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

Kent Island Hotel Guide - Hotels with Pool in Kent Island, Maryland

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Check availability on Kent Island Hotels with Pool

Tonight
6 Sept - 7 Sept
Tomorrow
7 Sept - 8 Sept
Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept

Our top choices for Kent Island hotels with a pool

A swimming pool with lounge chairs and a pergola under a clear sky.
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.
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 personalised spa services.
€205
includes taxes & fees
8 Sept - 9 Sept
The Inn at Chesapeake Bay Beach Club
A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.
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.
A large, two-story barn-style building with a covered front porch and a garage.

2. Kent Island Resort

Kent Island Resort
Stevensville
  • Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
€201
includes taxes & fees
21 Sept - 22 Sept
Kent Island Resort
A swimming pool with a white fence, lounge chairs, and umbrellas.
Two Adirondack chairs facing a calm body of water with a clear sky above.
A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.
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.

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.
€114
includes taxes & fees
5 Oct - 6 Oct
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.
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.
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

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.
€145
includes taxes & fees
4 Oct - 5 Oct
Hyatt Place Kent Narrows & Marina
An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.
A laundry room with a stainless steel refrigerator, two white LG washing machines, and a small shelf.
A lobby with a reception desk, a clock, and a wall-mounted deer head.

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.
€111
includes taxes & fees
28 Sept - 29 Sept
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.
€140
includes taxes & fees
4 Oct - 5 Oct
Hilton Garden Inn Kent Island Marina
An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.
A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.
A modern lounge area with two grey armchairs, a round coffee table, a fireplace, and decorative shelves.
A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.

7. 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.
€105
includes taxes & fees
4 Oct - 5 Oct
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 restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.
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.

8. St Michaels Inn

St Michaels Inn
St. Michaels
  • Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
€90
includes taxes & fees
13 Sept - 14 Sept
St Michaels Inn
A swimming pool with lounge chairs and a fence.
A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.
A patio area with a stone fire pit, outdoor furniture, and a covered seating area.
A gym with treadmills, weight machines, and dumbbells.

9. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
  • Dive into summer fun at this Annapolis hotel with a seasonal outdoor pool and fitness centre.
€89
includes taxes & fees
27 Sept - 28 Sept
Sonesta ES Suites Annapolis
A rectangular pool with a no diving sign, surrounded by lounge chairs and a brick building with large windows.
A self-service beverage station with refrigerated drink dispensers and snack shelves.
A hotel room with a bed, a desk with a TV, a sofa with a red pillow, and a window with curtains.
A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.

10. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
  • Dive into poolside bliss at this hotel where summer sunshine meets relaxation.
€97
includes taxes & fees
15 Sept - 16 Sept
Hampton Inn & Suites Annapolis
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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

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

8/10 Good
"Ver nice older hotel but well maintained. Spacious rooms and good breakfast. My only complaint is that you can tell they also keep long term tenants as there were cats roaming around (which didn’t bother me but might others) and bikes/trash outside some of the rooms and plants in windows. A normal nightly rental hotel would not allow this id think so it made the atmosphere seem a lil run down even if the room was decent."
Amy 1-night trip
Posted 11 hours ago
Sonesta ES Suites Annapolis
Kent Island Resort

Kent Island Resort

8/10 Good
"We had a wonderful time at Kent Resort but there were"
Ann 2-night trip
Posted 17 hours ago
Kent Island Resort
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Rooms kept very clean and comfortable. Staff excellent, extremely friendly and helpful. Food very good and good portions."
William 3-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Annapolis

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