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A sunset over a coastal landscape with a small island surrounded by water.

Stock Island
Key West
Florida
United States of America
North America
Hotwire.com

Stock Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Grand Maloney Hotel

2 out of 5

Price was $979, price is now $648 per person

$648

per person

Jan 7 - Jan 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

Stay at this hotel in Key West. Enjoy free WiFi, laundry facilities, and premium bedding. Popular attractions Duval Street and Mallory Square are located nearby.

Excellent location in old town. Quiet room away from street.

Reviewed on Jan 1, 2026

The Key West Hotel

3 out of 5

Price was $4,388, price is now $2,735 per person

$2,735

per person

Dec 25 - Dec 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Clean, clean, clean. Hidden! Elite Backyard Oasis. Top Tier bar and fantastic nightly entertainment. If your traveling with anyone under 25, choose different. Will be back, no doubt!

Reviewed on Oct 29, 2026

The Perry Hotel & Marina Key West

4 out of 5

Price was $2,533, price is now $1,690 per person

$1,690

per person

Dec 25 - Dec 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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 Mallory Square are located nearby.

Loved staying at The Perry Hotel. Plenty of amenities to keep you busy on site (multiple restaurant/bar options), beautiful pool and marina and a very helpful concierge. The shuttle service into Old Town was very convenient.

Reviewed on Nov 13, 2026

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

3 out of 5

Price was $4,093, price is now $2,953 per person

$2,953

per person

Dec 31 - Jan 4

found 2 hours ago

Roundtrip flight included

Atlanta (ATL) 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 Mallory Square are located nearby.

Location, comfort and great customer service! A great place for a family to stay and share in some fun together!!

Reviewed on Jul 26, 2026

Southernmost House - Adult Exclusive

4 out of 5

Price was $3,685, price is now $2,662 per person

$2,662

per person

Dec 25 - Dec 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and South Beach are located nearby.

Stunning, I dont have to say anymore

Reviewed on Nov 10, 2026

The Marker Key West Harbor Resort

4 out of 5

Price was $3,321, price is now $2,447 per person

$2,447

per person

Dec 25 - Dec 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Orchid Key Inn - Adults Only

3.5 out of 5

Price was $3,264, price is now $2,409 per person

$2,409

per person

Dec 25 - Dec 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

Stay at this hotel in Key West. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.

Always enjoy our stay here. The drink selection at the bar are fantastic and the drinks themselves are delicious. Very clean property. A lot of attention to detail here

Reviewed on Nov 12, 2026

Southernmost Beach Resort and Guesthouses

4 out of 5

Price was $2,868, price is now $2,125 per person

$2,125

per person

Dec 25 - Dec 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

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 reviews. Popular attractions Duval Street and South Beach are located nearby.