Search Deals onKey West Vacation Packages
Key West Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Blue Flamingo Resort Key West
Price was $834, price is now $616 per person
$616
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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
Save 100% on your flight
Price was $2,697, price is now $1,688 per person
$1,688
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!
Reviewed on Jul 27, 2026

The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $1,076, price is now $754 per person
$754
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.

Kona Kai Oasis
Price was $1,396, price is now $990 per person
$990
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Will be back again! Love it
Reviewed on Aug 5, 2026

Pier House Resort & Spa
Save 100% on your flight
Price was $952, price is now $695 per person
$695
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
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 in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.

Southernmost Beach Resort and Guesthouses
Save 100% on your flight
Price was $1,070, price is now $787 per person
$787
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.
We absolutely loved this resort but the best part about it was the staff! The staff was so friendly and welcoming. They made us feel so special and important. In addition, Key West is gorgeous and this resort is located in the perfect spot.
Reviewed on Aug 5, 2026

The Marker Key West Harbor Resort
Save 100% on your flight
Price was $1,480, price is now $1,090 per person
$1,090
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.
Excellent place to stay, staff was great, very quiet wing, loved the pools, very clean, parking is high but expected considering where you are, and the room is beautiful, nice balcony view, very cute decor & bathroom roomy & excellent with separate soaking tub & shower. Loved everything about the hotel. Hope to stay again some day.
Reviewed on Aug 5, 2026

Coconut Beach Resort
Price was $2,315, price is now $1,733 per person
$1,733
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Había sargazo y no se podía usar la picina por qué el olor era demasiado fuerte, el aire acondicionado de la habitación estaba dañado y solo tenían una unidad portátil dentro de el cuarto que se notaba que llevaba algún tiempo puesta por el tape y todo, la ducha no funcionaba bien, no hay elevador y hay mil escaleras… No me fui porque era solo por una noche y pagué un precio alto por ser 4 de Julio pero para quedarse por varios días no hubiera podido con tantas cosas mal. El personal muy chevere, la localización muy buena, la picina muy linda.
Reviewed on Jul 26, 2026
Key West Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Key West Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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

Thu, Aug 20 - Sun, Aug 23
TPA
Tampa Intl.
EYW
Key West Intl.
$133 Roundtrip, found 8 hours ago
$133
Roundtrip
found 8 hours ago

Thu, Aug 20 - Sun, Aug 23
PIE
St. Petersburg-Clearwater Intl.
EYW
Key West Intl.
$144 Roundtrip, found 3 days ago
$144
Roundtrip
found 3 days ago

Sun, Sep 20 - Thu, Oct 1
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$263 Roundtrip, found 1 day ago
$263
Roundtrip
found 1 day ago

Tue, Sep 15 - Sat, Sep 19
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$323 Roundtrip, found 21 hours ago
$323
Roundtrip
found 21 hours ago
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