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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
$239 nightly
The price is $268 total per night from May 17 to May 18
$268 total
May 17 - May 18
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 ...
I will definitely be staying again at Havana Cabana at Key West! I highly recommend checking out the Griselda room it’s spacious and perfect for 5–6 people. The staff was incredibly kind from beginning to end. I truly felt like I was on a vacation away from home. On our last day, my siblings and ...
Reviewed on Apr 14, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $294 total per night from May 10 to May 11
$294 total
May 10 - May 11
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. ...
Our once-in-a-lifetime family trip was deeply disappointing because of our experience with the restaurant staff at Oceans Edge Resort & Marina Key West. Their rude and unprofessional behavior had a major negative impact on what should have been a special vacation. We chose to eat most of our meals ...
Reviewed on Apr 11, 2026
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$230 nightly
The price is $259 total per night from May 6 to May 7
$259 total
May 6 - May 7
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, ...
Everything was better than expected.
Reviewed on Apr 15, 2026
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$230 nightly
The price is $259 total per night from Apr 21 to Apr 22
$259 total
Apr 21 - Apr 22
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. If you want to take your pet along, this pet-friendly property offers everything you'll need for your ...
Everything was perfect!
Reviewed on Apr 16, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$292 nightly
The price is $329 total per night from May 10 to May 11
$329 total
May 10 - May 11
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 ...
We were not guaranteed ocean view rooms even though we booked that, but still ended up with a beautiful ocean view in the top floor. We had great access to Smathers Beach! Overall, I don’t think it was worth over $8k including plane tickets to go here for a week.
Reviewed on Apr 14, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$365 nightly
The price is $411 total per night from May 10 to May 11
$411 total
May 10 - May 11
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 ...
Amazing! Everything as amazing!
Reviewed on Apr 15, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $295 total per night from Apr 20 to Apr 21
$295 total
Apr 20 - Apr 21
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 ...
They need to get more pool chairs
Reviewed on Apr 15, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $258 total per night from Apr 20 to Apr 21
$258 total
Apr 20 - Apr 21
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 ...
It was okay
Reviewed on Apr 16, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $294 total per night from May 17 to May 18
$294 total
May 17 - May 18
Total with taxes and fees
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool ...
Breakfast was good, but would perfer an earlier start time.
Reviewed on Apr 15, 2026
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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.
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
Blue Flamingo Resort Key West
3 out of 5
Posted 2 hours ago
Travelocity Verified Review
"It was okay"
A verified traveler stayed at Blue Flamingo Resort Key West
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