Check prices for these dates

Tonight

Nov 15 - Nov 16

Tomorrow

Nov 16 - Nov 17

Next weekend

Nov 20 - Nov 22

In two weeks

Nov 27 - Nov 29

Our top choices for Rockland Key hotels

A beachside dining area with thatched umbrellas, white plastic chairs, and tables.

1. Sugar Loaf Lodge

Summerland Key

David

$99 nightly

Nov 30 - Dec 1

Total with taxes and fees

A swimming pool with lounge chairs and palm trees, surrounded by a paved area.

2. The Perry Hotel & Marina Key West

Stock Island

Dharmesh Raju

$156 nightly

Nov 29 - Nov 30

Total with taxes and fees

A marina with boats docked, a pool area, and a building with a white facade.

3. Hilton Key West Resort & Marina

Stock Island

Kevin

$187 nightly

Nov 18 - Nov 19

Total with taxes and fees

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

4. Hampton Inn Key West FL

Key West

John

$154 nightly

Nov 17 - Nov 18

Total with taxes and fees

A swimming pool with lounge chairs and palm trees.

5. Hilton Garden Inn Key West / The Keys Collection

New Town

Darlene

$156 nightly

Dec 1 - Dec 2

Total with taxes and fees

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

6. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

New Town

Sandra

$159 nightly

Nov 29 - Nov 30

Total with taxes and fees

A covered outdoor area with a round table and wicker chairs, overlooking a pool and palm trees.

7. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Christine A

$192 nightly

Nov 30 - Dec 1

Total with taxes and fees

A pool area with lounge chairs and gazebos, surrounded by palm trees.

8. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Wendi

$165 nightly

Nov 29 - Nov 30

Total with taxes and fees

A covered outdoor area with wooden tables and chairs, a view of the water, and a wooden deck with railings.

9. Courtyard by Marriott Key West Waterfront

Northside Resort

Patrick

$169 nightly

Nov 29 - Nov 30

Total with taxes and fees

A hotel with a swimming pool, sun loungers, and palm trees.

10. Blue Flamingo Resort Key West

New Town

Sigrid A

$175 nightly

Nov 16 - Nov 17

Total with taxes and fees

A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

11. Parrot Key Hotel & Villas

Northside Resort

Chanele

$191 nightly

Nov 29 - Nov 30

Total with taxes and fees

A resort pool with clear blue water, surrounded by palm trees and lounge chairs.

12. Havana Cabana at Key West

New Town

Robert

$171 nightly

Dec 1 - Dec 2

Total with taxes and fees

A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

13. The Laureate Key West

New Town

Eileen

$184 nightly

Nov 16 - Nov 17

Total with taxes and fees

A resort with a pool leading to a beach, surrounded by palm trees and white buildings.

14. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Holly E

$287 nightly

Nov 23 - Nov 24

Total with taxes and fees

Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

15. Hyatt Vacation Club at Beach House, Key West

Key West

Joshua

$231 nightly

Dec 16 - Dec 17

Total with taxes and fees

A white decorative sculpture in a garden area with a white fence and a building in the background.

16. Southwinds Motel

Old Town Key West

becky

$184 nightly

Dec 1 - Dec 2

Total with taxes and fees

A beach setting with a wicker lounge chair, two umbrellas, and a wooden structure in the background.

17. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Andrzej

$289 nightly

Dec 13 - Dec 14

Total with taxes and fees

A covered porch with a wooden deck, a white door with glass panels, and a sign reading "Hemingway Way".

18. Authors of Key West Guest House

Key West Historic District

Perry

$139 nightly

Nov 17 - Nov 18

Total with taxes and fees

An outdoor patio with wooden furniture, a red umbrella, and a wooden sign with directional arrows.

19. The Grand Guesthouse

Old Town Key West

Ryan

$205 nightly

Dec 1 - Dec 2

Total with taxes and fees

A wooden deck with a table and chairs, overlooking a calm water body with boats and a house in the background.

20. Aqua Lodges at Hurricane Hole Marina

Stock Island

Kagni

$277 nightly

Nov 19 - Nov 20

Total with taxes and fees

View all properties

Compare top hotels in Rockland Key

Sugar Loaf Lodge 2.5 star property Summerland Key View	The Perry Hotel & Marina Key West 4.0 star property Stock Island View	Hilton Key West Resort & Marina 4.0 star property Stock Island View	Hampton Inn Key West FL 2.5 star property Key West View	Hilton Garden Inn Key West / The Keys Collection 3.5 star property New Town View
8.2 Very good 1,001 reviews	9.4 Exceptional 1,321 reviews	9.0 Wonderful 1,797 reviews	9.0 Wonderful 1,583 reviews	8.2 Very good 1,358 reviews
$99 nightly The price is $111 Nov 30 - Dec 1 Total with taxes and fees	$156 nightly The price is $176 Nov 29 - Nov 30 Total with taxes and fees	$187 nightly The price is $211 Nov 18 - Nov 19 Total with taxes and fees	$154 nightly The price is $173 Nov 17 - Nov 18 Total with taxes and fees	$156 nightly The price is $176 Dec 1 - Dec 2 Total with taxes and fees
No Breakfast included Yes, Pool No Spa No Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	Yes, Breakfast included Yes, Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool No Spa Yes, Pet friendly No WiFi included Yes, Parking

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Top Rockland Key Hotel Reviews

Blue Flamingo Resort Key West

10/10 Excellent

"A lot to do onsite with two pools and numerous games from ping pong, billiards, basketball shooting game, cornhole, bocce, etc. The hourly free shuttle to Old Town is handy. They also rent bikes which I rode daily. Will definitely stay again. Only negative was hair dryer did not work and it was never replaced even as they said on 3 days one would be delivered. Not a huge deal although wife said to take off one star on staff."

Hilton Key West Resort & Marina

10/10 Excellent

"The shuttle to downtown is a great perk. The room was great. The hotel itself is great. Unfortunately we ordered food from the attached restaurant to our room. That was a little disappointing. We ordered tuna nachos, mofongo pork and a piece of chocolate cake. The nachos came with 6 chips and the pork came in a very small container. The piece of cake was a sliver at best. Not worth the large price tag."