Hip Strip Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Sharon Evans

Our guide on 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
A pool with a view of the ocean, palm trees, and a gazebo.

Northern Estates

Though Northern Estates may not have many top sights, you can venture to the surrounding area to see attractions like Rose Hall Great House and White Witch of Rose Hall Golf Course.

Find hotels in Northern Estates

Our pick of the best Hip Strip Hotel Deals

Deja Resort All Inclusive

Deja Resort All Inclusive

3.5 out of 5
92 Gloucester Avenue Montego Bay Saint James
The price is NZ$497 per night from 22 July to 23 July
NZ$497
22 July - 23 July
includes taxes & fees
8.2/10 Very good! (1,866 reviews)
"I Spent 4 days at this resort for my birthday solo and felt extremely safe. Keep in mind that it is a budget friendly resort so think more ‘boutique hotel’ . The drinks were inclusive and really good, the food was subpar(mostly American food, so don’t expect too much authentic Jamaican cuisine), ..."

Reviewed on 7 July 2026

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 NZ$1,018 per night from 4 Aug to 5 Aug
NZ$1,018
4 Aug - 5 Aug
includes taxes & fees
9.4/10 Exceptional! (2,116 reviews)
"Great hotel. I loved how friendly and welcoming the staff were. Concierge service was great and always ensured our stay was pleasant. Would recommend. Their lunch buffet was delicious as well as the desserts."

Reviewed on 7 July 2026

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
Toby's Resort

Toby's Resort

3 out of 5
1 Kent Avenue Montego Bay Saint James
Fully refundableReserve now, pay when you stay
The price is NZ$221 per night from 9 July to 10 July
NZ$221
9 July - 10 July
includes taxes & fees
8.6/10 Excellent! (1,338 reviews)
"It was a really beautiful environment"

Reviewed on 8 July 2026

Toby's Resort
See all 1,568 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.

Stay near popular Hip Strip attractions

Doctor's Cave Beach

9.0/10 (3,766 reviews)
This exceptionally pretty beach helped kick-start the popularity of Montego Bay for tourists. One look at its tropical paradise perfection, and you'll see why.
See properties

Activities

Club Mobay VIP Airport Lounge & Fast-Track Service

Club Mobay VIP Airport Lounge Service

NZ$59
per adult
88% of travellers recommend
Club Mobay VIP Airport Lounge Service
Bamboo Rafting Adventure with Limestone Massage from Montego Bay

Bamboo Rafting Adventure with Limestone Massage from Montego Bay

NZ$94
per adult
88% of travellers recommend
Bamboo Rafting Adventure with Limestone Massage from Montego Bay
Luminous Lagoon Experience

Luminous Lagoon Experience with Rum Punch & Transportation

NZ$121
per adult
Luminous Lagoon Experience with Rum Punch & Transportation
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.