A tropical island with clear blue waters, palm trees, and a thatched-roof hut.

4 Star Hotels in Cudjoe Key, Summerland Key

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Check availability on Cudjoe Key 4 Star Hotels

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Cudjoe Key 4-star hotels

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 couple holding hands in a tropical setting with palm trees and greenery.

1. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
€175
includes taxes & fees
27 Oct - 28 Oct
Blue Flamingo Resort Key West
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 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.

2. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
Siamak
€260
includes taxes & fees
30 Oct - 31 Oct
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 covered outdoor seating area with a pool in the background.
A spacious lobby with a central seating area, two staircases, and multiple potted plants.

3. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Stephanie
€201
includes taxes & fees
1 Nov - 2 Nov
Havana Cabana at Key West
A balcony with a view of a pool area, palm trees, and outdoor seating.
A modern room with a white cabinet, a flat-screen TV, a small table, and a bench.
A hotel room with a bed, a nightstand with a drawer, a wall-mounted lamp, and a patterned curtain.
A modern living room with a desk, two chairs, a sofa, and a TV mounted on the wall.

4. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
€149
includes taxes & fees
25 Oct - 26 Oct
DoubleTree Resort by Hilton Grand Key - Key West
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.

5. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
€204
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 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.

6. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
€166
includes taxes & fees
16 Nov - 17 Nov
The Perry Hotel & Marina 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 clear view of turquoise ocean water and a blue sky with clouds.
A covered outdoor seating area with tables and chairs, overlooking a marina with boats.

7. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
€174
includes taxes & fees
27 Oct - 28 Oct
Hilton Key West Resort & Marina
A poolside area with lounge chairs, a small table, and a white fence.
A spacious living area with a wooden staircase, a dining area, and a kitchen.
A two-story house with a balcony, surrounded by a white picket fence and palm trees.
A wooden pier extending into calm water with a clear sky above.

8. Eisenhower Retreat

Eisenhower Retreat
Key West Historic District
Eisenhower Retreat
A waterfront property with a paved walkway leading to a dock, surrounded by lush greenery and palm trees.
Property grounds
A swimming pool with a 5 ft depth marker, surrounded by a white fence and palm trees.
A wooden dock leading to a marina with boats and a cityscape in the background.

9. Upper Sunset South

Upper Sunset South
Meadows
Upper Sunset South
A covered outdoor area with a view of the beach, palm trees, and a swing set.
Room
Front of property
Terrace/patio

10. Work From Here at Parrot Key Hotel & Villas

Work From Here at Parrot Key Hotel & Villas
Northside Resort
United States
Anonymous traveller
Work From Here at Parrot Key Hotel & Villas
A waterfront property with a paved walkway leading to a dock, surrounded by lush greenery and palm trees.
Property grounds
A waterfront hotel with a pool, palm trees, and a sunset.
A swimming pool with a 5 ft depth marker, surrounded by a white fence and palm trees.

11. Bayview North One

Bayview North One
Meadows
Bayview North One
Aerial view
Living area
Exterior detail
Exterior detail

12. Key West Yacht Life

Key West Yacht Life
Stock Island
Key West Yacht Life
A marina at dusk with boats docked, wooden piers, and a distant cityscape.
A living room with a sofa, armchair, coffee table, and TV. There is a ceiling fan, windows with a view of palm trees, and a colorful rug.
A rooftop pool area with a white fence, lounge chairs, and a grill.
A bedroom with a large bed, a ceiling fan, a window with blinds, a nightstand, and a bench with a cushion.

13. Island Chi c

Island Chi c
Meadows
Island Chi c
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Learn more about Cudjoe Key

Venture to Florida Keys Beaches—just one of the popular sights around Cudjoe Key, a city also known for cycling trails and boating.

See all hotels in Cudjoe Key
A sign reading "CUDJOE KEY" by a coastal road with a clear sky and calm sea.

Top Cudjoe Key Hotel Reviews

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"So Pretty and clean the place"
andrea v 2-night trip
Posted 10 hours ago
Havana Cabana at 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 14 hours ago
The Perry Hotel & Marina Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"Very nice and friendly staff. It was a great place."
Siamak 3-night trip
Posted 17 hours ago
Margaritaville Beach House Key West

Frequently asked questions

What are the best 4-star hotels in Cudjoe Key?
Relax in refined comfort at Little Palm Island Resort & Spa - A Noble House Resort. Based on Expedia traveller reviews, this is one of Cudjoe Key's top 4-star hotels.
How much does it cost to stay in a 4-star hotel in Cudjoe Key?
With Expedia's sort and search filters, locking in a superb deal on a 4-star hotel in Cudjoe Key just got easier. Start by entering your chosen travel dates and length of your stay. Then sort the results by price and pick a property that best suits your budget and style.
  • Search for the lowest price from €149
What's the difference between 5-star and 4-star hotels in Cudjoe Key?
If you choose to holiday at a 4-star hotel in Cudjoe Key, you'll usually find loads of conveniences to make sure you're relaxed, such as a pool, gym and restaurant. You can look forward to high-quality service and deluxe accommodation. Opt for a 5-star hotel and you'll get a few more bells and whistles — think concierge assistance, on-site spas and opulent turndown services. You'll most likely get more amenities and premium services at a 5-star retreat, but both are superb options for luxury guests.

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