Cutthroat Harbor Estates
Summerland Key
Visit Cutthroat Harbor Estates
Top hotels in Cutthroat Harbor Estates
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is S$247 per night from 25 Aug to 26 Aug
S$247
25 Aug - 26 Aug
includes taxes & fees
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,474 reviews)
"I decided to go with this property despite some negative reviews and I am so glad i did. The entire stay was perfect. Staff was so nice and helpful. Special shout out to Ro for making sure we were taken care of. Definitely book again!"
Reviewed on 20 Aug, 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
The price is S$182 per night from 1 Sept to 2 Sept
S$182
1 Sept - 2 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.8/10 Good! (1,069 reviews)
"Most excellent facility with very accommodating staff."
Reviewed on 18 Aug, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
The price is S$244 per night from 21 Sept to 22 Sept
S$244
21 Sept - 22 Sept
includes taxes & fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.8/10 Good! (1,553 reviews)
"Excellent place"
Reviewed on 21 Aug, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is S$318 per night from 2 Sept to 3 Sept
S$318
2 Sept - 3 Sept
includes taxes & fees
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,717 reviews)
"Beautiful property with amazing and attentive staff."
Reviewed on 21 Aug, 2025
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard, Key West, FL
The price is S$360 per night from 1 Sept to 2 Sept
S$360
1 Sept - 2 Sept
includes taxes & fees
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,014 reviews)
A great weekend trip
"We found the room well appointed and clean, plenty of space for relaxing and spreading out. We really appreciated the large balcony/deck with table and ocean views. The decor/design was a little dated but it is clean and in good shape overall. The pool/bar area is excellent and has good views of ..."
Reviewed on 19 Aug, 2025
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is S$231 per night from 25 Aug to 26 Aug
S$231
25 Aug - 26 Aug
includes taxes & fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,000 reviews)
"Very friendly"
Reviewed on 20 Aug, 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.
Other neighbourhoods around Cutthroat Harbor Estates
Cudjoe Gardens
While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Venture Out Keys.
Breezeswept Beach Estates
While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Newfound Harbor Keys and Cook Island.
Sugarloaf Shores
Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.