A coastal landscape with a beach, a forested area, and a distant mountain range.

Hellshire Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Hellshire vacation rentals

A yellow house with a large window and a door, surrounded by a garden with various plants and flowers.

1. Ac'ed 2 bedroom Beach House

Ac'ed 2 bedroom Beach House
Hellshire
9.4 out of 10, Exceptional, (16 reviews)
"Great location, great host, great stay!"
United States
Chevaughn G.
$145 nightly
The price is $145
Oct 28 - Oct 29
Total with taxes and fees
Ac'ed 2 bedroom Beach House
A house with a tiled patio, a window, and a plant in the foreground.

2. Cozy Jacuzzi 2bd - 5 minutes from the beach!

Cozy Jacuzzi 2bd - 5 minutes from the beach!
Hellshire
10.0 out of 10, Exceptional, (1 review)
"Very nice clean and professional "
United States
Sarah I.
$105 nightly
The price is $105
Oct 28 - Oct 29
Total with taxes and fees
Cozy Jacuzzi 2bd - 5 minutes from the beach!
A two-story building with a yellow facade, a tiled patio, and a small garden area.

3. Cozy Studio - 5 minutes from the beach

Cozy Studio - 5 minutes from the beach
Hellshire
$80 nightly
The price is $88
Oct 28 - Oct 29
Total with taxes and fees
Cozy Studio - 5 minutes from the beach
A living room with a flat-screen TV mounted on the wall, wooden furniture, and a dining area.

4. Sunset Oasis: 3BR Portmore Gem

Sunset Oasis: 3BR Portmore Gem
Hellshire
$268 nightly
The price is $268
Oct 28 - Oct 29
Total with taxes and fees
Sunset Oasis: 3BR Portmore Gem
A living room with a flat-screen TV mounted on the wall, wooden furniture, and a dining area.

5. 5-Bedroom Retreat Near Beach

5-Bedroom Retreat Near Beach
Hellshire
10.0 out of 10, Exceptional, (1 review)
"great stay next to the beach and quiet neighborhood. it is also safe !"
United States
Tati M.
$389 nightly
The price is $389
Oct 28 - Oct 29
Total with taxes and fees
5-Bedroom Retreat Near Beach
A modern kitchen with a central island, grey cabinets, and a dining area with a white table set for four.

6. Spacious 6-bedroom house in peaceful Hellshire perfect for families

Spacious 6-bedroom house in peaceful Hellshire perfect for families
Hellshire
$836 nightly
The price is $904
Nov 3 - Nov 4
Total with taxes and fees
Spacious 6-bedroom house in peaceful Hellshire perfect for families
A bathroom with a white sink, a mirror, and a wooden shelf with decorative items.

7. Abacus Jamaica the Zana Suite

Abacus Jamaica the Zana Suite
3.0 star property
Constant Spring
7.8 out of 10, Good, (74 reviews)
"Great spot for a quiet stay, staff was extremely helpful."
United States
Hopeton
$95 nightly
The price is $106
Oct 31 - Nov 1
Total with taxes and fees
Abacus Jamaica the Zana Suite
A compact living space with a sofa, dining table, chairs, a TV, a microwave, a refrigerator, and a potted plant.

8. Phoenix Rising Superb bungalow with AC in Portmore - 2 bedrooms

Phoenix Rising Superb bungalow with AC in Portmore - 2 bedrooms
Caribbean Estates
10.0 out of 10, Exceptional, (4 reviews)
"Ryan was on spot very supportive and excellent host definitely will be going back 5 star place was so comfortable we were happy with our stay thank you ."
United States
Charmaine G.
$131 nightly
The price is $131
Oct 28 - Oct 29
Total with taxes and fees
Phoenix Rising Superb bungalow with AC in Portmore - 2 bedrooms
A swimming pool with a gazebo, a clear sky, and a distant view of buildings.

9. Bayfront apartment and villas

Bayfront apartment and villas
Portmore
10.0 out of 10, Exceptional, (7 reviews)
"Good place to stay"
United States
Kimone
$101 nightly
The price is $101
Oct 28 - Oct 29
Total with taxes and fees
Bayfront apartment and villas
A hotel room with a bed, a television mounted on the wall, and a kitchenette in the background.

10. Braeton Pointe

Braeton Pointe
3.0 star property
Portmore
$65 nightly
The price is $76
Oct 28 - Oct 29
Total with taxes and fees
Braeton Pointe
A living room with two cream-colored sofas, a wooden staircase, and a large window with blue curtains.

11. Sweet Kensville

Sweet Kensville
4.0 star property
New Kingston
8.8 out of 10, Excellent, (6 reviews)
"Great stay"
United States
Steve
$178 nightly
The price is $205
Oct 28 - Oct 29
Total with taxes and fees
Sweet Kensville
A modern kitchen with white cabinets, a stainless steel microwave, and a large window offering a city view.

12. Luxurious Apartment in Kingston!!

Luxurious Apartment in Kingston!!
Half Way Tree
9.6 out of 10, Exceptional, (4 reviews)
"My husband and I stayed for 4 nights. The apartment is so cozy and clean that it makes you feel right at home. It is also very close to everything and the views are amazing! Andrew is also extremely responsive. Will rebook in the future and recommend!"
United States
Sherie J.
$181 nightly
The price is $181
Oct 29 - Oct 30
Total with taxes and fees
Luxurious Apartment in Kingston!!
A hotel room with a bed, a wardrobe, a television displaying a program, and an air conditioning unit.

