Photo by Aisha Sylvester

Hellshire Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Hellshire holiday rentals

Living room
The Beach Estate Country Club Villa

Villa in Hellshire

The Beach Estate Country Club Villa
3.0 star property
10.0 out of 10, Exceptional, (1)
"We had everything we needed, and the place was clean and comfortable. The property manager went above and beyond to make sure we had an amazing place to stay even after I had problems with Orbitz booking process. Highly recommend!"
United States
Anonymous traveller
The price is HK$1,281
HK$2,270 total
includes taxes & fees
17 Dec - 18 Dec
The Beach Estate Country Club Villa
Living area
The Hellshire Beach House

Villa in Hellshire

The Hellshire Beach House
3.0 star property
2.0 out of 10, (1)
"Although the place was new, it was very far from Kingston or any fun place. Supermarket was far and no taxi or bus close by to get around. Only 1 ac unit in whole apartment. Not worth the money or your time."
United States
Bernice
The price is HK$1,005
HK$1,875 total
includes taxes & fees
22 Dec - 23 Dec
The Hellshire Beach House
Exterior
Stylish Studio in Chelsea Manor

Apartment in New Kingston

Stylish Studio in Chelsea Manor
2.0 star property
8.0 out of 10, Very good, (2)
"I loved that it was private and the staff was very welcoming everything was exactly what i wanted. I definitely would book agsin everything was so clean and neat"
United States
DONNA
The price is HK$506
HK$1,815 total
includes taxes & fees
18 Dec - 19 Dec
Stylish Studio in Chelsea Manor
Private kitchen
The Gardens

Apartment in Barbican

The Gardens
3.0 star property
7.4 out of 10, Good, (55)
"It was a bit hard to find but very comfortable. I would reccomend staying here. I booked for someone who just needed a night stay, so there was no interaction with staff. Just make sure you follow check in and out times, or you wont see staff. Although we checked in after hours we were able to get in."
United States
Kemar
The price is HK$778
HK$786 total
includes taxes & fees
14 Dec - 15 Dec
The Gardens
2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe
Casa Royale Guest Apartment

Apartment in Molynes Gardens

Casa Royale Guest Apartment
3.5 star property
9.6 out of 10, Exceptional, (68)
"Place was very clean and comfortable."
United States
Demar
Casa Royale Guest Apartment
Living area
Phoenix Park Villas Portmore

Holiday Home in Portmore

Phoenix Park Villas Portmore
4.0 star property
10.0 out of 10, Exceptional, (4)
"I will definitely recommend that you stay here is so peaceful security are strictly on point with everything and the comfort of the home is great will be staying back for sure ."
United States
Kimoya
The price is HK$1,177
HK$2,148 total
includes taxes & fees
11 Dec - 12 Dec
Phoenix Park Villas Portmore
Living area
Modern Cozy 1BR Stay in New Kingston

Apartment in New Kingston

Modern Cozy 1BR Stay in New Kingston
2.0 star property
Modern Cozy 1BR Stay in New Kingston
1 bedroom, premium bedding, in-room safe, individually decorated
Abacus Jamaica the Zana Suite

Apartment in Constant Spring

Abacus Jamaica the Zana Suite
3.0 star property
8.2 out of 10, Very good, (62)
"Great spot for a quiet stay, staff was extremely helpful."
United States
Hopeton
Abacus Jamaica the Zana Suite
Front of property
Casa Alexandria Guest Apartment

Apartment in Constant Spring

Casa Alexandria Guest Apartment
3.5 star property
9.6 out of 10, Exceptional, (56)
"Kevin and Tasha are good hosts. The apartment looks newly renovated. The beds are very comfortable and the complex is very quiet."
United States
Kevin
The price is HK$944
HK$2,144 total
includes taxes & fees
10 Jan - 11 Jan 2026
Casa Alexandria Guest Apartment
Terrace/patio
Serenity Oasis Apartment

Aparthotel in Spanish Town

Serenity Oasis Apartment
2.0 star property
The price is HK$580
HK$1,026 total
includes taxes & fees
11 Dec - 12 Dec
Serenity Oasis Apartment
Exterior detail
Lovely 1-bed Cottage in St Catherine Jamaica

Cottage in Ewarton

Lovely 1-bed Cottage in St Catherine Jamaica
3.0 star property
10.0 out of 10, Exceptional, (1)
"I enjoyed my stay at the cottage, hosts were very helpful and my stay was very quiet and peaceful. Will definitely stay here again in the future."
United States
DESMOND
The price is HK$145
HK$234 total
includes taxes & fees
4 Jan - 5 Jan 2026
Lovely 1-bed Cottage in St Catherine Jamaica
Outdoor pool, pool umbrellas, pool loungers
Caldo Tours

Aparthotel in Ewarton

Caldo Tours
2.5 star property
10.0 out of 10, Exceptional, (3)
"Very inviting and the owner's are wonderful people that keeps you comfortable and satisfied "
United States
Stephen
The price is HK$700
HK$778 total
includes taxes & fees
15 Dec - 16 Dec
Caldo Tours
Exterior
Finest Accommodation Renfrew Place

