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

Luxury Hotels & Resorts in Kent Island from NZ$159

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Check availability on Kent Island Luxury Hotels

Tonight
25 Sept - 26 Sept
Tomorrow
26 Sept - 27 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Kent Island luxury hotels

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 spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.
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
NZ$420
includes taxes & fees
19 Oct - 20 Oct
The Inn at Chesapeake Bay Beach Club
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.
A restaurant with wooden tables and chairs, a bar area, and a tiled floor.
A modern living room with a sofa, armchairs, a coffee table, and a fireplace.
A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.

2. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
NZ$195
includes taxes & fees
29 Sept - 30 Sept
DoubleTree by Hilton Hotel Annapolis
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.
A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.
A store with shelves of beverages, a counter with a cash register, and baskets with items.

3. The Westin Annapolis

The Westin Annapolis
Annapolis
  • Historic district hotel blends Beaux Arts elegance with spa luxury, featuring lavish treatments near Annapolis attractions.
NZ$360
includes taxes & fees
27 Sept - 28 Sept
The Westin Annapolis
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.
A spacious atrium with a high ceiling, skylights, and a patterned floor.
A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.
A bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.

4. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
  • Upscale Annapolis retreat offers nautical elegance with Egyptian cotton linens and pillowtop beds.
NZ$295
includes taxes & fees
27 Sept - 28 Sept
Graduate by Hilton Annapolis
A balcony with a table set for two, overlooking a marina with boats.
A hotel room with a large bed, a chair, a small table, and a view of a body of water.
The exterior of the Annapolis Waterfront Hotel with a clear entrance, large windows, and a bench outside.
A waterfront area with boats docked, a clear sky, and buildings in the background.

5. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
NZ$512
includes taxes & fees
12 Oct - 13 Oct
Annapolis Waterfront Hotel, Autograph Collection
A room with a view of a wooden deck and a gazebo by the water.
A hotel room with a large bed, a chair, a desk, and a television.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

6. 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.
NZ$997
includes taxes & fees
26 Oct - 27 Oct
Inn at Perry Cabin
A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.
A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.
A bar area with multiple screens displaying sports content, a high ceiling with geometric patterns, and a view of the outside through large windows.
A modern bar area with a long counter and multiple bar stools.

7. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
NZ$264
includes taxes & fees
14 Oct - 15 Oct
Rod 'N' Reel Resort
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.
A white colonial-style house with a covered porch, brick steps, and outdoor seating.
A wooden console table with framed floral artwork, two lamps, and two ottomans.

8. The Oaks Waterfront

The Oaks Waterfront
Easton
NZ$853
includes taxes & fees
27 Sept - 28 Sept
The Oaks Waterfront
A hot tub in a grassy area with a building in the background.
A pool with two Adirondack chairs and a basket of items on the grass.
A cozy room with a brick fireplace, leather armchairs, and a rustic wooden table.
A room with a tufted armchair, a vase with white flowers, and a window with a view of the outdoors.

9. 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.
NZ$788
includes taxes & fees
27 Sept - 28 Sept
The Inn at Tacaro Estate
View all properties

Top Kent Island Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"I liked the staff!"
Elliott 1-night trip
Posted 4 hours ago
DoubleTree by Hilton Hotel Annapolis
Best Western Annapolis

Best Western Annapolis

10/10 Excellent
"The room was clean and well maintained. The lobby was pleasant, and the staff was friendly and attentive. The breakfast was excellent for this price point, with a wide selection of hot and cold items."
William 1-night trip
Posted 3 days ago
Best Western Annapolis
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Only used the valet parking."
Catherine 2-night trip
Posted 3 days ago
The Westin Annapolis

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