Title: The 10 Best 5 Star Hotels in Kent Island - 2025 Updated Prices | Expedia.co.uk [Kent Island Travel Guide](https://expedia.co.uk/Kent-Island.dx553248635077608788)[Hotels in Kent Island](https://expedia.co.uk/Kent-Island-Hotels.d553248635077608788.Travel-Guide-Hotels)[Holiday Rentals in Kent Island](https://expedia.co.uk/Kent-Island-Holiday-Rentals.d553248635077608788.Travel-Guide-HolidayRentals)[Flights to Kent Island](https://expedia.co.uk/Cheap-Flights-To-Kent-Island.d553248635077608788.Travel-Guide-Flights)[Kent Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Kent-Island.d553248635077608788.Car-Hire-Guide)[Kent Island Holidays](https://expedia.co.uk/Kent-Island.d553248635077608788.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/2/43a9579ca6b27aad6faa82d08f434807.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jennifer Crim # Compare and book 5 Star hotels in Kent Island, Maryland ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.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 Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![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 Kent Island 5 Star Hotels Tonight [18 Sept - 19 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=553248635077608788&startDate=2025-09-18&endDate=2025-09-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [19 Sept - 20 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=553248635077608788&startDate=2025-09-19&endDate=2025-09-20&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [19 Sept - 21 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=553248635077608788&startDate=2025-09-19&endDate=2025-09-21&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Sept - 28 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=553248635077608788&startDate=2025-09-26&endDate=2025-09-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kent Island 5 Star Hotels ## Our top choices for Kent Island 5-star hotels ![Breakfast, lunch, dinner served; sea views ](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Garden View | Garden view](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/b1a0ff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/3dd4d01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down duvets, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/2de6ebed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Perry Cabin St. Michaels 9.6/10 Exceptional (363) "Beautiful place to stay." £479 includes taxes & fees 1 Oct - 2 Oct [](https://www.expedia.co.uk/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ![Horse riding](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/ad846553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, Bay View | 1 bedroom, Frette Italian sheets, premium bedding, down duvets](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/aa3e4df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 Bedroom | 1 bedroom, Frette Italian sheets, premium bedding, down duvets](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/9273007e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Studio Suite | Terrace/patio](https://images.trvl-media.com/lodging/97000000/96050000/96042500/96042430/ed0e25a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Tacaro Estate Tracys Landing 9.2/10 Wonderful (9) "It was perfect!! We had a great stay. Luca was so kind and attentive. The property is astonishing. Perfect weekend retreat! Thank you so much " £278 includes taxes & fees 29 Sept - 30 Sept [](https://www.expedia.co.uk/Tracys-Landing-Hotels-The-Inn-At-Tacaro-Estate.h96042430.Hotel-Information) ![Dinner served](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/be8a1621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/20605cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/625fcac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5310000/5308800/5308723/w264h344x4y2-b20fcf10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at 202 Dover Easton 10/10 Exceptional (14) "Celebrated our 33rd anniversary here and enjoyed it thoroughly. Felt pampered and welcomed. Best B&B ever! Everything from the room to the food was exceptional. Every need was anticipated and met. Looking forward to our next visit. The quintessential "living like a king" experience." [](https://www.expedia.co.uk/Easton-Hotels-Inn-At-202-Dover.h5308723.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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Kent-Island-Hotels.s50-0-d553248635077608788.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Kent-Island-Hotels.s50-0-d553248635077608788.