Sugarloaf Shores Vacations from ￥313,546

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The Latest Sugarloaf Shores Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was ￥375,228, price is now ￥313,546 per person
￥313,546
per person
Apr 10 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Loved the location, room was nice, bathroom very small, very friendly staff, slow service at restaurant in the morning. Will go back

Reviewed on Feb 24, 2026

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Price was ￥697,565, price is now ￥502,108 per person
￥502,108
per person
Apr 10 - Apr 13
found 20 hours ago
Roundtrip flight included
Tokyo (TYO) to Miami (MIA)
9.4/10 Exceptional! (1,365 reviews)
The room was spacious and staffs were warm too

Reviewed on Feb 20, 2026

EAST Miami Residences

EAST Miami Residences

5 out of 5
Brickell
Price was ￥490,632, price is now ￥396,694 per person
￥396,694
per person
Apr 10 - Apr 13
found 20 hours ago
Roundtrip flight included
Tokyo (TYO) to Miami (MIA)
9/10 Wonderful! (84 reviews)
Es la 3 vez que me hospedo y es excelente el trato, la hubicacion y las fascilidades.

Reviewed on Jan 26, 2026

Private Ocean Condos at Marenas Beach

Private Ocean Condos at Marenas Beach

4 out of 5
Price was ￥595,641, price is now ￥484,929 per person
￥484,929
per person
Apr 10 - Apr 13
found 20 hours ago
Roundtrip flight included
Tokyo (TYO) to Miami (MIA)
6.4/10 (74 reviews)
Bentley Hotel South Beach

Bentley Hotel South Beach

4 out of 5
South Beach
Price was ￥433,576, price is now ￥357,672 per person
￥357,672
per person
Apr 10 - Apr 13
found 20 hours ago
Roundtrip flight included
Tokyo (TYO) to Miami (MIA)
9.2/10 Wonderful! (466 reviews)
I have mixed feelings about this place. On one hand, the location is fantastic and the staff were very friendly and accommodating. On the other, the room was a bit underwhelming for the price. This was our first time in Miami, so it’s hard to judge whether or not this hotel is appropriately priced compared to competitors, but if the location isn’t a hard enough sell for you I would look elsewhere.

Reviewed on Feb 28, 2026

Where to stay in Sugarloaf Shores

Find the best Sugarloaf Shores areas and neighborhoods for the activities you enjoy most. Learn more about Sugarloaf Shores
Bird refuge wildlife background panorama banner of nature landscape ocean birds in Key West, Florida. Animals of the USA.

Cutthroat Harbor Estates

While Cutthroat Harbor Estates isn't home to many top sights, Venture Key and Venture Out Keys are some notable places to visit nearby.

Find hotels in Cutthroat Harbor Estates

Sugarloaf Shores Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
The price is ￥72,403 per night from Mar 30 to Mar 31
￥72,403
￥92,865 total
Mar 30 - Mar 31
includes taxes & fees
8.8/10 Excellent! (3,098 reviews)
Nice pools, clean, rooms were decent. Beach access and location were perfect.

Reviewed on Feb 28, 2026

Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is ￥48,485 per night from Mar 2 to Mar 3
￥48,485
￥58,740 total
Mar 2 - Mar 3
includes taxes & fees
8/10 Very Good! (2,116 reviews)
Cozy room. Nice staff

Reviewed on Mar 1, 2026

Ibis Bay Beach Resort
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is ￥49,015 per night from Mar 10 to Mar 11
￥49,015
￥63,920 total
Mar 10 - Mar 11
includes taxes & fees
8.2/10 Very Good! (1,962 reviews)
The ocean view is not accurate. It's a highway view with heavy road noise. They are so aware of it the rooms come with ear plugs.

Reviewed on Feb 28, 2026

Blue Flamingo Resort Key West
See all 3,464 properties in Sugarloaf Shores
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.

Frequently asked questions

How much does a Sugarloaf Shores vacation package cost?
From just ￥313,546, you can tailor your Sugarloaf Shores package the way you want. Simply bundle hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Sugarloaf Shores?
One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got them all covered. Select the combination that best suits you and watch your savings pile up. We know a travel package is never one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 properties throughout the world, which lets you customize your Sugarloaf Shores vacation.
Where should I stay in Sugarloaf Shores?
A vacation in Sugarloaf Shores isn't complete without seeing Sugarloaf Beach, Upper Sugarloaf Sound and Upper Sugarloaf Key. Spend your evenings close to these popular attractions and make sightseeing simple.
What are the top hotels in Sugarloaf Shores?
South Point Sunset - Florida Keys Waterfront 3 and Paradise Point - Amazing Views are among the most well-known properties in Sugarloaf Shores. Why not look up the rates and amenities at each and then decide?
How far in advance should I book my Sugarloaf Shores vacation?
While not all airlines advertise tickets early, you can usually start comparing international flights on Expedia up to 12 months in advance. This is the time when you'll score some incredible bargains. If you've left things to the last minute, you might get lucky. Discounted prices occasionally appear just weeks prior to departure.
What does an Expedia Sugarloaf Shores travel package include?
That mostly depends on you. You can pick from a variety of Sugarloaf Shores packages, such as a rental car, flight and hotel. You can also book a flight and a hotel, or a flight with a rental car. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your perfect Sugarloaf Shores break looks like, you'll save!
What should I know before booking a Sugarloaf Shores travel package?
You'll score great savings when you combine your hotels, flights and rental cars into a package. Not only that, booking everything in one spot will make your trip planning easier. So why waste time or money? Whether you're putting together a fancy romantic getaway or a budget solo adventure, take a look at our vacation packages today.
Can I choose my airline with a Sugarloaf Shores Expedia vacation package?
With a vacation package, the choice is in your hands. Whether you're looking to fly to Sugarloaf Shores in business or coach, simply select from the available airline options. Expedia has access to more than 550 partner airlines around the world.
If I'm not able to travel, can I cancel my Sugarloaf Shores vacation package?
Yes, it's possible to cancel your Sugarloaf Shores booking if your travel plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.