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Key Haven Vacation Packages

Key Haven Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
Old Town Key West
Price was $1,555, price is now $1,142 per person
$1,142
per person
Oct 5 - Oct 9
found 19 hours ago
Roundtrip non-stop flight included
Tulsa (TUL) 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

The Key West Hotel

3 out of 5
Key West Historic District
Save 100% on your flight
Price was $3,349, price is now $2,301 per person
$2,301
per person
Oct 15 - Oct 19
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DAL) 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.
Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

3.5 out of 5
Old Town Key West
Price was $2,081, price is now $1,602 per person
$1,602
per person
Oct 15 - Oct 19
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DAL) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, parking (surcharge), and a garden. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Kona Kai Oasis

Kona Kai Oasis

3 out of 5
Old Town Key West
Price was $1,853, price is now $1,439 per person
$1,439
per person
Oct 15 - Oct 19
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DAL) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!

Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!

3 out of 5
Beachside
Price was $2,022, price is now $1,601 per person
$1,601
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) to Key West (EYW)
Book a stay at this beach cottage in Key West. Enjoy free parking, a beach locale, and balconies. Popular attractions Duval Street and Smathers Beach are located nearby.
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays

Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays

3 out of 5
Old Town Key West
Price was $2,660, price is now $2,128 per person
$2,128
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (MDW) to Key West (EYW)
Stay at this cottage in Key West. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
Old Town Key West
Price was $1,628, price is now $1,308 per person
$1,308
per person
Oct 15 - Oct 19
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DAL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
The Gardens Hotel

The Gardens Hotel

4 out of 5
Old Town Key West
Price was $2,008, price is now $1,618 per person
$1,618
per person
Oct 15 - Oct 19
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DAL) 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.

3-4 Night Vacations in Key Haven

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
Old Town Key West
Price was $1,555, price is now $1,142 per person
$1,142
per person
Oct 5 - Oct 9
found 19 hours ago
Roundtrip non-stop flight included
Tulsa (TUL) to Key West (EYW)
The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Save 100% on your flight
Price was $3,349, price is now $2,301 per person
$2,301
per person
Oct 15 - Oct 19
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DAL) to Key West (EYW)
Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

3.5 out of 5
Old Town Key West
Price was $2,081, price is now $1,602 per person
$1,602
per person
Oct 15 - Oct 19
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DAL) to Key West (EYW)
Kona Kai Oasis

Kona Kai Oasis

3 out of 5
Old Town Key West
Price was $1,853, price is now $1,439 per person
$1,439
per person
Oct 15 - Oct 19
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DAL) to Key West (EYW)

5-7 Night Vacations in Key Haven

Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $1,042, price is now $676 per person
$676
per person
Oct 3 - Oct 9
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Key West (EYW)
The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Save 100% on your flight
Price was $2,771, price is now $1,772 per person
$1,772
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) to Key West (EYW)
Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was $1,068, price is now $695 per person
$695
per person
Oct 3 - Oct 9
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Key West (EYW)
Kona Kai Oasis

Kona Kai Oasis

3 out of 5
Old Town Key West
Price was $1,404, price is now $1,004 per person
$1,004
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) to Key West (EYW)

Cheap Hotel Deals in Key Haven

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Book a stay at this spa 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 ...
Opens in a new windowSouthernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
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. ...
Opens in a new windowBeachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
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 ...
Opens in a new windowBlue Flamingo Resort Key West
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Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
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 ...
Opens in a new windowMargaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
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 ...
Opens in a new windowHavana Cabana at Key West
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
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 ...
Opens in a new windowPier House Resort & Spa
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
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 Southernmost ...
Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
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. ...
Opens in a new windowIbis Bay Beach Resort
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

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Mon, Sep 14 - Thu, Sep 17
TPA
Tampa Intl.
EYW
Key West Intl.
$98 Roundtrip, found 4 days ago
$98
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Sep 14 from Tampa Intl. to Key West Intl., returning Thu, Sep 17, priced at $98 found 4 days ago
United
Tue, Oct 27 - Thu, Nov 12
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$324 Roundtrip, found 3 days ago
$324
Roundtrip
found 3 days ago
Select United flight, departing Tue, Oct 27 from Newark Liberty Intl. Airport to Key West Intl., returning Thu, Nov 12, priced at $324 found 3 days ago
American Airlines
Wed, Oct 7 - Wed, Oct 14
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$328 Roundtrip, found 15 hours ago
$328
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Wed, Oct 7 from Hartsfield-Jackson Atlanta Intl. to Key West Intl., returning Wed, Oct 14, priced at $328 found 15 hours ago
Delta
Tue, Feb 2 - Wed, Feb 10
DTW
Detroit Metropolitan Wayne County
EYW
Key West Intl.
$333 Roundtrip, found 12 hours ago
$333
Roundtrip
found 12 hours ago
Select Delta flight, departing Tue, Feb 2 from Detroit Metropolitan Wayne County to Key West Intl., returning Wed, Feb 10, priced at $333 found 12 hours ago