Hip Strip Holidays

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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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Mango Walk

While Mango Walk isn't home to many top sights, Dead End Beach and Doctor's Cave Beach are some notable places to visit nearby.

Find hotels in Mango Walk

Top hotels in Hip Strip

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$629 per night from 11 Dec to 12 Dec
S$629
includes taxes & fees
11 Dec - 12 Dec
9.4/10 Exceptional! (1,751 reviews)
"I would say this was an amazing introduction to Jamaica! I loved the cuisine (on and off the property), entertainment was excellent! Staff undoubtedly catered to guests needs relentlessly. They also maintained the grounds and property amazingly, there was always someone tidying up, but mindfully ..."

Reviewed on 23 Nov,2024

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
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$241 per night from 11 Dec to 12 Dec
S$241
includes taxes & fees
11 Dec - 12 Dec
7.8/10 Good! (1,086 reviews)
"Everything was nice"

Reviewed on 23 Nov,2024

Deja Resort All Inclusive
Hotel 39 Jamaica
Hotel 39 Jamaica
4.5 out of 5
39 Jimmy Cliff Boulevard, Montego Bay
Fully refundableReserve now, pay when you stay
The price is S$230 per night from 11 Dec to 12 Dec
S$230
includes taxes & fees
11 Dec - 12 Dec
8.4/10 Very Good! (126 reviews)
"hi guys I wanted to take a moment to share my recent experience at Hotel 39 in Montego Bay Jamaica, particularly focusing on the exceptional service provided by the staff during my stay. When I initially arrived in Jamaica for a business trip, I was hesitant about my accommodation choices as I was ..."

Reviewed on 24 Nov,2024

Hotel 39 Jamaica
See all 1,689 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

Westgate Shopping Centre

4/5(1 review)

You can browse for the perfect souvenirs at Westgate Shopping Centre during your visit to Montego Bay. Wander the beautiful beaches or discover the area's beautiful sunsets.

Westgate Shopping Centre

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$188
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$277
Per adult
Montego Bay: Jet Car, Jet Ski and Parasailing
Hidden Private Lagoon

Negril 4 in 1 Day Trip from Montego Bay

S$187
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.