Explore top 2026 4 Star Hotels in Cudjoe Key

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Top Cudjoe Key 4 Star hotels

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $258 total per night from May 10 to May 11
$258 total
May 10 - May 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 ...
8.2/10 Very Good! (2,086 reviews)
Travelled with small children. The site stated there was a hot tub, but we could not find the hot tub and the pool was cold, making it hard for my family to enjoy the pool when we couldn’t warm up in a hot tub. The live music was quite loud, with the bass traveling pretty much uninterrupted into ...

Reviewed on Apr 14, 2026

Opens in a new windowBlue 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
Fully refundableReserve now, pay when you stay
$292 nightly
The price is $329 total per night from May 10 to May 11
$329 total
May 10 - May 11
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! (1,814 reviews)
We were not guaranteed ocean view rooms even though we booked that, but still ended up with a beautiful ocean view in the top floor. We had great access to Smathers Beach! Overall, I don’t think it was worth over $8k including plane tickets to go here for a week.

Reviewed on Apr 14, 2026

Opens in a new windowMargaritaville Beach House Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$265 nightly
The price is $299 total per night from May 10 to May 11
$299 total
May 10 - May 11
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! (1,855 reviews)
Our once-in-a-lifetime family trip was deeply disappointing because of our experience with the restaurant staff at Oceans Edge Resort & Marina Key West. Their rude and unprofessional behavior had a major negative impact on what should have been a special vacation. We chose to eat most of our meals ...

Reviewed on Apr 11, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$244 nightly
The price is $275 total per night from May 10 to May 11
$275 total
May 10 - May 11
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! (1,749 reviews)
I will definitely be staying again at Havana Cabana at Key West! I highly recommend checking out the Griselda room it’s spacious and perfect for 5–6 people. The staff was incredibly kind from beginning to end. I truly felt like I was on a vacation away from home. On our last day, my siblings and ...

Reviewed on Apr 14, 2026

Opens in a new windowHavana Cabana at Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$220 nightly
The price is $248 total per night from May 10 to May 11
$248 total
May 10 - May 11
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! (1,344 reviews)
Was okish. Food could be better

Reviewed on Apr 13, 2026

Opens in a new windowParrot 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
Fully refundableReserve now, pay when you stay
$290 nightly
The price is $326 total per night from May 11 to May 12
$326 total
May 11 - May 12
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! (1,247 reviews)
We really enjoyed our time at the Perry. We ate at the two restaurants and the pool. The shuttle service was very good. We plan to go back.

Reviewed on Apr 13, 2026

Opens in a new windowThe 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
Fully refundableReserve now, pay when you stay
$240 nightly
The price is $270 total per night from May 10 to May 11
$270 total
May 10 - May 11
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 ...
8.2/10 Very Good! (1,021 reviews)
All was good.

Reviewed on Apr 14, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
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)
Great visit

Reviewed on Feb 27, 2026

Opens in a new windowMargaritaville Beach House Key West
Eisenhower Retreat

Eisenhower Retreat

4 out of 5
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 ...
Opens in a new windowEisenhower Retreat
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool

Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool

4 out of 5
Key West FL
An outdoor pool, free self parking, and concierge services are featured at this villa. WiFi in public areas is free. A garden is also provided.
7.4/10 Good! (3 reviews)
Pool was too warm to swim all week and no grill. After we left got a $520 bill for damages. We left the property with no damage. Overall bad experience.

Reviewed on Sep 2, 2024

Opens in a new windowCoral Garden by Avantstay Great Location w/ Balcony & Shared Pool
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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.

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