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 Kent Island. ![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hotel Annapolis 210 Holiday Court, Annapolis, MD £88 21 Sept - 22 Sept includes taxes & fees 8.6/10 Excellent! (1,012 reviews) [](https://expedia.co.uk/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![The Westin Annapolis](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Westin Annapolis 100 Westgate Cir, Annapolis, MD £166 21 Sept - 22 Sept includes taxes & fees 8.6/10 Excellent! (1,004 reviews) [](https://expedia.co.uk/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information) ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Graduate by Hilton Annapolis 126 West St, Annapolis, MD £130 28 Sept - 29 Sept includes taxes & fees 9.2/10 Wonderful! (1,006 reviews) [](https://expedia.co.uk/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) Still don't see what you're looking for? [See all properties in Kent Island.](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F09%2F2025&endDate=21%2F09%2F2025®ionId=553248635077608788&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F09%2F2025&endDate=21%2F09%2F2025®ionId=553248635077608788&star=50&star=50&amenities=POOL)[Spa](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F09%2F2025&endDate=21%2F09%2F2025®ionId=553248635077608788&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F09%2F2025&endDate=21%2F09%2F2025®ionId=553248635077608788&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F09%2F2025&endDate=21%2F09%2F2025®ionId=553248635077608788&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=20%2F09%2F2025&endDate=21%2F09%2F2025®ionId=553248635077608788&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. Additional terms may apply. ## Learn more about Kent Island Venture to sights like Matapeake State Park and Love Point State Park as you discover Kent Island. [See all hotels in Kent Island](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-03&endDate=2025-10-04&adults=2®ionId=553248635077608788) ![](https://mediaim.expedia.com/destination/2/43a9579ca6b27aad6faa82d08f434807.jpg?impolicy=fcrop&w=899&h=675&p=1&q=high) Photo by Jennifer Crim ## Top Kent Island Hotel Reviews ## Find out more about Kent Island ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [1 Star Hotels in Eastern Maryland](https://www.expedia.co.uk/1Star-Eastern-Maryland-Hotels.s10-0-d6057488.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Isle of Wight](https://www.expedia.co.uk/1Star-Isle-Of-Wight-Hotels.s10-0-d553248635975748524.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Nottingham](https://www.expedia.co.uk/1Star-Nottingham-Baltimore-Hotels.s10-n6134119-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Central Maryland](https://www.expedia.co.uk/2Star-Central-Maryland-Hotels.s20-0-d6057492.Travel-Guide-Filter-Hotels) - 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Naval Academy](https://www.expedia.co.uk/US-Naval-Academy-Annapolis.d6077390.Attraction) - [Car hire in Alamo Rent A Car 9020 Aviation Blvd](https://www.expedia.co.uk/Alamo-Rent-A-Car-at-9020-Aviation-Blvd-Los-Angeles-California-USA.v222.Car-Rental-Guide-Location) - [Car hire Annapolis](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Annapolis.d6034082.Car-Hire-Guide) - [Car hire near Maryland](https://www.expedia.co.uk/Destinations-In-Maryland.d222.Car-Hire-Destinations) - [Express Travel Group Rental Cars in Northern Chesapeake Bay](https://www.expedia.co.uk/Express-Travel-Group-Car-Rentals-In-Northern-Chesapeake-Bay.d6051456-c1124.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Maryland](https://www.expedia.co.uk/Hertz-Destinations-In-Maryland.d222-c40.Car-Rental-Destination-Suppliers) - [Oryx Rent A Car Rental Cars in Northern Chesapeake Bay](https://www.expedia.co.uk/ORYX-Rent-A-Car-Car-Rentals-In-Northern-Chesapeake-Bay.d6051456-c1059.Car-Rental-Guide-Suppliers) - [Suv Car Hire in Maryland](https://www.expedia.co.uk/SUV-Car-Rentals-In-Maryland.d222-tSUV.Car-Rental-Destination-Class) - [Annapolis Holiday Rentals](https://www.expedia.co.uk/Annapolis-Holiday-Rentals.d6034082.Travel-Guide-HolidayRentals) - [Maryland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Maryland.d222.Holiday-Rental-Destinations) - [Things to do in Maryland](https://www.expedia.co.uk/Things-To-Do-In-Maryland.d222.Travel-Guide-Activities) - [Book 5 Star Hotels in Kent Island on Expedia.com](https://www.expedia.com/5Star-Kent-Island-Hotels.s50-0-d553248635077608788.Travel-Guide-Filter-Hotels)