Explore top 2025 4 Star Hotels in Sugarloaf Shores
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check prices for these dates
Top Sugarloaf Shores 4 Star hotels
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
$242 nightly
The price is $272 total per night from Nov 30 to Dec 1
$272 total
Nov 30 - Dec 1
Total with taxes and fees
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 ...
8.6/10 Excellent! (2,849 reviews)
Air conditioning was very loud which prevented a higher rating
Reviewed on Nov 10, 2025
Hyatt Centric Key West Resort and Spa
601 Front St, Key West, FL
Fully refundableReserve now, pay when you stay
$337 nightly
The price is $379 total per night from Nov 30 to Dec 1
$379 total
Nov 30 - Dec 1
Total with taxes and fees
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 ...
8.8/10 Excellent! (1,000 reviews)
Beautiful grounds and views walk to all
Reviewed on Nov 7, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
$208 nightly
The price is $234 total per night from Nov 30 to Dec 1
$234 total
Nov 30 - Dec 1
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. ...
8.8/10 Excellent! (1,732 reviews)
Excellent
Reviewed on Nov 7, 2025
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
$235 nightly
The price is $264 total per night from Dec 2 to Dec 3
$264 total
Dec 2 - Dec 3
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 ...
8.6/10 Excellent! (1,769 reviews)
Very good
Reviewed on Nov 5, 2025
La Concha Key West, Autograph Collection
430 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
$225 nightly
The price is $253 total per night from Nov 30 to Dec 1
$253 total
Nov 30 - Dec 1
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express ...
9/10 Wonderful! (254 reviews)
Outstanding service from every employee we encountered.
Reviewed on Nov 3, 2025
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $177 total per night from Nov 19 to Nov 20
$177 total
Nov 19 - Nov 20
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 ...
8/10 Very Good! (1,006 reviews)
Very very nice stay!
Reviewed on Nov 7, 2025
The Perry Hotel & Marina Key West
7001 Shrimp Road, Key West, FL
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $194 total per night from Nov 16 to Nov 17
$194 total
Nov 16 - Nov 17
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! (1,144 reviews)
Clean, out of the busy Key West Center. Very nice property.
Reviewed on Nov 4, 2025
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$203 nightly
The price is $229 total per night from Nov 30 to Dec 1
$229 total
Nov 30 - Dec 1
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, ...
8.8/10 Excellent! (1,147 reviews)
Beautiful resort.
Reviewed on Nov 7, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $167 total per night from Nov 17 to Nov 18
$167 total
Nov 17 - Nov 18
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 an arcade/game room, and families will appreciate ...
7.8/10 Good! (1,671 reviews)
The star was outstanding and the experience was overall great. Only caveat is the resort fees and taxes not being very crystal clear with Expedia pricing and what they hold at the resort and charge.
Reviewed on Nov 8, 2025
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street, Key West, FL
Fully refundableReserve now, pay when you stay
$299 nightly
The price is $336 total per night from Dec 14 to Dec 15
$336 total
Dec 14 - Dec 15
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
8.2/10 Very Good! (424 reviews)
Room was nice and clean, very welcoming and accommodating. Food was delicious!
Reviewed on Nov 7, 2025
Don't see what you're looking for?
See all available properties in Sugarloaf Shores
View all propertiesLowest 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.
Recent Sugarloaf Shores hotel reviews by fellow wanderers
Southernmost Beach Resort and Guesthouses
5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Great Staff Pool bars and live music"
A verified traveler stayed at Southernmost Beach Resort and Guesthouses
More ways to wander Sugarloaf Shores
Flights to Summerland Key
The best fares to get you there
Summerland Key Hotels
Summerland Key Vacation Rentals
Great Deals on Alternative Accommodations
Summerland Key Car Rentals
Affordable cars to get you around town
Summerland Key Vacations
Save more by combining flights, hotels and cars
Things to do in Summerland Key