Cutthroat Harbor Estates Trip

Book a Hotel + Flight or Car together to unlock savings

    deals illustration

    Better together

    Save up to ₹43,962 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
16 Aug - 21 Aug
found 1 day ago
Return flight included
New York (JFK) to Miami (MIA)
8.2/10 Very Good! (800 reviews)
Good location and friendly staff, Lois recently remodeled. My room door had plenty of sand in the floor.

Reviewed on 28 Jun 2025

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
per person
16 Aug - 21 Aug
found 1 day ago
Return flight included
New York (JFK) to Miami (MIA)
8.4/10 Very Good! (1,000 reviews)
Beautiful art deco room. Wonderful staff. Excellent location. Will stay here again. Only downfall I can say was no fresh coffee until 730.

Reviewed on 13 Jul 2025

President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
16 Aug - 21 Aug
found 1 day ago
Return flight included
New York (JFK) to Miami (MIA)
8.4/10 Very Good! (1,636 reviews)
I’ve stayed here before so yes it’s always a pleasure ‼️

Reviewed on 14 Jul 2025

Esmé Miami Beach

Esmé Miami Beach

4 out of 5
South Beach
Save 100% on your flight
per person
16 Aug - 21 Aug
found 1 day ago
Return flight included
New York (JFK) to Miami (MIA)
9/10 Wonderful! (1,245 reviews)
The hotel is in the heart of Miami Beach, just a couple blocks from the beach. There were numerous restaurants nearby and despite all of this the room was very quiet. Staff was very pleasant and accommodating. We would definitely stay here again.

Reviewed on 12 Jul 2025

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Mid Beach
Save 100% on your flight
per person
16 Aug - 21 Aug
found 1 day ago
Return flight included
New York (JFK) to Miami (MIA)
8/10 Very Good! (6,535 reviews)
Nice pool staff was excellent

Reviewed on 14 Jul 2025

Where to stay in Cutthroat Harbor Estates

Find the best Cutthroat Harbor Estates areas and neighborhoods for the activities you enjoy most. Learn more about Cutthroat Harbor Estates
Default Image

Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.

Find hotels in Sugarloaf Shores

Top hotels in Cutthroat Harbor Estates

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
The price is ₹11,506 per night from 21 Jul to 22 Jul
₹11,506
₹17,288 total
21 Jul - 22 Jul
includes taxes & fees
8.4/10 Very Good! (1,324 reviews)
"Absolutely wonderful place! The pool was so beautiful! We enjoyed the dining at both the pool bar and the restaurant. Highly recommend! We will be back!"

Reviewed on 12 Jul 2025

Beachside 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
The price is ₹10,436 per night from 12 Aug to 13 Aug
₹10,436
₹16,567 total
12 Aug - 13 Aug
includes taxes & fees
7.6/10 Good! (1,458 reviews)
"Clean, great accommodations."

Reviewed on 13 Jul 2025

Blue Flamingo Resort 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
The price is ₹16,939 per night from 16 Jul to 17 Jul
₹16,939
₹24,073 total
16 Jul - 17 Jul
includes taxes & fees
8.8/10 Excellent! (1,680 reviews)
Friendly staff.
"Very good. Nice hotel/resot. Clean and very accommodating."

Reviewed on 13 Jul 2025

Oceans Edge Key West Resort, Hotel & Marina
See all 1,370 properties in Cutthroat Harbor Estates
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.

Frequently asked questions

How much does a Cutthroat Harbour Estates holiday package cost?
From as low as ₹27,243. Yes, you read that right. Our Cutthroat Harbour Estates packages are an easy way to make your budget go further. Bundle your hotels, flights and car rentals and get to know this wonderful destination.
How do I get a cheap travel package to Cutthroat Harbour Estates?
Lock in flights that fit in with your schedule, add a hotel to your booking and watch the savings pile up with a Cutthroat Harbour Estates holiday package. It's as easy as that! From hotels and flights to tours and rental cars, Expedia makes travelling cheaply a cinch. And with over 550 airlines and 1,000,000 hotels throughout the world to select from, you won't be short of choice.
What are the top hotels in Cutthroat Harbour Estates?
Get your holiday off to a fantastic start by booking a stay at Oceanfront Home With Large Private Deck With Boat Dockage. It's one of most popular properties in Cutthroat Harbour Estates. Another option is Dazzling Bayfront Home With 2 Boat Docks.
How far in advance should I book my Cutthroat Harbour Estates holiday?
Browse Expedia to compare international flights as soon as you know your travel dates. You can usually purchase a seat up to 12 months before departure. If you don't see your preferred carrier, or you've left things to the last moment, don't despair. Cheap tickets to Cutthroat Harbour Estates sometimes emerge just weeks before the date of departure.
What does an Expedia Cutthroat Harbour Estates travel package include?
Expedia has all you need to organise your Cutthroat Harbour Estates trip, but how you structure your package is your choice. Pick from a combination of rental cars, flights and hotels. Searching for some tours or activities to keep you busy? Once you've made your booking, you can add them on too. Whatever your budget or style, there's a package deal to meet your needs.
What should I know before booking a Cutthroat Harbour Estates travel package?
Find deals that fit your budget with an Expedia package. Flights, hotels, rental cars --- we have them all. You'll save big dollars just for combining your bookings. Whether you're taking off on a ski adventure or sipping cocktails on a beach, your dream holiday is only a few clicks away.
Can I choose my airline with a Cutthroat Harbour Estates Expedia holiday package?
Yes, the choice is yours. Expedia has access to more than 550 partner airlines around the world, so you can tailor your Cutthroat Harbour Estates adventure according to your needs and budget.
If I'm not able to travel, can I cancel my Cutthroat Harbour Estates holiday package?
Your situation can change in a flash, so yes, you can. You may be able to cancel or alter your Cutthroat Harbour Estates holiday package at no cost if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, hotel or airline may charge additional fees. Want more information? Take a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.