Hip Strip Vacations from ￥482,723

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Photo by Sharon Evans

The Latest Hip Strip Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

5 out of 5
Price was ￥649,732, price is now ￥482,723 per person
￥482,723
per person
Sep 8 - Sep 14
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Montego Bay (MBJ)
8/10 Very Good! (1,567 reviews)
It was a good time the staff was helpful and everything was clean for the most part. However, Double check you get the room you have booked !

Reviewed on Jun 22, 2026

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

5 out of 5
Price was ￥714,976, price is now ￥511,822 per person
￥511,822
per person
Sep 8 - Sep 14
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Montego Bay (MBJ)
8.6/10 Excellent! (159 reviews)
Good and welcoming staff, bar service was good. Serving efficiency in restaurants and quality needs improvement.

Reviewed on Jun 21, 2026

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Price was ￥721,494, price is now ￥516,630 per person
￥516,630
per person
Sep 8 - Sep 14
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Montego Bay (MBJ)
8.6/10 Excellent! (5,305 reviews)
Excellent customer service

Reviewed on Jun 22, 2026

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
Price was ￥730,451, price is now ￥535,595 per person
￥535,595
per person
Sep 8 - Sep 14
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Montego Bay (MBJ)
8.4/10 Very Good! (3,896 reviews)
Loved this resort so clean and so much to do!

Reviewed on Jun 22, 2026

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

5 out of 5
Price was ￥664,896, price is now ￥489,385 per person
￥489,385
per person
Sep 8 - Sep 14
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Montego Bay (MBJ)
8/10 Very Good! (1,395 reviews)
The food was incredible. So many choices of restaurants and the buffets were great. The pool was amazing. The beach areas were clean and there was plenty of shade and lounging chairs. All of the staff were super friendly and helpful. I loved every bit of this resort. Could not recommend more highly.

Reviewed on Jun 23, 2026

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
Panoramic aerial view of the wonderful caribbean beach resort on Jamaica, Montego Bay, Rose Hall Suites, Grand Rose Hall Suites, Iberostar

Ironshore

Though Ironshore might not have many top sights, you can venture to the surrounding area to see attractions like Blue Diamond Shopping Centre and SuperClubs Ironshore Golf and Country Club.

Find hotels in Ironshore

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 ￥36,382 per night from Jun 25 to Jun 26
￥36,382
￥42,889 total
Jun 25 - Jun 26
includes taxes & fees
8.2/10 Very Good! (1,834 reviews)
"Great hotel ran by local Jamaicans. Good food, good drinks, and personable people. Highly recommend this property!"

Reviewed on Jun 23, 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 ￥86,258 per night from Jul 13 to Jul 14
￥86,258
￥99,844 total
Jul 13 - Jul 14
includes taxes & fees
9.4/10 Exceptional! (2,096 reviews)
"Myself & family really enjoyed our stay @ the S Hotel. Everybody was very friendly & professional. We really loved the location of the hotel because it was walking distance to Margaritaville."

Reviewed on Jun 23, 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 ￥16,580 per night from Jun 27 to Jun 28
￥16,580
￥20,219 total
Jun 27 - Jun 28
includes taxes & fees
8.6/10 Excellent! (1,325 reviews)
"Front Desk Staff was very Helpful."

Reviewed on Jun 22, 2026

Toby's Resort
See all 1,559 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 ￥482,723. 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.

Discover the most popular places to visit in Hip Strip

Doctor's Cave Beach

Doctor's Cave Beach

4.5/5(519 reviews)

White sand, bright blue water and a nearby bar make this beach the perfect spot for a relaxing in the beautiful Jamaican weather.

Doctor's Cave Beach
Rose Hall Great House

Rose Hall Great House

4.5/5(298 reviews)

Tour this grand English-style manor and former plantation, and discover its eerie history.

Rose Hall Great House

Sunset Beach Resort Au Natural Beach

Why not spend a lazy afternoon at Sunset Beach Resort Au Natural Beach during your trip to Montego Bay? Stroll along the beautiful beaches or discover the beautiful waterfalls in this relaxing area.

Sunset Beach Resort Au Natural Beach

Things to do

Club Mobay VIP Airport Lounge & Fast-Track Service

Club Mobay VIP Airport Lounge Service

￥5,542
per adult
88% of travellers recommend
Club Mobay VIP Airport Lounge Service
Luminous Lagoon Experience

Luminous Lagoon Experience with Rum Punch & Transportation

￥11,356
per adult
Luminous Lagoon Experience with Rum Punch & Transportation
Jamwest Adventure Park

Jamwest Adventure Park

￥15,195
per adult
Jamwest Adventure Park
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.