Key Haven Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, 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.
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Price was CA $2,391, price is now CA $1,678 per person
CA $1,678
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,066 reviews)
This is not just steps away from white sand beaches unless steps are like a mile away or they mean on the volleyball court. Misled! And this should be removed from property amenities. The location near the airport is cool, walkable. There is no market to by little stuff if needed. Food and drinks are overpriced. Sorry but without the beach front and missing more than just a few normal things needed it misses the mark. Rooms are really nice. Staff still just okay and slightly under staffed.

Reviewed on May 12, 2026

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Price was CA $3,619, price is now CA $2,458 per person
CA $2,458
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,034 reviews)
The 2 bedroom suite was space clean and every comfortable for our group of 5. When we needed more towels they came very fast with them. Will stay here again.

Reviewed on May 10, 2026

The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Price was CA $3,835, price is now CA $2,621 per person
CA $2,621
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (552 reviews)
The staff at the hotel were excellent. Very friendly and helpful. Room was very clean and comfortable. We were right in the middle of the old district which had many many places to explore. Hotel had a wonderful hidden pool with live music/bar next to it in case we just wanted to relax after exploring all day.

Reviewed on Apr 21, 2026

Amelia Home by Avantstay In Historic Old Town w/ Pool

Amelia Home by Avantstay In Historic Old Town w/ Pool

3 out of 5
Old Town Key West
Price was CA $8,718, price is now CA $6,276 per person
CA $6,276
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
10/10 Exceptional! (3 reviews)
The house was amazing, much more than we expected. We loved the pool area and the landscaping, both were maintained beautifully. The whole place was clean as a whistle!

Reviewed on Oct 7, 2023

The Gardens Hotel

The Gardens Hotel

4 out of 5
Old Town Key West
Price was CA $3,519, price is now CA $2,610 per person
CA $2,610
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
Hands down the nicest rental my wife and I have ever stayed at. The proximity to every spot you want to be is amazing, the breakfast was perfect, and the staff went above and beyond after I made a stupid booking mistake.

Reviewed on May 10, 2026

Ready to book your vacation to Key Haven?

 

Choose your dates

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 $208 per night from Jun 3 to Jun 4
CA $208
CA $311 total
Jun 3 - Jun 4
includes taxes & fees
8.4/10 Very Good! (2,226 reviews)
The hotel was awesome since the day we check in until the day we check out the staff the manager the cleaning crew I was very happy with the service they gave us thank you blue Flamingo

Reviewed on May 11, 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 $248 per night from Jun 8 to Jun 9
CA $248
CA $365 total
Jun 8 - Jun 9
includes taxes & fees
8.8/10 Excellent! (1,815 reviews)
Staff was okay. The best wait staff was Hemanth. 10 stars! Above and beyond in service! Said margarita would be waiting for us when we arrived and we had to ask for it. No one really went the extra mile except Hemanth!

Reviewed on May 11, 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 refundable
The price is CA $348 per night from May 28 to May 29
CA $348
CA $492 total
May 28 - May 29
includes taxes & fees
8.8/10 Excellent! (3,304 reviews)
The ocean view was good. The beach was full of sea weed , and was only cleaned one day, the smell was bad when the wind shifted.

Reviewed on May 11, 2026

Southernmost Beach Resort and Guesthouses
See all 3,165 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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.

Explore a world of travel with Expedia

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