Hip Strip Vacations from ￥471,207

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    Save up to ￥109,000 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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The Latest Hip Strip Vacation Packages

Price found within the past 48 hours. Click for updated prices.
A taste of Jamaica Lavern place

A taste of Jamaica Lavern place

4 out of 5
Price was ￥492,022, price is now ￥471,207 per person
￥471,207
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Montego Bay (MBJ)
8.6/10 Excellent! (50 reviews)
Very peaceful. Everything you needed to relax was available. Pool clean and well kept

Reviewed on Jul 16, 2026

Sky Castles

Sky Castles

2.5 out of 5
Price was ￥514,762, price is now ￥477,204 per person
￥477,204
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Montego Bay (MBJ)
5.4/10 (33 reviews)

Silver Seas Hotel

Silver Seas Hotel

3 out of 5
Price was ￥500,372, price is now ￥472,691 per person
￥472,691
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Montego Bay (MBJ)
6.2/10 (778 reviews)
The property is rundown but setved the purpose of a one night stay. It made up for it by providing a balcony ocean view.

Reviewed on Jul 24, 2026

North Star Villa

North Star Villa

3.5 out of 5
Mammee Bay Estates
Price was ￥497,468, price is now ￥487,152 per person
￥487,152
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Montego Bay (MBJ)
7/10 Good! (7 reviews)
We enjoyed our time at North Star Villa. The place was well kept, and Miss Norma was great.

Reviewed on Apr 26, 2026

Perfect View - Entire House

Perfect View - Entire House

2 out of 5
Price was ￥483,785, price is now ￥475,819 per person
￥475,819
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Montego Bay (MBJ)
No reviews

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

While there might not be top attractions in Northern Estates, you can explore the larger area and discover places like Cinnamon Hill Golf Course and Rose Hall Great House.

Find hotels in Northern Estates

Hip Strip Hotel Deals

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 ￥35,472 per night from Aug 26 to Aug 27
￥35,472
￥41,830 total
Aug 26 - Aug 27
includes taxes & fees
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
Fully refundableReserve now, pay when you stay
The price is ￥66,203 per night from Aug 11 to Aug 12
￥66,203
￥83,409 total
Aug 11 - Aug 12
includes taxes & fees
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 ￥15,584 per night from Aug 5 to Aug 6
￥15,584
￥19,029 total
Aug 5 - Aug 6
includes taxes & fees
8.6/10 Excellent! (1,363 reviews)
"Old but clean friendly staff"

Reviewed on Jul 26, 2026

Toby's Resort
See all 1,586 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 vacation package cost?
Create unforgettable memories with our Hip Strip vacation packages, which start from just ￥471,207. 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 vacation 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 vacation 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 Vacation And Relaxation.
How far in advance should I book my Hip Strip vacation?
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 vacation!
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 vacation package?
Yes — that's the beauty of an Expedia vacation 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 vacation package?
We get that life sometimes gets in the way of your plans. If you've locked in a Hip Strip vacation 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)
White sand, bright blue water and a nearby bar make this beach the perfect spot for a relaxing in the beautiful Jamaican weather.
See properties

Things to do

Club Mobay VIP Airport Lounge & Fast-Track Service

Club Mobay VIP Airport Lounge Service

￥5,632
per adult
88% of travellers recommend
Club Mobay VIP Airport Lounge Service
Luminous Lagoon Experience

Luminous Lagoon Experience with Rum Punch & Transportation

￥11,540
per adult
Luminous Lagoon Experience with Rum Punch & Transportation
ATV/zipline/horseback/bamboo rafting and/or Rick’s Cafe

ATV, Zipline, Horseback, Bamboo Rafting and Rick’s Cafe

￥11,378
per adult
84% of travellers recommend
ATV, Zipline, Horseback, Bamboo Rafting and Rick’s Cafe
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.