Sunset Key Vacations from $683
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Your Sunset Key Vacation
Let our Sunset Key vacation packages take you to a destination where long-lasting memories are waiting to be made. While it's especially renowned for its coastal beaches, there's plenty to love about this neighborhood. Not sure where to go during your trip to Sunset Key? Nearby attractions like Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square are great places to start. No matter what your dream Sunset Key vacation may look like, you can turn it into reality with Expedia.
The Latest Sunset Key Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,121, price is now $683 per person
$683
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,010 reviews)
This was a perfect location for our visit to Key West. The property was above and beyond what we expected!
Reviewed on Oct 30, 2025
The Key West Hotel
Key West Historic District
Price was $2,556, price is now $1,367 per person
$1,367
per person
Jan 12 - Jan 16
found 2 days ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (498 reviews)
Great location and friendly staff. They have remodeled a lot and are doing a super job. Nice decorations and LOVE the tiki bar and pool area. Key West Aloe products were a nice touch as well as the key lime cookies. The porch deck and handrail outside the Envy/Lust room needs a little attention. Overall, very comfortable and accommodating. I would definitely stay here again.
Reviewed on Oct 17, 2025
Ella's Cottages - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,492, price is now $855 per person
$855
per person
Jan 12 - Jan 16
found 2 days ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (378 reviews)
Loved it! Felt totally at home!!
Reviewed on Oct 30, 2025
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,468, price is now $864 per person
$864
per person
Jan 12 - Jan 16
found 2 days ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,021 reviews)
Nice, walkable, safe
Reviewed on Oct 30, 2025
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,405, price is now $846 per person
$846
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
8.8/10 Excellent! (1,732 reviews)
rooms very clean, staff very accommodating,the restaurant was way to high for the food you recieved but overall good stay
Reviewed on Oct 31, 2025
Where to stay in Sunset Key
Find the best Sunset Key areas and neighborhoods for the activities you enjoy most. Learn more about Sunset Key
Old Town Key West
3 out of top 10 points of interest in this area
4.5/5(226 area reviews)
Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.
Sunset Key Hotel Deals
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $232 total per night from Nov 16 to Nov 17
$232 total
Nov 16 - Nov 17
Total with taxes and fees
8.8/10 Excellent! (1,730 reviews)
This was my 4th year in a row staying at this property. Great views and a great location.
Reviewed on Oct 28, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $157 total per night from Dec 1 to Dec 2
$157 total
Dec 1 - Dec 2
Total with taxes and fees
7.8/10 Good! (1,636 reviews)
Nice Hotel
Reviewed on Oct 26, 2025
Hyatt Centric Key West Resort and Spa
601 Front St, Key West, FL
Fully refundableReserve now, pay when you stay
$321 nightly
The price is $361 total per night from Nov 23 to Nov 24
$361 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (1,015 reviews)
The hotel is right on the beach, had all the amenities and walking distance from Duvall street and Mallory square. Sunsets were beautiful
Reviewed on Oct 25, 2025
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.
Explore a world of travel with Expedia
- Key West Hotels
- All-inclusive Resorts in Key West
- Cheap Hotels in Key West
- Oceanfront Hotels in Key West
- Hotels near Duval Street
- Beach Hotels in Key West
- Adults Only Resorts & in Key West
- Hotels near Key West Historic District
- Hotels near Mallory Square
- Houseboats in Key West
- Hotels near Waterfront Playhouse
- Pet-friendly Hotels in Key West
- Hotels near Key West Shipwreck Museum
- Hotels near Mallory Dock
- Hotels near Museum of Art & History at the Custom House
- Hotels near Custom House Museum
- Hotels near Mel Fisher Maritime Museum
- Hotels near Audubon House and Tropical Gardens
- Hotels near Roy John-Karl Gallery
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- Key West Vacations
- All inclusive Vacation Packages Key West
- Ernest Hemingway Home and Museum
- Duval Street
- Custom House Museum
- Mallory Dock
- Mel Fisher Maritime Museum
- Key West Museum of Art and History
- Audubon House and Tropical Gardens
- Harry S. Truman Little White House
- Fort Zachary Taylor Historic State Park
- Roy John-Karl Gallery
- Curry Mansion Museum
- Oldest House Museum and Garden
- Red Barn Theater
- Donkey Milk House
- Schooner Western Union
- Jackson Square
- San Carlos Institute - Casa Cuba
- Visit Key West
- Florida Keys Eco - Discovery Center
- Sails To Rails Museum at Flagler Station
- Florida Keys National Marine Sanctuary
- The Kite House
- Key West Lighthouse and Keeper's Quarters Museum
- Key West Historic District Vacations
- Bahama Village Vacations
- Key West Cemetery
- Visit Historic Seaport
- Romantic Vacation Packages Key West
- Tennessee Williams Key West Exhibit
- Saint Mary Star of the Sea
- Key West Burlesque Theater
- Fleming Key Vacations
- South Beach
- Old Town Key West Vacations
- City Zoo Gallery
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.