Sugarloaf Key Holidays from AU$1,964

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Sugarloaf Key Holiday

Book a Sugarloaf Key holiday package and get set to experience the best of this lively city. Consider basing yourself in the neighbourhood of Breezeswept Beach Estates, which is great for adventure sports, fishing and watersports. If your trip to Sugarloaf Key includes some sightseeing, hit up well-known attractions like Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound. A couple of clicks is all it takes to create your dream Sugarloaf Key holiday on Expedia.

The Latest Sugarloaf Key Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Villa Italia by At Mine Hospitality

Villa Italia by At Mine Hospitality

South Beach
AU$1,964
per person
9 Nov - 16 Nov
found 23 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
9.8/10 Exceptional! (87 reviews)
Exceptional property. A very well maintained courtyard very chic A shared walk to the beach the shops the very best restaurants.The manager Oscar is wonderful and does his very best to accommodate your requests late ck out early ck in he is a super star

Reviewed on 5 Sept 2026

Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

Mid Beach
Save 100% on your flight
AU$2,610
per person
9 Nov - 16 Nov
found 23 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
8.2/10 Very good! (1,180 reviews)
I love the fact that was really close to the beach, the property is well maintained clean and all the amenities works. The property looks a little old but well kept. When we stayed there we heard a lot of noises even after quiet hours. Public transportation is right at the front door to go any places, we would stay there again.

Reviewed on 3 Sept 2026

The Penguin Hotel

The Penguin Hotel

South Beach
AU$2,073
per person
9 Nov - 16 Nov
found 23 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
8.4/10 Very good! (1,963 reviews)
Good

Reviewed on 5 Sept 2026

Mondrian South Beach

Mondrian South Beach

South Beach
AU$2,334
per person
9 Nov - 16 Nov
found 23 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
8/10 Very good! (2,990 reviews)
Hilton Cabana Miami Beach Resort

Hilton Cabana Miami Beach Resort

Mid Beach
AU$2,403
per person
9 Nov - 16 Nov
found 23 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
7.8/10 Good! (856 reviews)
Awesomeee

Reviewed on 4 Sept 2026

Sugarloaf Key Holiday

Sugarloaf Key Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Key West Intl. Airport (EYW)
Max Temp Winter
24ºC
Max Temp Summer
29ºC
Top Sights
Florida Keys Beaches, Boca Chica Nude Beach and Sugarloaf Beach

Our pick of the best Sugarloaf Key Hotel Deals

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

251 Co Rd 939 Summerland Key FL
Sugarloaf Key Hotel at KOA Resort
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

311 Johnson Rd Summerland Key FL
9.4/10 Exceptional! (29 reviews)
"It was close to Key West and the price was fair. The room was clean. Although I would put blinds on the windows, it's too bright in the morning for sleeping in. And although it showed the tiki bar area open at 4pm. It wasn't opened either night we were there which was very disappointing."

Reviewed on 28 Aug 2026

Get rates
Sugarloaf Key RV Resort & Cottages
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
AU$328
14 Sept - 15 Sept
includes taxes & fees
8.6/10 Excellent! (3,569 reviews)
"N/a"

Reviewed on 5 Sept 2026

Southernmost Beach Resort and Guesthouses
See all 3,429 properties in Sugarloaf Key
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.

What to do in Sugarloaf Key

Guided Clear Kayak Eco-Tour Near Key West

Guided Clear Kayak Eco-Tour Near Key West

AU$110
per adult
Guided Clear Kayak Eco-Tour Near Key West
Guided Mangrove Eco Tours Kayak or Paddleboard Adventure

Guided Mangrove Eco Tours Kayak or Paddleboard Adventure

AU$105
per adult
100% of travellers recommend
Guided Mangrove Eco Tours Kayak or Paddleboard Adventure
Private Luxury Sandbar Excursion

Private Luxury Sandbar Excursion

AU$1,674
per traveller
Private Luxury Sandbar Excursion
See all activities in Sugarloaf Key

Frequently asked questions

How much does a Sugarloaf Key holiday package cost?
We make it simple to explore the world, with Sugarloaf Key holiday packages starting from just AU$1,964. You'll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate getaway, why not add a couple of experiences and tours to your itinerary?
How do I get a cheap travel package to Sugarloaf Key?
Bundle your hotels and flights with Expedia to save big bucks on your next exciting adventure. With more than 550 airlines and 1 000 000 hotels across the globe, your Sugarloaf Key holiday package can be customized exactly to suit your budget. With all that extra cash, why not add one or more awesome experiences and tours? It's an easy way to unlock even more discounts. Your dream getaway to Sugarloaf Key is much closer than you thought!
Where should I stay in Sugarloaf Key?
It makes sense to stay near the action. Many travellers favor hotels around popular sights, like Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound.
What are the top hotels in Sugarloaf Key?
Sugar Loaf Lodge and Palms Resort - Green House are both well-liked options in the neighbourhood of Sugarloaf Shores. If you want to stay in the Lower Sugarloaf Key area, consider getting a room at Paradise Found On Sugarloaf Key Please Call 704 or Tiki Palms - Amazing 4 Bedroom Sugarloaf Key Canal Home.
How far in advance should I book my Sugarloaf Key holiday?
Reserving your flight early with Expedia means one less thing to have to worry about. Many air carriers display prices up to 12 months in advance. Generally, this is the cheapest time to book. If circumstances have left you booking late, incredible deals to Sugarloaf Key are still known to appear in the weeks leading up to departure.
What does an Expedia Sugarloaf Key travel package include?
Expedia has everything you need to plan your Sugarloaf Key trip, but how you structure your package is your choice. Pick from any combination of rental cars, hotels and flights. After some tours or activities to keep you on the go? Once you've made your booking, you can add them too. Whatever your style or budget, there's a package to match your needs.
What should I know before booking a Sugarloaf Key travel package?
Bundling your bookings into a Sugarloaf Key holiday package is the most convenient way to organise your trip. Not only that, you'll save just for combining your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?
If I'm not able to travel, can I cancel my Sugarloaf Key holiday package?
Don't worry if you're rethinking your Sugarloaf Key holiday package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We know life can sometimes throw a spanner in the works, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.