach 5 Star Hotels Tonight [Sep 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976470037&startDate=2025-09-25&endDate=2025-09-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=553248635976470037&startDate=2025-09-26&endDate=2025-09-27&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976470037&startDate=2025-09-26&endDate=2025-09-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976470037&startDate=2025-10-03&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Hay Beach 5 Star Hotels ![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/e0e0def6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Graybarn Cottage | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/1f2aee03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/f6e6bd4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Graybarn Cottage | Room amenity](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/1d639007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mill House Inn North Main Street Historic District 9.0/10 Wonderful (70) "Great experience at a wonderful property!" CA $591 CA $742 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/East-Hampton-Hotels-Mill-House-Inn.h2861838.Hotel-Information) ![House | Outdoor pool](https://images.trvl-media.com/lodging/33000000/32420000/32411100/32411044/23f4590c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Gazebo](https://images.trvl-media.com/lodging/33000000/32420000/32411100/32411044/de3513ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/33000000/32420000/32411100/32411044/a4e472c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Staircase](https://images.trvl-media.com/lodging/33000000/32420000/32411100/32411044/96fc375c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Newmark Holiday home 7 BestStayz.1 Sagaponack [](https://www.expedia.ca/Sagaponack-Hotels-Casa-Newmark-Holiday-Home-7-BestStayz1.h32411044.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Hay-Beach-Shelter-Island-Hotels.s50-n553248635976470037-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Hay-Beach-Shelter-Island-Hotels.s50-n553248635976470037-0.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Hay Beach. ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sound View Greenport 58775 County Rd 48, Greenport, NY CA $356 CA $475 total Oct 26 - Oct 27 includes taxes & fees 8.4/10 Very Good! (571 reviews) [](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Gurney's Montauk Resort & Seawater Spa 290 Old Montauk Highway, Montauk, NY CA $547 CA $747 total Oct 1 - Oct 2 includes taxes & fees 8.2/10 Very Good! (667 reviews) [](https://expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) ![Baron's Cove](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148848/560aa55e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Baron's Cove 31 West Water Street, Sag Harbor, NY CA $524 CA $659 total Sep 28 - Sep 29 includes taxes & fees 8.8/10 Excellent! (284 reviews) [](https://expedia.ca/Sag-Harbor-Hotels-Barons-Cove.h1148848.Hotel-Information) Still don't see what you're looking for? [See all properties in Hay Beach.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F09%2F2025&endDate=27%2F09%2F2025®ionId=553248635976470037&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F09%2F2025&endDate=27%2F09%2F2025®ionId=553248635976470037&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F09%2F2025&endDate=27%2F09%2F2025®ionId=553248635976470037&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F09%2F2025&endDate=27%2F09%2F2025®ionId=553248635976470037&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F09%2F2025&endDate=27%2F09%2F2025®ionId=553248635976470037&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F09%2F2025&endDate=27%2F09%2F2025®ionId=553248635976470037&star=50&star=50&amenities=WATER_PARK) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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