Sugarloaf Shores Trip

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Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was ₹117,276, price is now ₹74,925 per person
₹74,925
per person
28 Jan - 1 Feb
found 1 day ago
Return direct flight included
Oklahoma City (OKC) to Miami (MIA)
8.2/10 Very Good! (1,491 reviews)
Walls were dirty. The lamps aren’t

Reviewed on 6 Dec 2025

The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
Save 100% on your flight
Price was ₹305,052, price is now ₹169,619 per person
₹169,619
per person
28 Jan - 1 Feb
found 1 day ago
Return direct flight included
Oklahoma City (OKC) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Gorgeous hotel, great pool and private beach.

Reviewed on 3 Dec 2025

President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was ₹127,874, price is now ₹79,827 per person
₹79,827
per person
28 Jan - 1 Feb
found 1 day ago
Return direct flight included
Oklahoma City (OKC) to Miami (MIA)
8.4/10 Very Good! (1,775 reviews)
Nice property, great location. Staff were warm and accommodating. Great breakfast and clean rooms. I’d stay here again, but would book a room with a balcony.

Reviewed on 6 Dec 2025

EAST Miami

EAST Miami

5 out of 5
Downtown Miami
Save 100% on your flight
Price was ₹199,719, price is now ₹128,500 per person
₹128,500
per person
28 Jan - 1 Feb
found 1 day ago
Return direct flight included
Oklahoma City (OKC) to Miami (MIA)
9.2/10 Wonderful! (3,553 reviews)
As always our stay at EAST was great. We booked a One Bedroom Residence suite as usual and everything was perfect.

Reviewed on 4 Dec 2025

Bentley Hotel South Beach

Bentley Hotel South Beach

4 out of 5
South Beach
Save 100% on your flight
Price was ₹162,065, price is now ₹112,068 per person
₹112,068
per person
28 Jan - 1 Feb
found 1 day ago
Return direct flight included
Oklahoma City (OKC) to Miami (MIA)
9.2/10 Wonderful! (466 reviews)
Friendly staff. AMAZING location. All the amenities you could want! Highly recommended!!!

Reviewed on 6 Dec 2025

Where to stay in Sugarloaf Shores

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

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.

Find hotels in Cutthroat Harbor Estates

Top hotels in Sugarloaf Shores

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 ₹14,255 per night from 15 Dec to 16 Dec
₹14,255
₹20,593 total
15 Dec - 16 Dec
includes taxes & fees
8.6/10 Excellent! (1,734 reviews)
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 3 Dec 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 ₹9,868 per night from 14 Dec to 15 Dec
₹9,868
₹16,163 total
14 Dec - 15 Dec
includes taxes & fees
8/10 Very Good! (1,743 reviews)
It's nice

Reviewed on 2 Dec 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 ₹13,333 per night from 8 Dec to 9 Dec
₹13,333
₹20,414 total
8 Dec - 9 Dec
includes taxes & fees
8.8/10 Excellent! (1,747 reviews)
Very nice clean and big room. Great view over the pools and harbor.

Reviewed on 4 Dec 2025

Oceans Edge Key West Resort, Hotel & Marina
See all 3,558 properties in Sugarloaf Shores
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 Sugarloaf Shores holiday package cost?
From just ₹74,925, you can tailor your Sugarloaf Shores package the way you want. Simply bundle hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Sugarloaf Shores?
One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got them all covered. Select the combination that best suits you and watch your savings pile up. We know a travel package is never one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 properties throughout the world, which lets you customize your Sugarloaf Shores holiday.
Where should I stay in Sugarloaf Shores?
A holiday in Sugarloaf Shores isn't complete without seeing Sugarloaf Beach, Upper Sugarloaf Sound and Upper Sugarloaf Key. Spend your evenings close to these popular attractions and make sightseeing simple.
What are the top hotels in Sugarloaf Shores?
South Point Sunset - Florida Keys Waterfront 3 and Paradise Point - Amazing Views are among the most well-known properties in Sugarloaf Shores. Why not look up the rates and amenities at each and then decide?
How far in advance should I book my Sugarloaf Shores holiday?
While not all airlines advertise tickets early, you can usually start comparing international flights on Expedia up to 12 months in advance. This is the time when you'll score some incredible bargains. If you've left things to the last minute, you might get lucky. Discounted prices occasionally appear just weeks prior to departure.
What does an Expedia Sugarloaf Shores travel package include?
That mostly depends on you. You can pick from a variety of Sugarloaf Shores packages, such as a rental car, flight and hotel. You can also book a flight and a hotel, or a flight with a rental car. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your perfect Sugarloaf Shores break looks like, you'll save!
What should I know before booking a Sugarloaf Shores travel package?
You'll score great savings when you combine your hotels, flights and rental cars into a package. Not only that, booking everything in one spot will make your trip planning easier. So why waste time or money? Whether you're putting together a fancy romantic getaway or a budget solo adventure, take a look at our holiday packages today.
Can I choose my airline with a Sugarloaf Shores Expedia holiday package?
With a holiday package, the choice is in your hands. Whether you're looking to fly to Sugarloaf Shores in business or coach, simply select from the available airline options. Expedia has access to more than 550 partner airlines around the world.
If I'm not able to travel, can I cancel my Sugarloaf Shores holiday package?
Yes, it's possible to cancel your Sugarloaf Shores booking if your travel plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.