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

Luxury Hotels & Resorts in Kent Island from AU$131

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Check availability on Kent Island Luxury Hotels

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 luxury hotels

1. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
AU$330
includes taxes & fees
9 Sept - 10 Sept
The Inn at Chesapeake Bay Beach Club

2. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
AU$341
includes taxes & fees
4 Oct - 5 Oct
Annapolis Waterfront Hotel, Autograph Collection

3. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
  • Upscale Annapolis retreat offers nautical elegance with Egyptian cotton linens and pillowtop beds.
AU$245
includes taxes & fees
1 Oct - 2 Oct
Graduate by Hilton Annapolis

4. The Westin Annapolis

The Westin Annapolis
Annapolis
  • Historic district hotel blends Beaux Arts elegance with spa luxury, featuring lavish treatments near Annapolis attractions.
AU$283
includes taxes & fees
13 Sept - 14 Sept
The Westin Annapolis

5. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
  • Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.
AU$921
includes taxes & fees
29 Sept - 30 Sept
Inn at Perry Cabin

6. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
AU$131
includes taxes & fees
27 Sept - 28 Sept
DoubleTree by Hilton Hotel Annapolis

7. The Oaks Waterfront

The Oaks Waterfront
Easton
AU$672
includes taxes & fees
7 Sept - 8 Sept
The Oaks Waterfront

8. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
  • Indulge in beachside luxury at this 5-star estate featuring a seasonal outdoor pool, private balconies, and Italian Frette sheets.
AU$609
includes taxes & fees
8 Sept - 9 Sept
The Inn at Tacaro Estate

9. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
AU$253
includes taxes & fees
7 Oct - 8 Oct
Rod 'N' Reel Resort
View all properties

Find out more about Kent Island

Kent Islandand its attractions for luxury travelers

Kent Island, located in the picturesque Chesapeake Bay, is a hidden gem for luxury travellers seeking both relaxation and adventure. Start your journey at the historic Chesapeake Bay Maritime Museum, where you can immerse yourself in the rich maritime heritage with stunning exhibits and scenic views of the bay. For a taste of the local flavour, indulge in gourmet dining at the iconic Fisherman’s Inn, renowned for its fresh seafood and elegant waterfront setting. If you’re in the mood for outdoor fun, the serene Kent Island State Park offers extensive trails for hiking and cycling, with opportunities for bird watching in its lush surroundings. Don't miss a sunset cruise on the bay, where you can sip fine wine while taking in the breathtaking skyline views of the water. For an exceptional stay, the luxurious Hyatt Regency Chesapeake Bay is a prime choice, with a full-service spa, golf course, and exquisite dining options, making it the perfect base for exploring Kent Island's charm. Here, attentive staff ensure a pampered experience, catering to your every need while you relax and enjoy the high-end amenities.

Top Kent Island Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"The service at this property was top-notch! We enjoyed the pool and really appreciated the shuttle service! The location was perfect and the room was quiet and comfortable."
Elisa 2-night trip
Posted 1 hour ago
DoubleTree by Hilton Hotel Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

8/10 Good
"Fantastic location. Clean room with comfortable beds and powerful AC. Liked the history of the building. We were able to consistently get parking on the street near the hotel, which was great. The only real con was that we discovered upon reaching our room that we didn't have an exterior window--our two "windows" looked over the covered event area, which had pretty lights but was nonetheless an interior hallway, so no outside view. There were also a couple hiccups with the bathroom, one being that the glass shelf was falling down, and the other being that we were consistently given two towels even though we had four people on the reservation. But overall we were happy with our stay and appreciated being in a historic building in such a great location."
Robyn 3-night trip
Posted 14 hours ago
Historic Inns of Annapolis
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent
"..........................."
Robert 2-night trip
Posted 2 days ago
Holiday Inn Express & Suites Annapolis by IHG

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