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
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

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.
₩273,901
₩338,187 total
includes taxes & fees
Nov 2 - Nov 3
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 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.
₩164,289
₩226,747 total
includes taxes & fees
Oct 29 - Oct 30
Kent Island Resort
A swimming pool with a white fence, lounge chairs, and umbrellas.
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.
A modern food court with a central island, various food stations, and a yogurt display.

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.
₩132,922
₩147,543 total
includes taxes & fees
Nov 15 - Nov 16
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.
An outdoor event area with round tables and a view of the water.

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.
₩204,083
₩226,532 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Place Kent Narrows & Marina
An indoor swimming pool with clear views of boats and water.
A balcony with a view of a body of water, a row of buildings, and a chair.
A patio with outdoor seating, overlooking a marina with boats.
A balcony with a view of a marina and row houses.

5. 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.
₩197,074
₩218,752 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Kent Island Marina
An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.
A hotel room with a large bed, a desk, a chair, a TV, and a window with curtains.
An outdoor patio area with picnic tables and a Samuel Adams branded umbrella.
A restaurant with a counter, seating area, and a clock on the wall.

6. 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.
₩120,677
₩133,952 total
includes taxes & fees
Nov 9 - Nov 10
Best Western Kent Narrows Inn
A spacious lobby with a staircase, a reception desk, and a dining area.
A bathroom with a green wall, a white sink, a mirror, and a towel rack.
A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.
A hotel room with a bed, a sofa, a desk, and two chairs. There are two lamps on the desk and a picture frame on the wall.

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.
₩113,588
₩126,082 total
includes taxes & fees
Nov 15 - Nov 16
Quality Inn Grasonville near Kent Island
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.
A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.
A store interior with shelves stocked with snacks, a refrigerated beverage display, and wicker baskets on a table.

8. The Westin Annapolis

The Westin Annapolis
Annapolis
  • Aquatic serenity awaits at this urban hotel with a refreshing indoor pool and full-service spa.
₩267,187
₩304,593 total
includes taxes & fees
Oct 25 - Oct 26
The Westin Annapolis
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 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.

9. 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.
₩147,692
₩168,369 total
includes taxes & fees
Oct 25 - Oct 26
Crowne Plaza Annapolis by IHG
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
A golf course with a water hazard and surrounding trees.
A room with a view of a wooden deck and a gazebo by the water.
A bedroom with a large bed, a wooden chair, a balcony with white curtains, and a view of greenery.

10. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
  • Splash into blissful leisure at this waterfront pool paradise with golf, tennis, and spa.
₩712,948
₩784,243 total
includes taxes & fees
Nov 3 - Nov 4
Inn at Perry Cabin
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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

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Clean room. Great breakfast."
Eric 2-night trip
Posted 2 days ago
Crowne Plaza Annapolis by IHG
Best Western Annapolis

Best Western Annapolis

8/10 Good
"Noisy balcony"
Larry 2-night trip
Posted 2 days ago
Best Western Annapolis
St Michaels Inn

St Michaels Inn

10/10 Excellent
"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help in a variety of ways, local auto shop, contact with a driver, fresh coffee, etc."
Mary 1-night trip
Posted 2 days ago
St Michaels Inn
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Shalinda was the most welcoming front desk staff i have ever encountered."
Dennis 5-night trip
Posted 4 days ago
Sonesta ES Suites Annapolis
Baymont by Wyndham Easton

Baymont by Wyndham Easton

10/10 Excellent
"Staff who received us was very helpful and respectful. Breakfast was great, rooms are well maintained and clean."
Edwin 1-night trip
Posted 4 days ago
Baymont by Wyndham Easton
Kent Island Resort

Kent Island Resort

10/10 Excellent
"Excellent time, loved the property and speaking with the staff who were always helpful and friendly. Our room was beautiful and just added to the experience."
Steven 2-night trip
Posted 3 weeks ago
Kent Island Resort

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