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
$195 nightly
The price is $219 total per night from Dec 2 to Dec 3
$219 total
Dec 2 - Dec 3
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, ...
What a beautiful property! We had an amazing time. Plenty of amenities and the staff was top notch.

Reviewed on Nov 13, 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
$294 nightly
The price is $331 total per night from Dec 8 to Dec 9
$331 total
Dec 8 - Dec 9
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 ...
Clean room great staff beautiful hotel and very spacious rooms.

Reviewed on Nov 14, 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
$299 nightly
The price is $336 total per night from Nov 19 to Nov 20
$336 total
Nov 19 - Nov 20
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 ...
Pool and hot tub were great

Reviewed on Nov 15, 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
$195 nightly
The price is $220 total per night from Dec 3 to Dec 4
$220 total
Dec 3 - Dec 4
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. ...
Beautiful place and friendly staff. About 15 minutes from Duval and they have transportation to and from for you free every hour. The only thing I would say is just keep in mind the daily resort fee is about 57.00 with tax and parking is around 29.00 a day. It does add up.

Reviewed on Nov 15, 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
$187 nightly
The price is $210 total per night from Nov 19 to Nov 20
$210 total
Nov 19 - Nov 20
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 ...
Great rate rooms are getting a little dated. St. Louis cracked elevators were beat up.

Reviewed on Nov 15, 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
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $148 total per night from Dec 1 to Dec 2
$148 total
Dec 1 - Dec 2
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 ...
Very nice. !

Reviewed on Nov 13, 2025

Opens in a new windowFairfield Inn & Suites by Marriott Key West at the Keys Collection
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
$162 nightly
The price is $182 total per night from Nov 30 to Dec 1
$182 total
Nov 30 - Dec 1
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 ...
Loved the downtown shuttle and the pool area.

Reviewed on Nov 11, 2025

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
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
$133 nightly
The price is $150 total per night from Dec 8 to Dec 9
$150 total
Dec 8 - Dec 9
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 ...
What a fun little resort. The amenities are fabulous! They have live music. We heard Ike Kanakanaui. He was REALLY good!

Reviewed on Nov 14, 2025

Opens in a new windowBlue Flamingo Resort 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
$112 nightly
The price is $126 total per night from Dec 2 to Dec 3
$126 total
Dec 2 - Dec 3
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 ...
Awesome room, soft bed, hot shower!

Reviewed on Nov 13, 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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