Explore top 2026 4 Star Hotels in Sugarloaf Key

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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
$274 nightly
The price is $308 total per night from Jan 8 to Jan 9
$308 total
Jan 8 - Jan 9, 2026
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 ...
8/10 Very Good! (1,801 reviews)
Very clean

Reviewed on Dec 26, 2025

Opens in a new windowBlue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$360 nightly
The price is $405 total per night from Jan 13 to Jan 14
$405 total
Jan 13 - Jan 14, 2026
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 ...
8.6/10 Excellent! (2,957 reviews)
This is the most wonderful place to stay in all of Key West. It has a little bit of everything from multiple pool choices, poolside bars, onsite restaurant, beach access, live music, concierge and full service spa! It’s on the quiet end Duval Street, but still within walking distance of most everything, ...

Reviewed on Dec 29, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$457 nightly
The price is $514 total per night from Jan 12 to Jan 13
$514 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind ...
8.8/10 Excellent! (1,001 reviews)
Room with a view clean and a great location

Reviewed on Dec 16, 2025

Opens in a new windowHyatt Centric Key West Resort and Spa
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
$292 nightly
The price is $328 total per night from Jan 26 to Jan 27
$328 total
Jan 26 - Jan 27, 2026
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. ...
8.8/10 Excellent! (1,761 reviews)
So many activities and amazing staff and service. The shuttle was very convenient. I would stay here again! Perfect for families. I felt safe. Very laid back environment.

Reviewed on Dec 26, 2025

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
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
$367 nightly
The price is $412 total per night from Jan 14 to Jan 15
$412 total
Jan 14 - Jan 15, 2026
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 ...
8.6/10 Excellent! (1,777 reviews)
Room was outstanding and staff was friendly and accommodating, any request for assistance was provided within minutes.

Reviewed on Dec 27, 2025

Opens in a new windowMargaritaville Beach House Key West
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
$347 nightly
The price is $390 total per night from Jan 8 to Jan 9
$390 total
Jan 8 - Jan 9, 2026
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! (1,180 reviews)
Amazing stay. Amazing food with healthy options. Good coffee. Quiet. Staff was friendly and helpful. Air quality was good. I suppose my only suggestion for improvement would be to ban the guy from doing diesel engine maintenance with the exhaust facing the back patio of the restaurant which gassed ...

Reviewed on Dec 23, 2025

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
$277 nightly
The price is $312 total per night from Jan 5 to Jan 6
$312 total
Jan 5 - Jan 6, 2026
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 ...
8/10 Very Good! (1,001 reviews)
Dinner menu ok, food below average, eat in town! Tram services ok, frequently over loaded requiring a wait for second vehicle. Hotel had no hot water for showering or our last day. Complimentary coffee had coffee grounds and staff didn’t seem to care when notified. Place was clean, well kept.

Reviewed on Dec 25, 2025

Opens in a new windowDoubleTree Resort by Hilton Grand Key - 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
$246 nightly
The price is $276 total per night from Jan 19 to Jan 20
$276 total
Jan 19 - Jan 20, 2026
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, ...
8.8/10 Excellent! (1,214 reviews)
Excellent location, clean rooms, great staff

Reviewed on Dec 27, 2025

Opens in a new windowParrot Key Hotel & Villas
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue Key West FL
Fully refundableReserve now, pay when you stay
$372 nightly
The price is $419 total per night from Jan 14 to Jan 15
$419 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public ...
9.2/10 Wonderful! (1,094 reviews)
Clean room, quiet location, excellent staff. Breakfast and amenities were great!

Reviewed on Dec 27, 2025

Opens in a new windowWinslow's Bungalows - Key West Historic Inns
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
$463 nightly
The price is $520 total per night from Jan 13 to Jan 14
$520 total
Jan 13 - Jan 14, 2026
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 ...
8.2/10 Very Good! (490 reviews)
Everything was amazing. Staff was great and service was top notch. Weather this time of year is paradise. Only thing is bring your wallet, it ain’t cheap.

Reviewed on Dec 27, 2025

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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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.

Recent Sugarloaf Key hotel reviews by fellow wanderers

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