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

Blue Flamingo Resort Key West
New Town
Price was €995, price is now €850 per person
€850
per person
2 Jul - 5 Jul
found 13 hours ago
Return direct flight included
Boston (BOS) to Key West (EYW)
8.4/10 Very Good! (2,278 reviews)
our concierge Jessie was the best. Helped us with anything we needed. Thanks again Jess
Reviewed on 2 Jun 2026

Oceans Edge Key West Resort, Hotel & Marina
Price was €1,431, price is now €1,030 per person
€1,030
per person
2 Jul - 5 Jul
found 13 hours ago
Return direct flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,865 reviews)
Room was clean. The Yellow Fin does not have much of a selection on the menu. Did not like that The coffee shop closes at 11:00 am. After that you have to make your own coffee in your room. The pool waitress Collette Crooks was excellent very friendly and attentive.
Our room was on the second floor which had no ice machine. Not happy with having to get on the elevator to go to the first floor for ice especially at night.
Reviewed on 2 Jun 2026

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was €1,343, price is now €1,088 per person
€1,088
per person
2 Jul - 5 Jul
found 13 hours ago
Return direct flight included
Boston (BOS) to Key West (EYW)
8.8/10 Excellent! (3,334 reviews)
La propiedad está falta de limpieza
Reviewed on 1 Jun 2026

Santa Maria Suites
Old Town Key West
Price was €1,507, price is now €1,366 per person
€1,366
per person
2 Jul - 5 Jul
found 13 hours ago
Return direct flight included
Boston (BOS) to Key West (EYW)
9.6/10 Exceptional! (1,001 reviews)
This was our very first day there and it was fabulous. Perfect location for walking everywhere in Key West, clean and neat, staff very, very helpful. Make sure if you’re handicap that you book on the bottom floor because the stairs are quite steep and there are no elevators. The exercise was good for me. Have a great day.
Reviewed on 2 Jun 2026

DoubleTree Resort by Hilton Grand Key - Key West
Price was €970, price is now €941 per person
€941
per person
2 Jul - 5 Jul
found 13 hours ago
Return direct flight included
Boston (BOS) to Key West (EYW)
8.4/10 Very Good! (1,025 reviews)
Overall, our stay was okay, but it did not quite meet the expectations we typically have for a Hilton property.
There were several positive aspects of our visit. Check-in was smooth and efficient, the beds were comfortable, the complimentary cookies were a nice touch, and the bartender was friendly and welcoming. The property itself was attractive and appeared to be well maintained.
However, there were a few disappointments. The cleaning products used throughout the hotel had a very strong and unpleasant odor. It was noticeable enough that we had to air out our room to make it comfortable.
The most concerning issue was an interaction we witnessed at the front desk. One of the front desk agents was extremely rude and sarcastic toward a guest. The behavior was surprising and unprofessional, and it left a negative impression on our group.
Parking was also limited, making it difficult to find a space at times. While the hotel offers several amenities, we did not have an opportunity to use them during our stay. As a result, the resort fee felt somewhat excessive for the value we personally received.
In summary, there were certainly some positive aspects to our stay, but the service experience and a few other issues kept it from being as enjoyable as we expected. It wasn't a bad stay, but it fell short of the standard we've come to associate with Hilton properties.
Reviewed on 2 Jun 2026
Price found within the past 48 hours. Click for updated prices.

Blue Flamingo Resort Key West
New Town
Price was €995, price is now €850 per person
€850
per person
2 Jul - 5 Jul
found 13 hours ago
Return direct flight included
Boston (BOS) to Key West (EYW)
8.4/10 Very Good! (2,278 reviews)
our concierge Jessie was the best. Helped us with anything we needed. Thanks again Jess
Reviewed on 2 Jun 2026

Oceans Edge Key West Resort, Hotel & Marina
Price was €1,431, price is now €1,030 per person
€1,030
per person
2 Jul - 5 Jul
found 13 hours ago
Return direct flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,865 reviews)
Room was clean. The Yellow Fin does not have much of a selection on the menu. Did not like that The coffee shop closes at 11:00 am. After that you have to make your own coffee in your room. The pool waitress Collette Crooks was excellent very friendly and attentive.
Our room was on the second floor which had no ice machine. Not happy with having to get on the elevator to go to the first floor for ice especially at night.
Reviewed on 2 Jun 2026

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was €1,343, price is now €1,088 per person
€1,088
per person
2 Jul - 5 Jul
found 13 hours ago
Return direct flight included
Boston (BOS) to Key West (EYW)
8.8/10 Excellent! (3,334 reviews)
La propiedad está falta de limpieza
Reviewed on 1 Jun 2026

Hawks Cay Resort
61 Hawks Cay Blvd Marathon FL
Stay at this luxury hotel in Marathon. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.2/10 Very Good! (1,009 reviews)
Families like: Outdoor pools, games room, on the beach, bike rentals nearby
Travellers say...
"Love Hawks Cay. Had a great experience with the lodging and the snorkeling and sandbar experience at the marina. The lagoon and Tiki Grill were great. Wish I had more time to experience it."
Reviewed on 2 Jun 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (3,352 reviews)
"Are room was ok. There was an unusable beach. The smell was terrible. The restaurants were not kid friendly and made no effort to accommodate a 10 year old. Had 3 different menus and wouldn't cook anything that was on the bar menu that used the same kitchen. All kinds of additional fees at checkout. ..."
Reviewed on 1 Jun 2026

Islander Resort
82100 Overseas Highway Islamorada FL
Stay at this beach hotel in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
9.4/10 Exceptional! (1,027 reviews)
Families like: Outdoor pools, mini golf, on the beach, bike rentals
Travellers say...
"Updated rooms with close proximity to the pool and beach"
Reviewed on 2 Jun 2026
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
