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

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Kent Island hotels with a pool

A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.

1. Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (188 reviews)
  • cleanliness
    Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
The price is €151
includes taxes & fees
17 Nov - 18 Nov
Kent Island Resort
A swimming pool with lounge chairs and a pergola under a clear sky.

2. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (504 reviews)
  • cleanliness
    Dive into summer luxury at this Eastern Shore retreat with a seasonal outdoor pool and personalised spa services.
The price is €235
includes taxes & fees
15 Nov - 16 Nov
The Inn at Chesapeake Bay Beach Club
A swimming pool with lounge chairs and umbrellas, surrounded by a white fence.

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

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.
The price is €104
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express Annapolis East-Kent Island by IHG
A balcony with a view of a body of water, a row of buildings, and a chair.

4. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Dive into ultimate bay views with serene indoor pool sessions at this waterfront hotel.
The price is €130
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Kent Island Marina
An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.

5. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,004 reviews)
  • cleanliness
    Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
The price is €89
includes taxes & fees
8 Nov - 9 Nov
Best Western Kent Narrows Inn
A pool area with lounge chairs, a pool, and large windows offering a view of the sunset.

6. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (847 reviews)
  • cleanliness
    Scenic waters beckon at this island escape with a relaxing indoor pool and waterfront deck for breathtaking sunset views.
The price is €151
includes taxes & fees
1 Nov - 2 Nov
Hyatt Place Kent Narrows & Marina
A hotel room with a sofa, armchairs, a TV, a bed, and a large window.

7. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (999 reviews)
  • cleanliness
    Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.
The price is €83
includes taxes & fees
22 Nov - 23 Nov
Quality Inn Grasonville near Kent Island
A two-story building with a covered entrance and an American flag.

8. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,012 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is €79
includes taxes & fees
1 Nov - 2 Nov
St Michaels Inn
A swimming pool with a clear blue water, surrounded by lounge chairs and a glass wall.

9. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,006 reviews)
  • cleanliness
    Indoor aquatic retreat offers year-round poolside luxury in Annapolis near shopping and dining.
The price is €101
includes taxes & fees
24 Nov - 25 Nov
Crowne Plaza Annapolis by IHG
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

10. The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Aquatic serenity awaits at this urban hotel with a refreshing indoor pool and full-service spa.
The price is €172
includes taxes & fees
22 Nov - 23 Nov
The Westin Annapolis
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.
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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

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Breakfast was great"
ran 2-night trip
Posted 3 hours ago
Country Inn & Suites by Radisson, Annapolis, MD

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