Check prices for these dates

Tonight

Nov 12 - Nov 13

Tomorrow

Nov 13 - Nov 14

This weekend

Nov 13 - Nov 15

Next weekend

Nov 20 - Nov 22

Our top choices for Rockland Key hotels

A waterfront building with a flat roof, large windows, and a balcony.

1. Sugar Loaf Lodge

Summerland Key

David

$99 nightly

Nov 30 - Dec 1

Total with taxes and fees

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

2. The Perry Hotel & Marina Key West

Stock Island

Dharmesh Raju

$166 nightly

Nov 30 - Dec 1

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

$184 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

4. 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 swimming pool with lounge chairs and palm trees.

5. Hilton Garden Inn Key West / The Keys Collection

New Town

Darlene

$146 nightly

Nov 17 - Nov 18

Total with taxes and fees

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

6. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Wendi

$165 nightly

Nov 29 - Nov 30

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.

7. Hyatt Vacation Club at Beach House, Key West

Key West

Joshua

$198 nightly

Nov 30 - Dec 1

Total with taxes and fees

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

8. Courtyard by Marriott Key West Waterfront

Northside Resort

Patrick

$183 nightly

Nov 29 - Nov 30

Total with taxes and fees

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

9. Blue Flamingo Resort Key West

New Town

Sigrid A

$166 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

10. Hampton Inn Key West FL

Key West

John

$179 nightly

Nov 17 - Nov 18

Total with taxes and fees

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

11. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Frank

$209 nightly

Dec 1 - Dec 2

Total with taxes and fees

A swimming pool surrounded by palm trees and a natural rock formation.

12. Havana Cabana at Key West

New Town

Robert

$171 nightly

Nov 29 - Nov 30

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 15 - Nov 16

Total with taxes and fees

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

14. Parrot Key Hotel & Villas

Northside Resort

Chanele

$200 nightly

Nov 18 - Nov 19

Total with taxes and fees

A pool area with lounge chairs and a cabana.

15. Ocean Key Resort - A Noble House Resort

Key West Historic District

Trevor

$326 nightly

Nov 29 - Nov 30

Total with taxes and fees

A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

16. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Nguyen

$287 nightly

Nov 23 - Nov 24

Total with taxes and fees

An outdoor bar area with wooden tables and blue stools, a bar counter, and a sign that reads "Liqour Store".

17. Southwinds Motel

Old Town Key West

becky

$184 nightly

Dec 1 - Dec 2

Total with taxes and fees

A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.

18. Looe Key Reef Resort

Summerland Key

Stephen

$165 nightly

Nov 20 - Nov 21

Total with taxes and fees

A hotel with a swimming pool, balconies, and a view of the sea.

19. Hyatt Centric Key West Resort and Spa

Key West Historic District

Michael Joseph

$306 nightly

Nov 29 - Nov 30

Total with taxes and fees

A building with a white exterior, a large red awning, and a gated entrance.

20. Authors of Key West Guest House

Key West Historic District

Perry

$159 nightly

Nov 30 - Dec 1

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	Fairfield by Marriott Inn & Suites Key West at The Keys Collection 3.5 star property New Town View	Hilton Garden Inn Key West / The Keys Collection 3.5 star property New Town View
8.2 Very good 1,000 reviews	9.4 Exceptional 1,316 reviews	9.0 Wonderful 1,792 reviews	8.8 Excellent 1,200 reviews	8.2 Very good 1,353 reviews
$99 nightly The price is $111 Nov 30 - Dec 1 Total with taxes and fees	$166 nightly The price is $186 Nov 30 - Dec 1 Total with taxes and fees	$184 nightly The price is $208 Nov 15 - Nov 16 Total with taxes and fees	$159 nightly The price is $179 Nov 29 - Nov 30 Total with taxes and fees	$146 nightly The price is $165 Nov 17 - Nov 18 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 No Pet friendly No 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

8/10 Good

"Nice pool area & amenities.Helpful staff. Room could use a microwave & table(or desk)."

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"Perfect for a girls trip! The beautiful bungalows feel so private and are very photogenic. The roosters walking around are actually adorable and the rooms are nice and clean. Wonderful experience! (Only suggestion is that the bartenders shouldn’t ask for room numbers out loud- have it written to prevent creeps from stalking)"

Havana Cabana at Key West

10/10 Excellent

"The shuttle service is extremely helpful if you don’t have a car given it is quietly away from the heavy tourist area. The pool was wonderful with an array of floats. Nice temperature! Bar service and breakfast were great. Staff was very nice and informative about places to go and eat. They could use some more pool towels. Would stay here again!"

The Southernmost Inn - Adults Only

8/10 Good

"The rooms were small, but totally usable for our needs. We had one of the better rooms with a back porch next to the pool. We enjoyed coffee there every morning. Our friends' room was across the hall, a little smaller, without the porch. The beds were very comfortable. Location was excellent, everything we wanted was in walking distance. The only disappointment was the breakfast. Although they say it is "included", you can see what they actually charge you. For the price they charge, I expected a little more variety... maybe fresh fruit, some meat choices, some healthier options!"