Hip Strip Holidays

    deals illustration
    Better together
    Save up to S$134 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

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
Default Image

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 refundableReserve now, pay when you stay
The price is S$253 per night from 24 Jun to 25 Jun
S$253
24 Jun - 25 Jun
includes taxes & fees
7.8/10 Good! (1,215 reviews)
"Great"

Reviewed on 7 Jun, 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 S$462 per night from 11 Jun to 12 Jun
S$462
11 Jun - 12 Jun
includes taxes & fees
9.4/10 Exceptional! (1,922 reviews)
"This was a great overall pick for us for our first time in Jamaica!"

Reviewed on 8 Jun, 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! (375 reviews)
"I love it. The service was great & friendly. The room was nice & clean. And the view from my balcony was breathtaking. Def highly recommend this hotel to many others who want to visit Montego Bay."

Reviewed on 9 Jun, 2025

Get rates
Hotel 39 Jamaica
See all 1,554 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 1,000,000 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

Rose Hall Great House featuring a house and heritage architecture

Rose Hall Great House

5/5(3 reviews)

This English-style plantation house conceals centuries of dark secrets beneath the bright Caribbean sun.

Rose Hall Great House

Half Moon Golf Course

5/5(1 review)

Enjoy a round of golf in Montego Bay at Half Moon Golf Course. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Half Moon Golf Course

Things to do

Montego Bay’s Night Life Clubbing: Lounge 27/27 | Pier 1 | Taboo

Montego Bay’s Night Life Clubbing: Lounge 27/27 | Pier 1 | Taboo

S$128
per adult
Montego Bay’s Night Life Clubbing: Lounge 27/27 | Pier 1 | Taboo
Montego Bay: Parasailing and Jet Ski Combo

Montego Bay: Jet Car, Jet Ski and Parasailing

S$265
per adult
Montego Bay: Jet Car, Jet Ski and Parasailing
Hidden Private Lagoon

Negril 4 in 1 Day Trip from Montego Bay

S$179
per adult
100% of travellers recommend
Negril 4 in 1 Day Trip from Montego Bay
See all activities in Montego Bay

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.