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

Find 4 Star Hotels in Cudjoe Key, FL from ￥26,524

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Check availability on Cudjoe Key 4 Star Hotels

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

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 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.

1. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
￥19,768
￥31,130 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 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.

2. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
Siamak
￥32,236
￥46,227 total
includes taxes & fees
Oct 30 - Oct 31
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 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
￥22,766
￥35,652 total
includes taxes & fees
Nov 1 - Nov 2
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 modern living room with a desk, two chairs, a sofa, and a TV mounted on the wall.
A sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.

4. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
￥18,836
￥26,524 total
includes taxes & fees
Oct 25 - Oct 26
DoubleTree Resort by Hilton Grand Key - Key West
A wooden archway leading to a pool area surrounded by lush tropical vegetation.
A beach with palm trees, a sandy shore, and a calm sea under a clear sky.
A tall palm tree with a white building in the background.
A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

5. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
￥24,019
￥36,089 total
includes taxes & fees
Oct 29 - Oct 30
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 balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.

6. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
￥17,573
￥29,408 total
includes taxes & fees
Nov 16 - Nov 17
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 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.

7. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
￥19,307
￥30,964 total
includes taxes & fees
Oct 27 - Oct 28
Hilton Key West Resort & Marina
A poolside area with lounge chairs, a small table, and a white fence.
A two-story house with a balcony, surrounded by a white picket fence, and palm trees in the foreground.
A spacious living area with a wooden staircase, a dining area, and a kitchen.
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.
A wooden dock leading to a marina with boats and a cityscape in the background.
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.

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
Terrace/patio
Breakfast area

10. Work From Here at Parrot Key Hotel & Villas

Work From Here at Parrot Key Hotel & Villas
Northside Resort
United States
Anonymous traveler
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.
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.
Property grounds

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 rooftop pool area with a white fence, lounge chairs, and a grill.
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 white spiral staircase leading to a balcony with a pool view.

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 biking 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 9 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 13 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 16 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 traveler 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 ￥26,524
What's the difference between 5-star and 4-star hotels in Cudjoe Key?
If you choose to vacation 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 accommodations. 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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