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Top hotels in Sugarloaf Shores

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road Key West FL
Fully refundableReserve now, pay when you stay
$426 nightly
The price is $479 total per night from Apr 5 to Apr 6
$479 total
Apr 5 - Apr 6
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, ...
Pool was very nice, room could have been cleaner, bathroom needs to be updated

Reviewed on Mar 7, 2026

Opens in a new windowThe Perry Hotel & Marina Key West
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
$370 nightly
The price is $416 total per night from Mar 24 to Mar 25
$416 total
Mar 24 - Mar 25
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 had a room that lead out to the pool area. The room was clean. The staff at the restaurant was very friendly. The pools were clean and there was always a chaise available. The shuttle driver was friendly. It was a nice relaxing time

Reviewed on Mar 7, 2026

Opens in a new windowParrot Key Hotel & Villas
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$590 nightly
The price is $664 total per night from Apr 8 to Apr 9
$664 total
Apr 8 - Apr 9
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 ...
Balcony room that overlooked a parking lot but still just steps to the pool and beach

Reviewed on Mar 9, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
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
$341 nightly
The price is $383 total per night from Mar 24 to Mar 25
$383 total
Mar 24 - Mar 25
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 ...
Hotel put me in room that had mold and did not move me to a different room until 3 nights later. Spoke with manager and was told that they would refund $450 for inconvenience. i dont think that was fair, i should have gotten a full refund for 3 nights.

Reviewed on Mar 8, 2026

Opens in a new windowHavana Cabana at 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
$391 nightly
The price is $440 total per night from Mar 10 to Mar 11
$440 total
Mar 10 - Mar 11
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 ...
I really eanted to leave a good review because I wanted this place to be as awesome as it looks. It's beautiful. But if you are staying in a regular room, it sucks. Their hospitality lacks big time. They do not clean your room or empty your trash. We were here for a week. We asked for a refresh and ...

Reviewed on Mar 9, 2026

Opens in a new windowBeachside Resort & Residences
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$634 nightly
The price is $713 total per night from Apr 5 to Apr 6
$713 total
Apr 5 - Apr 6
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 ...
The hotel was nice, but not five star. Some bartenders were great, others needed to be told how to make a basic drink. The food in the restaurants was adequate but nothing great. Walking distance to town.

Reviewed on Mar 8, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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
$328 nightly
The price is $369 total per night from Mar 10 to Mar 11
$369 total
Mar 10 - Mar 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 ...
We liked the interior design and small personal touches. Large pool and lots of outdoor activities and games. The staff was very friendly and responsive. We would come back again!

Reviewed on Mar 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
$320 nightly
The price is $360 total per night from Mar 10 to Mar 11
$360 total
Mar 10 - Mar 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 ...
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Reviewed on Mar 9, 2026

Opens in a new windowIbis Bay Beach Resort
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
$327 nightly
The price is $368 total per night from Apr 6 to Apr 7
$368 total
Apr 6 - Apr 7
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 ...
I have traveled for work and personal my whole life and the front desk young Lady Re'ka was the best and professional people we have ever had the privilege to meet. Hilton should be honored to have her on their team.

Reviewed on Mar 8, 2026

Opens in a new windowHilton Garden Inn Key West / The Keys Collection
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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.

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