Book Kent Island hotels

Name: Hilton Garden Inn Annapolis Downtown
Price range: AU$152

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Kent Island

28 Dec - 29 Dec

Tonight

29 Dec - 30 Dec

Tomorrow night

Cheap Kent Island hotels

The Inn at Chesapeake Bay Beach Club

180 Pier One Road Stevensville MD

Fully refundableReserve now, pay when you stay

AU$311

4 Jan - 5 Jan 2026

includes taxes & fees

With a stay at The Inn at Chesapeake Bay Beach Club in Stevensville, you'll be within a 10-minute walk of Chesapeake Bay and Northern Chesapeake Bay.

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

Stevensville MD

Located in Stevensville, this vacation home is by the sea, within a 10-minute drive of Matapeake State Park and Chesapeake Bay.

Get rates

Floating 2 bed 2 bath condo stunning views of the bay

Stevensville MD

When you a stay at this houseboat in Stevensville, you'll be on the beach, just steps from Chesapeake Bay and Northern Chesapeake Bay.

Get rates

Save an average of 15% on thousands of hotels when you're signed in

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

stevensville MD

Located in Stevensville, this vacation home is on the waterfront, within a 5-minute drive of Love Point State Park and Chesapeake Bay.

Get rates

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

Fully refundableReserve now, pay when you stay

AU$127

4 Jan - 5 Jan 2026

includes taxes & fees

With a stay at DoubleTree by Hilton Hotel Annapolis in Annapolis, you'll be in the business district, within a 5-minute drive of U.S. Naval Academy and The Kunta ...

Historic Inns of Annapolis

58 State Circle Annapolis MD

Fully refundableReserve now, pay when you stay

With a stay at Historic Inns of Annapolis, you'll be centrally located in Annapolis, steps from The Colonial Players and Thurgood Marshall Memorial.

Get rates

Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis MD

Fully refundable

AU$180

25 Jan - 26 Jan 2026

includes taxes & fees

Located in Annapolis, Crowne Plaza Annapolis by IHG is a 4-minute walk from Westfield Annapolis Mall and 14 minutes by foot from Anne Arundel Medical ...

Graduate by Hilton Annapolis

126 West St Annapolis MD

Fully refundableReserve now, pay when you stay

AU$256

4 Jan - 5 Jan 2026

includes taxes & fees

With a stay at Graduate by Hilton Annapolis, you'll be centrally located in Annapolis, within a 5-minute drive of U.S. Naval Academy and Annapolis Civil Rights ...

Hilton Garden Inn Annapolis Downtown

174 West Street Annapolis MD

Fully refundableReserve now, pay when you stay

AU$152

11 Jan - 12 Jan 2026

includes taxes & fees

With a stay at Hilton Garden Inn Annapolis Downtown, you'll be centrally located in Annapolis, within a 5-minute drive of U.S. Naval Academy and Annapolis Civil ...

Don't see what you're looking for?

See all available properties in Kent Island

View all properties

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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.

Kent Island hotels essential information

Accommodation	1,301 hotels
Lowest Price	AU$127
Highest Price	AU$311
Popular hotels	The Inn at Chesapeake Bay Beach Club, Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. , Floating 2 bed 2 bath condo stunning views of the bay , 240' Private Beachfront @Kent Island Love Point - Great for Large Groups, DoubleTree by Hilton Hotel Annapolis, Historic Inns of Annapolis, Crowne Plaza Annapolis by IHG, Graduate by Hilton Annapolis, Hilton Garden Inn Annapolis Downtown