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.
Blue Flamingo Resort Key West
New Town
Save 100% on your flight
Price was $1,386, price is now $979 per person
$979
per person
May 20 - May 27
found 5 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Key West (EYW)
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 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 $3,340, price is now $1,931 per person
$1,931
per person
May 20 - May 27
found 5 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $1,998, price is now $1,234 per person
$1,234
per person
Jun 3 - Jun 8
found 16 hours ago
Roundtrip non-stop flight included
Columbus (CMH) 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.
The Marker Key West Harbor Resort
Key West Historic District
Save 100% on your flight
Price was $2,932, price is now $1,894 per person
$1,894
per person
May 20 - May 27
found 5 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 Perry Hotel & Marina Key West
Save 100% on your flight
Price was $1,666, price is now $1,161 per person
$1,161
per person
May 20 - May 27
found 5 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,896, price is now $1,354 per person
$1,354
per person
May 20 - May 27
found 5 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Key West (EYW)
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 attractions Duval Street and Smathers 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 ...
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 ...
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. ...
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 ...
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 ...
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 ...
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
4.45 km from Key Haven
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
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 ...
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 ...
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
1.64 km from Key Haven
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 ...
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. ...
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 ...
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.
Mon, Apr 6 - Fri, Apr 10
TPA
Tampa Intl.
EYW
Key West Intl.
$95 Roundtrip, found 5 days ago
$95
Roundtrip
found 5 days ago
Wed, Jun 3 - Wed, Jun 10
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$289 Roundtrip, found 2 days ago
$289
Roundtrip
found 2 days ago
Wed, Apr 8 - Fri, Apr 10
TPA
Tampa Intl.
EYW
Key West Intl.
$303 Roundtrip, found 5 days ago
$303
Roundtrip
found 5 days ago
Wed, Jun 3 - Wed, Jun 10
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$309 Roundtrip, found 2 days ago
$309
Roundtrip
found 2 days ago
Wed, Jun 3 - Wed, Jun 10
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$309 Roundtrip, found 2 days ago
$309
Roundtrip
found 2 days ago