Search for Cheap Deals on
Hotels in Cudjoe Key

Choose from 1772 Cudjoe Key Hotel Deals

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
  • 30 min drive from Florida Keys Beaches
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (2,224 reviews)
The only thing missing was a balcony

Reviewed on May 11, 2026

Blue Flamingo Resort Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
  • 33 min drive from Florida Keys Beaches
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,814 reviews)
We had not been there before, would have liked to have been on a higher floor. The staff offered to move us the next day but it wasn't worth doing all that. The breakfast was good, needs more options but everything tasted great. The room was clean, a/c didn't always keep up for some reason, so it ...

Reviewed on May 11, 2026

Margaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
  • 31 min drive from Florida Keys Beaches
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,790 reviews)
The pool is infested with large iguanas that will eat your food if you leave it unattended. The iguanas fecal droppings are found around the pool as well as inside the pool making the experience disgusting.

Reviewed on May 11, 2026

Havana Cabana at Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
  • 29 min drive from Florida Keys Beaches
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
8/10 Very Good! (1,232 reviews)
We had an absolutely wonderful stay at the Hilton Garden Inn Key West / The Keys Collection. The property was clean, comfortable, and had such a relaxing resort-style atmosphere, especially around the pool area. The shuttle service to Old Town made exploring incredibly easy, and the staff was friendly ...

Reviewed on May 8, 2026

Hilton Garden Inn Key West / The Keys Collection
The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
  • 30 min drive from Florida Keys Beaches
Book a stay at this beach hotel in Key West. Enjoy a 24-hour front desk, a 24-hour business center, and daily housekeeping. Our guests praise the pool and the ...
9.2/10 Wonderful! (1,026 reviews)
Beautiful property with nice pool and great views. Rooms very clean and updated. Enjoyed our stay.

Reviewed on May 11, 2026

The Laureate Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
  • 29 min drive from Florida Keys Beaches
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (2,213 reviews)
Never again

Reviewed on May 10, 2026

Beachside Resort & Residences
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
  • 29 min drive from Florida Keys Beaches
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,022 reviews)
Had a terrible experience at this hotel. I specifically booked this hotel because it said they were “pet friendly” on Expedia. They absolutely are not. I did not mind that my ESA dog is not considered a service animal and I would have to pay a fee but upon arrival I was asked to sign a contract that ...

Reviewed on May 9, 2026

DoubleTree Resort by Hilton Grand Key - Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
  • 32 min drive from Florida Keys Beaches
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8/10 Very Good! (2,264 reviews)
Loved the view.

Reviewed on May 11, 2026

Ibis Bay Beach Resort
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
  • 26 min drive from Florida Keys Beaches
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,871 reviews)
Had a great stay. Only wish is that building 4 had a better view.

Reviewed on May 11, 2026

Oceans Edge Key West Resort, Hotel & Marina
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
  • 32 min drive from Florida Keys Beaches
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (1,394 reviews)
Great stay!

Reviewed on May 11, 2026

Parrot Key Hotel & Villas
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
5051 Overseas Highway Key West FL
  • 29 min drive from Florida Keys Beaches
Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Our guests praise the helpful staff and the clean rooms in our ...
9.4/10 Exceptional! (1,045 reviews)
They advertise beachside which is completely false! The size of the beach is smaller than my backyard patio! I will never stay here again, staff was not helpful and made it clear to me that this is vacation homes and you get leftover from owners that are not using the units when I asked foe a higher ...

Reviewed on May 11, 2026

Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard Key West FL
  • 30 min drive from Florida Keys Beaches
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (1,079 reviews)
The property is beautiful! It was lovely sitting on the balcony overlooking the pool and ocean. The pool was nice and warm which was terrific. It was perfect to have two bedrooms and two bathrooms. There is a restaurant on site, though I preferred taking an Uber to many fabulous restaurants near ...

Reviewed on May 11, 2026

Hyatt Vacation Club at Windward Pointe, Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find cheap hotels in Cudjoe Key

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Cudjoe Key hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Cudjoe Key.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Cudjoe Key’s 1,772 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $187. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Cudjoe Key hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Cudjoe Key. No matter your reason for visiting Cudjoe Key, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Cudjoe Key hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Cudjoe Key for as low as $187.

How many hotels are there in Cudjoe Key?

With over 1,772 hotels in Cudjoe Key, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $187.

How to find cheap car rentals in Cudjoe Key?

Finding a cheap car rental deal in Cudjoe Key is as easy as scoring cheap hotels in Cudjoe Key. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.