Search for Cheap Deals on
4 Star Hotels in Sugarloaf Shores

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!


Featured 4 Star Sugarloaf Shores Hotels

The Perry Hotel & Marina Key West
4 out of 5
Fully refundableReserve now, pay when you stay
  • 9 min drive from Duval Street
The price is $335 per night from Jan 27 to Jan 28
$335
includes taxes & fees
Jan 27 - Jan 28
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
The Perry Hotel & Marina Key West
24 North Hotel Key West - Newly Renovated
4 out of 5
Fully refundableReserve now, pay when you stay
  • 7 min drive from Duval Street
The price is $293 per night from Jan 26 to Jan 27
$293
includes taxes & fees
Jan 26 - Jan 27
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
24 North Hotel Key West - Newly Renovated
Havana Cabana at Key West - Adults Only
4 out of 5
Fully refundableReserve now, pay when you stay
  • 6 min drive from Duval Street
The price is $331 per night from Jan 26 to Jan 27
$331
includes taxes & fees
Jan 26 - Jan 27
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in ...
Havana Cabana at Key West - Adults Only
Save an average of 15% on thousands of hotels when you're signed in
Southernmost Beach Resort
4 out of 5
Fully refundableReserve now, pay when you stay
  • 11 min walk from Duval Street
The price is $624 per night from Feb 3 to Feb 4
$624
includes taxes & fees
Feb 3 - Feb 4
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
Southernmost Beach Resort
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 $379 per night from Jan 26 to Jan 27
$379
includes taxes & fees
Jan 26 - Jan 27
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 restaurant in our reviews. Popular ...
Oceans Edge Key West Resort, Hotel & Marina
Ocean Key Resort - A Noble House Resort
4 out of 5
Fully refundableReserve now, pay when you stay
  • 11 min walk from Duval Street
The price is $640 per night from Jan 27 to Jan 28
$640
includes taxes & fees
Jan 27 - Jan 28
Stay at this 4-star spa resort in Key West. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
Ocean Key Resort - A Noble House Resort
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 $400 per night from Jan 26 to Jan 27
$400
includes taxes & fees
Jan 26 - Jan 27
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
Margaritaville Beach House Key West
DoubleTree Resort by Hilton Grand Key - Key West
4 out of 5
Fully refundableReserve now, pay when you stay
  • 7 min drive from Duval Street
The price is $318 per night from Jan 26 to Jan 27
$318
includes taxes & fees
Jan 26 - Jan 27
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff ...
DoubleTree Resort by Hilton Grand Key - Key West
The Gates Hotel Key West Newly Renovated
4 out of 5
Fully refundableReserve now, pay when you stay
  • 7 min drive from Duval Street
The price is $313 per night from Jan 26 to Jan 27
$313
includes taxes & fees
Jan 26 - Jan 27
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
The Gates Hotel Key West Newly Renovated
La Concha Key West, Autograph Collection
4 out of 5
Fully refundableReserve now, pay when you stay
  • 4 min walk from Duval Street
The price is $490 per night from Jan 26 to Jan 27
$490
includes taxes & fees
Jan 26 - Jan 27
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff ...
La Concha Key West, Autograph Collection
Parrot Key Hotel & Villas
4 out of 5
Fully refundableReserve now, pay when you stay
  • 5 min drive from Duval Street
The price is $435 per night from Jan 26 to Jan 27
$435
includes taxes & fees
Jan 26 - Jan 27
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. ...
Parrot Key Hotel & Villas
Winslow's Bungalows - Key West Historic Inns
4 out of 5
  • 6 min walk from Duval Street
The price is $491 per night from Jan 27 to Jan 28
$491
includes taxes & fees
Jan 27 - Jan 28
Stay at this 4-star hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular ...
Winslow's Bungalows - Key West Historic Inns
Don't see what you're looking for?
See all available properties in Sugarloaf Shores
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.