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Top hotels in Sugarloaf Shores

Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$236 nightly
The price is $265 total per night from May 10 to May 11
$265 total
May 10 - May 11
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 ...
The pool area was delightful, lovely landscape, and good food options!

Reviewed on Apr 9, 2026

Opens in a new windowHavana Cabana at Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$313 nightly
The price is $352 total per night from May 10 to May 11
$352 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. ...
Food was amazing and staff was great

Reviewed on Apr 9, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$254 nightly
The price is $286 total per night from May 10 to May 11
$286 total
May 10 - May 11
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, ...
We LOVED this stay! Everything was wonderful. We loved the garden atmosphere. The staff was attentive & worked hard. It was convenient to schedule outings & transportation. Breakfast was delicious & we liked sitting by the pool. We hope to come back again.

Reviewed on Apr 9, 2026

Opens in a new windowParrot Key Hotel & Villas
The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$250 nightly
The price is $281 total per night from Apr 20 to Apr 21
$281 total
Apr 20 - Apr 21
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 ...
We stayed in the double suite for our stay. This was perfect for our family of 6. There was free laundry offered on our floor with detergent complimentary from the desk (it does not take pods). The room was clean, beds were comfortable, kitchenette was sufficient. The view was beautiful. Only downside ...

Reviewed on Apr 9, 2026

Opens in a new windowThe Laureate Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$415 nightly
The price is $467 total per night from May 10 to May 11
$467 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 ...
Great experience

Reviewed on Apr 9, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$289 nightly
The price is $326 total per night from May 6 to May 7
$326 total
May 6 - May 7
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 ...
Hotel pictures online have not been updated to current condition. All room doors are located outside. Gaps under the door which can let bugs in. After checking into our room, my family brought dinner to the room. After about 15 mins our counter and food was covered in ants. Ants were also in the ...

Reviewed on Apr 8, 2026

Opens in a new windowMargaritaville Beach House Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$283 nightly
The price is $318 total per night from Apr 20 to Apr 21
$318 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 ...
Very good pool, huge room/balcony right on the water and very nice walkable area surrounding property, roosters were a little annoying. All around fabulous, need to be another shuttle though and more experienced drivers…

Reviewed on Apr 9, 2026

Opens in a new windowBeachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$235 nightly
The price is $265 total per night from May 10 to May 11
$265 total
May 10 - May 11
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 ...
Awesome place. Convenient with Starbucks in hotel. Nice pool. Lots of parking. Room was comfortable! Great views!!

Reviewed on Apr 9, 2026

Opens in a new windowBlue Flamingo Resort Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
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 10 to May 11
$294 total
May 10 - May 11
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 ...
Very nice place to stay! Pool with bar is very nice plus really enjoyed all the hammocks and loungers by the beach. It was a little annoying to have to go to the restaurant to ask for ice and water since they don’t have any water fountains on the premises but the employees were all very nice about ...

Reviewed on Apr 9, 2026

Opens in a new windowIbis Bay Beach Resort
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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 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

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