Explore top 2026 4 Star Hotels in Sugarloaf Key
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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
$193 nightly
The price is $217 total per night from Jun 1 to Jun 2
$217 total
Jun 1 - Jun 2
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! (2,246 reviews)
"Great room, great amenities and nice staff! If you play cornhole after it rains the wet bean bags will turn your fingers blue 😂"
Reviewed on May 19, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$261 nightly
The price is $294 total per night from Jun 8 to Jun 9
$294 total
Jun 8 - Jun 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 ...
8.8/10 Excellent! (3,335 reviews)
"It was a large and fun property. The roosters will wake you up early! But everything is shut down by 9 pm, so it’s not a problem. Plemty of seating and four different bars. It’s comfortable and casual, but it’s not the kind of place where they are sorting on you necessarily (for the price). But for ..."
Reviewed on May 19, 2026
La Concha Key West, Autograph Collection
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $269 total per night from May 25 to May 26
$269 total
May 25 - May 26
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! (399 reviews)
"I've been going down to Key West for my birthday for close to a decade. I've stayed at a lot of different hotels. They're all generally pretty great. They excel in some things but lack in other things. I think I finally found the PERFECT hotel in Key West! La Concha turned 100 years this year!! But ..."
Reviewed on May 19, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$295 nightly
The price is $332 total per night from Jun 7 to Jun 8
$332 total
Jun 7 - Jun 8
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! (1,801 reviews)
"Excellent service, highly recommended"
Reviewed on May 19, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$293 nightly
The price is $330 total per night from Jun 14 to Jun 15
$330 total
Jun 14 - Jun 15
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! (664 reviews)
"The beach and pool area were very nice. Service was also great on the beach. Rooms were very clean. The only thing negative about the property is they charge you for parking. So on top of the 60 dollar resort fee parking is an additional 40 to 50 dollars a day. Complementary parking should be available ..."
Reviewed on May 20, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$213 nightly
The price is $240 total per night from May 26 to May 27
$240 total
May 26 - May 27
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! (1,779 reviews)
"Havana Cabana could be a 4 or 5 star except for a couple of things. First is there late check out - $75 for an extra two hours. I was able get the concierge to allow it gratis but I had to work for it. Another item was on the last night we found a cockroach and a worm type insect. Nasty. However ..."
Reviewed on May 19, 2026
Pier House Resort & Spa
1 Duval St Key West FL
$381 nightly
The price is $429 total per night from May 26 to May 27
$429 total
May 26 - May 27
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! (1,128 reviews)
"Great place and location . Plan to stay again in future"
Reviewed on May 20, 2026
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
Fully refundableReserve now, pay when you stay
$304 nightly
The price is $342 total per night from May 25 to May 26
$342 total
May 25 - May 26
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! (1,093 reviews)
"Clean room"
Reviewed on May 19, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$222 nightly
The price is $249 total per night from May 26 to May 27
$249 total
May 26 - May 27
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! (1,850 reviews)
"Although we were having to arrive early, our rooms weren’t ready. But as I waited in the lobby, some reason four other groups, who also were early all had rooms available."
Reviewed on May 19, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $199 total per night from May 26 to May 27
$199 total
May 26 - May 27
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! (1,025 reviews)
"Great service from staff"
Reviewed on May 18, 2026
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
Hilton Garden Inn Key West / The Keys Collection
4 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Property was clean"
A verified traveler stayed at Hilton Garden Inn Key West / The Keys Collection
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