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

Cudjoe Key 4 Stars Hotels

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Check availability on Cudjoe Key 4 Star Hotels

Tonight
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Cudjoe Key 4-star hotels

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

1. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
₩159,974
₩256,133 total
includes taxes & fees
Oct 6 - Oct 7
Blue Flamingo Resort Key West
A dining table with plates of food, a drink, and a view of a pool and palm trees.
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.
A beach with a palm tree and two chairs.

2. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
₩282,984
₩403,796 total
includes taxes & fees
Oct 6 - Oct 7
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 bar setting with a bartender preparing a drink, a counter with various bottles, and a TV screen in the background.

3. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Gustavo
₩150,799
₩255,401 total
includes taxes & fees
Oct 1 - Oct 2
Havana Cabana at Key West
A clear swimming pool with lounge chairs and gazebos, surrounded by palm trees.
A spacious indoor dining area with tables and chairs, ceiling fans, and large windows.
A spacious living area with a high ceiling, a blue accent wall, and a wooden staircase.
An outdoor patio with tables and chairs, umbrellas, 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
₩172,228
₩239,453 total
includes taxes & fees
Oct 6 - Oct 7
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
₩178,727
₩278,760 total
includes taxes & fees
Oct 6 - Oct 7
Parrot Key Hotel & Villas
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
A marina with boats docked, 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
₩144,162
₩244,640 total
includes taxes & fees
Oct 26 - Oct 27
The Perry Hotel & Marina Key West
A marina with boats docked, a pool area, and a building with a white facade.
A hotel room with a balcony overlooking a marina and the ocean.
A clear view of turquoise ocean water and a blue sky with clouds.
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
Molly
₩170,982
₩273,486 total
includes taxes & fees
Oct 6 - Oct 7
Hilton Key West Resort & Marina
A poolside area with lounge chairs, a small table, and a white fence.
A wooden pier extending into calm water with a clear sky above.
A two-story house with a balcony, surrounded by a white picket fence and palm trees.
A two-story house with a balcony, surrounded by a white picket fence, and palm trees in the foreground.

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.
Front of property
Breakfast area
Room

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.
A wooden dock extending into calm water with a boat docked at the end.

11. Bayview North One

Bayview North One
Meadows
Bayview North One
Aerial view
Exterior detail
Exterior detail
Beach

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 white spiral staircase leading to a balcony with a pool view.
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.

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

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"This property is nicer than anything we found closer to Duval Street. This property is 5 stars! Roomy, worth every penny. I loved my king size bed. I loved the properties gardens and the pools. It was quiet, private, and luxurious. I have one critique, valet parking is not needed. $30 for Valet is not needed."
Krystal 1-night trip
Posted 3 hours ago
Parrot Key Hotel & Villas
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Excellent place, beautiful decor, rooms, pool, will stay again. Well recommended place."
Mauricio 1-night trip
Posted 15 hours ago
Havana Cabana at Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Close to everything, comfortable stay"
Nancy 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

8/10 Good
"Good place to stay but watch out for the gratuity tax (it's a State of Florida thing). The property was well maintained, and we enjoyed the room. Overall, it was a good place to stay. Most of the staff were hospitable and management was amazing."
April 5-night trip
Posted 2 days ago
The Perry Hotel & Marina 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 ₩239,453
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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