Search for Cheap Deals on
Hotels in Cudjoe Key

Check Last Minute Cudjoe Key Hotel Deals

Tonight Mar 8 - Mar 9Next weekend Mar 13 - Mar 15

Choose from 1766 Cudjoe Key Hotel Deals

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! (2,055 reviews)
Staff was excellent

Reviewed on Mar 7, 2026

Beachside Resort & Residences
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! (2,135 reviews)
This property has incorrect presentation on line. There are hidden costs, the front desk"conceirge" is unknowledgeable about anything "Key West", you have to request to have your room cleaned., it is faraway from any activities or restaurants except for "their" restaurant The Stoned Crab which is ...

Reviewed on Mar 7, 2026

Ibis Bay Beach Resort
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 ...
8.2/10 Very Good! (1,979 reviews)
Nice clean room and friendly knowledgeable staff

Reviewed on Mar 6, 2026

Blue Flamingo Resort 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 ...
8.8/10 Excellent! (1,710 reviews)
Pool was ok at best . Not for the money. Staff was 50/50 rooms didn’t get cleaned right didn’t have wash cloths for a day and then had to let the front desk know we were out of toilet paper. Was no better than a motel 6. For what I payed and with all the fees. I will never go back. Lots of mold ...

Reviewed on Mar 7, 2026

Havana Cabana at Key West
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! (1,321 reviews)
View was great, doesn't lead to ocean as pictured but overall was fantastic!

Reviewed on Mar 7, 2026

Parrot Key Hotel & Villas
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road Key West FL
  • 28 min drive from Florida Keys Beaches
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,226 reviews)
Pool was very nice, room could have been cleaner, bathroom needs to be updated

Reviewed on Mar 7, 2026

The Perry Hotel & Marina Key West
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 ...
8.2/10 Very Good! (1,011 reviews)
Front desk staff (especially Joseph!!) were incredibly friendly and helpful. Breakfast was ample and tasty. The pool was lovely. Room was clean and well-cleaned daily. We did have a little problem with our air conditioning that was partially resolved.

Reviewed on Mar 7, 2026

DoubleTree Resort by Hilton Grand Key - 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! (1,014 reviews)
Lovely stay

Reviewed on Mar 7, 2026

Hyatt Vacation Club at Windward Pointe, Key West
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! (1,015 reviews)
Great location and great poolside and tiki bar

Reviewed on Mar 7, 2026

Hyatt Vacation Club at Beach House, 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! (1,216 reviews)
Staff were helpful, poolside bars were on point, everything was clean, pools were not to crowded, liked being able to bar hop amongst the three hotels there, you need to get a shuttle ticket before you use it from the front desk but you don’t need on to comeback. Takes you right down to Duval ...

Reviewed on Mar 7, 2026

Hilton Garden Inn Key West / The Keys Collection
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd Key West FL
  • 29 min drive from Florida Keys Beaches
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,331 reviews)
I reserved an ocean view room and, while we could see the ocean, I thought it would be more like the picture featuring the hotel with the pool included. We had a busy road to look at in front of the ocean and there is no beach.

Reviewed on Mar 3, 2026

Hampton Inn Key West FL
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

3 out of 5
2400 N Roosevelt Blvd Key West FL
  • 33 min drive from Florida Keys Beaches
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.8/10 Good! (1,169 reviews)
No e

Reviewed on Mar 6, 2026

Fairfield Inn and Suites by Marriott 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 1,766 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 $361. 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 $361.

How many hotels are there in Cudjoe Key?

With over 1,766 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 $361.

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.