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

Romantic Hotels & Resorts in Kent Island from NZ$174

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Check availability on Kent Island Romantic Hotels

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Kent Island romantic hotels

A large, two-story barn-style building with a covered front porch and a garage.
A bedroom with a large bed, a bench, a dresser, and two windows with curtains.
A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.
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.

1. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
NZ$318
includes taxes & fees
28 Oct - 29 Oct
Kent Island Resort
Three birds perched on a wooden structure by the water.
A cozy living room with a ceiling fan, a dining area with chairs and a table, and large windows offering a view of the outdoors.
KI Beach House has many Great Rooms for Mingling or just being by yourself.
A kitchen with a dining area, large windows, and a view of the outdoors.

2. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Stevensville
United States
barbara s.
NZ$2,250
includes taxes & fees
4 Oct - 5 Oct
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
A two-story house with a backyard swimming pool, surrounded by trees and a well-maintained lawn.
A two-story house with a large front porch and a covered patio area.
A kitchen with white cabinets, a central island with stools, a dining area with a table and chairs, and a view through the glass doors.
A cozy living room with a sofa, chairs, a coffee table, and a patterned rug.

3. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
Stevensville
United States
David R.
NZ$2,464
includes taxes & fees
4 Oct - 5 Oct
4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
A modern kitchen with dark cabinets, a white countertop, and a large window.
A deck with a view of a marina, including boats and docks.
A waterfront property with a dock, a covered outdoor seating area, and a building with a balcony.
A neatly made bed with white linens, two bedside lamps, a bedside table with a lamp, and a folded towel on the bed.

4. Cass-N-Reel Luxury Houseboat

Cass-N-Reel Luxury Houseboat
Grasonville
United States
Danny B.
NZ$479
includes taxes & fees
8 Oct - 9 Oct
Cass-N-Reel Luxury Houseboat
A two-story building with a covered entrance and an American flag.
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.
A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.
A hotel room with two beds, a chair, and a painting on the wall.

5. St Michaels Inn

St Michaels Inn
St. Michaels
United States
Lynn
NZ$174
includes taxes & fees
5 Oct - 6 Oct
St Michaels Inn
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.
A hotel lobby with a high ceiling, large windows, and a blue and white color scheme. Tables and chairs are arranged for dining or meetings.
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 spacious atrium with a high ceiling, skylights, and a patterned floor.

6. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
United States
princess
NZ$297
includes taxes & fees
26 Oct - 27 Oct
Graduate by Hilton Annapolis
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 store with shelves of beverages, a counter with a cash register, and baskets with items.
View from property

7. The Westin Annapolis

The Westin Annapolis
Annapolis
United States
Bobbi
NZ$403
includes taxes & fees
25 Oct - 26 Oct
The Westin Annapolis
An outdoor seating area with tables and chairs, overlooking a body of water and greenery.
A spacious indoor dining area with large windows, tables, and chairs.
A large building with a swimming pool, dock, and green surroundings.
A waterfront property with a dock, a sailboat, and a building with a red roof.

8. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
United States
William
NZ$361
includes taxes & fees
5 Oct - 6 Oct
The Tilghman Island Inn
A room with a view of a wooden deck and a gazebo by the water.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
A golf course with a water hazard and surrounding trees.
A hotel room with a large bed, a chair, a desk, and a television.

9. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
NZ$1,007
includes taxes & fees
26 Oct - 27 Oct
Inn at Perry Cabin
A white two-story building with a central entrance, a staircase, and a small garden area.
A table with a champagne bottle and glasses, a lamp, and a window with blinds.
A bookshelf with books, decorative items, and a fireplace.
A couple standing in front of a black wooden building with white-framed windows.

10. 134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
Annapolis
United States
Chris
NZ$432
includes taxes & fees
4 Oct - 5 Oct
134 Prince - Luxury Boutique Hotel
View all properties

Top Kent Island Hotel Reviews

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Late night manager was extremely helpful!"
Rodney 1-night trip
Posted 8 hours ago
St Michaels Inn
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Loved how the room was decorated and the atrium!"
Genevieve 2-night trip
Posted 12 hours ago
Graduate by Hilton Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"The staff was welcoming and very pleasant at check in. I was able to park my car next to my room so i did not have to walk a lot together to my room. The room and amenities at this hotel is amazing! Full kitchen! Easy accred walking path to the breakfast buffet. The breakfast was excellent with healthy choices . I enjoyed my stay!!"
Esther 1-night trip
Posted 1 day ago
Sonesta ES Suites Annapolis
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Excellent location. Marriott has renovated the bar downstairs; one side is a Mexican restaurant and the other is Italian. Both have great food and service."
Tammy 2-night trip
Posted 3 days ago
Annapolis Waterfront Hotel, Autograph Collection
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 9 days ago
Kent Island Resort
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 10 days ago
Best Western Annapolis
The Westin Annapolis

The Westin Annapolis

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

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