Beautiful summer sunset over the Chesapeake bay.

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Our top choices for Kent Island 5-star hotels

Breakfast, lunch, dinner served; sea views

Inn at Perry Cabin

Downtown St. Michaels

Ellen

₹51,749 total

includes taxes & fees

24 Jan - 25 Jan

Seasonal outdoor pool, pool umbrellas, pool loungers

The Inn at Tacaro Estate

Tracys Landing

Todd

Inn at 202 Dover

Easton

James

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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

210 Holiday Court Annapolis MD

₹6,843

₹7,801 total

8 Feb - 9 Feb

includes taxes & fees

8.6/10 Excellent! (1,003 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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

Cross the Chesapeake Bay Bridge to discover Kent Island's scenic waterfront and fresh seafood restaurants. Kayak through tranquil creeks, cycle the Cross Island Trail, or visit historic Stevensville for a taste of Eastern Shore charm.

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Stay in Luxury: 5 Star Hotels in Kent Island

There's nothing wrong with enjoying the finer things in life. Indulge your every desire on your upcoming leisure time. Treat yourself with a stay in a 5-star hotel during your Kent Island trip. You'll join the multitudes of holidaymakers who have made Kent Island so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in Kent Island and indulge in the finer things in life for a while.

5-Star Hotels in Kent Island

You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, luxurious bedding, and deeply relaxing spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A body scrub that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs.

But you aren't going to spend your entire holiday in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Kent Island are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Kent Island 5-star hotels are the place to be when you book your next holiday. If you've been dreaming about a holiday set here, then go ahead and book it. It's time to plan your next great escape -- this is a great time to find 5-star hotel deals in Kent Island! Choose one of our Kent Island 5-star hotels today and soothe yourself in luxe surroundings at your convenience.

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