13. Charming 2-bedroom house in Portmore with WiFi, AC

Charming 2-bedroom house in Portmore with WiFi, AC
Portmore
10.0 out of 10, Exceptional, (8 reviews)
"Room was spotless, very caring host."
United Kingdom
Sophia
$91 nightly
The price is $91
Oct 28 - Oct 29
Total with taxes and fees
Charming 2-bedroom house in Portmore with WiFi, AC
A modern hotel room with a large bed, a dark headboard, a small round table, a brown sofa, and a view of greenery through the window.

14. The Gardens

The Gardens
3.0 star property
Barbican
7.8 out of 10, Good, (69 reviews)
"The place was very clean, the bed was comfortable and the bathroom was very modern. Loved the place!"
United States
Jelani
$100 nightly
The price is $101
Oct 28 - Oct 29
Total with taxes and fees
The Gardens
A modern living room with a sofa, coffee table, and television.

15. Urban Charm: Modern One Bedroom

Urban Charm: Modern One Bedroom
New Kingston
9.4 out of 10, Exceptional, (16 reviews)
"Everything looked exactly like the pictures and communication was quick from the host. Would have no problem staying again."
United States
Alvin
$155 nightly
The price is $155
Nov 3 - Nov 4
Total with taxes and fees
Urban Charm: Modern One Bedroom
A neatly made bed with white linens and a beige throw blanket, flanked by two bedside tables with lamps, in a room with a blue headboard.

16. 1BR Villas Phoenix Park Village ll

1BR Villas Phoenix Park Village ll
2.0 star property
Portmore
$185 nightly
The price is $214
Oct 28 - Oct 29
Total with taxes and fees
1BR Villas Phoenix Park Village ll
A neatly made bed with white and gray bedding, two bedside tables with vases, and windows with blinds.

17. Modern 1BR Condo in Kingston

Modern 1BR Condo in Kingston
2.0 star property
Half Way Tree
10.0 out of 10, Exceptional, (1 review)
"Excellent location absolutely loved it. The only thing was they had ants… everywhere"
United States
Robin
$217 nightly
The price is $251
Oct 28 - Oct 29
Total with taxes and fees
Modern 1BR Condo in Kingston
A neatly made bed with a headboard, a bedside lamp, and a curtain.

18. Comfy & Elegant Studio @ Chelsea New Kingston

Comfy & Elegant Studio @ Chelsea New Kingston
New Kingston
9.0 out of 10, Wonderful, (8 reviews)
"Great location. Highly recommend."
United States
Tobi-Ann
$125 nightly
The price is $125
Oct 28 - Oct 29
Total with taxes and fees
Comfy & Elegant Studio @ Chelsea New Kingston
A wooden deck with a table and chairs, surrounded by lush greenery and a view of distant mountains.

19. Reggae Legends Estate

Reggae Legends Estate
3.5 star property
Jack's Hill
9.8 out of 10, Exceptional, (6 reviews)
"A really amazing find! Stunning location with fantastic views. Quiet and relaxing. The cabin was a great experience and we were so well looked after by Anne-Marie."
United Kingdom
Nicola
$127 nightly
The price is $147
Oct 28 - Oct 29
Total with taxes and fees
Reggae Legends Estate
A modern kitchen with a central island, stainless steel appliances, and bar stools.

20. 1BR Comfort City Apartment with pool

1BR Comfort City Apartment with pool
2.0 star property
Kingston
10.0 out of 10, Exceptional, (1 review)
"Good"
United Kingdom
Shavel
$251 nightly
The price is $290
Oct 28 - Oct 29
Total with taxes and fees
1BR Comfort City Apartment with pool
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.
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Top Hellshire Hotel Reviews

The Jamaica Pegasus Hotel

The Jamaica Pegasus Hotel

8/10 Good
"Great location, breakfast and staff. Had a little difficulty raising the temperature in the room. Professional and courteous personnel. Would gladly stay there again."
Jean-Claude 3-night trip
Posted 2 hours ago
The Jamaica Pegasus Hotel

Find out more about Hellshire

Everything you need to know about Hellshire vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hellshire vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hellshire vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hellshire vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hellshire. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Hellshire in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $101 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Hellshire rentals

At Expedia, we put the best Hellshire vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Hellshire rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hellshire vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hellshire. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Hellshire?

Yes, we offer vacation rentals close to top attractions in Hellshire, or you can choose a more secluded option if you're looking for a relaxing stay. Hellshire is known for its beaches.

What are some of the best vacation home rentals that Hellshire has to offer?

Phoenix Park Villas Portmore: This vacation home near Hellshire offers a private balcony, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave. Another good choice for your trip to Hellshire is Ac'ed 2 bedroom Beach House.

How many vacation rentals will I find in Hellshire?

Expedia has 14 vacation rentals for your stay in Hellshire.

What’s there to see and do in Hellshire?

Hellshire Beach and Sugar Man Beach are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Fort Clarence Beach and Caymanas Golf and Country Club.

What’s a vacation rental in Hellshire like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Hellshire. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip.