Find and compare 4 Star hotels in Sugarloaf Shores

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Top Sugarloaf Shores 4 Star hotels

Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $374 per night
$374
per night
May 27 - May 28
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.
Breakfast available
Pool
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $279 per night
$279
per night
May 22 - May 23
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 spa tub and perks like free self parking.
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $234 per night
$234
per night
May 27 - May 28
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 need for your pet including food and water bowls. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.
Pet friendly
Breakfast available
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $446 per night
$446
per night
May 29 - May 30
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.
Pet friendly
Breakfast available
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $215 per night
$215
per night
May 8 - May 9
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. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.
Pet friendly
Breakfast available
24 North Hotel Key West

24 North Hotel Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $215 per night
$215
per night
Jun 2 - Jun 3
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Business travelers can take advantage of the 24-hour business center. There's a poolside bar on site, and laundry facilities and concierge services are also provided.
The Gates Hotel Key West

The Gates Hotel Key West

4 out of 5
3824 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $224 per night
$224
per night
Jun 2 - Jun 3
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 need for your pet including food and water bowls and an off-leash area. You'll appreciate the gym, poolside bar, and coffee shop.
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $350 per night
$350
per night
May 12 - May 13
This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking and luggage storage are also offered on site.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $243 per night
$243
per night
May 14 - May 15
A marina, 5 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, laundry service, and conference space. 2 poolside bars and 3 bars/lounges are featured at this hotel, along with a 24-hour gym.
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $349 per night
$349
per night
May 6 - May 7
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the outdoor pool and visit the 3 bars/lounges and poolside bar for drinks.
Hot Tub
Pet friendly
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $521 per night
$521
per night
May 9 - May 10
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.
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
Free Cancellation
Reserve now, pay when you stay
The price is $229 per night
$229
per night
May 22 - May 23
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like a free beach shuttle.
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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.

Sugarloaf Shores hotels essential information

Accommodation
3,345 hotels
Lowest Price
$215
Highest Price
$521
Popular hotels
Southernmost Beach Resort, Havana Cabana at Key West, Margaritaville Beach House Key West, Hyatt Centric Key West Resort and Spa, Oceans Edge Key West Resort, Hotel & Marina, 24 North Hotel Key West, The Gates Hotel Key West, Winslow's Bungalows - Key West Historic Inns, The Perry Hotel & Marina Key West, Opal Key Resort & Marina, Key West, Pier House Resort & Spa, DoubleTree Resort by Hilton Grand Key - Key West

Recent Sugarloaf Shores hotel reviews by fellow wanderers

Havana Cabana at Key West

Havana Cabana at Key West

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Beautiful property, great shuttle to downtown and friendly staff. Would recommend!"
A verified traveler stayed at Havana Cabana at Key West
Havana Cabana at Key West

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