Photo by Jennifer Crim

Kent Island 4 Stars Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Kent Island 4 Star Hotels

Top Kent Island 4 Stars Hotels

Graduate by Hilton Annapolis
Enjoy serene sailing and stunning views of the marina, surrounded by historic landmarks.

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1000)
"Charming spot close to everything with excellent amenities and service. "
The price is HK$1,217
HK$1,387 total
includes taxes & fees
17 Aug - 18 Aug
Graduate by Hilton Annapolis
The Westin Annapolis
Experience the grandeur of this classic hotel, featuring a symmetrical facade with a central entrance and evenly spaced windows.

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1003)
"The Hotel was very clean and convenient to everything that we wanted to do!!!!"
The price is HK$1,248
HK$1,423 total
includes taxes & fees
24 Aug - 25 Aug
The Westin Annapolis
Annapolis Waterfront Hotel, Autograph Collection
Relax in this serene room with a large bed, a comfortable armchair, and a floor lamp, offering a view of the nearby water.

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (853)
" Very clean, spacious room, friendly staff"
The price is HK$1,862
HK$2,122 total
includes taxes & fees
17 Aug - 18 Aug
Annapolis Waterfront Hotel, Autograph Collection
DoubleTree by Hilton Hotel Annapolis
Welcome to DoubleTree by Hilton, featuring a traditional brick facade and a distinctive peaked roof.

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1001)
"The Double Tree was a great place to stay! Great location amd the staff are very pleasant and helpful! "
The price is HK$774
HK$882 total
includes taxes & fees
17 Aug - 18 Aug
DoubleTree by Hilton Hotel Annapolis
Rod 'N' Reel Resort
Enjoy the serene waterfront view from this deck, featuring a picnic table and two Adirondack chairs.

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1003)
"Great place to stay."
The price is HK$1,053
HK$1,325 total
includes taxes & fees
10 Aug - 11 Aug
Rod 'N' Reel Resort
The Inn at Chesapeake Bay Beach Club
Welcome to our hotel, featuring a modern entrance with a covered area and lush greenery.

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (406)
"Staff was very polite and friendly. "
The price is HK$1,609
HK$1,986 total
includes taxes & fees
24 Aug - 25 Aug
The Inn at Chesapeake Bay Beach Club
The Oaks Waterfront
Stately home with a central entrance and two wings, set amidst manicured lawns and shaded by trees.

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (33)
"Loved the Oaks! Fabulous accommodations and excellent staff"
The price is HK$3,243
HK$3,567 total
includes taxes & fees
10 Aug - 11 Aug
The Oaks Waterfront
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Kent Island.
Inn at Perry Cabin

Inn at Perry Cabin

308 Watkins Ln, St. Michaels, MD
The price is HK$4,486 per night from 7 Sept to 8 Sept
HK$4,486
HK$5,428 total
7 Sept - 8 Sept
includes taxes & fees
9.4/10 Exceptional! (356 reviews)
Still don't see what you're looking for?
See all properties in Kent Island.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Learn more about Kent Island

Cross the Chesapeake Bay Bridge to discover Kent Island's scenic waterfront and fresh seafood restaurants. Kayak through tranquil creeks, cycle the Cross Island Trail, or visit historic Stevensville for a taste of Eastern Shore charm.

See all hotels in Kent Island
Photo by Jennifer Crim
Open Photo by Jennifer Crim

Top Kent Island Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"This hotel is great. Good location accommodations are beautiful. The only thing they lack is a coffee maker in the room."
william 2-night trip
Posted 2 days ago
Graduate by Hilton Annapolis