Find a Hotel in Cutthroat Harbor Estates

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Top hotels in Cutthroat Harbor Estates

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road Key West FL
Fully refundableReserve now, pay when you stay
$434 nightly
The price is $488 total per night from Mar 1 to Mar 2
$488 total
Mar 1 - Mar 2
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, ...
Everything was wonderful. Excellent service, lots of food options right there at the marina. Very pleased.

Reviewed on Feb 8, 2026

Opens in a new windowThe Perry Hotel & Marina Key West
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
5051 Overseas Highway Key West FL
Fully refundableReserve now, pay when you stay
$532 nightly
The price is $599 total per night from Feb 25 to Feb 26
$599 total
Feb 25 - Feb 26
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 WiFi. Self parking, concierge services, and ...
The Unit was very nice - big and clean. The facilities were also very nice and well maintained.

Reviewed on Feb 5, 2026

Opens in a new windowHyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard Key West FL
$511 nightly
The price is $575 total per night from Mar 11 to Mar 12
$575 total
Mar 11 - Mar 12
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 ...
We stayed in a 2 bedroom villa and it was wonderful. Lots of space and had everything you needed. Right across from the ocean. The grounds were beautifully kept.

Reviewed on Feb 4, 2026

Opens in a new windowHyatt Vacation Club at Windward Pointe, Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$406 nightly
The price is $456 total per night from Mar 12 to Mar 13
$456 total
Mar 12 - Mar 13
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. ...
Amazing

Reviewed on Feb 8, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
$420 nightly
The price is $473 total per night from Mar 8 to Mar 9
$473 total
Mar 8 - Mar 9
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 ...
Yes the only problem was the plumbing in the bathroom.. shower head leaking even though maintenance came and sprayed it with something it continued to leak.. stopper in bathroom sink was broken we had to use a bottle cap to prop it open so it would drain. Otherwise it was a great place to stay!

Reviewed on Feb 7, 2026

Opens in a new windowHavana Cabana at Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$436 nightly
The price is $491 total per night from Mar 2 to Mar 3
$491 total
Mar 2 - Mar 3
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 ...
Clean and comfy room & bed. Pool was wonderful! The pool bar was the best!! Great service! Great drinks! Everything we tried off the menu was delicious!!

Reviewed on Feb 5, 2026

Opens in a new windowBeachside Resort & Residences
Just 20 miles from Key West!  Oceanfront, dockage, swimming pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Cudjoe Key FL
$627 nightly
The price is $696 total per night from Feb 22 to Feb 23
$696 total
Feb 22 - Feb 23
Total with taxes and fees
This vacation home featured laundry facilities and barbecue grills.
Great location. Quiet.

Reviewed on Jan 3, 2026

Opens in a new windowJust 20 miles from Key West! Oceanfront, dockage, swimming pool
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$462 nightly
The price is $520 total per night from Mar 12 to Mar 13
$520 total
Mar 12 - Mar 13
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 ...
Was great time!

Reviewed on Feb 6, 2026

Opens in a new windowBlue Flamingo Resort Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
$429 nightly
The price is $483 total per night from Feb 11 to Feb 12
$483 total
Feb 11 - Feb 12
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 ...
Flawless.

Reviewed on Feb 2, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
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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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