Key Haven Vacation Packages for 2026

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Top Hotel Deals

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
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. ...
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
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

Southernmost Beach Resort and Guesthouses

4 out of 5
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 ...
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
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 ...
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
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 ...
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
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

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
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 Southernmost Point and Duval ...
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
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 ...
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard Key West FL
3.4 km from Key Haven
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 ...
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
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 Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
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 ...
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
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 ...
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd Key West FL
3.22 km from Key Haven
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street Key West FL
7.22 km from Key Haven
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
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 ...
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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.

Delta
Fri, Aug 21 - Thu, Aug 27
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$299 Roundtrip, found 1 day ago
$299
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Aug 21 from Hartsfield-Jackson Atlanta Intl. to Key West Intl., returning Thu, Aug 27, priced at $299 found 1 day ago
American Airlines
Tue, Nov 10 - Tue, Nov 24
BOS
Logan Intl.
EYW
Key West Intl.
$327 Roundtrip, found 3 days ago
$327
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Nov 10 from Logan Intl. to Key West Intl., returning Tue, Nov 24, priced at $327 found 3 days ago
JetBlue Airways
Mon, Oct 19 - Thu, Nov 5
BOS
Logan Intl.
EYW
Key West Intl.
$447 Roundtrip, found 3 days ago
$447
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Oct 19 from Logan Intl. to Key West Intl., returning Thu, Nov 5, priced at $447 found 3 days ago
United
Tue, Jul 7 - Sat, Jul 11
BOS
Logan Intl.
EYW
Key West Intl.
$478 Roundtrip, found 3 days ago
$478
Roundtrip
found 3 days ago
Select United flight, departing Tue, Jul 7 from Logan Intl. to Key West Intl., returning Sat, Jul 11, priced at $478 found 3 days ago