The Best Hotels with a Pool in Kent Island, MD from NT$3,582 in 2026

A coastal town with a marina, a bridge, and a highway.

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Our top choices for Kent Island hotels with a pool

The Inn at Chesapeake Bay Beach Club

Stevensville

Dive into summer luxury at this Eastern Shore retreat with a seasonal outdoor pool and personalized spa services.

NT$9,259 total

includes taxes & fees

Aug 2 - Aug 3

Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers

Kent Island Resort

Stevensville

Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.

NT$6,357 total

includes taxes & fees

Aug 10 - Aug 11

Hyatt Place Kent Narrows & Marina

Grasonville

Scenic waters beckon at this island escape with a relaxing indoor pool and waterfront deck for breathtaking sunset views.

NT$6,101 total

includes taxes & fees

Aug 10 - Aug 11

Indoor pool, open 5 AM to 11 PM, sun loungers

Hilton Garden Inn Kent Island Marina

Grasonville

Dive into ultimate bay views with serene indoor pool sessions at this waterfront hotel.

NT$5,899 total

includes taxes & fees

Aug 2 - Aug 3

Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, sun loungers

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.

NT$3,677 total

includes taxes & fees

Aug 11 - Aug 12

Best Western Kent Narrows Inn

Grasonville

Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.

NT$4,326 total

includes taxes & fees

Aug 9 - Aug 10

Quality Inn Grasonville near Kent Island

Grasonville

Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.

NT$3,582 total

includes taxes & fees

Aug 16 - Aug 17

SpringHill Suites by Marriott Annapolis

Annapolis

Splash into serenity with a revitalizing indoor pool escape at this newly remodeled Annapolis hotel.

NT$4,746 total

includes taxes & fees

Jul 26 - Jul 27

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Choose what matters most at hotels with a pool in Kent Island

Breakfast included

4 stars

Top Kent Island Hotel Reviews

Inn at Perry Cabin

10/10 Excellent

"Beautiful property, very well maintained. Dinner and Brunch at Stars were both very good. We loved being by the boats. Staff was accommodating when I had to do a zoom call on the morning of departure and found me a quiet private spot. Short walk to the Maritime Museum which was worth going to learn about the Eastern Shore. Short walk to town to pick up some needed items at the local pharmacy and on the way back stopped at the olive oil store and bought a couple of interesting bottles. Would have like to check out the SPA, but we decided on Friday to spend Saturday and Sunday nights and they were booked. The staff was generally friendly. It was expensive per night. But for clean and beautiful grounds, a clean room, friendly staff, and views from our room and from the restaurants that included water and boats, I felt it was worth it for our spontaneous road trip from the Philly suburb. We would come back and this time book a sailing activity and a massage. Notes: The big Samsung TV was nice but doesn't allow streaming from my phones and so we had to watch our show on my laptop. Room #2 was great in that it was in the main lodge next to the restaurant and a across from the bar which was very noisy at times. We didn't mind for 2 days, we enjoyed the convenience and drowned at noisy with a sound machine. If we were there for longer, the noise may have gotten old. In summary, we liked it and would visit again."