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

Find Hotels with a Pool in Kent Island, MD

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Check availability on Kent Island Hotels with a Pool

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Kent Island hotels with a pool

A swimming pool with lounge chairs and a pergola under a clear sky.
A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.
A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

1. The Inn at Chesapeake Bay Beach Club

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.
₩256,275
₩318,555 total
includes taxes & fees
Sep 28 - Sep 29
The Inn at Chesapeake Bay Beach Club
A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.
A covered porch with white railings and a table with chairs.
A bedroom with a large bed, a bench, a dresser, and two windows with curtains.
A dining room with a round table set for six, surrounded by wooden chairs. A fireplace with ornate details is visible, and a large mirror hangs above it.

2. Kent Island Resort

Kent Island Resort
Stevensville
  • Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
₩215,995
₩285,355 total
includes taxes & fees
Sep 24 - Sep 25
Kent Island Resort
A swimming pool with a white fence, lounge chairs, and umbrellas.
A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.
A modern food court with a central island, various food stations, and a yogurt display.
A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

3. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
  • Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.
₩170,180
₩188,900 total
includes taxes & fees
Oct 5 - Oct 6
Holiday Inn Express Annapolis East-Kent Island by IHG
A pool area with lounge chairs, a pool, and large windows offering a view of the sunset.
An outdoor event area with round tables and a view of the water.
A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.
A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.

4. Hyatt Place Kent Narrows & Marina

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.
₩203,680
₩226,085 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Place Kent Narrows & Marina
An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.
A bathroom with a shower, toilet, and a wheelchair-accessible chair.
A laundry room with a stainless steel refrigerator, two white LG washing machines, and a small shelf.

5. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
  • Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
₩155,882
₩173,029 total
includes taxes & fees
Sep 28 - Sep 29
Best Western Kent Narrows Inn
An indoor swimming pool with clear views of boats and water.
A balcony with a view of a marina and row houses.
A patio with outdoor seating, overlooking a marina with boats.
A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.

6. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
  • Dive into ultimate bay views with serene indoor pool sessions at this waterfront hotel.
₩196,685
₩218,321 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Garden Inn Kent Island Marina
A spacious lobby with a staircase, a reception desk, and a dining area.
A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.
A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.
A bathroom with a green wall, a white sink, a mirror, and a towel rack.

7. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
  • Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.
₩134,000
₩148,740 total
includes taxes & fees
Oct 5 - Oct 6
Quality Inn Grasonville near Kent Island
An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.
A multi-story hotel with a brick facade, large windows, and an American flag.
A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.
A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.

8. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
  • Indoor aquatic retreat offers year-round poolside luxury in Annapolis near shopping and dining.
₩147,400
₩168,036 total
includes taxes & fees
Sep 27 - Sep 28
Crowne Plaza Annapolis by IHG
A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.
A hotel room with two beds, a chair, and a painting on the wall.
A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

9. St Michaels Inn

St Michaels Inn
St. Michaels
  • Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
₩126,630
₩139,293 total
includes taxes & fees
Sep 13 - Sep 14
St Michaels Inn
A swimming pool with lounge chairs and a fence.
A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.
A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.
A gym with treadmills, weight machines, and dumbbells.

10. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
  • Dive into summer fun at this Annapolis hotel with a seasonal outdoor pool and fitness center.
₩122,008
₩139,090 total
includes taxes & fees
Sep 29 - Sep 30
Sonesta ES Suites Annapolis
View all properties

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

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Kent Island Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Great location"
Boryana 1-night trip
Posted 3 hours ago
Graduate by Hilton Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

8/10 Good
"Our extended family had 7 rooms booked for a 4 day weekend wedding and we were all separated in different buildings. It would have been nice to have them in same area. Because we were there several days we ran out of several things such as towels, paper towels, and coffee packets for our room. I was surprised they didn't replenish any of this without having to get them ourselves. They also do not come and remove garbage or offer new sheets. The rooms were nice and spacious and the staff was friendly."
Julie 1-night trip
Posted 11 hours ago
Sonesta ES Suites Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"EVERYTHING WAS GREAT, NICE RELAXING STAY!!!"
Tony 1-night trip
Posted 13 hours ago
Rod 'N' Reel Resort
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Convenient, personable staff, comfortable & clean room."
Kevin 1-night trip
Posted 13 hours ago
DoubleTree by Hilton Hotel Annapolis
St Michaels Inn

St Michaels Inn

8/10 Good
"The staff was very welcoming"
ANA CAROLINA 1-night trip
Posted 18 hours ago
St Michaels Inn
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

8/10 Good
"Nice location to get to the Maryland REN Faire, Annapolis and multiple restaurants and shopping opportunities"
joe 3-night trip
Posted 2 days ago
Courtyard by Marriott Annapolis
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"It’s so lovely and elegant I almost don’t want to tell people it’s there. Stunning, perfect in every way."
Susan 1-night trip
Posted 2 days ago
Inn at Perry Cabin
Kent Island Resort

Kent Island Resort

10/10 Excellent
"Just a wonderful place, we had an amazing stay!"
Bethany 1-night trip
Posted 4 days ago
Kent Island Resort

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