Key Haven Vacations from $700
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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 Windward Pointe, Key West
Save 100% on your flight
Price was $1,192, price is now $700 per person
$700
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
Courteous staff, clean room, nice view. The dishwasher was on the last legs; cocktail table was in need of sprucing up. Privacy between master bedroom and bathroom was non-existant. Otherwias, an excellent facility
Reviewed on Nov 29, 2025
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,613, price is now $855 per person
$855
per person
Jan 25 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
Todo muy bueno y lindo y muy tranquilo perfectas vacaciones
Reviewed on Nov 29, 2025
Blue Flamingo Resort Key West
New Town
Save 100% on your flight
Price was $2,827, price is now $1,567 per person
$1,567
per person
Dec 30 - Jan 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
8/10 Very Good! (1,693 reviews)
Loved staying here and would again next time we are in Key West!!
Reviewed on Nov 30, 2025
Ella's Cottages - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $2,740, price is now $1,545 per person
$1,545
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (390 reviews)
Everything was great. Staff were all super helpful.
Location fantastic.
Breakfast served outside the room on the verander we loved (the health shots were a lovely touch).
We had a great stay.
Would definitely recommend.
Reviewed on Nov 22, 2025
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
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $228 total per night from Dec 15 to Dec 16
$228 total
Dec 15 - Dec 16
Total with taxes and fees
8.6/10 Excellent! (1,720 reviews)
Great room, restaurant, and shuttle!
Reviewed on Nov 26, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $164 total per night from Dec 1 to Dec 2
$164 total
Dec 1 - Dec 2
Total with taxes and fees
7.8/10 Good! (1,730 reviews)
Everything was beautiful and it was a pleasure to stay there. Will stay again.
Reviewed on Nov 25, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $227 total per night from Dec 1 to Dec 2
$227 total
Dec 1 - Dec 2
Total with taxes and fees
8.8/10 Excellent! (1,748 reviews)
The property was beautiful. The staff was welcoming and helpful. The room and accommodations were wonderful. Enjoyed the convenience of the concierge services as well as the shuttle. Everyone from the bellmen Sam to the shuttle drivers were friendly and made the time spent on property a joy.
Reviewed on Nov 25, 2025
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.