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

Find 4 Star Hotels in Cudjoe Key, FL from $168

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Cudjoe Key 4 Star Hotels

Tonight
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Cudjoe Key 4-star hotels

Pool
A modern cafe with a wooden counter, seating area, and shelves stocked with beverages.
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.

1. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
$175 nightly
$197 total
Oct 25 - Oct 26
Total with taxes and fees
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
Richard
$230 nightly
$324 total
Nov 8 - Nov 9
Total with taxes and fees
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 cozy room with wicker furniture, a glass coffee table, and a view of lush greenery outside.
A covered outdoor seating area with a pool in the background.

3. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Stephanie
$201 nightly
$227 total
Nov 1 - Nov 2
Total with taxes and fees
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 sign for Doubletree by Hilton Grand Key Resort surrounded by lush greenery and palm trees.
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 nightly
$168 total
Oct 27 - Oct 28
Total with taxes and fees
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, lounge chairs, and umbrellas.
A tall palm tree with a white building in the background.
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
$203 nightly
$228 total
Oct 29 - Oct 30
Total with taxes and fees
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
$204 nightly
$229 total
Oct 19 - Oct 20
Total with taxes and fees
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 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.

7. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
$174 nightly
$196 total
Oct 25 - Oct 26
Total with taxes and fees
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 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 swimming pool with a 5 ft depth marker, surrounded by a white fence and palm trees.
Property grounds
A waterfront hotel with a pool, palm trees, and a sunset.

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.
Breakfast area
Terrace/patio
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.
Property grounds

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 bedroom with a large bed, a ceiling fan, a window with blinds, a nightstand, and a bench with a cushion.
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
Save an average of 15% on thousands of hotels when you're signed in

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

8/10 Good
"Pretty spot with shuttle service to town. Pools are nice, but no beach access. Restaurant was being remodeled, and a food truck was on-site all day with breakfast and lunch or light dinner options. Super friendly and helpful staff!"
Judy 5-night trip
Posted 7 hours ago
Parrot Key Hotel & Villas
Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"It is such a convenient location and beautiful place to stay. Beds are comfy! Wish they had a little more to offer on their menu though."
Amy 3-night trip
Posted 9 hours ago
Margaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"pool was the best with food and bar right next. shuttle service to town was excellent can't wait to go back!"
Robert 5-night trip
Posted 10 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
"Beautiful resort. Very good restaurant on site. Shuttle bus to and from Old Town Key West every hour. The staff was exceptional. Highly recommend this resort."
William 1-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
"The Director of rooms, Chris, could not have been more of a help and a gentleman. Every staff member we ran into was delightful and more than willing to help with any questions or concerns. The hotel was wonderful in the pool, fantastic as well as the restaurants."
James 1-night trip
Posted 2 days ago
The Perry Hotel & Marina Key West

Find out more about Cudjoe Key

Cudjoe Key Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Cudjoe Key, Summerland Key are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Cudjoe Key 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Cudjoe Key. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Cudjoe Key, Summerland Key, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Cudjoe Key hotels offer everything your heart desires.

Frequently asked questions

What are the best 4-star hotels in Cudjoe Key?
Expedia travelers love staying at Little Palm Island Resort & Spa - A Noble House Resort. From its handy amenities to its attentive service, every feature of this 4-star hotel in Cudjoe Key is designed to deliver an exceptional vacation experience.
How much does it cost to stay in a 4-star hotel in Cudjoe Key?
Expedia can help you quickly find the perfect 4-star hotel for your vacation in Cudjoe Key. Use our handy filter tool to fine-tune your search by things like amenities, budget and star rating and get access to fantastic deals in a couple of clicks.
  • Search for the lowest price from $168
What's the difference between 5-star and 4-star hotels in Cudjoe Key?
Treat yourself to luxury living during your Cudjoe Key getaway by staying at a 4-star hotel. As well as featuring upmarket accommodations, these properties are usually filled with amenities like large beds, bathrobes and more. A 5-star hotel will go the extra mile to make your trip an even more lavish and unforgettable one. Concierge assistance, elegant furnishings and world-class dining are only the start of the exclusive conveniences and services you'll likely be able to enjoy.

Explore a world of travel with Expedia