Mon, Nov 2 - Wed, Nov 11
HOU
Houston
EYW
Key West
$463 Roundtrip, found 2 days ago
$463
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Nov 2 from Houston to Key West, returning Wed, Nov 11, priced at $463 found 2 days ago
Mon, Nov 2 - Wed, Nov 11
HOU
Houston
EYW
Key West
$498 Roundtrip, found 2 days ago
$498
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Nov 2 from Houston to Key West, returning Wed, Nov 11, priced at $498 found 2 days ago
Mon, Nov 2 - Wed, Nov 11
HOU
Houston
EYW
Key West
$533 Roundtrip, found 2 days ago
$533
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Nov 2 from Houston to Key West, returning Wed, Nov 11, priced at $533 found 2 days ago
Sun, Jun 7 - Wed, Jun 10
HOU
Houston
EYW
Key West
$557 Roundtrip, found 2 hours ago
$557
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sun, Jun 7 from Houston to Key West, returning Wed, Jun 10, priced at $557 found 2 hours ago
Mon, Nov 2 - Wed, Nov 11
HOU
Houston
EYW
Key West
$568 Roundtrip, found 2 days ago
$568
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Nov 2 from Houston to Key West, returning Wed, Nov 11, priced at $568 found 2 days ago
Wed, Apr 22 - Mon, Apr 27
HOU
Houston
EYW
Key West
$594 Roundtrip, found 4 days ago
$594
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Apr 22 from Houston to Key West, returning Mon, Apr 27, priced at $594 found 4 days ago
Price found within the past 48 hours. Click for updated prices.
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
Price was $2,280, price is now $1,520 per person
$1,520
per person
Mar 15 - Mar 20
found 14 hours ago
Roundtrip flight included
Houston (HOU) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Save 100% on your flight
Price was $2,983, price is now $2,022 per person
$2,022
per person
Mar 20 - Mar 25
found 1 day ago
Roundtrip flight included
Houston (IAH) to Key West (EYW)
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Save 100% on your flight
Price was $3,168, price is now $2,166 per person
$2,166
per person
Apr 29 - May 3
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Key West (EYW)
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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
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack ...
9.4/10 Exceptional! (1,008 reviews)
Very nice place to stay while in Key West

Reviewed on Feb 18, 2026

Hyatt Vacation Club at Windward Pointe, Key West
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
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
8/10 Very Good! (1,013 reviews)
I felt like I was in heaven thanks to the wonderful pool staff and the lovely ladies who checked us in. The incredible drivers took us smoothly around town. I can't wait to return next year. The young lady at the restaurant was fantastic, and Bobby, who served us drinks by the pool, was great fun. ...

Reviewed on Feb 18, 2026

DoubleTree Resort by Hilton Grand Key - Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd Key West FL
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the 24-hour ...
9/10 Wonderful! (1,321 reviews)
The view from the balcony

Reviewed on Feb 16, 2026

Hampton Inn Key West FL
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.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.