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Find 4 Star Hotels in Rockland Key, FL from ￥24,413

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Check availability on Rockland Key 4 Star Hotels

Tonight
Oct 22 - Oct 23
Tomorrow
Oct 23 - Oct 24
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Rockland Key 4-star hotels

Pool
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
A couple holding hands in a tropical setting with palm trees and greenery.
A spacious living area with a sofa, chairs, a coffee table, and a foosball table. Large windows offer a view of the outdoor area.

1. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Jesus
￥18,364
￥29,556 total
includes taxes & fees
Oct 25 - Oct 26
Blue Flamingo Resort Key West
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.
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.

2. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
Siamak
￥34,639
￥48,969 total
includes taxes & fees
Oct 25 - Oct 26
Margaritaville Beach House Key West
A swimming pool surrounded by palm trees and a natural rock formation.
A covered outdoor seating area with a pool in the background.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.
A cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.

3. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Stephanie
￥28,312
￥41,956 total
includes taxes & fees
Oct 30 - Oct 31
Havana Cabana at Key West
An outdoor wedding setup with a white arch and chairs arranged in rows facing the ocean.
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 poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.
A deck with sun loungers and a railing overlooking the sea.

4. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Jacob Stuart
￥26,462
￥41,869 total
includes taxes & fees
Oct 25 - Oct 26
Southernmost Beach Resort and Guesthouses
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A tall palm tree with a white building in the background.
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.

5. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
￥18,822
￥30,250 total
includes taxes & fees
Oct 25 - Oct 26
Parrot Key Hotel & Villas
A marina with numerous boats docked, a swimming pool, and palm trees.
A clear view of turquoise ocean water and a blue sky with clouds.
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A marina with boats docked, a pool area, and a building with a white facade.

6. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
￥17,375
￥28,801 total
includes taxes & fees
Oct 29 - Oct 30
Hilton Key West Resort & Marina
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.
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.
A balcony with a view of the ocean, a sofa, and a massage table.

7. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
William N
￥27,457
￥41,928 total
includes taxes & fees
Oct 25 - Oct 26
Pier House Resort & Spa
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 room with a stone wall, a wooden bench, a cactus, and a framed painting.
A waterfront hotel with multiple balconies, a dock, and boats.

8. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Ann
￥40,966
￥52,317 total
includes taxes & fees
Oct 25 - Oct 26
Opal Key Resort & Marina, Key West
A hotel with a central fountain, surrounded by palm trees and a well-maintained lawn.
A balcony with a view of a pool area, palm trees, and outdoor seating.
A hotel room with a sofa, a small table, a lamp, and a balcony with chairs.
A hotel room with a bed, a nightstand with a drawer, a wall-mounted lamp, and a patterned curtain.

9. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Danee
￥16,956
￥24,413 total
includes taxes & fees
Oct 29 - Oct 30
DoubleTree Resort by Hilton Grand Key - Key West
A two-story building with a covered entrance, palm trees, and a bench outside.
A white picket fence, a wooden bench with cushions, and a concrete pathway surrounded by lush greenery.
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.'

10. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Elizabeth
￥36,379
￥48,934 total
includes taxes & fees
Oct 25 - Oct 26
Winslow's Bungalows - Key West Historic Inns
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 resort with a pool leading to a beach, surrounded by palm trees and white buildings.
A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.

11. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Jaime
￥37,238
￥52,569 total
includes taxes & fees
Oct 30 - Oct 31
Casa Marina Key West, Curio Collection by Hilton
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.
A modern hotel entrance with a black and white striped curtain, wicker furniture, potted plants, and a sign for the Autograph Collection.
A balcony with a sofa, a round table, and a view of the cityscape.
A spacious lobby with a checkered floor, a central seating area with wicker chairs, a large potted plant, and a staircase with a metal railing.

12. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
THOMAS
￥39,384
￥49,645 total
includes taxes & fees
Oct 25 - Oct 26
La Concha Key West, Autograph Collection
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 balcony with a table set for breakfast, overlooking the sea.
A dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.

13. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
United States
Jeremy
￥47,293
￥66,017 total
includes taxes & fees
Oct 27 - Oct 28
Ocean Key Resort - A Noble House Resort
A beach with a wooden pier, palm trees, and beach umbrellas.
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.
An outdoor dining area with tables and chairs, overlooking 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
Brett
￥28,312
￥42,527 total
includes taxes & fees
Oct 26 - Oct 27
The Reach Key West, Curio Collection by Hilton
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.
A marina with boats docked, a swimming pool, and palm trees.

15. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
￥14,887
￥26,001 total
includes taxes & fees
Nov 16 - Nov 17
The Perry Hotel & Marina Key West
A hotel with a swimming pool, balconies, and a view of the sea.
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.
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.

16. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
Michael Joseph
￥37,012
￥53,206 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Centric Key West Resort and Spa
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
Lynne
￥28,676
￥42,581 total
includes taxes & fees
Oct 25 - Oct 26
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 spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.
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
Michelle
￥21,201
￥26,712 total
includes taxes & fees
Oct 27 - Oct 28
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 modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.
A neatly made bed with patterned pillows, a bedside table with a bottle and glasses, and a window with orchids.

19. Santa Maria Suites

Santa Maria Suites
Old Town Key West
United States
Anthony
￥47,293
￥63,881 total
includes taxes & fees
Oct 26 - Oct 27
Santa Maria Suites
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.
A couple walking along a poolside pathway surrounded by lush greenery.
A bedroom with a large bed, a television on a dresser, and a view of the outdoors through a sliding door.
A colonial-style building with a porch, surrounded by lush tropical vegetation.

20. The Gardens Hotel

The Gardens Hotel
Old Town Key West
United States
Gisele
￥42,528
￥47,844 total
includes taxes & fees
Oct 27 - Oct 28
The Gardens Hotel
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Top Rockland Key Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"We loved our stay! Wish we could stay longer We couldn’t have asked for anything more."
Lauren 4-night trip
Posted less than an hour ago
Winslow's Bungalows - Key West Historic Inns
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"It's was a great place to stay at!!!"
Jennifer 3-night trip
Posted 1 hour ago
Havana Cabana at Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"Loved the wristband key to the room. The room was clean, the bed was comfortable. The noise from the A/C was annoying…off and on all night long. The water/ice machine outside our room did not work, however, we loved the fruit flavored water in the lobby. Coffee machine in room was nice feature. We visited all 3 pools. They were nice but not cleaned as should be. One was pretty cloudy so we didn’t go back to that one. Seems like the drinkers didn’t take time out to use restrooms. All in all, it was a nice place at the southern end of Duval St."
Gina M 4-night trip
Posted 15 hours ago
Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

8/10 Good
"The resort overall was great! Everyone friendly. Very clean. Food was good. Although staying all week, it would be nice if they had a few daily specials so you don’t have the same menu everyday. Well organized. A few things I would like to suggest or point out. The rooms did not get cool enough to be comfortable. I thought it was just ours because we were facing the sun all day but others said the same thing. The couch has to go! Very uncomfortable and looks like it’s missing pieces. The room was very clean and looked great. I wouldn’t even consider these bad just what my experience."
Cara 5-night trip
Posted 20 hours ago
Margaritaville Beach House Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"All I can say is all aspects were fantastic"
Joseph 3-night trip
Posted 23 hours ago
Casa Marina Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Not our first stay but it’s always a pleasure staying there. We have nothing bad to say after 4 stays over the years"
Joseph 3-night trip
Posted 23 hours ago
DoubleTree Resort by Hilton Grand Key - Key West

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