Book Hotels in Kent Island, MD

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Top Kent Island hotels

Island Life! Kent Island Waterfront with Pool-Bring your boat!

Island Life! Kent Island Waterfront with Pool-Bring your boat!

Stevensville MD
This guesthouse features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
"We really enjoyed our stay at this spot while visiting our son for Plebe Parents Weekend at USNA. Had plenty of space to relax and unwind and communication was great throughout. One thing that wasn't as clear until arrival was that this is a guest house above garage next to main house where owner ..."

Reviewed on Aug 11, 2026

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Opens in a new windowIsland Life! Kent Island Waterfront with Pool-Bring your boat!
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4 out of 5
180 Pier One Road Stevensville MD
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $265 total per night from Aug 31 to Sep 1
$265 total
Aug 31 - Sep 1
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this traditional hotel. Enjoy the seasonal outdoor pool and perks like free self parking ...
"Great property! Honestly never disappoints"

Reviewed on Aug 12, 2026

Opens in a new windowThe Inn at Chesapeake Bay Beach Club
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $149 total per night from Aug 23 to Aug 24
$149 total
Aug 23 - Aug 24
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, ...
"The Graduate was extremely convenient to stay. Our son just completed Plebe summer and it was close to the Academy. Parking was included and easy to get in and out of. We had the Presidential Suite, with living room and a deck. We were able to let him relax.. The room was very clean, quiet and the ..."

Reviewed on Aug 14, 2026

Opens in a new windowGraduate by Hilton Annapolis
Kent Island Resort

Kent Island Resort

3.5 out of 5
500 Kent Manor Dr Stevensville MD
$189 nightly
The price is $206 total per night from Sep 10 to Sep 11
$206 total
Sep 10 - Sep 11
Total with taxes and fees
An outdoor pool, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a lobby fireplace ...
"Room was beautiful. Staff was exceptionally helpful and we're thankful for that."

Reviewed on Aug 13, 2026

Opens in a new windowKent Island Resort
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Fully refundable
$98 nightly
The price is $112 total per night from Sep 13 to Sep 14
$112 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Everything was great except the pool and hot tub closed. In the summer !!!"

Reviewed on Aug 13, 2026

Opens in a new windowCrowne Plaza Annapolis by IHG
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $228 total per night from Aug 23 to Aug 24
$228 total
Aug 23 - Aug 24
Total with taxes and fees
A marina, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Make the most of the 24-hour gym and seasonal outdoor pool, and relax ...
"Our stay was Mon-Thurs we enjoyed it very much but not alot to offer the days we were there, plus each restaurant were out of alcohol listed on the happy hour special menu they hand you at the bar, out of coffee creamer, stupid things like that. The guy at the desk was not the friendliest at ..."

Reviewed on Aug 13, 2026

Opens in a new windowRod 'N' Reel Resort
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

Stevensville MD
This houseboat features barbecue grills.
"Hands down the BEST experience I’ve had with VRBO! Kate was prompt with her communication and the boat was absolutely as she described! We are very much looking forward to going back!"

Reviewed on May 21, 2026

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Opens in a new windowFloating 2 bed 2 bath condo stunning views of the bay
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $111 total per night from Aug 30 to Aug 31
$111 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
Opens in a new windowDoubleTree by Hilton Hotel Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $150 total per night from Aug 20 to Aug 21
$150 total
Aug 20 - Aug 21
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. ...
Opens in a new windowHistoric Inns of Annapolis
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See all available properties in Kent Island
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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.

Frequently asked questions

What are the top kid-friendly hotels in Kent Island?
Take some of the trials out of traveling with young ones by opting for a family-friendly Kent Island hotel. From useful amenities to extra-helpful services, these properties feature perks that'll make your trip run smoothly: Settle in at ❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️. It comes with a king bed, clothes washing facilities and a knack for making families feel at home. Otherwise, spend your nights in Kent Island at LUXURY VILLA IN KENT ISLAND-SLEEPS 10-12. Take advantage of a king bed, pet-friendly facilities and more here.
Where can I find cheap hotels in Kent Island?
At Travelocity you'll find really nice hotels in Kent Island at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Kent Island rather than in Kent Island. We may find you even better rates, too.
How do I find the best Kent Island hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Kent Island then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Kent Island?
The cheapest hotel in Kent Island is $111. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Kent Island?
There are 1,310 hotels in Kent Island on Travelocity.
What are the best hotels in Kent Island?
Kent Island has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Kent Island for you!
When is the best time to visit Kent Island?
If you want the joy of a fun-filled trip in peak season, visit Kent Island during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, October and December.
When is the cheapest time to stay in Kent Island?
Based on historic data is usually the cheapest month to visit Kent Island. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Kent Island?
There are multiple hotels in Kent Island that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Kent Island. We have plenty of kid-friendly hotels in Kent Island to choose from on Travelocity!
Why book a hotel in Kent Island through Travelocity?
Because we have the top hotels in Kent Island! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Kent Island on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Kent Island hotel reviews by fellow wanderers

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"The Graduate was extremely convenient to stay. Our son just completed Plebe summer and it was close to the Academy. Parking was included and easy to get in and out of. We had the Presidential Suite, with living room and a deck. We were able to let him relax.. The room was very clean, quiet and the staff was very helpful. It is a short walk or take the shuttle to the City Dock. I would stay there again in a second"
A verified traveler stayed at Graduate by Hilton Annapolis
Graduate by Hilton Annapolis

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