Upper Sugarloaf Key
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Price found within the past 48 hours. Click for updated prices.
Beachcomber Resort & Club
Price was ￥364,752, price is now ￥304,156 per person
￥304,156
per person
Apr 4 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9/10 Wonderful! (2,028 reviews)
Beautiful location; staff was great; room was large… liked my cabana!
Reviewed on Feb 14, 2026
Park Central South Beach
South Beach
Price was ￥407,200, price is now ￥328,032 per person
￥328,032
per person
Apr 4 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.6/10 Excellent! (385 reviews)
The room could use some attention. The beds where hard..the door lock was broke.
Reviewed on Feb 14, 2026
Hyatt Vacation Club at Windward Pointe, Key West
Price was ￥414,598, price is now ￥338,447 per person
￥338,447
per person
Apr 4 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
room was spotless. staff were pleasant
Reviewed on Feb 13, 2026
Popular places to visit
Florida Keys Beaches
4/5(519 reviews)
Why not spend a lazy afternoon at Florida Keys Beaches during your trip to Long Beach Estates?
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Shark Key
Commune with nature and explore the great outdoors at Shark Key during your travels in Key West. In the area, take in the great live music and beautiful sunsets.
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Venture Key
Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
Crab Key
Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key.
Best Lodging Options Near Upper Sugarloaf Key
Check availability on hotels close to Upper Sugarloaf Key
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
Summerland Key FL
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
Summerland Key FL
Soothing cabin in Sugarloaf Key
Summerland Key FL
Pelico Palms Estate.
Monroe County FL
The Sunset Suites of Pelico Palms
Monroe County FL
The Villa of Pelico Palms
Monroe County FL
Starlight Serenity - Hideaway w Stunning Views
Summerland Key FL
Sublimely private luxury home with enveloping oceanfront views near Key West
Near Key West FL
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.