Hip Strip Vacations from $793
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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.
Ocho Rios Villa at Coolshade XI
Price was $2,318, price is now $1,080 per person
$1,080
per person
May 15 - May 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
9.8/10 Exceptional! (7 reviews)
Very good stay in Coolshade. Lorraine the manager was very attentive to our needs and helped to organize transportation and a helper to make our beds and meals for us.
Reviewed on Jan 27, 2019
Ocho Rios Villa Azul at Coolshade XIII
Price was $2,427, price is now $1,155 per person
$1,155
per person
May 15 - May 22
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
Great property. Very clean and spacious . The pool is within walking distance.
I enjoy my 5 days here
Reviewed on Apr 24, 2019
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
$211 nightly
The price is $233 total per night from Apr 22 to Apr 23
$233 total
Apr 22 - Apr 23
Total with taxes and fees
8/10 Very Good! (1,699 reviews)
Staff were very friendly, food was amazing
Reviewed on Apr 14, 2026
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
7 Jimmy Cliff Blvd Montego Bay Saint James
$517 nightly
The price is $598 total per night from May 5 to May 6
$598 total
May 5 - May 6
Total with taxes and fees
9.4/10 Exceptional! (2,087 reviews)
The Positive: The staff was amazing. Every single person we interacted with was friendly and helpful. Make sure to take cash to tip them, they worked very hard to make everyone’s stay enjoyable. The food was great. We booked via email ahead of time and had reservations every night. There wasn’t anything ...
Reviewed on Apr 13, 2026
Hotel 39 Jamaica
39 Jimmy Cliff Boulevard Montego Bay
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $138 total per night from Apr 20 to Apr 21
$138 total
Apr 20 - Apr 21
Total with taxes and fees
8.4/10 Very Good! (583 reviews)
“Great location and wonderful experience
Reviewed on Apr 14, 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
4.5/5(518 reviews)
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
4.5/5(298 reviews)
Tour this grand English-style manor and former plantation, and discover its eerie history.
Montego Bay Cruise Ship Terminal
4/5(166 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.
Things to do
Bamboo River Rafting On The Martha Brae
$114
per traveler
92% 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.