Jack's Hill Vacations from ￥515,661

Book a Hotel + Flight or Car together to unlock savings

  • 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

The Latest Jack's Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
New Kingston Corporate Apts at Donhead

New Kingston Corporate Apts at Donhead

3.5 out of 5
New Kingston
Price was ￥650,115, price is now ￥515,661 per person
￥515,661
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip flight included
Tokyo (NRT) to Kingston (KIN)
9.4/10 Exceptional! (32 reviews)
Very decent, true to what is shown online

Reviewed on Apr 16, 2026

Kingston Luxury Family Retreat

Kingston Luxury Family Retreat

3.5 out of 5
Jack's Hill
Price was ￥897,894, price is now ￥629,906 per person
￥629,906
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip flight included
Tokyo (NRT) to Kingston (KIN)
No reviews

New Kingston Guest Apt at The Stadium

New Kingston Guest Apt at The Stadium

3.5 out of 5
Price was ￥731,208, price is now ￥563,778 per person
￥563,778
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip flight included
Tokyo (NRT) to Kingston (KIN)
No reviews

New Kingston Guest Apartment at Inglaterra III

New Kingston Guest Apartment at Inglaterra III

3.5 out of 5
Half Way Tree
Price was ￥710,859, price is now ￥555,699 per person
￥555,699
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip flight included
Tokyo (NRT) to Kingston (KIN)
No reviews

New Kingston Guest Apartment at Donhead

New Kingston Guest Apartment at Donhead

3 out of 5
New Kingston
Price was ￥698,085, price is now ￥550,514 per person
￥550,514
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip flight included
Tokyo (NRT) to Kingston (KIN)
9/10 Wonderful! (18 reviews)
*SCAM ALERT* I booked this place and paid upfront for 3nights. When it was close to check-in time, I called and was as told over the phone by the host that they do not take last minute bookings. They never refunded me nor answered the rest of my calls.

Reviewed on Apr 25, 2026

Where to stay in Jack's Hill

Find the best Jack's Hill areas and neighborhoods for the activities you enjoy most. Learn more about Jack's Hill
A large, two-story building with a symmetrical facade, a central entrance with steps, and a formal garden with trimmed hedges and flowering plants.

New Kingston

3 out of top 10 points of interest in this area

Discover urban parks like Emancipation Park and Hope Gardens, or explore landmarks such as the Bob Marley Museum. Enjoy the redeveloped waterfront area with hotels, shops, and cultural centers, while easily navigating via buses and taxis.

Find hotels in New Kingston

Jack's Hill Hotel Deals

Kingsworth Bed and Breakfast

Kingsworth Bed and Breakfast

2.5 out of 5
Jack’s Hill, Jack’s Hill Road Kingston Saint Andrew
The price is ￥9,114 per night from Jul 14 to Jul 15
￥9,114
￥10,188 total
Jul 14 - Jul 15
includes taxes & fees
7.2/10 Good! (84 reviews)
"El ambiente"

Reviewed on May 26, 2026

Kingsworth Bed and Breakfast
Millsborough B&B

Millsborough B&B

4 out of 5
20a Millsborough Crescent Kingston
The price is ￥17,945 per night from Jul 13 to Jul 14
￥17,945
￥22,594 total
Jul 13 - Jul 14
includes taxes & fees
10/10 Exceptional! (19 reviews)
"Beautifully landscaped property, the unit was well appointed, clean and comfortable. We set up an additional bed in the living room and it worked out perfectly! The hostess was lovely and helpful. I would stay there again!"

Reviewed on Apr 28, 2026

Millsborough B&B
S Hotel Kingston

S Hotel Kingston

4.5 out of 5
1 St Lucia Avenue Kingston Saint Andrew
Fully refundableReserve now, pay when you stay
The price is ￥29,798 per night from Aug 1 to Aug 2
￥29,798
￥38,389 total
Aug 1 - Aug 2
includes taxes & fees
9.4/10 Exceptional! (1,699 reviews)
"Elite front desk staff - they are patient and will help with any issue or request! Rooms clean, security and bellman awesome. The cafe leaves a lot to be desired in terms of service."

Reviewed on Jul 1, 2026

S Hotel Kingston
See all 1,637 properties in Jack's Hill
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 Jacks Hill vacation package cost?
We make it simple for everyone to travel, with Jacks Hill packages starting from just ￥515,661. You'll have the flexibility to bundle your favorite hotels, airlines and car rental. For the ultimate getaway, why not add some experiences and tours to your travel itinerary?
How do I get a cheap travel package to Jacks Hill?
Browse and lock in everything all in one place with our Jacks Hill vacation packages. We have incredible bargains on flights, hotels, tours and more that'll keep your budget happy and your adventurous spirit alive. And, with more than 550 airlines and 1,000,000 hotels globally to select from, you'll have the flexibility to mix and match as you like.
Where should I stay in Jacks Hill?
Choose a hotel near National Gallery of Jamaica. This impressive sight is in the thick of the action and on the must-see lists of many travelers.
What are the top hotels in Jacks Hill?
Reserve a room at Sunset View Apts. It's one of this area's most sought-after hotels. Another reputable option in Jacks Hill is MillsborougH BnB.
How far in advance should I book my Jacks Hill vacation?
The earlier, the better. Airlines usually advertise flights nearly 12 months in advance, and this is a great opportunity to pick up some rock-bottom prices. Just been told you need to take your vacation time next week? That's fine too — Expedia are never short on fantastic bargains to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Jacks Hill travel package include?
Car rentals, flights and hotels — we bring you the very best bargains. All you'll have to do is select your favorite combination. Once you've made your booking, you can add on the fun stuff like day tours and sightseeing activities. Our travel packages make it easy to craft an unforgettable Jacks Hill vacation.
What should I know before booking a Jacks Hill travel package?
Bundling your bookings into a Jacks Hill vacation package is the most convenient way to organize your trip. Not only that, you'll save when you combine your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
If I'm not able to travel, can I cancel my Jacks Hill vacation package?
Plans can change in a flash, so yes. You may be able to change or cancel your Jacks Hill vacation package at no cost if you've booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your car rental company, airline or hotel may impose a charge. Looking for more information? Check out our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

Things to do

displays at the bob marley museum in Jamaica

Kingston Tour & Bob Marley Museum Admission

￥12,956
per adult
74% of travellers recommend
Kingston Tour & Bob Marley Museum Admission
Kingston Dub Club Sundays

Kingston Dub Club Sundays

￥10,397
per adult
Kingston Dub Club Sundays
Bob Marley Museum in Kingston & Blue Mountain Coffee Tour

Bob Marley Museum in Kingston & Blue Mountain Coffee Tour

￥27,511
per adult
Bob Marley Museum in Kingston & Blue Mountain Coffee Tour
See all activities in Kingston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.