Sugarloaf Shores Vacations from ￥202,516

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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
per person
Oct 13 - Oct 19
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Overall, the property is great and it’s very close to the beach , the Check in staff was great and friendly. And the bedrooms are renovated very good . However, the bathroom has a sliding door which is glass when you are in the bathroom, your shadow can be seen by the person that is in the bedroom.

Reviewed on Jul 23, 2025

EAST Miami

EAST Miami

5 out of 5
Downtown Miami
per person
Oct 13 - Oct 19
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Miami (MIA)
9.2/10 Wonderful! (3,202 reviews)
Loud construction noise is all you hear till 5:00

Reviewed on Jul 22, 2025

The Gabriel Miami South Beach, Curio Collection by Hilton

The Gabriel Miami South Beach, Curio Collection by Hilton

4 out of 5
South Beach
per person
Oct 9 - Oct 15
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Miami (MIA)
8.2/10 Very Good! (877 reviews)
Wonderful property and right in the middle of all the action in South Beach. Awesome they had two pools, one in courtyard then an amazing rooftop pool with incredible views! Bathrooms were nice and clean up on rooftop too! Only complaint would be room was pretty hot even with AC, just can’t seem to cool the room enough. Not sure if that’s extremely common for Miami since it’s so how they can’t keep up or what, but that was the same at another hotel we stayed downtown last year. Other than that, great hotel and would absolutely stay there again if going back to South Beach!

Reviewed on Jul 20, 2025

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Mid Beach
per person
Oct 9 - Oct 15
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Miami (MIA)
8/10 Very Good! (6,535 reviews)
The hotel is beautiful, very relaxing. The front desk customer service rep was extremely helpful and allowed an early check in after a long flight. We will definitely return again.

Reviewed on Jul 24, 2025

Flow Miami Hotel

Flow Miami Hotel

3.5 out of 5
Downtown Miami
per person
Oct 13 - Oct 19
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Miami (MIA)
9/10 Wonderful! (136 reviews)
Elevators very slow. Neighborhood is a little sketchy. Hotel itself was nice.

Reviewed on Jul 17, 2025

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
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Cutthroat Harbor Estates

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

Find hotels in Cutthroat Harbor Estates

Sugarloaf Shores Hotel Deals

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ￥19,639 per night from Jul 28 to Jul 29
￥19,639
￥29,510 total
Jul 28 - Jul 29
includes taxes & fees
8.4/10 Very Good! (1,375 reviews)
"There wasn’t anything we didn’t like, we had a suite overlooking the ocean and it was quiet and peaceful. The concierge’s were always friendly and helpful with things to do. I will definitely stay here again."

Reviewed on Jul 23, 2025

Beachside Resort & Residences
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 ￥28,069 per night from Aug 10 to Aug 11
￥28,069
￥41,463 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (2,632 reviews)
"The property was niice, tidy, and well kept but the public area was unusable and smelling due to the city not keeping it clean."

Reviewed on Jul 23, 2025

Southernmost Beach Resort and Guesthouses
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 ￥17,813 per night from Aug 24 to Aug 25
￥17,813
￥28,277 total
Aug 24 - Aug 25
includes taxes & fees
7.6/10 Good! (1,486 reviews)
Wonderful
"Had a wonderful experience at this hotel. Staff was friendly and facilities were clean. Soma at the front desk was helpful and ready to assist us with navigating the shuttle service. Sasha and davit were absolute gems when it came to operating the breakfast service all by themselves. Overall had ..."

Reviewed on Jul 23, 2025

Blue Flamingo Resort Key West
See all 3,494 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 ￥202,516, 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.