Find a Hotel in Cutthroat Harbor Estates
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Top hotels in Cutthroat Harbor Estates
Hyatt Vacation Club at Beach House, Key West
5051 Overseas Highway Key West FL
$524 nightly
The price is $589 total per night from Feb 5 to Feb 6
$589 total
Feb 5 - Feb 6
Total with taxes and fees
This hotel features an outdoor pool and a hot tub. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A safe deposit ...
Good location. Quiet. Very clean villa. Great amenities.
Reviewed on Jan 17, 2026
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
Fully refundableReserve now, pay when you stay
$419 nightly
The price is $471 total per night from Jan 21 to Jan 22
$471 total
Jan 21 - Jan 22
Total with taxes and fees
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, ...
It was a nice place and the staff was super nice. The Champagne was a nice touch. Room had a few older things that need fixing but no big deal.
Reviewed on Jan 17, 2026
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
$532 nightly
The price is $599 total per night from Feb 5 to Feb 6
$599 total
Feb 5 - Feb 6
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack ...
Room is very nice,clean Hotel is very nice,nice views,pool and everything is perfect 😊
Reviewed on Jan 14, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$329 nightly
The price is $370 total per night from Jan 21 to Jan 22
$370 total
Jan 21 - Jan 22
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. ...
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 Jan 13, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$435 nightly
The price is $490 total per night from Feb 4 to Feb 5
$490 total
Feb 4 - Feb 5
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub ...
Best staff ever, Apr out to Chris, Sol, and Val.
Reviewed on Jan 12, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$405 nightly
The price is $455 total per night from Jan 25 to Jan 26
$455 total
Jan 25 - Jan 26
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink ...
All very nice
Reviewed on Jan 13, 2026
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key FL
$600 nightly
The price is $666 total per night from Jan 21 to Jan 22
$666 total
Jan 21 - Jan 22
Total with taxes and fees
This vacation home featured laundry facilities and barbecue grills.
Great location. Quiet.
Reviewed on Jan 3, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$409 nightly
The price is $460 total per night from Jan 21 to Jan 22
$460 total
Jan 21 - Jan 22
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and an arcade/game room, and families will appreciate ...
No free breakfast
Reviewed on Jan 13, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$379 nightly
The price is $426 total per night from Jan 25 to Jan 26
$426 total
Jan 25 - Jan 26
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
Beautiful room
Reviewed on Jan 14, 2026
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Cutthroat Harbor Estates Hotel Guide
Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.
Nowhere else can you find better deals on Cutthroat Harbor Estates area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Cutthroat Harbor Estates to find the perfect one to will fit your budget.
Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Cutthroat Harbor Estates are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.
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