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Top hotels in Sugarloaf Shores
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$220 nightly
The price is $247 total per night from Jul 5 to Jul 6
$247 total
Jul 5 - Jul 6
Total with taxes and fees
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 hot tub ...
"This is a fun place to stay. I don't mind the resort fees here as they actually have a resort. Awesome pool, bar, food truck/restaurant. Food is legit! The gay pride stuff is over the top in the lobby and pool area. I'd say tone that down a bit. Just like I wouldn't want to walk in and see posters ..."
Reviewed on Jun 19, 2026
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $294 total per night from Jun 29 to Jun 30
$294 total
Jun 29 - Jun 30
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 ...
"We had the most amazing experience specially at the bar with Amber was amazing. She knew exactly what my pup wanted shaking but not stir."
Reviewed on Jun 16, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$266 nightly
The price is $299 total per night from Jun 29 to Jun 30
$299 total
Jun 29 - Jun 30
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 ...
"This is a beautiful property that is close to everything. The staff was great. In June, do not pay extra to stay here just because of the beach access. The beach is completely unusable due to the extreme amounts of seaweed and its smell. The pool fills up so quickly that you cannot get a chair. Great ..."
Reviewed on Jun 18, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $294 total per night from Jul 5 to Jul 6
$294 total
Jul 5 - Jul 6
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 ...
"The shower water pressure could be improved upon. Would love if it was an adult only hotel Overall a nice place to stay"
Reviewed on Jun 18, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $227 total per night from Jun 21 to Jun 22
$227 total
Jun 21 - Jun 22
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 ...
"Great"
Reviewed on Jun 17, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $197 total per night from Jun 21 to Jun 22
$197 total
Jun 21 - Jun 22
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 a playground, and families will appreciate ...
"Only stayed a night but definitely will be back for a longer trip. You really don’t need to leave the resort if you don’t feel like it! Has everything and everyone was amazing!"
Reviewed on Jun 18, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $294 total per night from Jun 29 to Jun 30
$294 total
Jun 29 - Jun 30
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 ...
"Although i can appreciate the historic nature of the property, roaches are unacceptable. There is also no beach as sold by the pictures on all hotel platforms."
Reviewed on Jun 17, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $188 total per night from Jun 21 to Jun 22
$188 total
Jun 21 - Jun 22
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 ...
"This was our first (and last) trip to Key West and we decided to stay at the Doubletree, since they were Dog Friendly. We were able to check in 3 hours early, which was wonderful and the staff could not have been more welcoming to us and extremely outgoing to our dog! The room was perfect, overlooking ..."
Reviewed on Jun 18, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $157 total per night from Jun 29 to Jun 30
$157 total
Jun 29 - Jun 30
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 ...
"great price shuttle to downtown was great saved us 200.00 because rooms downtown were double the price."
Reviewed on Jun 18, 2026
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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 Laureate Key West
5 out of 5
Posted 6 hours ago
Travelocity Verified Review
"Amazing place"
A verified traveler stayed at The Laureate Key West
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