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
$179 nightly
The price is $201 total per night from Dec 7 to Dec 8
$201 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, ...
Had a very nice stay and most likely will return my next trip down. Beautiful hotel and friendly staff. Snorkel/dive boat only steps away. Biking (or golf cart) is the way to go in Key West. Very scenic. You can bring your own or rent one right at Perry for only $20 for the day. Only negative is ...

Reviewed on Dec 1, 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
$339 nightly
The price is $381 total per night from Dec 9 to Dec 10
$381 total
Dec 9 - Dec 10
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 ...
One of the best resorts my family and I have been to in awhile. We stayed in the 2 bedroom condo which was absolutely beautiful and had every single thing we needed for our stay. The vibe at three pet

Reviewed on Dec 2, 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
$369 nightly
The price is $415 total per night from Dec 15 to Dec 16
$415 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 ...
Todo muy bueno y lindo y muy tranquilo perfectas vacaciones

Reviewed on Nov 29, 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 Dec 7 to Dec 8
$227 total
Dec 7 - Dec 8
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. ...
The staff was courteous. The room was beautiful n spotless. But the refrigerators weren't working correctly n my food that I brought was spoiled. Ms. Gwendolyn, provided excellent service and Ms. Sophia, provided discount for my stayed. Also the showers needs to be repaired, it leaked when taking ...

Reviewed on Dec 3, 2025

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
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $267 total per night from Dec 8 to Dec 9
$267 total
Dec 8 - Dec 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 ...
Overall very nice

Reviewed on Dec 3, 2025

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
$222 nightly
The price is $250 total per night from Dec 15 to Dec 16
$250 total
Dec 15 - Dec 16
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 ...
Staff very courteous! We arrived very early- hoping we could at least chk our bags before going to lunch ( 2 couples- booking two rooms). Our friends' room was already available .We were told ours would be ready soon. We had a lovely, long, leisurely lunch at Chicken Walk. Our room still wasnt ready ...

Reviewed on Dec 3, 2025

Opens in a new windowBeachside Resort & Residences
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
$163 nightly
The price is $184 total per night from Dec 17 to Dec 18
$184 total
Dec 17 - Dec 18
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 ...
Grate stay...only thing is our room at the end of property a little far from the pool and breakfast bar. Next time will ask for a closer one.

Reviewed on Dec 3, 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
$149 nightly
The price is $168 total per night from Dec 15 to Dec 16
$168 total
Dec 15 - Dec 16
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 ...
IT WAS OUR FIRST TIME IN KEY WEST. THE HOTEL SMELLED GOOD AND WAS VERY CLEAN. THE STAFF WAS NICE AND FOOD WAS FRESH

Reviewed on Nov 30, 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
Fully refundableReserve now, pay when you stay
$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 ...
Dry friendly and good breakfast and excellent value for money

Reviewed on Dec 1, 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.

Recent Cutthroat Harbor Estates hotel reviews by fellow wanderers

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