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
$177 nightly
The price is $199 total per night from Dec 7 to Dec 8
$199 total
Dec 7 - Dec 8
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, ...
Great Hotel will, clean, great staff, wonderful view in the am. The shuttle service to downtown Key West is the a game changer. Will repeat again.

Reviewed on Nov 26, 2025

Opens in a new windowThe Perry Hotel & Marina 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
Fully refundable
$311 nightly
The price is $350 total per night from Dec 16 to Dec 17
$350 total
Dec 16 - Dec 17
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 ...
Excelente

Reviewed on Nov 26, 2025

Opens in a new windowHyatt Vacation Club at Windward Pointe, 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
$320 nightly
The price is $360 total per night from Dec 15 to Dec 16
$360 total
Dec 15 - Dec 16
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 ...
People above us were ridiculously loud both nights till midnight and 1:00am

Reviewed on Nov 22, 2025

Opens in a new windowHyatt Vacation Club at Beach House, 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
$202 nightly
The price is $227 total per night from Nov 30 to Dec 1
$227 total
Nov 30 - Dec 1
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. ...
Nice resort. Good food. Nice pool. Friendly staff.

Reviewed on Nov 27, 2025

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
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
$188 nightly
The price is $211 total per night from Dec 2 to Dec 3
$211 total
Dec 2 - Dec 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 spacious room. Comfortable bed.

Reviewed on Nov 27, 2025

Opens in a new windowBeachside Resort & Residences
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

Fairfield Inn & Suites by Marriott Key West at the Keys Collection

3.5 out of 5
3852 North Roosevelt Boulevard Key West FL
$135 nightly
The price is $151 total per night from Dec 7 to Dec 8
$151 total
Dec 7 - Dec 8
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
The BEST stay I ever had in this trip. Spacious rooms and very convenient pool to chill. Breakfast has so many healthy varities and the shuttle service to the old town and nearby areas is an add-on to choose this property to stay. Never seen any property offers free shuttle to roam around the city. ...

Reviewed on Nov 27, 2025

Opens in a new windowFairfield Inn & Suites by Marriott Key West at the Keys Collection
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $164 total per night from Nov 30 to Dec 1
$164 total
Nov 30 - Dec 1
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 ...
Enjoyed the resort. Oven and laundry are missing which is bit inconvenient. Overall our family enjoyed.

Reviewed on Nov 28, 2025

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
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $173 total per night from Dec 16 to Dec 17
$173 total
Dec 16 - Dec 17
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 ...
I like that they had a shuttle that picked us up from the airport and took us back to the airport. It also took us to Duval Street. And I like that it ran until 11 p.m. The staff was very nice. Joseph at the front desk was very friendly and helpful. And the shuttle drivers Miguel and innocent were ...

Reviewed on Nov 26, 2025

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
$143 nightly
The price is $161 total per night from Dec 14 to Dec 15
$161 total
Dec 14 - Dec 15
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public ...
Great pool and exercise/weight room area!

Reviewed on Nov 23, 2025

Opens in a new windowHilton Garden Inn Key West / The Keys Collection
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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.

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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