Find hotels in Sugarloaf Key, FL from ¥17,301

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Compare 3,559 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Sugar Loaf Lodge

2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1003)
"Tiki hit closed, wish I had known Staff very nice, rooms fine"
United States
James
The price is ¥15,378
¥17,301 total
includes taxes & fees
Dec 14 - Dec 15
Sugar Loaf Lodge

Starlight Serenity - Hideaway w Stunning Views

2.0 star property
Summerland Key
The price is ¥37,970
¥94,616 total
includes taxes & fees
Dec 11 - Dec 12
Starlight Serenity - Hideaway w Stunning Views

Parmer's Resort

2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1003)
"Breakfast options, a heated pool"
United States
Ricardo
The price is ¥20,830
¥28,502 total
includes taxes & fees
Dec 9 - Dec 10
Parmer's Resort

Looe Key Reef Resort

2.5 star property
Summerland Key
7.4 out of 10, Good, (1001)
"Was nice roo.s and close to my charter boat captain "
United States
Nicholas
Looe Key Reef Resort

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
New Town
8.0 out of 10, Very Good, (1144)
" Dry friendly and good breakfast and excellent value for money "
United States
Meenakshi
The price is ¥18,352
¥25,016 total
includes taxes & fees
Dec 14 - Dec 15
Hilton Garden Inn Key West / The Keys Collection

Opal Key Resort & Marina, Key West

4.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1019)
"Great location and accommodations… great all around"
United States
Jose
The price is ¥38,677
¥49,629 total
includes taxes & fees
Dec 14 - Dec 15
Opal Key Resort & Marina, Key West

Douglas House

3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (218)
"Very clean room, loved the location!"
United States
Jeffrey Ray
The price is ¥21,269
¥26,321 total
includes taxes & fees
Dec 15 - Dec 16
Douglas House

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
Key West
8.0 out of 10, Very Good, (1007)
"Very very nice stay! "
United States
Chloe
The price is ¥18,515
¥26,071 total
includes taxes & fees
Dec 15 - Dec 16
DoubleTree Resort by Hilton Grand Key - Key West

The Perry Hotel & Marina Key West

4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1168)
"Will be staying here every single time we visit! "
United States
Rebecca
The price is ¥40,287
¥54,861 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The Perry Hotel & Marina Key West

Fairfield Inn & Suites by Marriott Key West at the Keys Collection

3.5 star property
New Town
8.6 out of 10, Excellent, (1010)
"It was a good stay for the price and near to the old town"
United States
sushma
The price is ¥21,591
¥28,650 total
includes taxes & fees
Dec 14 - Dec 15
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

Courtyard by Marriott Key West Waterfront

3.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1002)
"Excellent accommodations: very clean. "
Canada
John
The price is ¥23,921
¥26,912 total
includes taxes & fees
Dec 17 - Dec 18
Courtyard by Marriott Key West Waterfront

Parrot Key Hotel & Villas

4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1186)
"The staff was very professional and courteous, we really enjoyed our stay"
United States
Dale
The price is ¥26,314
¥38,516 total
includes taxes & fees
Dec 17 - Dec 18
Parrot Key Hotel & Villas

Winslow's Bungalows - Key West Historic Inns

4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1065)
"Beautiful property, nice clean bungalows and great staff!"
United States
Robert
The price is ¥48,338
¥62,244 total
includes taxes & fees
Dec 15 - Dec 16
Winslow's Bungalows - Key West Historic Inns

Havana Cabana at Key West

4.0 star property
New Town
8.8 out of 10, Excellent, (1728)
"Pretty much everything you could hope for out of a resort. Staff was great, amenities were nice, the room was clean. We loved out stay"
United States
alec lawrence
The price is ¥29,944
¥44,130 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Havana Cabana at Key West

Ibis Bay Beach Resort

2.5 star property
Northside Resort
8.2 out of 10, Very Good, (2009)
"Great little resort!"
United States
Carlos
The price is ¥18,016
¥24,443 total
includes taxes & fees
Dec 9 - Dec 10
Ibis Bay Beach Resort

The Laureate Key West

3.5 star property
New Town
9.0 out of 10, Wonderful, (1007)
"Our favorite place to stay in Key West!"
United States
Kevin
The price is ¥27,804
¥35,649 total
includes taxes & fees
Dec 9 - Dec 10
The Laureate Key West

NYAH Key West - Adults Only

3.0 star property
Key West Historic District
7.8 out of 10, Good, (1002)
"Great little hotel in the heart of Old Town."
United States
Robert
NYAH Key West - Adults Only

Duval House

3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1002)
"Had a great stay"
United States
Bren Albert
The price is ¥19,890
¥25,717 total
includes taxes & fees
Dec 9 - Dec 10
Duval House

Colors on White

3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (379)
"Very nice place to be at. Close walking and biking distance "
United States
brad
Colors on White

Lighthouse Hotel - Key West Historic Inns

3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (843)
"Great location. Near great food and entertainment."
United States
David
The price is ¥37,155
¥49,663 total
includes taxes & fees
Dec 9 - Dec 10
Lighthouse Hotel - Key West Historic Inns
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.
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Stay near popular South Florida attractions

Learn more about Sugarloaf Key

Kayak through mangrove tunnels and spot colorful fish in the crystal-clear waters surrounding this laid-back island. Unwind on Sugarloaf Beach's white sands or explore Upper Sugarloaf Sound, where local boaters know the best snorkeling spots.

Sugarloaf Shores which includes a bay or harbor and a house

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