Hip Strip Holidays from £1,374

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Your Hip Strip Holiday

Your next big journey is calling with a holiday package to Hip Strip. Fun, food and nonstop great times — you're bound to find it in this neighbourhood. Some nearby attractions to visit during your trip to Hip Strip include Doctors Cave Beach, Montego Bay Marine Park and Sunset Beach Resort Au Natural Beach. Whatever your ideal Hip Strip holiday looks like, you can turn it into reality with Expedia.

Price found within the past 48 hours. Click for updated prices.
Ocho Rios Tranquility at Coolshade VII

Ocho Rios Tranquility at Coolshade VII

3 out of 5
Save 100% on your flight
Price was £2,393, price is now £1,374 per person
£1,374
per person
4 May - 11 May
found 7 hours ago
Return flight included
London (LON) to Montego Bay (MBJ)
No reviews
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

4.5 out of 5
Save 100% on your flight
Price was £3,314, price is now £1,801 per person
£1,801
per person
23 May - 30 May
found 17 hours ago
Return direct flight included
London (LON) to Montego Bay (MBJ)
9/10 Wonderful! (1,010 reviews)
Awesome Caribbean vacation spot. Amazing staff and beautiful gardens. On site goats and cats an added bonus. Best beach on bloody bay.

Reviewed on 14 Mar 2026

Ocho Rios Villa at the Palms II

Ocho Rios Villa at the Palms II

3.5 out of 5
Save 100% on your flight
Price was £2,521, price is now £1,393 per person
£1,393
per person
4 May - 11 May
found 7 hours ago
Return flight included
London (LON) to Montego Bay (MBJ)
9.4/10 Exceptional! (22 reviews)
The property is huge and maybe we were a little unprepared for that but it was a very pleasant experience and I am glad we gave it a crack versus the big names. The host Ms. Powell took excellent care of us and was there from the moment we booked to guide and advise us. Thanks for an amazing stay are your villa.

Reviewed on 25 Apr 2023

Ocho Rios Villa at Coolshade X

Ocho Rios Villa at Coolshade X

3.5 out of 5
Save 100% on your flight
Price was £2,520, price is now £1,508 per person
£1,508
per person
23 May - 30 May
found 17 hours ago
Return direct flight included
London (LON) to Montego Bay (MBJ)
9.6/10 Exceptional! (5 reviews)
Ocho Rios Villa at Coolshade

Ocho Rios Villa at Coolshade

3.5 out of 5
Price was £2,235, price is now £1,398 per person
£1,398
per person
23 May - 30 May
found 17 hours ago
Return direct flight included
London (LON) to Montego Bay (MBJ)
9.8/10 Exceptional! (9 reviews)
The host was wonderful and quite responsive. I will definately stay again and highly recomend.

Reviewed on 18 Mar 2023

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

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 £173 per night from 31 Mar to 1 Apr
£173
31 Mar - 1 Apr
includes taxes & fees
8/10 Very Good! (1,634 reviews)
I enjoyed my stay at Deja resort. It was my first time in Jamaica and the staff were kind and attentive. Food was tasty and authentic. The resort was a lot bigger than I expected and was peaceful. I would come back and stay here again. It’s affordable and right across the street from the beach.

Reviewed on 21 Mar 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 £520 per night from 12 Apr to 13 Apr
£520
12 Apr - 13 Apr
includes taxes & fees
9.4/10 Exceptional! (2,087 reviews)
Nice staff , Shower was a disappointment tub was slippery bed and pillows very uncomfortable , food was decent alcohol was all bottom shelf if you wanted a decent drink you have to pay , very small section of beach is available for guests ,if you’re looking for fun or nightlife this isn’t it …pretty ...

Reviewed on 17 Mar 2026

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
The price is £102 per night from 9 Apr to 10 Apr
£102
9 Apr - 10 Apr
includes taxes & fees
8.4/10 Very Good! (543 reviews)
Pleasantly surprised by this hotel, we had the ocean view king room . Room was clean and comfortable. The only issue in the room was the when you showered the bathroom would flood. We adjusted the shower head and was fine. The staff was quite nice. A perfect spot if you want to enjoy the night life ...

