Hip Strip Vacations from $468
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Your Hip Strip Vacation
Your next escape beckons with a vacation package to Hip Strip. Relaxation, entertainment and nothing but great times — you're bound to find it in this neighborhood. Some popular nearby attractions to see during your trip to Hip Strip include Doctors Cave Beach, Sunset Beach Resort Au Natural Beach and Dead End Beach. Expedia is here to put your travel plans into action. Book your ultimate Hip Strip vacation now.
The Latest Hip Strip Vacation Packages
Price found within the past 48 hours. Click for updated prices.
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
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.
Hip Strip Hotel Deals
Deja Resort All Inclusive
92 Gloucester Avenue Montego Bay Saint James
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $228 total per night from Mar 31 to Apr 1
$228 total
Mar 31 - Apr 1
Total with taxes and fees
8/10 Very Good! (1,630 reviews)
The staff at Deja is the best. You literally feel like family at Deja. Thanks for the making our stay great. Chef Marvin many thanks for the special meal that I requested. Lauryn, Moya and Taniki from the front desk, big up nice clean self. Megan upstairs in the cafe, Thanks for making our tea just ...
Reviewed on Mar 20, 2026
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
7 Jimmy Cliff Blvd Montego Bay Saint James
$603 nightly
The price is $698 total per night from Apr 12 to Apr 13
$698 total
Apr 12 - Apr 13
Total with taxes and fees
9.4/10 Exceptional! (2,086 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 Mar 17, 2026
Hotel 39 Jamaica
39 Jimmy Cliff Boulevard Montego Bay
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $134 total per night from Apr 9 to Apr 10
$134 total
Apr 9 - Apr 10
Total with taxes and fees
8.4/10 Very Good! (542 reviews)
Wonderful night stay and an amazing breakfast.
Reviewed on Mar 19, 2026
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.
Discover the most popular places to visit in Hip Strip
Doctor's Cave Beach
White sand, bright blue water and a nearby bar make this beach the perfect spot for a relaxing in the beautiful Jamaican weather.
Rose Hall Great House
Tour this grand English-style manor and former plantation, and discover its eerie history.
Montego Bay Cruise Ship Terminal
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.
Things to do
Bamboo River Rafting On The Martha Brae
$114
per traveler
94% of travellers recommend
Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks
$125
per traveler
86% of travellers recommend
Private Montego Bay Bamboo Rafting with Limestone Foot Massage
$30
per adult
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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.