Key Haven Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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 Key Haven Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ridley House - Key West Historic Inns
Key West Historic District
CA $1,058
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (946 reviews)
Beautiful property and great location! Breakfast was a huge bonus and the pool was so refreshing. All of the staff is so friendly and helpful. Stayed in balcony room number 7. Spacious with modern furnishings. Is on main streets so some traffic noise but the location is well worth it! Would definitely stay again!
Reviewed on Aug 10, 2026
The Key West Hotel
Key West Historic District
CA $4,170
per person
Oct 29 - Nov 5
found 24 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (561 reviews)
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!
Reviewed on Jul 27, 2026
Ready to book your vacation to Key Haven?
Key Haven Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
CA $192
CA $318 total
Sep 1 - Sep 2
includes taxes & fees
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
CA $143
CA $295 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (2,419 reviews)
"No housekeeping, the room is not clean and they said that they will charge for housekeeping services. So bad. No private beach as advertised"
Reviewed on Aug 10, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
CA $168
CA $268 total
Sep 9 - Sep 10
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.
Frequently asked questions
How much does a Key Haven vacation package cost?
Our Key Haven packages, which start from as low as CA $958, are the easiest way to save money. Pick and choose your favorite hotels, flights and more to create a personalized escape.
How do I get a cheap travel package to Key Haven?
If you love getting an amazing deal, combine your bookings into a Key Haven vacation package. Whether you're looking for flights, hotels, tours or rental cars, you can browse and book them all in one place. You'll have plenty of choice at your fingertips too. Expedia has more than 550 air carriers and 1,000,000 hotels worldwide to select from. Fly with who you want, stay wherever you like and save a packet — now that's the ideal getaway!
What are the top hotels in Key Haven?
If this will be your first time in Key Haven, book a room at Luxurious, Elegant Home or Modern Keys. Both offer comfy beds and are popular options with many travelers.
How far in advance should I book my Key Haven vacation?
To score rock-bottom prices, book early. Airlines typically release flights, along with some of the lowest fares, around a year prior to departure. Hotels, activities and car rental should also be booked early so you can have the pick of the bunch. If you're in need of a last-minute getaway in Key Haven, there are always plenty of great bargains to be had on Expedia. Book something in today!
What does an Expedia Key Haven travel package include?
Expedia has everything you need to lock in Key Haven getaway, but what your package looks like is entirely up to you. Pick from a combination of rental cars, flights and hotels. In search of some activities or tours to keep you busy? Once you've made your booking, you can add them on too. No matter your budget, there's a vacation package to match your needs.
What should I know before booking a Key Haven travel package?
Get set to save with an Expedia travel package. Combine your airfares, rental cars and hotels and score great discounts. Hotels aren't your only option, though. Book with us and select from beachfront villas, city apartments and just about everything in between!
Can I choose my airline with a Key Haven Expedia vacation package?
With a vacation package, you're the boss. Whether you're eager to fly to Key Haven in economy or business class, simply select from the available airline options. Expedia has access to over 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Key Haven vacation package?
Because we know life can be unpredictable, the answer is yes. For further details, check out our Customer Service Portal. But generally speaking, if you've booked your Key Haven vacation package in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.
Explore a world of travel with Expedia
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- Flights from Daytona Beach (DAB) to Key West (EYW)
- Flights from Syracuse (SYR) to Key West (EYW)
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- Flights to Raccoon Key
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- Marathon Vacations
- Key West Shipwreck Museum
- Southernmost Point
- Visit Key West
- Visit Downtown Key West
- Mel Fisher Maritime Museum
- Seven Mile Bridge
- All inclusive Vacation Packages Key West
- Veterans Memorial Park & Beach
- Sombrero Beach
- South Beach
- Key West Vacations
- Curry Hammock State Park
- Clarence S. Higgs Memorial Beach Park
- Boca Chica Nude Beach
- Fort Zachary Taylor Historic State Park
- Visit Cow Key
- Mallory Square
- Fort East Martello Museum and Gallery
- Florida Keys Eco - Discovery Center
- Smathers Beach
- Crane Point Museum and Nature Center
- Duval Street
- Sunset Park Beach
- Calusa Beach
- Key West Lighthouse and Keeper's Quarters Museum
- Harry S. Truman Little White House
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
