Default HTG hotel image

Rockland Key 4 Stars Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Rockland Key 4 Star Hotels

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Rockland Key 4-star hotels

A deck with sun loungers and a railing overlooking the sea.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.
A beachside hotel with rows of blue lounge chairs and white umbrellas, palm trees, and a clear blue sky.
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.

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Krystle
₩243,634
₩372,108 total
includes taxes & fees
Oct 11 - Oct 12
Southernmost Beach Resort and Guesthouses
Pool
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.

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
₩158,361
₩253,550 total
includes taxes & fees
Oct 6 - Oct 7
Blue Flamingo Resort Key West
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 balcony with a view of the ocean, a sofa, and a massage table.
A resort with a beach, a dock, and a water view.

3. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Cheryl
₩296,330
₩426,860 total
includes taxes & fees
Oct 12 - Oct 13
Pier House Resort & Spa
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 marina with jet skis docked in front of a hotel with a dock and a boat in the background.
A beach wedding setup with white chairs, a wooden arch, and lanterns.

4. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
yendy
₩313,640
₩446,334 total
includes taxes & fees
Oct 6 - Oct 7
Hyatt Centric Key West Resort and Spa
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A beach with a palm tree and two chairs.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.
A person standing by a window overlooking a beach with palm trees and the ocean.

5. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
₩280,131
₩399,724 total
includes taxes & fees
Oct 6 - Oct 7
Margaritaville Beach House Key West
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 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.

6. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
Mary
₩293,534
₩375,463 total
includes taxes & fees
Oct 11 - Oct 12
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.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.
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
Stephanie
₩171,564
₩277,879 total
includes taxes & fees
Nov 3 - Nov 4
Havana Cabana at Key West
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 hotel with a central courtyard, palm trees, and a fountain.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.

8. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
₩165,130
₩231,007 total
includes taxes & fees
Oct 11 - Oct 12
DoubleTree Resort by Hilton Grand Key - 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.

9. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Coni
₩329,255
₩460,885 total
includes taxes & fees
Oct 12 - Oct 13
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 beach with palm trees, a sandy shore, and a calm sea under a clear sky.

10. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
₩176,925
₩275,949 total
includes taxes & fees
Oct 12 - Oct 13
Parrot Key Hotel & Villas
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.

11. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
₩156,192
₩257,638 total
includes taxes & fees
Oct 26 - Oct 27
The Perry Hotel & 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 bright room with a staircase, two windows overlooking a pool area, and two wicker chairs with cushions.
A white building with a sign reading 'Kimpton Key West Winslow's Bungalow.'

12. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Mackenzie
₩308,278
₩414,674 total
includes taxes & fees
Oct 6 - Oct 7
Winslow's Bungalows - Key West Historic Inns
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 covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.
A waterfront hotel with multiple balconies, a dock, and boats.

13. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Susan
₩347,148
₩443,331 total
includes taxes & fees
Oct 6 - Oct 7
Opal Key Resort & Marina, Key West
A marina with boats docked, a pool area, and a building with a white facade.
A covered outdoor seating area with tables and chairs, overlooking a marina with boats.
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.

14. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Molly
₩169,258
₩268,825 total
includes taxes & fees
Oct 12 - Oct 13
Hilton Key West Resort & Marina
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 waterfront hotel with a long pier, multiple balconies, and a view of the ocean.

15. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
United States
Patrick
₩387,358
₩539,828 total
includes taxes & fees
Oct 7 - Oct 8
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.

16. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Darlene
₩291,765
₩418,709 total
includes taxes & fees
Oct 14 - Oct 15
The Reach Key West, Curio Collection by Hilton
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 tropical setting with palm trees and a building with a white facade and dark roof.

17. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Keith
₩302,340
₩424,573 total
includes taxes & fees
Oct 26 - Oct 27
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 pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.
A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.

18. Eden House

Eden House
Key West Historic District
Canada
Erik
₩183,745
₩231,519 total
includes taxes & fees
Oct 6 - Oct 7
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 reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.
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
₩414,165
₩556,409 total
includes taxes & fees
Oct 25 - Oct 26
Santa Maria Suites
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 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.

20. The Gardens Hotel

The Gardens Hotel
Old Town Key West
United States
Forrest
₩300,320
₩337,860 total
includes taxes & fees
Oct 6 - Oct 7
The Gardens Hotel
Save an average of 15% on thousands of hotels when you're signed in

Top Rockland Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Clear room, great views"
Mary 6-night trip
Posted 1 day ago
Casa Marina Key West, Curio Collection by Hilton
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Registration staff very personable. Constant text to check if all is good or need anything."
Patti 2-night trip
Posted 1 day ago
Blue Flamingo Resort Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"The whole experience was fantastic. I wouldn't stay anywhere else!"
james 5-night trip
Posted 1 day ago
The Perry Hotel & Marina Key West
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"This was our second time to stay here and this place never disappoints. Staff is wonderful too"
Jonathan 4-night trip
Posted 1 day ago
Hilton Key West Resort & Marina

Explore a world of travel with Expedia