Sugarloaf Shores Holidays from £657

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Your Sugarloaf Shores Holiday

Make travel planning simple by snapping up a holiday package to Sugarloaf Shores. We'll look after the finer points, so you can focus on enjoying everything this neighbourhood can offer. Eager to sightsee? Sugarloaf Beach and Upper Sugarloaf Sound are a couple of nearby attractions to swing by during your trip to Sugarloaf Shores. Don't just dream it — turn it into reality! Book your ultimate Sugarloaf Shores holiday with Expedia and enjoy travelling your way.

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Miami (MIA)
8.4/10 Very Good! (1,000 reviews)
Perfectly located on Ocean Drive with an old-school Art Deco vibe that feels both historic and fresh. The room was spotless, the A/C was ice cold, and the bed was genuinely comfortable. Staff was friendly and helpful. You’re across from the beach, but it still feels like a quiet escape. Would absolutely stay here again.

Reviewed on 1 Jul 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
12 Sept - 19 Sept
found 1 day ago
Return direct flight included
London (LON) to Miami (MIA)
8/10 Very Good! (1 review)
The Shelborne By Proper

The Shelborne By Proper

4 out of 5
South Beach
Save 100% on your flight
per person
12 Sept - 19 Sept
found 1 day ago
Return direct flight included
London (LON) to Miami (MIA)
9.6/10 Exceptional! (4 reviews)
Everything was amazing- The accommodations, the property decor, the staff like Adrian and Chef Luis were very personable and welcoming. Our room was upgraded from partial ocean view to full as we were celebrating our 23rd wedding anniversary, so that was a nice touch. We would definitely book again.

Reviewed on 31 May 2025

Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
25 Sept - 2 Oct
found 15 hours ago
Return direct flight included
Edinburgh (EDI) to Miami (MIA)
8.6/10 Excellent! (1,107 reviews)
Just amazing! We enjoyed every single minute - beautiful property and perfect location. Beach is wonderful - and the beach service was such a treat. Would love to return!

Reviewed on 4 Jul 2025

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Miami (MIA)
9.2/10 Wonderful! (1,189 reviews)
AMAZING HOTEL!!!!!!!!!! seriously 5 star service and huge, beautiful, updated rooms! I will only stay here from now on! south beach's finest!

Reviewed on 4 Jul 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 Venture 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 £158 per night from 7 Jul to 8 Jul
£158
7 Jul - 8 Jul
includes taxes & fees
8.4/10 Very Good! (1,287 reviews)
"Pretty solid. Room was a little small. Great pool"

Reviewed on 4 Jul 2025

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is £214 per night from 4 Aug to 5 Aug
£214
4 Aug - 5 Aug
includes taxes & fees
8.6/10 Excellent! (2,587 reviews)
"My girlfriend and I had a nice stay. It’s a decent place. The pool gets extremely crowded and there is not much seating options out by the pool area. Beds are not the most comfortable. Bar out by the pool was a great amenity. Lounge pool is nice for adults only who are looking to relax. Everything ..."

Reviewed on 5 Jul 2025

Southernmost Beach Resort and Guesthouses
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
The price is £112 per night from 3 Aug to 4 Aug
£112
3 Aug - 4 Aug
includes taxes & fees
7.6/10 Good! (1,040 reviews)
"love it"

Reviewed on 2 Jul 2025

Hilton Garden Inn Key West / The Keys Collection
See all 3,513 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Sugarloaf Shores travel package cost?
From just £657, you can build your own Sugarloaf Shores package the way you want. Simply combine hotels, flights and rental cars and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Sugarloaf Shores travel package?
If your travel plans in Sugarloaf Shores have been upended, it's a relief to know that it is possible to cancel or amend your booking. If you booked within the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may impose fees. For more information, check our Customer Service Portal.
How do I get a cheap travel package to Sugarloaf Shores?
Crafting your own Sugarloaf Shores travel package with Expedia is a simple way to save. We have over 550 partner airlines and 1,000,000 hotels across the globe. With such a huge range to select from, you'll have no trouble creating your dream trip.
Does Expedia offer Book Now, Pay Later Sugarloaf Shores holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has come up with a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a fantastic getaway without hurting your hip pocket. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy monthly instalment plans. If paying a little each month sounds right for you, pick this option at checkout.
  • Pay in instalments holidays: If you'd like to pay off your escape across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Hitting the "book now" button is much easier with this payment plan. Simply put down a small deposit on your holiday and then start working on your travel itinerary.

Where should I stay in Sugarloaf Shores?
A holiday in Sugarloaf Shores isn't complete without checking out Upper Sugarloaf Key, Upper Sugarloaf Sound and Sugarloaf Beach. Spend your nights near these top sights and make sightseeing simple.
What are the top hotels in Sugarloaf Shores?
Get your trip off to a flying start by locking in a room at Sugar Loaf Lodge. It's one of most sought-after properties in Sugarloaf Shores. Another comfortable option is Palms Resort - Green House.
How far in advance should I book my Sugarloaf Shores holiday?
While prices do change, we generally advise booking your spot as soon as possible. Most international airfares can be compared on Expedia up to a year in advance. If circumstances have left you booking last minute, you may still get lucky. Cheap journeys to Sugarloaf Shores sometimes occur in the weeks prior to departure.
What does an Expedia Sugarloaf Shores travel package include?
Packages include hotels, rental cars and flights, but you can combine any of them to create your dream Sugarloaf Shores getaway. You can also add on some tours and activities once you've made your booking. You're in control! When you bundle your bookings with Expedia, you'll enjoy discounts you won't find anywhere else.
What should I know before booking a Sugarloaf Shores travel package?
You can save big by combining your hotels, airfares and rental cars. Once you've made your booking, add on fun stuff like tours and activities. Your next unforgettable holiday is only a couple of clicks away.
Can I choose my airline with a Sugarloaf Shores Expedia travel package?
Yes --- and it's simple too. Expedia has access to more than 550 partner airlines all over the world. Our travel packages give you the flexibility to take your pick of available flights, hotels and activities that fit your needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.