Key Haven Vacations from $1,009
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The Latest Key Haven Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,444, price is now $1,009 per person
$1,009
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
It was a great experience and the room was amazing would definitely come back here on our next vacation
Reviewed on Feb 3, 2026
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $2,540, price is now $1,518 per person
$1,518
per person
Mar 5 - Mar 10
found 2 days ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
The room was very nice and homey feeling. The staff was very nice. We enjoyed breakfast lunch and diner at the restaurant the Waite staff was very friendly and food was good. We enjoyed the shuttle that is offered the drivers were knowledgeable about the island and history. Jeffery was the best. We would definitely stay there again.
Reviewed on Feb 3, 2026
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $3,909, price is now $2,659 per person
$2,659
per person
Mar 5 - Mar 10
found 2 days ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Everything was great. I couldn’t complain about anything if I wanted to. Thanks for a great stay!
Reviewed on Jan 28, 2026
Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
Price was $3,847, price is now $2,630 per person
$2,630
per person
Mar 5 - Mar 10
found 2 days ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
8.6/10 Excellent! (2,844 reviews)
For the cost, I wasn’t impressed. It was chilly out and the hot tub wasn’t even hot…nor clean. Amenities were bare minimum. Save your money and stay somewhere else.
Reviewed on Feb 3, 2026
Where to stay in Key Haven
Find the best Key Haven areas and neighborhoods for the activities you enjoy most. Learn more about Key Haven
Old Town Key West
4 out of top 10 points of interest in this area
4.5/5(226 area reviews)
Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.
Key Haven Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$473 nightly
The price is $532 total per night from Feb 4 to Feb 5
$532 total
Feb 4 - Feb 5
Total with taxes and fees
8.6/10 Excellent! (3,047 reviews)
Always our favorite spot. Staff is wonderful. Can’t beat the views and amenities.
Reviewed on Feb 1, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
$288 nightly
The price is $324 total per night from Feb 4 to Feb 5
$324 total
Feb 4 - Feb 5
Total with taxes and fees
8/10 Very Good! (2,057 reviews)
Laid back vibe.
Reviewed on Jan 27, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$342 nightly
The price is $385 total per night from Feb 4 to Feb 5
$385 total
Feb 4 - Feb 5
Total with taxes and fees
8.8/10 Excellent! (1,790 reviews)
Very clean room. Amazing view. Wonderful property!! Would absolutely stay here again!!!
Reviewed on Jan 30, 2026
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.