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.
Hyatt Vacation Club at Sunset Harbor, Key West
Old Town Key West
Price was $1,394, price is now $1,140 per person
$1,140
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Popular attractions Duval Street and Mallory Square are located nearby.
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,381, price is now $1,591 per person
$1,591
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 $1,883, price is now $1,283 per person
$1,283
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.
Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was $1,509, price is now $1,153 per person
$1,153
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 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 reviews. Popular attractions Duval Street and South Beach are located nearby.
Coconut Beach Resort
Old Town Key West
Price was $1,816, price is now $1,558 per person
$1,558
per person
Jun 15 - Jun 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Key West (EYW)
Book a stay at this beach resort in Key West. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and South Beach 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. ...
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
1.7 km from Key Haven
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
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 9 hours ago
$117
Roundtrip
found 9 hours ago
Tue, Jun 2 - Thu, Jun 11
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$289 Roundtrip, found 5 days ago
$289
Roundtrip
found 5 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 16 hours ago
$309
Roundtrip
found 16 hours ago