Sugarloaf Shores Holidays from AU$2,063

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Your Sugarloaf Shores Holiday

Your next big journey is calling out to you with a holiday package to Sugarloaf Shores. Excitement, fun and great times — you're bound to find it in this neighbourhood. When the time comes to see the sights, your trip to Sugarloaf Shores has to include a visit to Sugarloaf Beach and Upper Sugarloaf Sound. Expedia is here to help put your travel plans into action. Book your ultimate Sugarloaf Shores holiday today.

Top Holiday Package Deals in Sugarloaf Shores

Price found within the past 48 hours. Click for updated prices.
Crane's Beach House Boutique Hotel & Luxury Villas

Crane's Beach House Boutique Hotel & Luxury Villas

3 out of 5
per person
2 Sept - 5 Sept
found 1 day ago
Return flight included
Melbourne (MEL) to Miami (MIA)
9.4/10 Exceptional! (1,003 reviews)
I had stayed here years earlier. At that time there was a tiki bar attendant. Tiki bar was not operating this time. I found the brick pathways to be uneven to walk on. Had to be careful—balance not as good as it used to be. Our room was perfect. Pool was nice. I would stay again. Restaurants are close by.

Reviewed on 22 Jul. 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
7 Sept - 13 Sept
found 1 day ago
Return flight included
Seattle (SEA) to Miami (MIA)
8/10 Very Good! (1 review)
The Ray Hotel Delray Beach, Curio Collection by Hilton

The Ray Hotel Delray Beach, Curio Collection by Hilton

4 out of 5
Downtown Delray Beach
per person
2 Sept - 5 Sept
found 1 day ago
Return flight included
Melbourne (MEL) to Miami (MIA)
9/10 Wonderful! (449 reviews)
Excellent hotel and staff

Reviewed on 29 Jul. 2025

Hyatt Place Delray Beach

Hyatt Place Delray Beach

3.5 out of 5
Downtown Delray Beach
per person
2 Sept - 5 Sept
found 1 day ago
Return flight included
Melbourne (MEL) to Miami (MIA)
9.4/10 Exceptional! (151 reviews)
Rooms clean nd moddrn

Reviewed on 28 Jul. 2025

The Seagate

The Seagate

4.5 out of 5
Downtown Delray Beach
per person
2 Sept - 5 Sept
found 1 day ago
Return flight included
Melbourne (MEL) to Miami (MIA)
9/10 Wonderful! (1,126 reviews)
It’s an amazing place you won’t be disappointed

Reviewed on 26 Jul. 2025

Our guide on 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 there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.

Find hotels in Cutthroat Harbor Estates

Our pick of the best 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 AU$309 per night from 18 Aug to 19 Aug
AU$309
18 Aug - 19 Aug
includes taxes & fees
8.4/10 Very Good! (1,403 reviews)
"excellent"

Reviewed on 30 Jul. 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 AU$426 per night from 25 Aug to 26 Aug
AU$426
25 Aug - 26 Aug
includes taxes & fees
8.6/10 Excellent! (2,656 reviews)
"Everything was perfect, except the washed up seaweed. They said a net broke, and it would be fixed eventually! Cannot wait to go back and utilize the beach area as well."

Reviewed on 28 Jul. 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 AU$308 per night from 3 Aug to 4 Aug
AU$308
3 Aug - 4 Aug
includes taxes & fees
7.6/10 Good! (1,490 reviews)
"Good value for your money, convenient location and a friendly, welcoming staff. As a pet friendly resort, perhaps in the future have a couple of dog friendly entertainment areas on the resort so owners and their fur babies can spend time together."

Reviewed on 29 Jul. 2025

Blue Flamingo Resort Key West
See all 3,488 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.
All Inclusive Holidays
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Frequently asked questions

How much does a Sugarloaf Shores holiday package cost?
From just AU$2,063, 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 holiday.
Where should I stay in Sugarloaf Shores?
A holiday 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 holiday?
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 holiday packages today.
Can I choose my airline with a Sugarloaf Shores Expedia holiday package?
With a holiday 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 holiday 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.