Search for Cheap Deals on
4 Star Hotels in Cow Key

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking, and you save up to 60%!


Featured 4 Star Cow Key Hotels

Southernmost Beach Resort
4 out of 5
Fully refundableReserve now, pay when you stay
  • 11 min walk from Duval Street
The price is $368 per night from Mar 31 to Apr 1
$368
per night
Mar 31 - Apr 1
Stay at this 4-star beach hotel in Key West. Enjoy 3 outdoor pools, a beach locale, and 2 poolside bars. Our guests praise the pool and the bar in our reviews. ...
Southernmost Beach Resort
Havana Cabana at Key West
4 out of 5
Fully refundableReserve now, pay when you stay
  • 6 min drive from Duval Street
The price is $349 per night from Apr 28 to Apr 29
$349
per night
Apr 28 - Apr 29
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast. Our guests praise the pool and the bar in our reviews. ...
Havana Cabana at Key West
Margaritaville Beach House Key West
4 out of 5
Fully refundableReserve now, pay when you stay
  • 4 min drive from Duval Street
The price is $399 per night from Mar 31 to Apr 1
$399
per night
Mar 31 - Apr 1
Stay at this 4-star beach hotel in Key West. Enjoy breakfast, room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant in our ...
Margaritaville Beach House Key West
Save an average of 15% on thousands of hotels when you're signed in
24 North Hotel Key West
4 out of 5
Fully refundableReserve now, pay when you stay
  • 7 min drive from Duval Street
The price is $269 per night from Mar 31 to Apr 1
$269
per night
Mar 31 - Apr 1
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
24 North Hotel Key West
Winslow's Bungalows
4 out of 5
Fully refundableReserve now, pay when you stay
  • 6 min walk from Duval Street
The price is $330 per night from Apr 28 to Apr 29
$330
per night
Apr 28 - Apr 29
Stay at this 4-star hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the bar and the helpful staff in our reviews. ...
Winslow's Bungalows
The Marker Key West Harbor Resort
4 out of 5
Fully refundableReserve now, pay when you stay
  • 10 min walk from Duval Street
The price is $388 per night from Mar 31 to Apr 1
$388
per night
Mar 31 - Apr 1
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast. Our guests praise the pool and the restaurant in our ...
The Marker Key West Harbor Resort
The Gates Hotel Key West
4 out of 5
Fully refundableReserve now, pay when you stay
  • 7 min drive from Duval Street
The price is $269 per night from Apr 28 to Apr 29
$269
per night
Apr 28 - Apr 29
Stay at this eco-certified hotel in Key West. Enjoy free WiFi, breakfast, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
The Gates Hotel Key West
Pier House Resort & Spa
4 out of 5
Fully refundableReserve now, pay when you stay
  • 11 min walk from Duval Street
The price is $484 per night from Apr 23 to Apr 24
$484
per night
Apr 23 - Apr 24
Stay at this beach resort in Key West. Enjoy a private beach, 2 bars/lounges, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
Pier House Resort & Spa
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
Fully refundableReserve now, pay when you stay
  • 10 min drive from Duval Street
The price is $307 per night from Apr 24 to Apr 25
$307
per night
Apr 24 - Apr 25
Stay at this 4-star golf hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the bar in our reviews. Popular attractions ...
Oceans Edge Key West Resort, Hotel & Marina
Parrot Key Hotel & Villas
4 out of 5
Fully refundableReserve now, pay when you stay
  • 5 min drive from Duval Street
The price is $339 per night from Apr 21 to Apr 22
$339
per night
Apr 21 - Apr 22
Stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast. Our guests praise the pool and the restaurant in our reviews. Popular ...
Parrot Key Hotel & Villas
Opal Key Resort & Marina, Key West
4 out of 5
Fully refundableReserve now, pay when you stay
  • 9 min walk from Duval Street
The price is $399 per night from Apr 8 to Apr 9
$399
per night
Apr 8 - Apr 9
Stay at this 4-star hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast. Our guests praise the restaurant and the helpful staff in our reviews. ...
Opal Key Resort & Marina, Key West
The Reach Key West, Curio Collection by Hilton
4 out of 5
Fully refundableReserve now, pay when you stay
  • 12 min walk from Duval Street
The price is $411 per night from Apr 8 to Apr 9
$411
per night
Apr 8 - Apr 9
Stay at this 4-star beach hotel in Key West. Enjoy a private beach, a full-service spa, and breakfast. Our guests praise the pool and the helpful staff in our ...
The Reach Key West, Curio Collection by Hilton
Don't see what you're looking for?
See all available properties in Cow Key
View all properties
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 in Cow Key

When you want to live it up, but not bust your bank account, then there’s nothing better than a 4-star hotel in Cow Key for your next trip. You’ll get all the amenities you can think of (and then some) at a rate within your means.

No fault in our stars

So what’s with the star rating anyway? Good question. The star rating has little to do with the price, and more to do with the amenities. 4-Star hotels in Cow Key as well as everywhere else, usually have all those thoughtful touches that make you go “Ooh,” “Ahh,” and ”YES!” Think amenities like luxury bedding, high-end electronics, concierge service, and restaurants that make eating in a gourmet experience.

Stars that shine

You know there are as many underground spots, inviting lounges, memory-making music venues as there are stars in the sky. But you’ll need the funds to check them all off. That’s why we give you the chance to take us up on the Hotwire Hot Rate. You can snag Cow Key 4-star hotels and still have plenty of leftover cash to paint the town whatever color you want. Filter hotels by:

  • Hotwire Hot Rate: We’ll snag you a crazy deal on a room by finding your hotel name after you book.
  • Price: You know that paying full price is for suckers? You can get a cheap 4-star hotel in Cow Key starting at $269 per night.
  • Amenities: What makes you flip for your trip? Full-service spa? Heated pool? 24-hour room service? Get a hotel that’ll send you over the moon.

Do you deserve a swanky hotel with a ton of amenities? Yes, yes you do. And you also deserve a sweet deal on it. Book with Hotwire today and get that star-studded Cow Key 4-star hotel and have plenty of cash left over to spend at that secret super star joint in the city.