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4 Stars Hotels in Rockland Key, Key West from CA $198

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Check availability on Rockland Key 4 Star Hotels

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Rockland Key 4-star hotels

A room with a view of the beach and ocean, a bed with a white and blue blanket, and a small table with a potted plant.
A beachside lounge with chairs and umbrellas, overlooking the ocean.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.
A beach scene with two people relaxing under a white umbrella, a palm tree, and a clear blue sky.

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Deaenna
CA $197
CA $323 total
includes taxes & fees
Sep 20 - Sep 21
Southernmost Beach Resort and Guesthouses
A hotel with a swimming pool, balconies, and a view of the sea.
A balcony with a view of the ocean, a table, chairs, and a railing.
A beach wedding setup with white chairs, a wooden arch, and lanterns.
A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.

2. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
yendy
CA $277
CA $408 total
includes taxes & fees
Sep 29 - Sep 30
Hyatt Centric Key West Resort and Spa
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.

3. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
REBECCA
CA $148
CA $245 total
includes taxes & fees
Sep 20 - Sep 21
Blue Flamingo Resort Key West
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
A view through a white-framed window with a decorative white fence, leading to a tiled patio area with a round table.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A resort with a beach, a dock, and a water view.

4. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Mark
CA $341
CA $479 total
includes taxes & fees
Sep 23 - Sep 24
Pier House Resort & Spa
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.
A person standing by a window overlooking a beach with palm trees and the ocean.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

5. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
CA $241
CA $357 total
includes taxes & fees
Sep 23 - Sep 24
Margaritaville Beach House Key West
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.
A beach with clear turquoise water, snorkelers, and a large building in the background.
A balcony with a sofa, a round table, and a view of the cityscape.
A modern hotel entrance with a black and white striped curtain, wicker furniture, potted plants, and a sign for the Autograph Collection.

6. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
Fatima
CA $233
CA $309 total
includes taxes & fees
Sep 27 - Sep 28
La Concha Key West, Autograph Collection
A swimming pool surrounded by palm trees and a natural rock formation.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
An outdoor dining area with round tables and chairs, surrounded by greenery and a mural.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

7. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Silvia
CA $152
CA $258 total
includes taxes & fees
Sep 27 - Sep 28
Havana Cabana at Key West
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

8. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Boyan
CA $188
CA $296 total
includes taxes & fees
Sep 22 - Sep 23
The Perry Hotel & Marina Key West
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.
A spacious lobby with green sofas, a coffee table, and a dining area.
A resort with a pool leading to a beach, surrounded by palm trees and white buildings.

9. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Dirk
CA $338
CA $474 total
includes taxes & fees
Sep 27 - Sep 28
Casa Marina Key West, Curio Collection by Hilton
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.
A beach with palm trees, lounge chairs, and umbrellas.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

10. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
CA $178
CA $279 total
includes taxes & fees
Sep 16 - Sep 17
Parrot Key Hotel & Villas
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
An outdoor patio with tables and chairs, umbrellas, and palm trees.

11. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Jose
CA $142
CA $207 total
includes taxes & fees
Sep 27 - Sep 28
DoubleTree Resort by Hilton Grand Key - Key West
A marina with boats docked, a pool area, and a building with a white facade.
A marina with numerous boats docked, a swimming pool, and palm trees.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A clear view of turquoise ocean water and a blue sky with clouds.

12. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Linda
CA $146
CA $246 total
includes taxes & fees
Sep 21 - Sep 22
Hilton Key West Resort & Marina
A hotel with a covered entrance, multiple balconies, and palm trees.
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.
A restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.
A room with a stone wall, a wooden bench, a cactus, and a framed painting.

13. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Clara
CA $357
CA $456 total
includes taxes & fees
Sep 14 - Sep 15
Opal Key Resort & Marina, Key West
A two-story building with a covered entrance, palm trees, and a bench outside.
A poolside area with lounge chairs, umbrellas, and a covered seating area with hanging lights.
A white building with a sign reading 'Kimpton Key West Winslow's Bungalow.'
A white picket fence, a wooden bench with cushions, and a concrete pathway surrounded by lush greenery.

14. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Stacey
CA $270
CA $374 total
includes taxes & fees
Sep 20 - Sep 21
Winslow's Bungalows - Key West Historic Inns
A beach with a wooden pier, palm trees, and beach umbrellas.
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.
An outdoor dining area with tables and chairs, overlooking the ocean.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.

15. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Susan
CA $248
CA $372 total
includes taxes & fees
Sep 22 - Sep 23
The Reach Key West, Curio Collection by Hilton
A pool area with lounge chairs and a cabana.
A waterfront hotel with a long pier, multiple balconies, and a view of the ocean.
A balcony with a table set for breakfast, overlooking the sea.
A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.

16. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
United States
Brian
CA $303
CA $448 total
includes taxes & fees
Sep 30 - Oct 1
Ocean Key Resort - A Noble House Resort
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."
A resort with a swimming pool, lounge chairs, umbrellas, and palm trees.
A marina with various boats docked, including a green and white boat named 'Jolly Roger'.
A covered outdoor area with a pool, palm trees, and lounge chairs.

17. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Joelle
CA $240
CA $357 total
includes taxes & fees
Sep 22 - Sep 23
The Marker Key West Harbor Resort
A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.
A cozy cabin with a wooden interior, a bed, a TV, and a kitchenette.
A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.
A pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.

18. Eden House

Eden House
Key West Historic District
United States
Therese
CA $157
CA $198 total
includes taxes & fees
Sep 28 - Sep 29
Eden House
A pool area with lounge chairs and palm trees.
A hotel named "Santa Maria" with a prominent illuminated sign, a glass entrance, and a view of the ocean.
A reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.
A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.

19. Santa Maria Suites

Santa Maria Suites
Old Town Key West
United States
June Young
CA $378
CA $518 total
includes taxes & fees
Sep 21 - Sep 22
Santa Maria Suites
A pool area with lounge chairs, a pool with a depth limit sign, and a building with balconies.
A narrow wooden pathway leading to a door, a fire alarm box, and a lattice fence.
A hotel room with a bed, a desk, a television, and a view of the outdoors through a sliding door.
A multi-story hotel with balconies, outdoor seating, and palm trees.

20. Bishop Hotel Key West

Bishop Hotel Key West
Old Town Key West
United States
tracy
Bishop Hotel Key West
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Top Rockland Key Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good
"need in room slippers. rooms need to be cleaned of dust, especially beds. rust spots on lamps and furniture. one lamp had exposed wires"
Steven 5-night trip
Posted 10 hours ago
Pier House Resort & Spa
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Great property. Great bars."
guy 2-night trip
Posted 10 hours ago
Casa Marina Key West, Curio Collection by Hilton
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Almost everything was perfect. Food and drinks were excellent. Staff was all friendly and helpful. The place was clean and well maintained. The pool, gorgeous. The whole place is so cute. My only complaint was the shower. The water pressure was not great and I would have loved a shower head that could be hand held. But even with that I’ll be back."
Roxanne 3-night trip
Posted 11 hours ago
Havana Cabana at Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"close to beach"
Marie 2-night trip
Posted 16 hours ago
Margaritaville Beach House Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Loved the stay. Definitely will be back"
Kelli 4-night trip
Posted 2 days ago
Hyatt Centric Key West Resort and Spa
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

8/10 Good
"We loved that Matt's Stockyard cooked our Fresh Lobsters !"
Kathy 3-night trip
Posted 3 days ago
The Perry Hotel & Marina Key West

Find out more about Rockland Key

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Rockland Key are calling your name. Known for providing first-rate service in amazing locations, each of the Rockland Key 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Rockland Key. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Rockland Key, Key West, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Rockland Key hotels with 4 Stars provide everything you need to unwind in style.

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