Photo by Jennifer Crim

Search Villas in Kent Island

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Villas in Kent Island

No exact matches found, but these alternatives could be just right

Recommended hotels in Kent Island

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (128)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is RM526
RM729 total
includes taxes & fees
9 Dec - 10 Dec
Kent Island Resort

The Inn at Chesapeake Bay Beach Club

4.0 star property
Stevensville
9.4 out of 10, Exceptional, (429)
"Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around."
United States
Warren
The price is RM756
RM944 total
includes taxes & fees
8 Dec - 9 Dec
The Inn at Chesapeake Bay Beach Club

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1005)
"Great place!"
United States
Tawnya
The price is RM341
RM389 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Hotel Annapolis

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is RM437
RM568 total
includes taxes & fees
2 Jan - 3 Jan 2026
Rod 'N' Reel Resort

Anchored Inn at Hidden Harbour Marina

2.5 star property
Deale
9.4 out of 10, Exceptional, (470)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is RM552
RM629 total
includes taxes & fees
1 Jan - 2 Jan 2026
Anchored Inn at Hidden Harbour Marina

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
Grasonville
9.2 out of 10, Wonderful, (930)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is RM325
RM361 total
includes taxes & fees
17 Dec - 18 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG

Comfort Inn & Suites Chestertown

2.5 star property
Chestertown
8.6 out of 10, Excellent, (858)
"The room was a great size and very clean. The staff were very accommodating and friendly. The amenities were very good. We would definitely recommend this hotel. "
United States
Santa
The price is RM420
RM466 total
includes taxes & fees
25 Dec - 26 Dec
Comfort Inn & Suites Chestertown

Quality Inn

2.5 star property
Grasonville
7.8 out of 10, Good, (859)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is RM350
RM388 total
includes taxes & fees
7 Dec - 8 Dec
Quality Inn

The Lodge at Great Oak Landing

3.5 star property
Chestertown
8.0 out of 10, Very good, (76)
"Very nice rooms, "
United States
Stephania
The price is RM407
RM466 total
includes taxes & fees
7 Dec - 8 Dec
The Lodge at Great Oak Landing

Hampton Inn Easton

2.5 star property
Easton
9.0 out of 10, Wonderful, (553)
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
The price is RM460
RM506 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Easton

St Michaels Inn

2.5 star property
St. Michaels
8.2 out of 10, Very good, (1001)
"clean and comfy, friendly staff"
United States
Tamara
The price is RM458
RM503 total
includes taxes & fees
7 Dec - 8 Dec
St Michaels Inn

Knapps Narrows Marina & Inn

3.0 star property
Tilghman
9.4 out of 10, Exceptional, (359)
"Courteous and helpful staff. Comfortable, clean rooms in a beautiful setting. We enjoy our stays and always feel so welcomed!"
United States
Virginia
The price is RM412
RM453 total
includes taxes & fees
6 Dec - 7 Dec
Knapps Narrows Marina & Inn

Quality Inn

2.5 star property
Easton
7.6 out of 10, Good, (824)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
The price is RM332
RM366 total
includes taxes & fees
14 Dec - 15 Dec
Quality Inn

Wylder Tilghman Island

2.0 star property
Tilghman
8.8 out of 10, Excellent, (89)
"Very relaxing stay."
United States
Anne
The price is RM555
RM792 total
includes taxes & fees
1 Jan - 2 Jan 2026
Wylder Tilghman Island

Hilton Garden Inn Kent Island Marina

3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1002)
"Room was great! In room tub was a bit smaller than I was expecting but still quite adequate! View from room was very nice."
United States
Madeline
The price is RM425
RM471 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Kent Island Marina

Holiday Inn Express Easton by IHG

3.0 star property
Easton
9.0 out of 10, Wonderful, (593)
"We only stayed one night but it was perfect. The room was very clean, the beds were comfortable, and the staff were very nice. "
United States
Nancy
The price is RM535
RM588 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express Easton by IHG
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kent Island Hotel Reviews

Find out more about Kent Island

Kent Island Villas information

Number of reviews
10,201
Accommodation
0 Villas
Lowest Price
RM361
Highest Price
RM944

Frequently asked questions

Why book your villa in Kent Island with Expedia?
Expedia makes it easy to find your dream villa in Kent Island. Holidaying with the kids? Use our helpful filters to search for stays with perks like a pool. If you have a certain budget, choose how much you want to spend and the star rating of the property. We'll help you find the perfect place that suits your style and taste.
How can I find cheap villas in Kent Island?
A great way to compare cheap villas in Kent Island is with Expedia's user-friendly filter tool. Narrow your search results by amenities, star rating and budget to find unbeatable rates in only a click or two.