Upper Sugarloaf Key
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Price found within the past 48 hours. Click for updated prices.

Cavalier Hotel South Beach
South Beach
Price was ¥368,822, price is now ¥311,770 per person
¥311,770
per person
Apr 10 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.6/10 Excellent! (1,002 reviews)
The Cavalier is a quirky, fun hotel in the art deco district. It’s near the quieter end, so it’s perfect for adults, they provide beach access and free chairs, the restaurant is great- a mix of American and Italian. The employees are nice, Philip checked us in and Lester was our wonderful bar tender and server and had our drinks waiting! We should be back in six months for our bi annual girls trip! The rooms are quirky and cute and really loved the stylized feel with the older touches they preserved! Room was super clean, breakfast cost less than Starbucks and was so much better! Loved the original elevator- a must try- and just the whole vibe! This is old Miami at its best!
Reviewed on Mar 5, 2026

EAST Miami Residences
Brickell
Price was ¥513,169, price is now ¥422,110 per person
¥422,110
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9/10 Wonderful! (107 reviews)
We loved staying here and will definitely be back! Yes, it is very expensive, but compared to other Miami hotels this one is the best overall deal for what you get.
Reviewed on Mar 1, 2026

President Hotel Villa
South Beach
Price was ¥365,946, price is now ¥312,662 per person
¥312,662
per person
Apr 10 - Apr 12
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.2/10 Very Good! (1,007 reviews)
Mike and Henry were extremely helpful with directions, valet service assistance, and any questions were answers, making it a very pleasant experience!
Reviewed on Mar 3, 2026
Popular places to visit

Florida Keys Beaches
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

Pelico Palms Estate.
Monroe County FL

The Sunset Suites of Pelico Palms
Monroe County FL

Starlight Serenity - Hideaway with Stunning Views
Summerland Key FL

Sublimely private luxury home with enveloping oceanfront views near Key West
Near Key West FL

Waterfront, Pet Friendly - Loggerhead Lagoon
Sugarloaf Key FL

Waterfront home with a large dock, pool, and deck area. Can accommodate pets.
Summerland FL

Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot
Upper Sugarloaf Key FL

Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key 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.