Hip Strip Vacations

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Aerial view
    Aug 1 - Aug 4

    Grand Palladium Jamaica Resort & Spa All Inclusive + Flight

    Lucea
    3 nights
    5.0 star property
    8.0/10 - Very Good (1,559 reviews)
    "Property was clean and staff was very attentive . There was obviously damage from hurricane, but resort was trying it's best to rebuild. Pool area was immaculate! Buffet times were great, but alot of the same items everyday. El Dorado steaks were amazing!"
    Reviewed May 25, 2026
    Roundtrip • Tokyo (NRT) - Kingston (KIN)
    NRT - KIN • 2 stops KIN - NRT • 2 stops
    ￥568,711
    ￥494,520
    per traveler
    found 14 hours ago
    Grand Palladium Jamaica Resort & Spa All Inclusive
  • 3 bars/lounges, swim-up bar, poolside bar, beach bar
    Aug 1 - Aug 4

    Sunset at the Palms Resort - Adults Only - All Inclusive + Flight

    Negril
    3 nights
    4.5 star property
    9.0/10 - Wonderful (1,005 reviews)
    "We loved having the best of both worlds. We were staying in the jungle, but right across the street was the beach. The staff was amazing always, we loved it there. We definitely will be going back. You cannot go wrong. Staying at sunset at the Palms."
    Reviewed May 23, 2026
    Roundtrip • Tokyo (NRT) - Kingston (KIN)
    NRT - KIN • 2 stops KIN - NRT • 2 stops
    ￥621,587
    ￥507,335
    per traveler
    found 14 hours ago
    Sunset at the Palms Resort - Adults Only - All Inclusive
  • Aerial view
    Aug 1 - Aug 4

    Grand Palladium Lady Hamilton Resort & Spa All Inclusive + Flight

    Lucea
    3 nights
    5.0 star property
    8.0/10 - Very Good (1,395 reviews)
    "Nothing was liked and nothing was good about this resort. Our family left the resort after 1 day due to the lack of hospitality and quality of anything on the resort. Also they did everything in their power to add additional fees room change, keeping room close together all normal request that we requested prior to check in but I would NEVER EVER visit this resort again. Supposedly we are supposed to get refunded but I highly doubt they will complete the refund process. STAY AWAY or visit at..."
    Reviewed May 25, 2026
    Roundtrip • Tokyo (NRT) - Kingston (KIN)
    NRT - KIN • 2 stops KIN - NRT • 2 stops
    ￥580,557
    ￥502,011
    per traveler
    found 14 hours ago
    Grand Palladium Lady Hamilton Resort & Spa All Inclusive
  • Minibar, in-room safe, iron/ironing board, free WiFi
    Aug 1 - Aug 4

    Princess Senses The Mangrove Resort - Adults Only + Flight

    Green Island
    3 nights
    4.0 star property
    9.2/10 - Wonderful (702 reviews)
    "The A/C went out a couple of times."
    Reviewed May 25, 2026
    Roundtrip • Tokyo (NRT) - Kingston (KIN)
    NRT - KIN • 2 stops KIN - NRT • 2 stops
    ￥601,914
    ￥525,380
    per traveler
    found 14 hours ago
    Princess Senses The Mangrove Resort - Adults Only
  • Aerial view
    Aug 1 - Aug 4

    Bahia Principe Escape Runaway Bay - All Inclusive + Flight

    Runaway Bay
    3 nights
    4.5 star property
    8.4/10 - Very Good (2,313 reviews)
    "The best staff. Every interaction was fantastic from food to cleaning to drinks."
    Reviewed May 26, 2026
    Roundtrip • Tokyo (NRT) - Kingston (KIN)
    NRT - KIN • 2 stops KIN - NRT • 2 stops
    ￥568,766
    ￥501,834
    per traveler
    found 14 hours ago
    Bahia Principe Escape Runaway Bay - All Inclusive

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
Fully refundableReserve now, pay when you stay
The price is ￥32,247 per night from Jun 14 to Jun 15
￥32,247
￥38,047 total
Jun 14 - Jun 15
includes taxes & fees
8/10 Very Good! (1,786 reviews)
"Everything was nice and clean. Located in a safe walking area. Will definitely stay again"

Reviewed on May 26, 2026

Deja Resort All Inclusive
Hotel 39 Jamaica

Hotel 39 Jamaica

4.5 out of 5
39 Jimmy Cliff Boulevard Montego Bay
The price is ￥24,111 per night from Jun 13 to Jun 14
￥24,111
￥28,412 total
Jun 13 - Jun 14
includes taxes & fees
8.4/10 Very Good! (691 reviews)
"1. First of all I chose their property to celebrate my 25th anniversary and requested some decoration in the room . They said yes. Upon arrival nothing was done in the room . Very frustrating to see this happened. When asked , they simply said - oh! The housekeeping must have forgotten . It shows ..."

Reviewed on May 25, 2026

Hotel 39 Jamaica
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 ￥82,220 per night from Jun 9 to Jun 10
￥82,220
￥95,190 total
Jun 9 - Jun 10
includes taxes & fees
9.4/10 Exceptional! (2,085 reviews)
"From the moment we pulled up to the front entrance of S Hotel, the experience was nothing short of exceptional. The staff greeted us with a nice cold towel and a drink of our choice, professionalism, and attentiveness that we instantly felt welcomed and valued. Every detail throughout our stay reflected ..."

Reviewed on May 25, 2026

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
See all 1,568 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 . 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
Sam Sharpe Square

Sam Sharpe Square

4/5(198 reviews)

This bustling central square with quaint cobblestone streets offers history and colorful Georgian architecture.

Sam Sharpe Square

Things to do

Club Mobay VIP Airport Lounge & Fast-Track Service

Club Mobay VIP Airport Lounge Service

￥5,437
per adult
88% of travellers recommend
Club Mobay VIP Airport Lounge Service
Luminous Lagoon Experience

Luminous Lagoon Experience with Rum Punch & Transportation

￥11,140
per adult
Luminous Lagoon Experience with Rum Punch & Transportation
ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay

ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay

￥12,552
per adult
90% of travellers recommend
ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay
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.