Check prices for these dates

Tonight

Nov 14 - Nov 15

Tomorrow

Nov 15 - Nov 16

Next weekend

Nov 20 - Nov 22

In two weeks

Nov 27 - Nov 29

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

$167 nightly

Nov 30 - Dec 1

Total with taxes and fees

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

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

4. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Wendi

$165 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.

5. Hilton Key West Resort & Marina

Stock Island

Kevin

$187 nightly

Nov 17 - Nov 18

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.

6. Hyatt Vacation Club at Beach House, Key West

Key West

Joshua

$226 nightly

Dec 13 - Dec 14

Total with taxes and fees

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

7. Hampton Inn Key West FL

Key West

John

$154 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.

8. Hyatt Vacation Club at Windward Pointe, Key West

Key West

John

$194 nightly

Nov 30 - Dec 1

Total with taxes and fees

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

9. Courtyard by Marriott Key West Waterfront

Northside Resort

Patrick

$169 nightly

Nov 29 - Nov 30

Total with taxes and fees

A swimming pool with lounge chairs and palm trees.

10. Hilton Garden Inn Key West / The Keys Collection

New Town

Darlene

$156 nightly

Nov 17 - Nov 18

Total with taxes and fees

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

11. Blue Flamingo Resort Key West

New Town

Sigrid A

$175 nightly

Nov 15 - Nov 16

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

$172 nightly

Nov 30 - Dec 1

Total with taxes and fees

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

13. Parrot Key Hotel & Villas

Northside Resort

Chanele

$191 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.

14. The Laureate Key West

New Town

Eileen

$184 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

15. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Nguyen

$289 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".

16. Southwinds Motel

Old Town Key West

becky

$184 nightly

Dec 1 - Dec 2

Total with taxes and fees

A pool area with lounge chairs and a cabana.

17. Ocean Key Resort - A Noble House Resort

Key West Historic District

Trevor

$311 nightly

Nov 29 - Nov 30

Total with taxes and fees

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

18. Authors of Key West Guest House

Key West Historic District

Perry

$159 nightly

Nov 30 - Dec 1

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 narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

20. The Grand Guesthouse

Old Town Key West

Ryan

$205 nightly

Dec 1 - Dec 2

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	Fairfield by Marriott Inn & Suites Key West at The Keys Collection 3.5 star property New Town View	DoubleTree Resort by Hilton Grand Key - Key West 4.0 star property Key West View	Hilton Key West Resort & Marina 4.0 star property Stock Island View
8.2 Very good 1,000 reviews	9.4 Exceptional 1,318 reviews	8.8 Excellent 1,205 reviews	8.4 Very good 1,143 reviews	9.0 Wonderful 1,796 reviews
$99 nightly The price is $111 Nov 30 - Dec 1 Total with taxes and fees	$167 nightly The price is $188 Nov 30 - Dec 1 Total with taxes and fees	$159 nightly The price is $179 Nov 29 - Nov 30 Total with taxes and fees	$165 nightly The price is $186 Nov 29 - Nov 30 Total with taxes and fees	$187 nightly The price is $211 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	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 Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking

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Top Rockland Key Hotel Reviews

Ibis Bay Beach Resort

10/10 Excellent

"Great atmosphere,excellent food and bar onsite"

Pier House Resort & Spa

10/10 Excellent

"What amazing trip!!!! We arrived earlier than check-in. The front desk was so helpful. They tried to get our room done early for us took our luggage so we could go grab something to eat. Got a text while we were eating asking if we were interested in getting an upgrade. Which we jumped on. We got a beautiful ocean front room. The things I could say about the room of coarse the view, additional space was great to keep your luggage in one area. The bathroom very good size water pressure in the shower very weak, & the toilet flush holy moly the slowest I’ve ever encountered.Then our fridge wasn’t getting cold. They told us it was OK. The whole back of it was frozen. Then the coffee maker broke in the room on the second day. Thank goodness they have coffee downstairs. The staff were always helpful & accommodating! The young ladies at the front desk Denim (spelling) went above & beyond !!!! And Linda the beach server talk about on her game !!!! Nothing like floating in the ocean & your server brings you a cocktail! The location of the Pier house is absolutely perfection, if ya wanna party on Duval it’s right outside the property. If you want to stay on property you have everything there!! Our last night was ate at the restaurant, 10 out of 10! Being from New England, I was very hesitant to try lobster, different yes but DELISH! Overall would definitely come back! Cant wait til next time! Thank you Pier House!"