Find and compare 3 Star hotels in Sugarloaf Shores
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Top Sugarloaf Shores 3 Star hotels

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$401 nightly
The price is $451 total per night from Jan 25 to Jan 26
$451 total
Jan 25 - Jan 26
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink ...
8.6/10 Excellent! (1,924 reviews)
Nice
Reviewed on Jan 20, 2026

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$416 nightly
The price is $468 total per night from Jan 25 to Jan 26
$468 total
Jan 25 - Jan 26
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public ...
7.8/10 Good! (1,190 reviews)
None of the elevators worked and we were on the second floor if we would’ve known, then what we know now we would not have reserved a room there we are both 65 years old, and our knees are not in the best condition nor are our hips, so to save the lease. It was very inconvenient.
Reviewed on Jan 18, 2026

Fairfield Inn & Suites by Marriott Key West at the Keys Collection
3852 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$429 nightly
The price is $483 total per night from Jan 22 to Jan 23
$483 total
Jan 22 - Jan 23
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
8.4/10 Very Good! (1,005 reviews)
Everything was top-notch. Great day.
Reviewed on Jan 14, 2026

Fairfield Inn and Suites by Marriott Key West
2400 N Roosevelt Blvd Key West FL
$394 nightly
The price is $443 total per night from Jan 25 to Jan 26
$443 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
7.8/10 Good! (1,208 reviews)
Front desk staff were extremely helpful and friendly. The bar area had a limited selection of beer and would have been nice to stay open a bit longer on a football playoff game night. shuttle service to old town was very convenient as was the beach shuttle service. The parking area around the hotel ...
Reviewed on Jan 14, 2026

Hyatt Vacation Club at Beach House, Key West
5051 Overseas Highway Key West FL
$524 nightly
The price is $589 total per night from Feb 5 to Feb 6
$589 total
Feb 5 - Feb 6
Total with taxes and fees
This hotel features an outdoor pool and a hot tub. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A safe deposit ...
9.4/10 Exceptional! (1,006 reviews)
Good location. Quiet. Very clean villa. Great amenities.
Reviewed on Jan 17, 2026

Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
Fully refundable
$532 nightly
The price is $599 total per night from Feb 5 to Feb 6
$599 total
Feb 5 - Feb 6
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack ...
9.4/10 Exceptional! (1,028 reviews)
Room is very nice,clean Hotel is very nice,nice views,pool and everything is perfect 😊
Reviewed on Jan 14, 2026

The Southernmost Inn - Adults Only
525 United Street Key West FL
Fully refundableReserve now, pay when you stay
$359 nightly
The price is $404 total per night from Jan 26 to Jan 27
$404 total
Jan 26 - Jan 27
Total with taxes and fees
This hotel's 2 outdoor pools and hot tub are among the featured amenities. Enjoy the free continental breakfast each morning. Self parking, a coffee shop, and ...
8.2/10 Very Good! (1,242 reviews)
all good here
Reviewed on Jan 15, 2026

Paradise Inn Key West - Adults Only
819 Simonton Street Key West FL
Fully refundableReserve now, pay when you stay
$339 nightly
The price is $381 total per night from Jan 25 to Jan 26
$381 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an outdoor pool and a hot tub. Enjoy the free continental breakfast each morning. Self parking, a terrace, and a garden are also ...
9/10 Wonderful! (1,006 reviews)
All the above and the parking accommodations ! Being able to stay in one place so we could walk all around the city was great.
Reviewed on Jan 19, 2026

Amsterdam's Curry Mansion Inn
511 Caroline St Key West FL
$419 nightly
The price is $471 total per night from Jan 25 to Jan 26
$471 total
Jan 25 - Jan 26
Total with taxes and fees
An area shuttle is featured at this guesthouse, along with an outdoor pool and a terrace. WiFi in public areas is free. A business center, a garden, and a snack ...
8.2/10 Very Good! (1,003 reviews)
Beautiful old mansion. Plenty of towels. Washer and dryer free to use.
Reviewed on Jan 15, 2026

The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$424 nightly
The price is $477 total per night from Jan 26 to Jan 27
$477 total
Jan 26 - Jan 27
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. If you want to take your pet along, this pet-friendly property offers everything you'll need for your ...
9/10 Wonderful! (1,005 reviews)
The room is decorated great, and the layout of the room is wonderful. It is a full suite with living room, kitchen with all the kitchen items you’ll need, and a separate bedroom with an entrance to the bathroom from the hallway and the bedroom. The area is great with shopping within walking distance. ...
Reviewed on Jan 15, 2026
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View all propertiesLowest 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.
Recent Sugarloaf Shores hotel reviews by fellow wanderers

Parrot Key Hotel & Villas
5 out of 5
Posted 7 hours ago
Travelocity Verified Review
"This is our favorite hotel in Key West. The staff is AMAZING! The rooms are spacious. Pools are heated. It's close to everything."
A verified traveler stayed at Parrot Key Hotel & Villas
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