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

4 Stars Hotels in Cudjoe Key, Summerland Key from CA $166

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Check availability on Cudjoe Key 4 Star Hotels

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Cudjoe Key 4-star hotels

Pool

1. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.6 out of 10, Excellent, (2,773 reviews)
"Nice resort very family friendly"
United States
Sigrid A
The price is CA $180
CA $281 total
includes taxes & fees
Dec 2 - Dec 3
Blue Flamingo Resort Key West
A dining table with plates of food, a drink, and a view of a pool and palm trees.

2. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,813 reviews)
"Very nice place to stay"
United States
ANTHONY
The price is CA $320
CA $448 total
includes taxes & fees
Nov 16 - Nov 17
Margaritaville Beach House Key West
A resort pool with clear blue water, surrounded by palm trees and lounge chairs.

3. Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
9.0 out of 10, Wonderful, (1,902 reviews)
"Great place to stay"
United States
Stephanie
The price is CA $190
CA $302 total
includes taxes & fees
Dec 2 - Dec 3
Havana Cabana at Key West
A wooden archway leading to a pool area surrounded by lush tropical vegetation.

4. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,482 reviews)
"Love the place it was so big lots of space had 4 swimming pools close everywhere. Highly recommend!"
United States
Malgorzata
The price is CA $208
CA $314 total
includes taxes & fees
Nov 16 - Nov 17
Parrot Key Hotel & Villas
A marina with boats docked, a pool area, and a building with a white facade.

5. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,800 reviews)
"Great location and great staff!!"
United States
Kevin
The price is CA $176
CA $280 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Key West Resort & Marina
A pool area with lounge chairs and gazebos, surrounded by palm trees.

6. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.4 out of 10, Very good, (1,131 reviews)
"The hotel was a spectacular place near the airport."
United States
Suset
The price is CA $172
CA $241 total
includes taxes & fees
Nov 17 - Nov 18
DoubleTree Resort by Hilton Grand Key - Key West
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

7. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,311 reviews)
"Absolutely amazing property and people could not recommend enough helpfully staff and great location"
United States
david
The price is CA $147
CA $166 total
includes taxes & fees
Nov 4 - Nov 5
The Perry Hotel & Marina Key West
A floor plan of a master bedroom with a master closet, bathroom, and wood porch.

8. Eisenhower Retreat

Eisenhower Retreat
4.0 star property
Key West Historic District
Eisenhower Retreat
A waterfront property with a paved walkway leading to a dock, surrounded by lush greenery and palm trees.

9. Upper Sunset South

Upper Sunset South
4.0 star property
Meadows
Upper Sunset South
A waterfront property with a paved walkway leading to a dock, surrounded by lush greenery and palm trees.

10. Bayview North One

Bayview North One
4.0 star property
Meadows
Bayview North One
Front of property

11. Work From Here at Parrot Key Hotel & Villas

Work From Here at Parrot Key Hotel & Villas
4.0 star property
Northside Resort
10.0 out of 10, Exceptional, (2 reviews)
"I loved the location! Close to supermarkets and close to many locations. I also loved that they had a gym. There was also a choice of many pools to choose from and the restaurant was close to my room. Friendly staff and they also had a shuttle to the beach for free . At the beach ,with the hotel key you were able to get free beach chairs and towels!"
United States
Anonymous traveller
Work From Here at Parrot Key Hotel & Villas
Miscellaneous

12. Key West Yacht Life

Key West Yacht Life
4.0 star property
Stock Island
Key West Yacht Life
A floor plan of a hotel with multiple units, pools, and landscaped areas.

13. Island Chi c

Island Chi c
4.0 star property
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

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"Excelente"
Marcos 2-night trip
Posted less than an hour ago
The Perry Hotel & Marina Key West

Find out more about Cudjoe Key

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Cudjoe Key are calling your name. Known for providing first-rate service in amazing locations, each of the Cudjoe Key 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Cudjoe Key. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Cudjoe Key, Summerland Key, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Cudjoe Key hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Cudjoe Key?
We can help you easily track down the ideal 4-star hotel for your stay in Cudjoe Key. Use our handy filter tool to tailor your search by things like amenities, budget and star rating and get access to terrific deals in a couple of clicks.

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What's the difference between 5-star and 4-star hotels in Cudjoe Key?
If you decide to book a stay at a 4-star hotel in Cudjoe Key, you'll typically find lots of conveniences to ensure you're comfortable, such as a pool, gym and restaurant. You can look forward to excellent service and upmarket accommodations. Go for a 5-star hotel and you'll get a few more perks — think concierge assistance, on-site spas and nightly turndown services. You'll most likely get extra amenities and first-class services at a 5-star stay, though both are terrific options for luxury travellers.
Does Cudjoe Key have any 4-star all-inclusive resorts?
Enjoy a carefree vacation experience where everything is included in the one upfront price by using our "All inclusive" filter. Keeping to your budget is simple when your accommodations, food and many activities are already taken care of. After more options? Browse the incredible offers on Expedia's standard 4-star hotels in and around Cudjoe Key too.

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