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Top hotels in Sugarloaf Shores
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
Fully refundableReserve now, pay when you stay
$196 nightly
The price is $220 total per night from Dec 18 to Dec 19
$220 total
Dec 18 - Dec 19
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, ...
Clean property and the shuttle service.
Reviewed on Dec 6, 2025
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
Fully refundable
$333 nightly
The price is $375 total per night from Dec 16 to Dec 17
$375 total
Dec 16 - Dec 17
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack ...
One of the best resorts my family and I have been to in awhile. We stayed in the 2 bedroom condo which was absolutely beautiful and had every single thing we needed for our stay. The vibe at three pet
Reviewed on Dec 2, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $227 total per night from Dec 17 to Dec 18
$227 total
Dec 17 - Dec 18
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. ...
The staff was courteous. The room was beautiful n spotless. But the refrigerators weren't working correctly n my food that I brought was spoiled. Ms. Gwendolyn, provided excellent service and Ms. Sophia, provided discount for my stayed. Also the showers needs to be repaired, it leaked when taking ...
Reviewed on Dec 3, 2025
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$191 nightly
The price is $215 total per night from Dec 15 to Dec 16
$215 total
Dec 15 - Dec 16
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink ...
Staff very courteous! We arrived very early- hoping we could at least chk our bags before going to lunch ( 2 couples- booking two rooms). Our friends' room was already available .We were told ours would be ready soon. We had a lovely, long, leisurely lunch at Chicken Walk. Our room still wasnt ready ...
Reviewed on Dec 3, 2025
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$271 nightly
The price is $305 total per night from Dec 18 to Dec 19
$305 total
Dec 18 - Dec 19
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 ...
Rooms clean and smelled good Staff was great! Loved the pool
Reviewed on Dec 5, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$280 nightly
The price is $315 total per night from Dec 15 to Dec 16
$315 total
Dec 15 - Dec 16
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 ...
Resort was fantastic and grounds were kept beautiful and clean. Staff was friendly and helpful. We ate at onsite restaurant and food was delicious.
Reviewed on Dec 5, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $187 total per night from Dec 14 to Dec 15
$187 total
Dec 14 - Dec 15
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 ...
Grate stay...only thing is our room at the end of property a little far from the pool and breakfast bar. Next time will ask for a closer one.
Reviewed on Dec 3, 2025
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $168 total per night from Dec 15 to Dec 16
$168 total
Dec 15 - Dec 16
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 ...
IT WAS OUR FIRST TIME IN KEY WEST. THE HOTEL SMELLED GOOD AND WAS VERY CLEAN. THE STAFF WAS NICE AND FOOD WAS FRESH
Reviewed on Nov 30, 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $161 total per night from Dec 15 to Dec 16
$161 total
Dec 15 - Dec 16
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public ...
Hotel is great and a shuttle to Old Town. Did not use the pool and Key West always has some construction going on.
Reviewed on Dec 4, 2025
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Sugarloaf Shores Hotel Guide
Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.
Nowhere else can you find better deals on Sugarloaf Shores area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Sugarloaf Shores to find the perfect one to will fit your budget.
Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Sugarloaf Shores are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.
Recent Sugarloaf Shores hotel reviews by fellow wanderers
The Reach Key West, Curio Collection by Hilton
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Great staff! Check in was easy and fast. The person who checked us in was great and the valet guy was amazing! "
A verified traveler stayed at The Reach Key West, Curio Collection by Hilton
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