Key West Holidays

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to NZ$545 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

Our pick of the best Key West Hotel Deals

Days Inn by Wyndham Dubuque
Days Inn by Wyndham Dubuque
2 out of 5
1111 Dodge St, Dubuque, IA
Fully refundableReserve now, pay when you stay
The price is NZ$93 per night from 2 Jul to 3 Jul
NZ$93
per night
2 Jul - 3 Jul
6.8/10 (999 reviews)
"Rooms clean the doors on rooms are flimsy"

Reviewed on 9 Jun. 2024

Days Inn by Wyndham Dubuque
Wyndham Garden Galena Hotel & Day Spa
Wyndham Garden Galena Hotel & Day Spa
4 out of 5
11383 US Highway 20, Galena, IL
Fully refundableReserve now, pay when you stay
The price is NZ$184 per night from 2 Jul to 3 Jul
NZ$184
per night
2 Jul - 3 Jul
9.2/10 Wonderful! (282 reviews)
Would definitely come back
"This hotel was clean and had such a beautiful design! Much better than the standard bland, cookie-cutter hotels you usually see. The view of the pond from the back deck was beautiful. I always appreciate a hot breakfast, the only downside was that the dining area was really crowded and hard to navigate/find ..."

Reviewed on 19 Jun. 2024

Wyndham Garden Galena Hotel & Day Spa
Stoney Creek Inn Galena
Stoney Creek Inn Galena
2 out of 5
940 Galena Square Dr, Galena, IL
Fully refundable
The price is NZ$180 per night from 2 Jul to 3 Jul
NZ$180
per night
2 Jul - 3 Jul
9.2/10 Wonderful! (1,012 reviews)
"Friendly place"

Reviewed on 18 Jun. 2024

Stoney Creek Inn Galena
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.

Frequently asked questions

How much does a Key West holiday package cost?
Less than you might think — from as low as , actually! By combining hotels, flights and car rentals into a tailor-made travel package, your Key West escape is just a few clicks away.
How do I get a cheap travel package to Key West?
Creating your own Key West holiday package with Expedia is such a simple way to save. We offer access to over 550 airlines and 1 000 000 properties globally. With such an awesome range to choose from, you’ll have no difficulty putting together your next dream trip.
How far in advance should I book my Key West holiday?
It can be hard to know when is the perfect time to book your trip to Key West. But typically the earlier you book, the lower the prices. In some cases, you can lock in your flights and hotels up to a year before departure. If you’re hoping for a last-minute getaway, no need to worry! There are great deals featured on Expedia all the time.
What does an Expedia Key West travel package include?
From hotels and airfares to car rentals, Expedia can help you shape a Key West package that suits you. Holidaying for a week or two? Check out a flight, rental car and hotel bundle. If you’re taking a short break, a hotel and airfare deal may be more your style. Tours and activities can be added after you’ve booked. Our holiday packages make it a cinch to plan and save.
What should I know before booking a Key West travel package?
Whether it’s adventure or relaxation you’re seeking, a Key West holiday package lets you plan your escape your way. Plus, you’ll get access to great discounts when you combine your hotel with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Key West Expedia holiday package?
Yes — that’s one of the best things about an Expedia package. You get to choose. We have more than 550 airline partners globally, so you have loads of choice when putting together your Key West adventure.
If I'm not able to travel, can I cancel my Key West holiday package?
Because we know life can throw you a few curveballs, the answer is yes. To find out more, head to our Customer Service Portal. But generally speaking, if you’ve made your booking in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

Discover the most popular places to visit in Key West

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