Reviewed on 20 Mar 2026

Hotel 39 Jamaica
See all 1,562 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Hip Strip travel package cost?
Go from looking to booking with our Hip Strip travel packages, which start from just £1,374. Choose the hotels and flights that fit your travel plans. Then, add on a few enriching experiences to round off your unique adventure.
If I'm not able to travel, can I cancel my Hip Strip travel package?
You can. We totally understand that life happens, so we're here to help if you need to make changes to your Hip Strip travel package. You may be able to change or cancel your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if your booking was made more than 24 hours ago. Look up our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Hip Strip?
Combine your hotels and flights, add on extras such as activities or a rental car, and save with a Hip Strip travel package. You won't just enjoy wonderful discounts on your escape — you'll have plenty of choice within your reach too. When you book through Expedia, you can choose from more than 550 airlines and 1,000,000 properties across the globe. Your next big adventure starts right here, right now!
Does Expedia offer Book Now, Pay Later Hip Strip holidays?
We certainly do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply click on the payment plan that suits you best during the checkout process and take the stress out of budgeting for your trip. Make sure you bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your travel buck. Browse our flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna offers just that! Paying in easy monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: If you'd like to pay off your escape across multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Pressing the "book now" button is easier with this option. Put down a small deposit on your holiday and then start working on your travel itinerary.

Where should I stay in Hip Strip?
Stay within a stone's throw of Rocklands Bird Sanctuary. This impressive attraction is in the heart of the action and on the must-do lists of many tourists.
What are the top hotels in Hip Strip?
Riu Montego Bay and Riu Palace Jamaica are among the most sought-after properties in Hip Strip. Why not look up the facilities and amenities at each and then make up your mind?
How far in advance should I book my Hip Strip holiday?
Savvy travellers often reserve their seats as early as possible. You can normally compare international airfares on Expedia up to a year before your intended flight. If you're booking last minute, fear not. Cheap prices sometimes appear just weeks prior to departure.
What does an Expedia Hip Strip travel package include?
Car rentals, flights and hotels — we bring you the best deals. All you have to do is pick your ideal combination. Once you've made your booking, you can add on the exciting stuff like activities and sightseeing tours. Our travel packages make it easy to customize an unforgettable Hip Strip getaway.
What should I know before booking a Hip Strip travel package?
A travel package can be tailored to your budget and is a great way to make your money go further. How much you include is your call. Rental cars, hotels and flights — decide on a combination that works with your plans.
Can I choose my airline with a Hip Strip Expedia travel package?
The choice is all yours! Expedia has access to more than 550 airlines around the world, so you can tailor your Hip Strip escape according to your style and budget.

Popular places to visit

Doctor\'s Cave Beach showing tropical scenes, a coastal town and a sandy beach

Doctor's Cave Beach

4.5/5(16 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 which includes a house and heritage architecture

Rose Hall Great House

5/5(3 reviews)

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

Rose Hall Great House
Mein Schiff 6 Cruise Ship docked beyond large ocean rocks in Montego Bay, Jamaica. Mountains in background landscape.

Montego Bay Cruise Ship Terminal

4/5(5 reviews)

Explore the waterfront in Montego Bay with a trip to Montego Bay Cruise Ship Terminal. Amble around this relaxing area's beautiful beaches or seek out the local tours.

Montego Bay Cruise Ship Terminal

Things to do

BamBoo Rafting Adventure with lime stone massage Montego bay

Bamboo Rafting Adventure with Limestone Massage from Montego Bay

£41
per adult
86% of travellers recommend
Bamboo Rafting Adventure with Limestone Massage from Montego Bay
Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks

Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks

£93
per traveller
86% of travellers recommend
Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks
Bamboo River Rafting On The Martha Brae

Bamboo River Rafting On The Martha Brae

£84
per traveller
94% of travellers recommend
Bamboo River Rafting On The Martha Brae
See all activities in Montego Bay

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.