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Find 4 Star Hotels in Rockland Key, FL from ￥23,572

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Check availability on Rockland Key 4 Star Hotels

Tonight
Sep 23 - Sep 24
Tomorrow
Sep 24 - Sep 25
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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 hotel with rows of blue lounge chairs and white umbrellas, palm trees, and a clear blue sky.
A beach scene with two people relaxing under a white umbrella, a palm tree, and a clear blue sky.
A beachside lounge with chairs and umbrellas, overlooking the ocean.

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Deaenna
￥25,149
￥39,796 total
includes taxes & fees
Sep 30 - Oct 1
Southernmost Beach Resort and Guesthouses
A hotel with a swimming pool, balconies, and a view of the sea.
A marina with jet skis docked in front of a hotel with a dock and a boat in the background.
A balcony with a view of the ocean, a table, chairs, and a railing.
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
￥36,528
￥52,077 total
includes taxes & fees
Sep 27 - Sep 28
Hyatt Centric Key West Resort and Spa
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 couple holding hands in a tropical setting with palm trees and greenery.
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

3. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
￥18,586
￥29,758 total
includes taxes & fees
Sep 29 - Sep 30
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 resort with a beach, a dock, and a water view.
A balcony with a view of the ocean, a sofa, and a massage table.

4. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Mark
￥34,810
￥50,143 total
includes taxes & fees
Sep 30 - Oct 1
Pier House Resort & Spa
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A person standing by a window overlooking a beach with palm trees and the ocean.
A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.
A beach with a palm tree and two chairs.

5. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
￥28,026
￥41,408 total
includes taxes & fees
Oct 7 - Oct 8
Margaritaville Beach House Key West
A swimming pool surrounded by palm trees and a natural rock formation.
A bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
A pool area with lounge chairs and umbrellas, surrounded by palm trees.

6. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Silvia
￥17,461
￥29,573 total
includes taxes & fees
Sep 30 - Oct 1
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 restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A marina with boats docked, a swimming pool, and palm trees.

7. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
￥17,949
￥29,807 total
includes taxes & fees
Sep 24 - Sep 25
The Perry Hotel & Marina Key West
A wooden deck with wicker furniture and a glass balustrade overlooking a beach.
A spacious lobby with green sofas, a coffee table, and a dining area.
A beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.

8. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Ronald
￥31,718
￥46,311 total
includes taxes & fees
Sep 30 - Oct 1
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, 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.
A tall palm tree with a white building in the background.

9. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
￥19,506
￥30,970 total
includes taxes & fees
Sep 30 - Oct 1
Parrot Key Hotel & Villas
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.
A hotel with a central courtyard, palm trees, and a fountain.

10. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Craige
￥16,234
￥23,572 total
includes taxes & fees
Sep 30 - Oct 1
DoubleTree Resort by Hilton Grand Key - Key West
A marina with boats docked, a pool area, and a building with a white facade.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A marina with numerous boats docked, a swimming pool, and palm trees.
A hotel room with a balcony overlooking a marina and the ocean.

11. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Molly
￥16,670
￥28,144 total
includes taxes & fees
Sep 29 - Sep 30
Hilton Key West Resort & Marina
A hotel with a covered entrance, multiple balconies, and palm trees.
A room with a stone wall, a wooden bench, a cactus, and a framed painting.
A waterfront hotel with multiple balconies, a dock, and boats.
A restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.

12. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Susan
￥40,743
￥52,032 total
includes taxes & fees
Sep 28 - Sep 29
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 picket fence, a wooden bench with cushions, and a concrete pathway surrounded by lush greenery.
A bright room with a staircase, two windows overlooking a pool area, and two wicker chairs with cushions.

13. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Mackenzie
￥36,181
￥48,669 total
includes taxes & fees
Sep 29 - Sep 30
Winslow's Bungalows - Key West Historic Inns
A beach with a wooden pier, palm trees, and beach umbrellas.
A modern bar area with a central island, white bar stools, and a view of the ocean.
An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.

14. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Darlene
￥28,748
￥42,960 total
includes taxes & fees
Sep 30 - Oct 1
The Reach Key West, Curio Collection by Hilton
A pool area with lounge chairs and a cabana.
A hotel room with a bed, a sofa, a desk with a computer, a chair, and a view of the sea through large windows.
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.

15. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
United States
Brian
￥38,643
￥55,685 total
includes taxes & fees
Oct 11 - Oct 12
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 covered outdoor area with a pool, palm trees, and lounge chairs.
A tropical setting with palm trees and a building with a white facade and dark roof.

16. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Joelle
￥29,742
￥43,371 total
includes taxes & fees
Sep 30 - Oct 1
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 pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.
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.

17. Eden House

Eden House
Key West Historic District
Canada
Erik
￥19,770
￥24,908 total
includes taxes & fees
Sep 28 - Sep 29
Eden House
A pool area with lounge chairs and palm trees.
A sign for Santa Maria Resort surrounded by lush greenery and palm trees.
A hotel named "Santa Maria" with a prominent illuminated sign, a glass entrance, and a view of the ocean.
A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.

18. Santa Maria Suites

Santa Maria Suites
Old Town Key West
United States
Anthony
￥43,929
￥60,047 total
includes taxes & fees
Sep 27 - Sep 28
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 beach with a palm tree and the sun setting over the ocean.
A hotel room with a bed, a desk, a television, and a view of the outdoors through a sliding door.

19. Bishop Hotel Key West

Bishop Hotel Key West
Old Town Key West
United States
Ashley Ann
Bishop Hotel Key West
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.
A colonial-style building with a porch, surrounded by lush tropical vegetation.
A bar area with a counter, chairs, and a clock.
A bedroom with a large bed, a television on a dresser, and a view of the outdoors through a sliding door.

20. The Gardens Hotel

The Gardens Hotel
Old Town Key West
United States
Forrest
￥35,278
￥39,688 total
includes taxes & fees
Sep 30 - Oct 1
The Gardens Hotel
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Top Rockland Key Hotel Reviews

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Our room was always clean with clean towels. The night person (Michelle) was very personable! The only thing that was an inconvenient was the elevator being out of order to where out room was. It was a long walk for me to go to the other side to get in the elevator. My legs don't work very well. It was like that for 3 days"
Dolores 7-night trip
Posted 2 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"The facility was beautiful and the amenities were great! just keep in mind it is a walk to the seaport and the main part of Duval, which became a little too far to walk back in forth, which we knew it would be a walk when we booked it."
Darlene 2-night trip
Posted 3 hours ago
Southernmost Beach Resort and Guesthouses
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"The resort was well maintained, the staff very friendly, the beach, pool and restaurant made for an amazing vacation."
Cheryl 5-night trip
Posted 6 hours ago
Pier House Resort & Spa
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

8/10 Good
"Wish there were more options as far as eating, the staff was helpful in some ways, I think they were training a lot of them which is fine, I get it. Room was very clean. Would have been nice if there was an indoor eating area not just the outdoor bar areas but it was fine. Never were able to locate the other sister options to eat but that was ok. Food was very tasty. Beds were comfortable and pillows were firm and soft, great options, mini fridge and coffee w/water in the room, oh and the ear plugs were so cute!!!"
Tristy 4-night trip
Posted 6 hours ago
Blue Flamingo Resort Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"We stayed here for our honeymoon and everything was fantastic. The staff was always friendly and welcoming. We hope to visit again!"
Coni 6-night trip
Posted 6 hours ago
Casa Marina Key West, Curio Collection by Hilton
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Great location and wonderful customer service! We will book again"
Cecil 4-night trip
Posted 23 hours ago
Havana Cabana at Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"This was our second time staying at The Perry and this time we brought friends. The location on the marina is really nice and there are restaurants nearby, like Roostica! We did notice from our 1st stay that the rooms are needing a little TLC regarding maintenance and repairs. Nothing serious, just an observation. BONUS they have an hourly shuttle to/from Key West! We will stay here again!"
Jamie 1-night trip
Posted 2 days ago
The Perry Hotel & Marina Key West

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