Explore top 2026 4 Star Hotels in Cudjoe Key
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Top Cudjoe Key 4 Star hotels
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $197 total per night from Jun 10 to Jun 11
$197 total
Jun 10 - Jun 11
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate ...
8.4/10 Very Good! (2,358 reviews)
"Wonderful stay"
Reviewed on Jun 9, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$268 nightly
The price is $302 total per night from Jul 6 to Jul 7
$302 total
Jul 6 - Jul 7
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll ...
8.8/10 Excellent! (1,828 reviews)
"Nice hotel and convenient to Smather's beach right across the street and the view was amazing. All the staff were helpful and friendly. My daughter and I enjoyed our stay. Convenient shuttle to downtown and to the airport. Drinks from the bar were awesome but the food we had was just average but ..."
Reviewed on Jun 8, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$214 nightly
The price is $240 total per night from Jun 24 to Jun 25
$240 total
Jun 24 - Jun 25
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub ...
9/10 Wonderful! (1,804 reviews)
"Staff, food & service completely excellent."
Reviewed on Jun 9, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $190 total per night from Jun 16 to Jun 17
$190 total
Jun 16 - Jun 17
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
8.4/10 Very Good! (1,041 reviews)
"The rooms were very clean and smelled fresh. Staff very helpful inviting and courteous. Breakfast and restaurant are very good exceptional service. The shuttle for downtown is extremely valuable and convenient. That alone saves a lot. I would recommend the DoubleTree anytime to anyone looking to ..."
Reviewed on Jun 8, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$247 nightly
The price is $277 total per night from Jun 29 to Jun 30
$277 total
Jun 29 - Jun 30
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. ...
9/10 Wonderful! (1,875 reviews)
"Great place for a family reunion"
Reviewed on Jun 9, 2026
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $230 total per night from Jul 6 to Jul 7
$230 total
Jul 6 - Jul 7
Total with taxes and fees
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, ...
9.4/10 Exceptional! (1,280 reviews)
"Restaurant in side hotel charged outrageous prices. Had to take uber to find a local restaurant ! Room was clean!"
Reviewed on Jun 8, 2026
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$187 nightly
The price is $211 total per night from Jun 21 to Jun 22
$211 total
Jun 21 - Jun 22
Total with taxes and fees
This smoke-free hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
9/10 Wonderful! (1,420 reviews)
"Excellent customer service!"
Reviewed on Jun 8, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Families will appreciate the onsite laundry facilities and babysitting. Enjoy ...
8.4/10 Very Good! (999 reviews)
"This is a beautiful resort full of amenities! Margaritas when you arrive, smoothies at the pool each day around noon, free airport and old town shuttles so we didn’t need to Uber anywhere, also coffee/water/cookies in the lobby daily. The beach is an easy walk across the street. The hotel is super ..."
Reviewed on Apr 19, 2026
Eisenhower Retreat
719 Eisenhower Dr. #1, #1 Key West FL
This vacation home features an outdoor pool and an outdoor tennis court. Free self parking, a free grocery shopping service, and a picnic area are also ...
Upper Sunset South
801 Eisenhower Dr. #9, 9 Key West FL
An outdoor pool is featured at this vacation home, along with a free grocery shopping service and a picnic area. Enjoy the outdoor tennis court and perks like ...
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.
4 Star Hotels Cudjoe Key
Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?
Come on, you deserve it!
The best part about staying in Cudjoe Key 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.
Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.
The best four star hotels in Cudjoe Key will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!
If you’re looking for 4 star hotels in Cudjoe Key, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.
Recent Cudjoe Key hotel reviews by fellow wanderers
Hyatt Vacation Club at Windward Pointe, Key West
5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Tout était super!"
A verified traveler stayed at Hyatt Vacation Club at Windward Pointe, Key West
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