
Sunset Key Vacation Packages
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4.0-star property
The Perry Hotel & Marina Key West
9.4/10 Exceptional! (1,271 reviews)
Aug 4 - Aug 8
4 night stay
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Price was $1,078, price is now $773 per person
$773
per person
found 1 day ago
The bar closes at 9:30PM which is crazy early for any professional hotel even in the smallest of towns - not to mention a destination resort location. Lots of guests shared their frustration as well.
Reviewed on Apr 14, 2026

3.5-star property
Hyatt Vacation Club at Windward Pointe, Key West
9.4/10 Exceptional! (1,066 reviews)
Jul 31 - Aug 3
3 night stay
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
United • Roundtrip • Coach
Save 100% on your flight
Price was $1,365, price is now $943 per person
$943
per person
found 1 day ago
I booked thought Orbitz and paid for it months ago, when I checked in the girl at the counter wanted to change me again and I had to show her my itinerary and she straightened it all out and I paid her the remaining $280 owed, when I checked out the girl behind the counter said I still owed the $280 ??? I didn't pay it and left, I gave it only a 3 rating not only because of this but 2 other issues, #1 is there is no light that you can turn on when you enter the guest bedroom, you have to walk all the way to the back wall and fumble around in the dark to find a light switch at the bottom of a lamb, then when you leave you had better left the door open so you don't have to walking out in the dark, I could tell it's been this way for a long time and nobody has taken the time to fix it, #2 the toilet seat in the guest bathroom is so loose it's about to fall off and again I can tell it's been that way for a long time and nobody has taken the time to fix it, other than that me 'ENJOYED' your stay
Reviewed on Apr 26, 2026

3.0-star property
The Key West Hotel
Key West Historic District
9.2/10 Wonderful! (552 reviews)
Aug 4 - Aug 8
4 night stay
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,834, price is now $1,273 per person
$1,273
per person
found 1 day ago
A wonderful, magical place in the tourist heart of Key West while not feeling at all like it. It’s ideal if you plan to be on foot. KWH’s tag line is “Come Hide”, which describes it to a T. Everything about it — the room, staff, Bali Bar in back with daily music, the other guests and patrons I met — all combine for an overwhelming feeling of welcome. I unequivocally recommend it and plan to return.
Reviewed on Apr 2, 2026

3.0-star property
Caribbean House
Old Town Key West
9.2/10 Wonderful! (354 reviews)
Jul 18 - Jul 25
7 night stay
Philadelphia (PHL) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,710, price is now $1,264 per person
$1,264
per person
found 14 hours ago
Great place but limited parking
Reviewed on Jun 28, 2025

3.5-star property
Hyatt Vacation Club at Beach House, Key West
9.4/10 Exceptional! (1,034 reviews)
Aug 8 - Aug 12
4 night stay
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
United • Coach
Key West (EYW) to Newark Liberty Intl. Airport (EWR)
American Airlines • Coach
Price was $1,429, price is now $1,058 per person
$1,058
per person
found 1 day ago
Pool a few days should have skimmed but otherwise overall was excellent
Reviewed on May 6, 2026
Top rated hotels for your Sunset Key vacation package

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
3.75 mi from Sunset Key
$193 nightly
The price is $217 total per night
$217 total
Jun 1 - Jun 2
Total with taxes and fees
Blue Flamingo Resort Key West features 2 outdoor pools, karaoke, and a 24-hour gym. If you drive, self parking is USD 15.00 per night, and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Other amenities at this family-friendly hotel include free WiFi in public areas, a hot tub, and meeting rooms.
Pool
Hot Tub

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
1.44 mi from Sunset Key
$261 nightly
The price is $294 total per night
$294 total
Jun 8 - Jun 9
Total with taxes and fees
Guests of Southernmost Beach Resort and Guesthouses have access to a full-service spa, 3 outdoor pools, and a gym. Self parking is offered for USD 53.75 per day. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, tours or tickets, and luggage storage. Other amenities at this beach hotel include conference space, coffee/tea in a common area, and a computer station.
Pool
Spa

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
2.68 mi from Sunset Key
$285 nightly
The price is $321 total per night
$321 total
Jun 8 - Jun 9
Total with taxes and fees
Margaritaville Beach House Key West features an outdoor pool, a 24-hour gym, and a business center. The front desk is staffed 24/7 to help with luggage storage, tours or tickets, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach hotel include a banquet hall and an ATM.
Pool
Pet friendly
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.