Cutthroat Harbor Estates Travel Guide
Tourist Guide
Visit Cutthroat Harbor Estates
Our pick of the best Cutthroat Harbor Estates Hotel Deals

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key FL
The price is AU$931 per night from 18 Jan to 19 Jan
AU$931
per night
18 Jan - 19 Jan
Stay at this holiday home in Summerland Key. Enjoy laundry facilities, patios and cable/satellite TV service. Our guests praise the property condition in their ...
8.2/10 Very Good! (118 reviews)
What a wonderful weekend even with the rain! It was our first time staying in the big house and it didn't disappoint. Thanks!
Reviewed on 20 Dec 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is AU$581 per night from 19 Jan to 20 Jan
AU$581
per night
19 Jan - 20 Jan
Stay at this family-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
8/10 Very Good! (1,851 reviews)
No free breakfast
Reviewed on 13 Jan 2026

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The price is AU$540 per night from 21 Jan to 22 Jan
AU$540
per night
21 Jan - 22 Jan
Stay at this luxury hotel in Key West. Enjoy free Wi-Fi, 6 outdoor pools and a marina. Our guests praise the pool and the restaurant in their reviews. Popular ...
8.8/10 Excellent! (1,771 reviews)
Although not a lot of amenities you didn't need to pay for, we enjoyed the option to be away from the craziness of Key West and still be able to enjoy it via the very convenient shuttle. Gorgeous resort - we will be back!
Reviewed on 13 Jan 2026

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is AU$577 per night from 19 Jan to 20 Jan
AU$577
per night
19 Jan - 20 Jan
Stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge) and a free local area shuttle. Our guests praise the pool and the ...
7.8/10 Good! (1,181 reviews)
Wonderful stay, clean room, attentive staff
Reviewed on 9 Jan 2026

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
The price is AU$570 per night from 19 Jan to 20 Jan
AU$570
per night
19 Jan - 20 Jan
Stay at this business-friendly resort in Key West. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and ...
8/10 Very Good! (1,009 reviews)
Not used
Reviewed on 13 Jan 2026

Hyatt Vacation Club at Beach House, Key West
5051 Overseas Highway Key West FL
The price is AU$845 per night from 16 Feb to 17 Feb
AU$845
per night
16 Feb - 17 Feb
Stay at this hotel in Key West. Enjoy free Wi-Fi, free parking and concierge services. Our guests praise the helpful staff and the clean rooms in their reviews. ...
9.4/10 Exceptional! (1,025 reviews)
Our room was fantastic, beds were very comfortable, AC worked well, the screened in deck was a really nice place to relax which also provided extra living space for a larger family. The room was exceptionally clean. Pool was very clean, well maintained and an easy temperature to enjoy.
Reviewed on 10 Jan 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.
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 Upper Sugarloaf Sound.

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 Upper Sugarloaf Sound and Florida Keys Beaches.
