Explore top 2026 4 Star Hotels in Sugarloaf Key

Name: Havana Cabana at Key West
Price range: $225 total
Rating: 9

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Top Sugarloaf Key 4 Star hotels

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$175 nightly

$197 total

Jul 6 - Jul 7

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 ...

8.4/10 Very Good! (2,484 reviews)

"Very nice and clean"

Reviewed on Jul 4, 2026

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundableReserve now, pay when you stay

$232 nightly

$261 total

Jul 14 - Jul 15

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 ...

8.8/10 Excellent! (3,414 reviews)

"Love this resort and can’t wait to return"

Reviewed on Jul 4, 2026

Pier House Resort & Spa

1 Duval St Key West FL

Fully refundableReserve now, pay when you stay

$334 nightly

$376 total

Jul 7 - Jul 8

Total with taxes and fees

This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...

9/10 Wonderful! (1,212 reviews)

"Room pretty spacious and bathroom was modern & large with privacy. Water was plentiful. In room coffee is never very good."

Reviewed on Jul 4, 2026

La Concha Key West, Autograph Collection

430 Duval St Key West FL

Fully refundableReserve now, pay when you stay

$225 nightly

$253 total

Aug 2 - Aug 3

Total with taxes and fees

This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express ...

9/10 Wonderful! (431 reviews)

"I stay here anytime I’m in KW, love this resort and the customer service is great!! I’ll be back soon!"

Reviewed on Jun 25, 2026

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$254 nightly

$286 total

Jul 19 - Jul 20

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 ...

8.8/10 Excellent! (1,805 reviews)

"Very overrated and overpriced. The place is very dated and old. The master bedroom door wouldn’t lock. The restaurant shut down early. The margaritas sucked. The beach areas smelled like a septic system. It was covered in sea weed. There was no parking."

Reviewed on Jul 4, 2026

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street Key West FL

Fully refundableReserve now, pay when you stay

$252 nightly

$283 total

Jul 12 - Jul 13

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 ...

8.6/10 Excellent! (738 reviews)

"The smell was awful."

Reviewed on Jul 4, 2026

The Perry Hotel & Marina Key West

7001 Shrimp Road Key West FL

Fully refundableReserve now, pay when you stay

$207 nightly

$233 total

Jul 26 - Jul 27

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, ...

9.4/10 Exceptional! (1,282 reviews)

"The staff was very friendly and the pool was amazing. The shuttle was an extra bonus. Great Stay and will return!"

Reviewed on Jul 2, 2026

Havana Cabana at Key West

3420 N. Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$200 nightly

$225 total

Jul 19 - Jul 20

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 ...

9/10 Wonderful! (1,813 reviews)

"Service"

Reviewed on Jul 4, 2026

DoubleTree Resort by Hilton Grand Key - Key West

3990 S Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$169 nightly

$190 total

Jul 13 - Jul 14

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 ...

8.4/10 Very Good! (1,045 reviews)

"We were pleasantly impressed with this hotel. Staff were excellent, everything was clean and well run. Great value for money in this part of the US."

Reviewed on Jul 2, 2026

The Reach Key West, Curio Collection by Hilton

1435 Simonton Street Key West FL

Fully refundableReserve now, pay when you stay

$231 nightly

$260 total

Jul 14 - Jul 15

Total with taxes and fees

This resort features a private beach, a full-service spa, and a restaurant. Traveling on business? Take advantage of the express check-out, laundry service, ...

8.6/10 Excellent! (1,003 reviews)

"We checked into a room that the a/c did not work. They tried to tell us that it was when it wouldn’t cool below 79 when it was sat on 68 with the curtains closed for 4 hours. Asked us to go check out another room that was in the same situation. Finally found a room that would hold at 70. This rooms ..."

Reviewed on Jul 2, 2026

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4 Star Hotels Sugarloaf Key

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Sugarloaf Key 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Sugarloaf Key will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Sugarloaf Key, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.