Explore top 2026 4 Star Hotels in Lower Sugarloaf Key

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Top Lower 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
$166 nightly
The price is $187 total per night from Nov 16 to Nov 17
$187 total
Nov 16 - Nov 17
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 ...
8.6/10 Excellent! (2,785 reviews)
"They have open passes for non paying people/locals on the weekend. Couldn't get a pool chair very crowed and screaming kids running around. Bill is incorrect too. Room didn't get cleaned Not happy ."

Reviewed on Nov 10, 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 Blvd Key West FL
Fully refundableReserve now, pay when you stay
$285 nightly
The price is $321 total per night from Nov 18 to Nov 19
$321 total
Nov 18 - Nov 19
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like a free airport shuttle. You'll appreciate the hot tub, ...
Opens in a new windowMargaritaville Beach House Key West
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
$184 nightly
The price is $207 total per night from Nov 30 to Dec 1
$207 total
Nov 30 - Dec 1
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 ...
Opens in a new windowHavana Cabana at Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$279 nightly
The price is $314 total per night from Nov 30 to Dec 1
$314 total
Nov 30 - Dec 1
Total with taxes and fees
A full-service spa, 3 outdoor pools, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 2 conference rooms, free WiFi ...
Opens in a new windowSouthernmost Beach Resort and Guesthouses
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
$193 nightly
The price is $217 total per night from Nov 29 to Nov 30
$217 total
Nov 29 - Nov 30
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, ...
Opens in a new windowParrot Key Hotel & Villas
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $191 total per night from Nov 17 to Nov 18
$191 total
Nov 17 - Nov 18
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas ...
9/10 Wonderful! (1,791 reviews)
"We had a wonderful stay at the Hilton Marina and Resort. The property was excellent, the rooms were beautifully appointed, and our family really enjoyed the pools. While the resort felt a little off the beaten path, the outstanding staff more than made up for it. Bryan, one of the managers, could ..."

Reviewed on Nov 11, 2026

Opens in a new windowHilton Key West Resort & Marina
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
$401 nightly
The price is $451 total per night from Nov 28 to Nov 29
$451 total
Nov 28 - Nov 29
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! (1,391 reviews)
"Use the pool, the hot tub, the bar and the restaurant. All service was excellent. Everything was clean and well kept would definitely recommend recommended to other people would definitely go back myself."

Reviewed on Nov 10, 2026

Opens in a new windowPier House Resort & Spa
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
$294 nightly
The price is $331 total per night from Nov 29 to Nov 30
$331 total
Nov 29 - Nov 30
Total with taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Enjoy the outdoor pool and visit the 3 bars/lounges and poolside bar for ...
Opens in a new windowOpal Key Resort & 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
$149 nightly
The price is $168 total per night from Nov 17 to Nov 18
$168 total
Nov 17 - Nov 18
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 ...
Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue Key West FL
$225 nightly
The price is $253 total per night from Nov 17 to Nov 18
$253 total
Nov 17 - Nov 18
Total with taxes and fees
This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. WiFi in public areas is free. Self parking, a garden, and luggage storage are ...
9.2/10 Wonderful! (1,486 reviews)
"The staff is amazing. Sonia is a rockstar and is why I keep going back. She really helps every customer enjoy their stay! Sincerely The Gold Glitter Guy!"

Reviewed on Nov 11, 2026

Opens in a new windowWinslow's Bungalows - Key West Historic Inns
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4 Star Hotels Lower 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 Lower 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 Lower 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 Lower 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 Lower Sugarloaf Key hotel reviews by fellow wanderers

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