Key Haven Vacation Packages

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Top Key Haven Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Price was CA $1,896, price is now CA $1,384 per person
CA $1,384
per person
Jul 6 - Jul 10
found 4 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
9.4/10 Exceptional! (1,098 reviews)
The room and balcony were fantastic. The pool, grounds, and view of the ocean were lovely. The staff was super welcoming and friendly when we arrived. We enjoyed the close restaurant and walking path right across the street.

Reviewed on May 28, 2026

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

4 out of 5
Old Town Key West
Price was CA $3,167, price is now CA $2,019 per person
CA $2,019
per person
Jul 8 - Jul 12
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
Beautiful property. Excellent service.

Reviewed on May 15, 2026

Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
Old Town Key West
Price was CA $3,608, price is now CA $2,581 per person
CA $2,581
per person
Aug 6 - Aug 13
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.8/10 Excellent! (190 reviews)
This was a great place to stay! Clean and well-placed on Key West. Pool and patio were great for getting some sun.

Reviewed on May 29, 2026

The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Price was CA $3,204, price is now CA $2,351 per person
CA $2,351
per person
Jul 8 - Jul 12
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9.2/10 Wonderful! (555 reviews)
Our room was spacious and clean, with a bag of Key Lime cookies waiting for us on arrival. We appreciated boxed instead of bottled water that was always available in-room at no extra cost. But the thing we enjoyed most was the secluded Bali Bar, which was hidden away from busy Duvall Street. The live music was excellent and the. bar tenders were very accommodating. There are many hotels and places to stay in Key West but we would definitely return to this one. Highly recommend!

Reviewed on May 18, 2026

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Old Town Key West
Price was CA $3,173, price is now CA $2,391 per person
CA $2,391
per person
Aug 6 - Aug 13
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
10/10 Exceptional! (1,015 reviews)
Rooms were just as pictured, and the staff was overly helpful and friendly! I would recommend this location to anyone!!!

Reviewed on May 28, 2026

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Key Haven Hotel Deals

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 CA $197 per night from Jun 16 to Jun 17
CA $197
CA $299 total
Jun 16 - Jun 17
includes taxes & fees
8.4/10 Very Good! (2,309 reviews)
"One of the night bartenders was rude so we stopped going there. Other than that everything was good. We enjoyed the pools and other amenities"

Reviewed on May 30, 2026

Blue Flamingo Resort Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $292 per night from Jun 15 to Jun 16
CA $292
CA $416 total
Jun 15 - Jun 16
includes taxes & fees
8.8/10 Excellent! (1,803 reviews)
"We loved our stay! Would definitely be back again!"

Reviewed on May 29, 2026

Margaritaville Beach House Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $278 per night from Jun 8 to Jun 9
CA $278
CA $414 total
Jun 8 - Jun 9
includes taxes & fees
8.8/10 Excellent! (3,336 reviews)
"Clean room"

Reviewed on May 30, 2026

Southernmost Beach Resort and Guesthouses
See all 3,158 properties in Key Haven
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.
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Frequently asked questions

Can I cancel my flight booking to Key Haven due to COVID-19?
Our helpful Customer Service Portal is your one-stop shop for most travel queries, including about flight cancellations and changes due to COVID-19. For extra peace of mind, we suggest looking over the terms and conditions of your chosen airline before reserving your tickets.
What's the best way to find cheap flights to Key Haven that have flexible change policies?
Search for affordable airfares to Key Haven, then mark the "No change fee" box directly underneath the "Flexible change policies" subheading. It really is that simple. We get that plans can change and flexibility matters, so you can book with confidence with Expedia.
What are some of the general tips for travelers to Key Haven during the COVID-19 outbreak?
If it's your first time traveling during the COVID-19 outbreak, you'll notice a few more rules and restrictions in place. Take note of these tips and make your journey to Key Haven a smooth one:
  • Investigate if any travel restrictions apply to your origin and destination before booking. Also check if there are any conditions you'll need to follow on arrival, such as testing and quarantining.
  • Keep your face mask on during airport screening. A TSA officer will ask you to lower your mask temporarily for identification purposes.
  • To reduce the potential of cross-contamination, position your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA agent.
  • You can now take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. This will need to be taken out for X-ray scanning.
  • To minimize handling during screening, place personal items such as your loose change and phone into your carry-on rather than into the bins.
  • Separate any food you're carrying for screening. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA agent to touch and inspect your belongings.

Which airlines fly to Key Haven?
Delta is a well-known airline servicing Key Haven. Lock in an airfare to Key West Intl. Airport (EYW) and you'll have 191 Delta flights every month to pick from.
How can I find cheap tickets to Key Haven?
Start searching as early as possible, consider nearby airports, use frequent flyer miles — there's no shortage of ways! One more is to make the most of Expedia's "flexible dates" function. Find your Key Haven flight, then check out the cheapest prices for nearby dates. In the last seven days, the best price for a flight to Key Haven was .
How much is a flight to Key Haven?
One-way flights departing from () sold for as low as in the last seven days. During this time, the cost of a return airfare to Key Haven varied between and . If you find a deal, grab it fast — these fares don't hang around.
What are the most popular airports to fly into in Key Haven?
Key West Intl. Airport (EYW) is the main entrance point for many hoping to visit Key Haven. Roughly 1119 flights each month land at this airport.
When is the cheapest time to fly to Key Haven?
Take off for Key Haven earlier in the week and you'll usually be rewarded with lower fares. Tuesday is generally the cheapest day to hop on a plane, closely followed by Monday. If you'd like to avoid the priciest flights, give Saturdays a wide berth.
How much is a plane ticket to Key Haven?
In the last seven days, tickets to Key Haven ranged from to .
Which airlines with flights to Key Haven employ COVID-19 cleanliness policies?
While traveling during a pandemic can be nerve-wracking, airlines are doing all they can to protect the well-being of all on board. These are a few carriers that have implemented changes:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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