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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
This guesthouse features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
Great Family Get Away
"My family and I thoroughly enjoyed our stay. The house was clean and inviting when we arrived. My grandchildren loved the pool and hot tub. The location was also a plus. Close to a grocery store and my granddaughters favorite, Target! We also enjoy going into Annapolis. Such a quaint town.John was ..."

Reviewed on Jul 26, 2025

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Island Life! Kent Island Waterfront with Pool-Bring your boat!
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Stevensville
This vacation home features a garden, laundry facilities, and barbecue grills.
A wonderful place with great hosts
"Everything was exactly as described on the listing. It’s the perfect spot for a peaceful and relaxing getaway, all while being close to a charming town. The hosts were very pleasant and easy to communicate with. I highly recommend this place!"

Reviewed on Jul 14, 2025

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Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
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
$228 nightly
The price is $253 total per night from Aug 24 to Aug 25
$253 total
Aug 24 - Aug 25
Total includes taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this traditional hotel. Traveling on business? Take advantage of the 24-hour business ...
"The location was excellent. The room was perfect. We had a complaint about noise from our neighbor and we were moved to another room with an apology from the staff for our experience. This service was superior!! We WILL be back!!"

Reviewed on Jul 28, 2025

The 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
$155 nightly
The price is $177 total per night from Aug 17 to Aug 18
$177 total
Aug 17 - Aug 18
Total includes 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, ...
"Charming spot close to everything with excellent amenities and service."

Reviewed on Aug 4, 2025

Graduate by Hilton Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road, Annapolis, MD
Fully refundable
$97 nightly
The price is $110 total per night from Aug 14 to Aug 15
$110 total
Aug 14 - Aug 15
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot ...
"Ashley at the main desk was very helpful and pleasant."

Reviewed on Aug 5, 2025

Country Inn & Suites by Radisson, Annapolis, MD
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
$143 nightly
The price is $163 total per night from Aug 17 to Aug 18
$163 total
Aug 17 - Aug 18
Total includes 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. ...
"Excellent location for downtown and Acadamy access. Really enjoyed the history of the location and the displays. Staff was wonderful!"

Reviewed on Aug 7, 2025

Historic Inns of Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr, Edgewater, MD
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $112 total per night from Sep 7 to Sep 8
$112 total
Sep 7 - Sep 8
Total includes taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
"Great room for a great price... Very friendly staff, too."

Reviewed on Jul 17, 2025

Sonesta ES Suites Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd, Annapolis, MD
Fully refundable
$116 nightly
The price is $132 total per night from Aug 28 to Aug 29
$132 total
Aug 28 - Aug 29
Total includes 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. ...
Nice hotel, but elevators are slow!
"It was a very short stop on our way to vacation. Check-in went fine, quick and efficient. Unfortunately one of room keys did not work, so I had to head back down to get it re-programmed. This happens often, so it is not knock on the hotel. The elevators, however, are the slowest I have ever encountered ..."

Reviewed on Jul 24, 2025

Crowne Plaza Annapolis by IHG
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

2 out of 5
Stevensville
This houseboat features barbecue grills.
"Beautiful view! Could hear the tiki bar music from the top. Easy to get to woth lots of things to do nearby."

Reviewed on Jun 7, 2025

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Floating 2 bed 2 bath condo stunning views of the bay
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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 $110. 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 1,346 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

Historic Inns of Annapolis

Historic Inns of Annapolis

5 out of 5
Posted 13 hours ago
Travelocity Verified Review
"Excellent location for downtown and Acadamy access. Really enjoyed the history of the location and the displays. Staff was wonderful!"
A verified traveler stayed at Historic Inns of Annapolis
Historic Inns of Annapolis
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