Explore top 2026 5 Star Hotels in Cudjoe Key

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Cudjoe Key Resorts & 5 Star Hotels

Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Cudjoe Key to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Cudjoe Key 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Cudjoe Key before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.

Recent Cudjoe Key hotel reviews by fellow wanderers

Havana Cabana at Key West

5 out of 5

Posted 16 hours ago

Travelocity Verified Review

"Absolutely going to be staying here again. Our family throughly enjoyed the hotel, amenities and location to Key West"

A verified traveler stayed at Havana Cabana at Key West

Beachside Resort & Residences

4 out of 5

Posted 16 hours ago

Travelocity Verified Review

"Hot tub wasn’t working. It was just warm water. Gym was very hot. Beach wasn’t great. Elevator in my building wasn’t working g but you can use the one from the building next to it and walk over. So not that bad. Pool was great. Never crowded. Room was excellent. We had a suite with pool access. There was plenty of parking at the hotel and no charge to park We would still go back again."

A verified traveler stayed at Beachside Resort & Residences

Hilton Garden Inn Key West / The Keys Collection

4 out of 5

Posted 2 days ago

Travelocity Verified Review

"We had a good stay at the Hilton Garden Inn Key West. The hotel is clean, comfortable, and practical. It’s not a luxury-style property, and the rooms have more of the straightforward, convenient feel you might find at a good value-oriented hotel in Orlando, including the large individual AC unit in the room. Nothing wrong with that—it just helps set expectations about the style of the property. One very convenient feature for us was the EV charging. There are several chargers available on a first-come, first-served basis. They are relatively slow chargers, but I left my Tesla charging for about six hours and had a full battery, so they work very well for overnight charging. We didn’t use the pool, but the pool area looked nice, comfortable, and inviting. The hotel is a little away from Duval Street and downtown, but that also means you come back to a quieter area after spending the day or evening in the busier part of Key West. Overall, a comfortable and convenient stay, especially if you have a car or EV and don’t need to be directly in the middle of downtown."

A verified traveler stayed at Hilton Garden Inn Key West / The Keys Collection