Find Historic Hotels in Sugarloaf Key, FL
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on Sugarloaf Key Historic Hotels
Top Sugarloaf Key Historic Hotels

Cottage with Pool and Dockage, just minutes to Key West
Cottage with Pool and Dockage, just minutes to Key West
9.2 out of 10, Wonderful, (155)
The price is ¥22,679
¥47,966 total
includes taxes & fees
Oct 14 - Oct 15

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
8.4 out of 10, Very Good, (117)
The price is ¥34,018
¥81,511 total
includes taxes & fees
Oct 14 - Oct 15

Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (237)
The price is ¥52,917
¥123,618 total
includes taxes & fees
Oct 14 - Oct 15

Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House Resort
9.2 out of 10, Wonderful, (1005)
The price is ¥31,327
¥46,300 total
includes taxes & fees
Oct 27 - Oct 28

Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa
9.0 out of 10, Wonderful, (1006)
The price is ¥27,517
¥40,822 total
includes taxes & fees
Oct 14 - Oct 15

NYAH Key West - Adults Only
NYAH Key West - Adults Only
7.8 out of 10, Good, (1004)
The price is ¥34,097
¥45,161 total
includes taxes & fees
Nov 1 - Nov 2

Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
9.2 out of 10, Wonderful, (1007)
The price is ¥37,646
¥48,307 total
includes taxes & fees
Oct 14 - Oct 15

The Marker Key West Harbor Resort
The Marker Key West Harbor Resort
9.2 out of 10, Wonderful, (1013)
The price is ¥24,391
¥36,964 total
includes taxes & fees
Oct 26 - Oct 27
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.
Top Sugarloaf Key Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West
10/10 Excellent
Explore a world of travel with Expedia
More Hotel Options in Sugarloaf Key
- Adventure Hotels in Sugarloaf Key
- Beach Hotels in Sugarloaf Key
- Cheap Hotels in Sugarloaf Key
- Family Hotels in Sugarloaf Key
- Hotels with Bars in Sugarloaf Key
- Hotels with Free Parking in Sugarloaf Key
- Hotels with WiFi in Sugarloaf Key
- Hotels with a Pool in Sugarloaf Key
- Luxury Hotels in Sugarloaf Key
- Shopping Hotels in Sugarloaf Key
Sugarloaf Key Hotels by Star Rating
Explore more hotels
- Beachside Resort & Residences
- Hampton Inn Key West FL
- Hyatt Vacation Club at Windward Pointe, Key West
- Pier House Resort & Spa
- The Laureate Key West
- Hilton Garden Inn Key West / The Keys Collection
- The Reach Key West, Curio Collection by Hilton
- Ibis Bay Beach Resort
- The Southernmost Inn - Adults Only
- The Marker Key West Harbor Resort
- Opal Key Resort & Marina, Key West
- Hyatt Vacation Club at Beach House, Key West
- Winslow's Bungalows - Key West Historic Inns
- Southwinds Motel
- Ocean Key Resort - A Noble House Resort
- Havana Cabana at Key West
- NYAH Key West - Adults Only
- Fitch Lodge - Key West Historic Inns
More ways to book
Expedia's Latest Trends
Hotels
Flights
- Flights from Montreal (YUL) to Narita (NRT)
- Flights from Nankoku (KCZ) to Hiroshima (HIJ)
- Flights from Osaka (KIX) to Beijing (PEK)
- Flights to Taketomi Island
- Flights from Tokyo (HND) to Sakaiminato (YGJ)
- Singapore Airlines
- Flights from Haneda to SAO-All Airports
- Flights from Narita (NRT) to Des Moines (DSM)
- Flights to Malawi
- Flights from Fukuoka (FUK) to Seeduwa - Katunayake (CMB)
- Flights from Osaka (KIX) to Mumbai (BOM)
- Flights from Fukuoka (FUK) to Sapporo (CTS)
- Flights from Narita (NRT) to Artem (VVO)