Hip Strip Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Sharon Evans

Where to stay in Hip Strip

Find the best Hip Strip areas and neighborhoods for the activities you enjoy most. Learn more about Hip Strip
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Ironshore

Ironshore might not have many top sights, but Blue Diamond Shopping Centre and SuperClubs Ironshore Golf and Country Club are two attractions nearby that you can check out.

Find hotels in Ironshore

Top hotels in Hip Strip

Deja Resort All Inclusive

Deja Resort All Inclusive

3.5 out of 5
92 Gloucester Avenue Montego Bay Saint James
Fully refundable
The price is 4.930.716 ₫ per night from 22 Dec to 23 Dec
4.930.716 ₫
5.821.599 ₫ total
22 Dec - 23 Dec
includes taxes & fees
8/10 Very Good! (1,472 reviews)
Staff hospitality was a 10/10. Authentic Jamaican food which I loved and the beach with free access was a plus. The off white towels/washcloths was a no for me. You get what you pay for. Overall great trip. Perfect for a short stay

Reviewed on 18 Dec 2025

Deja Resort All Inclusive
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

4 out of 5
7 Jimmy Cliff Blvd Montego Bay Saint James
The price is 10.849.963 ₫ per night from 4 Jan to 5 Jan
10.849.963 ₫
12.582.872 ₫ total
4 Jan - 5 Jan 2026
includes taxes & fees
9.4/10 Exceptional! (2,118 reviews)
Spa and beach

Reviewed on 12 Dec 2025

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
Hotel 39 Jamaica

Hotel 39 Jamaica

4.5 out of 5
39 Jimmy Cliff Boulevard Montego Bay
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (470 reviews)
The Bar was not adequately stocked with my choices

Reviewed on 5 Dec 2025

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Hotel 39 Jamaica
See all 1,556 properties in Hip Strip
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 Hip Strip holiday package cost?
Create unforgettable memories with our Hip Strip holiday packages, which start from just . Select the hotels and flights that suit your travel plans. Then, add on a couple of activities or tours to cap off your unique escape.
How do I get a cheap travel package to Hip Strip?
You'll save loads of cash if you bundle your car rentals, flights and hotels into a Hip Strip holiday package. Sometimes cheap packages mean fewer choices. But not with Expedia. We offer over 550 air carriers and 1null000null000 hotels worldwide, which means you'll always have plenty of options to choose from. Want to save even more? Add some interesting activities to your package deal to unlock even bigger bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Hip Strip?
If you love being in the thick of the action, stay close to Rocklands Bird Sanctuary. Many visitors book a hotel around this renowned attraction.
What are the top hotels in Hip Strip?
Get your holiday off to an excellent start by staying at Montego Bay Three - Bedroom Townhouse Near Beach With Pool And Free Airport Shuttle. It's one of most popular properties in Hip Strip. Another top option is Holiday And Relaxation.
How far in advance should I book my Hip Strip holiday?
Reward yourself with the widest variety and the lowest prices by booking your Hip Strip adventure nice and early. Airlines tend to publish flights around 12 months before departure, so secure your spot as soon as you can. That being said, Expedia is committed to giving you the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Hip Strip travel package include?
It all depends on what kind of getaway you're planning. Hip Strip travel deals can include flights, hotels and car rentals. You can mix and match to find the bundle that suits your needs. You can also add on experiences and activities after you've booked to get even bigger discounts.
What should I know before booking a Hip Strip travel package?
An Expedia travel package can be customized for your circumstances and is a simple way to make your hard-earned dollars stretch further. How much you include is completely up to you. Rental cars, hotels and flights — come up with a combination that suits your style.
Can I choose my airline with a Hip Strip Expedia holiday package?
Yes — that's the beauty of an Expedia holiday package. You're in charge! We have more than 550 partner airlines around the world, so you have lots of choice when putting together your Hip Strip adventure.
If I'm not able to travel, can I cancel my Hip Strip holiday package?
We get that life sometimes gets in the way of your plans. If you've locked in a Hip Strip holiday package and have to amend or cancel it, we can help. It's always worth looking up our Customer Service Portal first for information. But in general, if you've booked your package within 24 hours, you may be able to cancel or amend your itinerary at no cost. If it's been more than 24 hours, your airline, hotel or car rental company may impose a charge.

Popular places to visit

Doctor\'s Cave Beach showing tropical scenes, a coastal town and a sandy beach

Doctor's Cave Beach

If a restful holiday is part of your travel plans, Doctor's Cave Beach might be the perfect place to visit during your trip to Montego Bay. Discover the area's entertainment choices and shops.

Doctor's Cave Beach
Rose Hall Great House which includes a house and heritage architecture

Rose Hall Great House

You can learn about the history of Montego Bay when you stop by Rose Hall Great House. Wander through the beautiful beaches and seaside in this relaxing area.

Rose Hall Great House

Freeport Peninsula

Explore the great outdoors at Freeport Peninsula and enjoy the beautiful sunsets during your trip to Montego Bay. Discover the area's entertainment choices or seek out its local tours.

Freeport Peninsula