Default HTG hotel image

Four Star Hotels in Rockland Key

  • 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
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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 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
Jacob Stuart
S$345
includes taxes & fees
25 Oct - 26 Oct
Southernmost Beach Resort and Guesthouses
Pool
A hotel room with a bed, a sofa, a round table with a book, a window with a view, and a radiator.
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 modern cafe with a wooden counter, seating area, and shelves stocked with beverages.

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Jesus
S$239
includes taxes & fees
25 Oct - 26 Oct
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 balcony with a view of the ocean, a sofa, and a massage table.

3. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Richard
S$339
includes taxes & fees
26 Oct - 27 Oct
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 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.

4. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
United States
Michael Joseph
S$430
includes taxes & fees
25 Oct - 26 Oct
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 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 beach with a palm tree and two chairs.

5. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
Siamak
S$396
includes taxes & fees
25 Oct - 26 Oct
Margaritaville Beach House Key West
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.
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.
A beach with clear turquoise water, snorkelers, and a large building in the background.

6. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
United States
THOMAS
S$416
includes taxes & fees
25 Oct - 26 Oct
La Concha Key West, Autograph Collection
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 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
S$336
includes taxes & fees
19 Nov - 20 Nov
Havana Cabana at 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.

8. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Danee
S$198
includes taxes & fees
29 Oct - 30 Oct
DoubleTree Resort by Hilton Grand Key - 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 beach with white lounge chairs and umbrellas, a sandy shore, and a calm sea under a partly cloudy sky.

9. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Jaime
S$410
includes taxes & fees
28 Oct - 29 Oct
Casa Marina Key West, Curio Collection by Hilton
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, lounge chairs, and umbrellas.
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
S$292
includes taxes & fees
29 Oct - 30 Oct
Parrot Key Hotel & Villas
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A marina with boats docked, a swimming pool, and palm trees.
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.

11. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
S$213
includes taxes & fees
16 Nov - 17 Nov
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
Elizabeth
S$353
includes taxes & fees
25 Oct - 26 Oct
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 restaurant interior with wooden beams, a bar area, and a colorful ceiling mural.

13. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Ann
S$423
includes taxes & fees
25 Oct - 26 Oct
Opal Key Resort & Marina, Key West
A marina with numerous boats docked, a swimming pool, and palm trees.
A covered outdoor seating area with tables and chairs, overlooking a marina with boats.
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.

14. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
S$245
includes taxes & fees
28 Oct - 29 Oct
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 dining area with a glass table, clear glass bottles, a bowl of fruit, and a wicker chair.

15. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
United States
Jeremy
S$533
includes taxes & fees
27 Oct - 28 Oct
Ocean Key Resort - A Noble House Resort
A beach with a wooden pier, palm trees, and beach umbrellas.
An outdoor dining area with tables and chairs, overlooking the ocean.
A modern bar area with a central island, white bar stools, and a view of the ocean.
A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of 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
Brett
S$315
includes taxes & fees
28 Oct - 29 Oct
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
Dana Nicole
S$341
includes taxes & fees
25 Oct - 26 Oct
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
Michelle
S$246
includes taxes & fees
27 Oct - 28 Oct
Eden House
A pool area with lounge chairs 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 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.

19. Santa Maria Suites

Santa Maria Suites
Old Town Key West
United States
Anthony
S$516
includes taxes & fees
26 Oct - 27 Oct
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 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
Gisele
S$387
includes taxes & fees
27 Oct - 28 Oct
The Gardens Hotel
Save an average of 15% on thousands of hotels when you're signed in

Top Rockland Key Hotel Reviews

Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"Not the same good times vibe as other Margaritaville locations, needs renovation and up keep and poor dining options . Really hope these things come in the future as we live Margaritaville in all other locations."
terina 5-night trip
Posted less than an hour ago
Margaritaville Beach House Key West
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Close to everything!!"
David S 5-night trip
Posted 14 hours ago
Pier House Resort & Spa
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"IMPROVE THE LOBBY. TOO MANY HALLOWEEN DECORATIONS."
Sandra A 4-night trip
Posted 22 hours ago
Havana Cabana at Key West
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"We had no issues. Room clean, restaurant good!"
Michael 4-night trip
Posted 1 day ago
Opal Key Resort & Marina, Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Limpio .buena atención. Transporte rápido para el centro y playa parqueo incluido para muchos carros"
rene 2-night trip
Posted 2 days ago
DoubleTree Resort by Hilton Grand Key - Key West
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"This is a great place just minutes away from Key West proper. The rooms are nice (at least, ours was), the staff was very pleasant and helpful, and the property is well-maintained. Parking is in a gravel lot adjacent to the buildings and very close to the lobby, elevators, and restaurants. We did not use any of their resort amenities, so I will not opine on their quality. I will note that you need to add the daily resort fee to your room charge and tax to estimate the daily rate for staying there."
Eliot 2-night trip
Posted 5 days ago
The Perry Hotel & Marina Key West

Find out more about Rockland Key

Take Your Pick of 4 Star Hotels in Rockland Key

The get-go of any holiday starts with choosing a great spot. Rockland Key has been a popular destination with guests because it offers so much to do and see. But, "location, location, location" applies to more than just what city where your plane lands. Now that you have a feel for the town, it's time you to get to know your new digs.

Accommodations as Picturesque as Rockland Key

Search Expedia.com.sg for the right 4 Star Rockland Key Hotel to suit your fancy. Plenty of these people wrote tips to help you select the accommodation that is the right fit for your holiday.You'll be more than glad to get back to your resort every night. Rockland Key has dozens of good options in the 4-star hotel range that create the ideal getaway.

A stay at one of these lodgings ensure that whether you are just relaxing after a day of checking out Rockland Key or you are ready to lie down for the night, you'll be as comfortable as possible. You won't go without a thing during your stay at one of these accommodations. Visitors have consistently given them high marks for their attentive service. It's no surprise that loads of guests recommend it.

Reserve a 4-Star Hotel in Rockland Key Today!

Your trip to Rockland Key should be one that you'll reminisce over for years to come, and booking a 4-star hotel will help create memories that are incredible. Make sure to make a reservation soon. With so few hotels, and plenty of people desiring to vacation in Rockland Key, you may miss out on your perfect hotel.

Explore a world of travel with Expedia