Key Haven Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Key Haven Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West
Price was $1,341, price is now $990 per person
$990
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,348, price is now $1,545 per person
$1,545
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,850, price is now $1,250 per person
$1,250
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $2,050, price is now $1,389 per person
$1,389
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
The Marker Key West Harbor Resort
Key West Historic District
Save 100% on your flight
Price was $1,656, price is now $1,179 per person
$1,179
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
The Gardens Hotel
Old Town Key West
Save 100% on your flight
Price was $1,600, price is now $1,165 per person
$1,165
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Book a stay at this business-friendly B&B in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Top Hotel Deals
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
2.49 km from Key Haven
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
7.37 km from Key Haven
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
5.03 km from Key Haven
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
6.87 km from Key Haven
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
3.18 km from Key Haven
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
2.38 km from Key Haven
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
La Concha Key West, Autograph Collection
430 Duval St Key West FL
7.66 km from Key Haven
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
2.98 km from Key Haven
Book a stay at this beach hotel in Key West. Enjoy a 24-hour front desk, a 24-hour business center, and daily housekeeping. Our guests praise the pool and the ...
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
2.32 km from Key Haven
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
2.77 km from Key Haven
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Pier House Resort & Spa
1 Duval St Key West FL
7.82 km from Key Haven
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
3.98 km from Key Haven
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
7.92 km from Key Haven
Stay at this hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sun, Sep 20 - Sat, Sep 26
TPA
Tampa Intl.
EYW
Key West Intl.
$117 Roundtrip, found 16 hours ago
$117
Roundtrip
found 16 hours ago
Tue, Jun 2 - Thu, Jun 11
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$289 Roundtrip, found 6 days ago
$289
Roundtrip
found 6 days ago
Sat, Oct 3 - Wed, Oct 7
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$309 Roundtrip, found 3 days ago
$309
Roundtrip
found 3 days ago
Tue, Jul 7 - Wed, Jul 15
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$309 Roundtrip, found 23 hours ago
$309
Roundtrip
found 23 hours ago