
Sugarloaf Key Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
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Sugarloaf Key Holiday
Our pick of the best Sugarloaf Key Hotel Deals

Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (635 reviews)
"Extraordinarily clean and well maintained. We stayed in the hotel which was well thought out"
Reviewed on 19 Sept 2026

Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
9.2/10 Wonderful! (31 reviews)
"Make sure to meet Lena and get the right place and deal from her"
Reviewed on 10 Sept 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
NZ$442
28 Sept - 29 Sept
includes taxes & fees
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

Discover US East Coast Self Guided Audio Tour
NZ$243
per traveller

Private Sandbar Adventure in Key West Backcountry
NZ$836
per traveller
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 . 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
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- Flights to Little Torch Key
- American Airlines Los Angeles (QLA) to Key West (EYW) flights
- Flights from Kansas City (MCI) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from Houston (HOU) to Key West (EYW)
- Flights from Wellington (WLG) to Key West (EYW)
- Flights from Gaithersburg (GAI) to Key West (EYW)
- Flights from Niamey (NIM) to Key West (EYW)
- Flights from White Plains (HPN) to Key West (EYW)
- Flights from Grand Rapids (GRR) to Key West (EYW)
- Visit Big Torch Key
- Visit Port Pine Heights
- Visit Eden Pines
- Visit Lower Florida Keys
- Visit Big Pine Key
- Visit Sugarloaf Shores
- Visit Cudjoe Key
- Visit Cow Key
- Visit Melody Key
- Visit Ramrod Key
- Smathers Beach
- Southernmost Point
- Fort East Martello Museum and Gallery
- Key West Cemetery
- Clarence S. Higgs Memorial Beach Park
- Mel Fisher Maritime Museum
- Boca Chica Nude Beach
- Big Pine Key Holidays
- Coco Plum Beach
- Mallory Square
- Pigeon Key
- Fort Zachary Taylor Historic State Park
- Key West Holidays
- Key West Butterfly and Nature Conservatory
- Florida Keys Beaches
- Duval Street
- Crane Point Museum and Nature Center
- South Beach
- Thrifty Car Rental Rental Cars in Lower Sugarloaf Key
- United Rental Cars in Sugarloaf Key
- Airport Van Rental Rental Cars in Sugarloaf Key
- Thrifty Car Rental Rental Cars in Melody Key
- United Rental Cars in Lower Florida Keys
- Hertz Rental Cars in Lower Florida Keys
- Budget Rental Cars in Lower Florida Keys
- National Car Rental Rental Cars in Lower Florida Keys
- Island Car Rentals Rental Cars in Lower Florida Keys
- Fox Rental Cars Rental Cars in Lower Florida Keys
- Dollar Rent A Car Rental Cars in Lower Florida Keys
- Global Rent a Car Rental Cars in Lower Florida Keys
- Ace New Zealand Rental Cars in Lower Florida Keys
- Avis Rental Cars in Lower Florida Keys
- Discount Car Rentals Rental Cars in Lower Keys
- Auto Rent Rental Cars in Stock Island
- Rental cars Key West Intl. airport
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

