Sugarloaf Key Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

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

Top hotels in Sugarloaf Key

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 S$258 per night from 21 Jul to 22 Jul
S$258
21 Jul - 22 Jul
includes taxes & fees
8.4/10 Very Good! (1,336 reviews)
"Wonderful stay. Beautiful property."

Reviewed on 14 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 S$374 per night from 4 Aug to 5 Aug
S$374
4 Aug - 5 Aug
includes taxes & fees
8.6/10 Excellent! (2,625 reviews)
"Clean, friendliest front desk people."

Reviewed on 13 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 S$248 per night from 13 Aug to 14 Aug
S$248
13 Aug - 14 Aug
includes taxes & fees
7.6/10 Good! (1,457 reviews)
"It was very family friendly, I received a welcome rum punch drink, we get 10% off the Starbucks at the hotel. There is a shuttle that provides transportation as well."

Reviewed on 13 Jul, 2025

Blue Flamingo Resort Key West
See all 3,500 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

A fun-filled adventure for the whole family

Guided Clear Kayak Eco-Tour Near Key West

S$101
per adult
Guided Clear Kayak Eco-Tour Near Key West
Private Sandbar Adventure in Key West Backcountry

Private Sandbar Adventure in Key West Backcountry

S$640
per traveller
Private Sandbar Adventure in Key West Backcountry
Sandbar Fun - Tiki Style

Key West Tiki Bar Boat Cruise to Popular Sand Bar

S$722
per traveller
Key West Tiki Bar Boat Cruise to Popular Sand Bar
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 . 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.

* 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.