Apartment in New Kingston

Finest Accommodation Renfrew Place
3.0 star property
7.0 out of 10, Good, (2)
"The property was double booked the first two days leaving us without a place to stay. The property manager said he booked another place when we got there that was also not available. We spent several hours late in the evening until we were finally able to get a temporary booking. Communication was extremely poor overall it was hard initially to get a hold of the property owner although we had paid in advance our accommodations was not available first two days. "
United States
cornel
The price is HK$669
HK$1,322 total
includes taxes & fees
18 Dec - 19 Dec
Finest Accommodation Renfrew Place
Exterior
Sunset Strip Acadia Guest Apartment

Apartment in Kingston

Sunset Strip Acadia Guest Apartment
3.0 star property
7.6 out of 10, Good, (14)
"I visited the property on Saturday March 5 and found difficulty in gaining entrance and after the taxi entered on the opening of the mechanical controlled gate there were no signs indicating reception. After over 15 minutes I instructed the driver to leave the property and I went to R hotel where I booked a room for the duration of my stay in Jamaica. It was frustrating and embarrasing."
United States
Hartley
The price is HK$609
HK$1,510 total
includes taxes & fees
15 Dec - 16 Dec
Sunset Strip Acadia Guest Apartment
2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe
Casa Victoria Golf Retreat

Villa in Kingston

Casa Victoria Golf Retreat
4.0 star property
9.0 out of 10, Wonderful, (81)
"Our stay was very comfortable and relaxing,we didn't stay in but it had all the nesscessary things that we were looking for. I would recommend it to anyone who are travelling with their family to stay there.lovely place,!!"
Canada
Desmond
Casa Victoria Golf Retreat
In-room dining
Eclipse Suite Guest Apartments

Apartment in Havendale

Eclipse Suite Guest Apartments
3.5 star property
9.0 out of 10, Wonderful, (22)
"Nice location "
United States
Robert
The price is HK$856
HK$1,654 total
includes taxes & fees
23 Dec - 24 Dec
Eclipse Suite Guest Apartments
Free WiFi
Reggae Legends Estate

Villa in Jack's Hill

Reggae Legends Estate
2.5 star property
9.6 out of 10, Exceptional, (5)
"Getting up on the hill was definitely a new experience but the place , view and employees were amazing. Owner himself made sure we had everything we needed , accommodated when needed even suggested places we should visit. Loved the experience and view was breath taking "
Canada
Anthony
The price is HK$2,326
HK$2,683 total
includes taxes & fees
14 Dec - 15 Dec
Reggae Legends Estate
Indoor wedding
New Kingston Apartments at Kensington

Apartment in New Kingston

New Kingston Apartments at Kensington
3.5 star property
9.0 out of 10, Wonderful, (12)
"Decent price, decent apartment and comfortable stay."
United States
Venton
The price is HK$1,198
HK$2,107 total
includes taxes & fees
20 Dec - 21 Dec
New Kingston Apartments at Kensington
Room amenity
Modern and Comfortable 2bedroom Flat

Apartment in Portmore

Modern and Comfortable 2bedroom Flat
2.0 star property
The price is HK$709
HK$999 total
includes taxes & fees
14 Dec - 15 Dec
Modern and Comfortable 2bedroom Flat
Private kitchen
Modern 1BR Condo in Kingston

Apartment in Half Way Tree

Modern 1BR Condo in Kingston
2.0 star property
The price is HK$903
HK$1,912 total
includes taxes & fees
11 Dec - 12 Dec
Modern 1BR Condo in Kingston
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hellshire Hotel Reviews

ROK Hotel Kingston, Tapestry Collection by Hilton

ROK Hotel Kingston, Tapestry Collection by Hilton

10/10 Excellent
"Clean rooms & the front desk staff was very pleasant and welcoming."
PATRICE CORTEZ 3-night trip
Posted 2 days ago
ROK Hotel Kingston, Tapestry Collection by Hilton

Find out more about Hellshire

Search for holiday rentals in Hellshire on Expedia! You can easily find your home rentals, villas, holiday apartments in Hellshire using one of the methods below:

  • View our selection of featured holiday rentals in Hellshire
  • Use the map to find apartments and other holiday homes in the Hellshire neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hellshire while they last

Look no further and take a look at our great range of rental properties in Hellshire!

Frequently asked questions

Can I find holiday rentals in Hellshire?

Yes, there are holiday rentals close to the most popular sights in Hellshire, or you can select a more secluded option if you're looking for a relaxing stay. Hellshire is known for its beaches.

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

2 Bedroom Townhouse at Surbiton Square: This holiday home rental outside of Hellshire is equipped with a private garden, air conditioning and free WiFi to help you feel comfortable during your stay. 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 holiday rentals will I find in Hellshire?

Expedia has 12 holiday rentals for your stay in Hellshire.

What’s there to see and do in Hellshire?

Hellshire Beach and Jamaica Beaches are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Sugar Man Beach and Fort Clarence Beach.

What’s a holiday rental in Hellshire like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hellshire. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip.