Sugarloaf Key Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Sugarloaf Key
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
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
S$342
28 Sept - 29 Sept
includes taxes & fees
8.6/10 Excellent! (3,604 reviews)
"Booked this place for the location and how many pools they had. Didn’t know until we got there that the largest pool was under renovation and completely out of service. Not the end of the world but this made the other 2 pools (combined they were the size of the 1 that was closed) more cramped. Then ..."
Reviewed on 15 Sept, 2026
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
Private Sandbar Adventure in Key West Backcountry
S$635
per traveller
Guided Mangrove Eco Tours Kayak or Paddleboard Adventure
S$96
per adult
100% of travellers recommend
Key West Tiki Bar Boat to Popular Sand Bar with Turquoise Waters
S$717
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
- Flights to Little Torch Key
- Flights to Raccoon Key
- Delta Hartford (BDL) to Key West (EYW) flights
- Flights from Little Torch Key
- Flights from Boca Chica Key
- Flights from Big Torch Key
- Flights from Melody Key
- Flights from Middle Torch Key
- Flights from Auburn (AUO) to Key West (EYW)
- Flights from Bryce Canyon (BCE) to Key West (EYW)
- Flights from Bridgeport (BDR) to Key West (EYW)
- Flights from Bluefield (BLF) to Key West (EYW)
- Flights from Basel (BSL) to Key West (EYW)
- Flights from Buffalo (BUF) to Key West (EYW)
- Flights from Bunbury (BUY) to Key West (EYW)
- Flights from Concord (CCR) to Key West (EYW)
- Flights from Clemson (CEU) to Key West (EYW)
- Flights from Chattanooga (CHA) to Key West (EYW)
- Flights from Cedar Rapids (CID) to Key West (EYW)
- Flights from Merritt Island (COI) to Key West (EYW)
- Flights from Daytona Beach (DAB) to Key West (EYW)
- Flights from Washington (DCA) to Key West (EYW)
- Flights from Doncaster (DSA) to Key West (EYW)
- Flights from Florence (FLO) to Key West (EYW)
- Flights from Spokane (GEG) to Key West (EYW)
- Flights from Longview (GGG) to Key West (EYW)
- Flights from Winter Haven (GIF) to Key West (EYW)
- Flights from Gainesville (GNV) to Key West (EYW)
- Flights from Grand Rapids (GRR) to Key West (EYW)
- Flights from Gulf Shores (GUF) to Key West (EYW)
- Flights from Hartford (HFD) to Key West (EYW)
- Flights from Helena (HLN) to Key West (EYW)
- Flights from Houston (HOU) to Key West (EYW)
- Flights from Harlingen (HRL) to Key West (EYW)
- Flights from Huntington (HTS) to Key West (EYW)
- Flights from Wilmington (ILG) to Key West (EYW)
- Flights from Islip (ISP) to Key West (EYW)
- Flights from Jonesboro (JBR) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from Las Vegas (LAS) to Key West (EYW)
- Flights from London (LON) to Key West (EYW)
- Flights from Matamoros (MAM) to Key West (EYW)
- Flights from Carbondale (MDH) to Key West (EYW)
- Flights from Moomba (MOO) to Key West (EYW)
- Flights from Minneapolis (MSP) to Key West (EYW)
- Flights from New York (NYC) to Key West (EYW)
- Flights from Gold Coast (OOL) to Key West (EYW)
- Flights from North Bend (OTH) to Key West (EYW)
- Flights from Phoenix (PHX) to Key West (EYW)
- Flights from Providenciales (PLS) to Key West (EYW)
- Flights from Pasco (PSC) to Key West (EYW)
- Flights from Singapore (SIN) to Key West (EYW)
- Flights from Santa Cruz de la Palma (SPC) to Key West (EYW)
- Flights from Sarasota (SRQ) to Key West (EYW)
- Flights from Seward (SWD) to Key West (EYW)
- Flights from Tallahassee (TLH) to Key West (EYW)
- Flights from Tri-Cities (TRI) to Key West (EYW)
- Flights from Turtle Island (TTL) to Key West (EYW)
- Flights from Valdosta (VLD) to Key West (EYW)
- Flights from Fayetteville (XNA) to Key West (EYW)
- Flights from Fort Frances (YAG) to Key West (EYW)
- Flights from Youngstown (YNG) to Key West (EYW)
- Visit Eden Pines
- Big Pine Key Flea Market
- Boca Chica Nude Beach
- Fort East Martello Museum and Gallery
- Harry S. Truman Little White House
- Key West Shipwreck Museum
- Key West Holidays
- Visit Lower Florida Keys
- Mallory Square
- Visit Rockland Key
- Smathers Beach
- Sombrero Beach
- Southernmost Point
- Visit Stock Island
- Visit Sugarloaf Key
- Sunset Park Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
