Explore top 2026 4 Star Hotels in Sugarloaf Key

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

This weekend
Next weekend

Top Sugarloaf Key 4 Star hotels

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
$310 nightly
The price is $349 total per night from Apr 19 to Apr 20
$349 total
Apr 19 - Apr 20
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 ...
8.2/10 Very Good! (2,020 reviews)
Awesome place to stay in the Keys. Enjoyed it very much.

Reviewed on Mar 31, 2026

Opens in a new windowBlue Flamingo Resort Key West
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
$327 nightly
The price is $368 total per night from Apr 14 to Apr 15
$368 total
Apr 14 - Apr 15
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)
Fun, clean and relaxing

Reviewed on Mar 31, 2026

Opens in a new windowMargaritaville Beach House 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
$278 nightly
The price is $313 total per night from Apr 29 to Apr 30
$313 total
Apr 29 - Apr 30
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. ...
9/10 Wonderful! (1,842 reviews)
The room was clean and bright with beautiful decor. The food was top shelf. The pool was perfect temp and the seating was comfy. The shuttle was reliable, clean. And friendly

Reviewed on Mar 31, 2026

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

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
Fully refundableReserve now, pay when you stay
$384 nightly
The price is $432 total per night from Apr 19 to Apr 20
$432 total
Apr 19 - Apr 20
Total with taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the outdoor pool and visit the 3 bars/lounges and poolside bar for ...
9.2/10 Wonderful! (1,070 reviews)
Great location. The price is too much since the waterfront views are often blocked by massive cruise ships docked right in front of the hotel.

Reviewed on Mar 27, 2026

Opens in a new windowOpal Key Resort & Marina, Key West
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$593 nightly
The price is $667 total per night from Apr 27 to Apr 28
$667 total
Apr 27 - Apr 28
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! (1,069 reviews)
all good

Reviewed on Mar 31, 2026

Opens in a new windowPier House Resort & Spa
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
$400 nightly
The price is $450 total per night from Apr 19 to Apr 20
$450 total
Apr 19 - Apr 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! (1,719 reviews)
One of our two rooms had multiple issues most of which were solved quickly. Safe and tv remote batteries were doa. Toilet needed some work. All the work was done quickly but should have been checked prior to checkin. The place is very convenient and loved the shuttle service and proximity to stores ...

Reviewed on Mar 31, 2026

Opens in a new windowHavana Cabana at Key West
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
$517 nightly
The price is $582 total per night from Apr 15 to Apr 16
$582 total
Apr 15 - Apr 16
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 ...
8.4/10 Very Good! (596 reviews)
Beach is beautiful.

Reviewed on Apr 1, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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
$305 nightly
The price is $343 total per night from Apr 13 to Apr 14
$343 total
Apr 13 - Apr 14
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, ...
9/10 Wonderful! (1,329 reviews)
The shower has poor water pressure and couldn’t regulate the temp.

Reviewed on Mar 31, 2026

Opens in a new windowParrot Key Hotel & Villas
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
$346 nightly
The price is $389 total per night from Apr 19 to Apr 20
$389 total
Apr 19 - Apr 20
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! (1,230 reviews)
great variety on the menus. we enjoyed our stay. My only negative comment is related to the loud conversations of our neighbors on the balcony two days and also a couple were sitting by the fire pits while they were on a phone call that they put on speaker. These incidents made our time relaxing ...

Reviewed on Mar 28, 2026

Opens in a new windowThe Perry Hotel & Marina Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$279 nightly
The price is $314 total per night from Apr 19 to Apr 20
$314 total
Apr 19 - Apr 20
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 ...
8.2/10 Very Good! (1,008 reviews)
Yes

Reviewed on Mar 31, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
Don't see what you're looking for?
See all available properties in Sugarloaf Key
View all properties
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.

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.

Recent Sugarloaf Key hotel reviews by fellow wanderers

Explore More Ways to Travel with Travelocity