A pier extending into a turquoise sea, surrounded by lush greenery and buildings with red roofs.

Search Luxury Hotels in Caribbean Estates

  • 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 availability on Caribbean Estates Luxury Hotels

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul

Our top choices for Caribbean Estates luxury hotels

Outdoor pool, pool umbrellas, pool loungers

Strawberry Hill

Strawberry Hill
4.0 star property
Irish Town
9.2 out of 10, Wonderful, (169 reviews)
  • cleanliness
    Escape to a serene mountain retreat at this Irish town boutique hotel with colonial charm and luxury spa offerings.
The price is ₹31,753
₹38,198 total
includes taxes & fees
6 Jul - 7 Jul
Strawberry Hill
Exterior

ROK Hotel Kingston, Tapestry Collection by Hilton

ROK Hotel Kingston, Tapestry Collection by Hilton
4.0 star property
Kingston
8.8 out of 10, Excellent, (1,244 reviews)
The price is ₹16,559
₹20,415 total
includes taxes & fees
3 Jul - 4 Jul
ROK Hotel Kingston, Tapestry Collection by Hilton
Courtyard

Terra Nova, BW Premier Collection

Terra Nova, BW Premier Collection
4.0 star property
Half Way Tree
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Kingston resort offers luxury with 3 restaurants, outdoor pool, and hot tub near Devon House.
The price is ₹15,101
₹18,216 total
includes taxes & fees
4 Jul - 5 Jul
Terra Nova, BW Premier Collection
Family House, Garden View | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Phoenix Park Villas Portmore

Phoenix Park Villas Portmore
4.0 star property
Portmore
9.8 out of 10, Exceptional, (6 reviews)
The price is ₹15,293
₹30,267 total
includes taxes & fees
29 Jun - 30 Jun
Phoenix Park Villas Portmore
Lobby

AC Hotel by Marriott Kingston, Jamaica

AC Hotel by Marriott Kingston, Jamaica
4.5 star property
New Kingston
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Art deco elegance in Kingston with outdoor pool, luxury dining, and designer rooms.
The price is ₹23,190
₹29,133 total
includes taxes & fees
21 Jul - 22 Jul
AC Hotel by Marriott Kingston, Jamaica
Family House, 2 Bedrooms, Accessible, Garden View | 2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe

Casa Victoria Golf Retreat

Casa Victoria Golf Retreat
4.0 star property
Kingston
9.8 out of 10, Exceptional, (72 reviews)
The price is ₹12,884
₹22,935 total
includes taxes & fees
29 Jun - 30 Jun
Casa Victoria Golf Retreat
Outdoor pool

S Hotel Kingston

S Hotel Kingston
4.5 star property
New Kingston
9.4 out of 10, Exceptional, (1,701 reviews)
  • cleanliness
    Sophisticated luxury in Kingston delivers poolside bliss, spa indulgences, and gourmet dining just steps from cultural landmarks.
The price is ₹15,592
₹20,125 total
includes taxes & fees
3 Jul - 4 Jul
S Hotel Kingston
Outdoor pool

Millsborough B&B

Millsborough B&B
4.0 star property
Jack's Hill
10.0 out of 10, Exceptional, (19 reviews)
The price is ₹10,988
₹13,830 total
includes taxes & fees
28 Jun - 29 Jun
Millsborough B&B
2 bars/lounges, poolside bar

The Courtleigh Hotel and Suites

The Courtleigh Hotel and Suites
4.0 star property
New Kingston
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Luxury Jamaica retreat offers full-service spa treatments and poolside cocktails for elevated comfort.
The price is ₹15,346
₹19,177 total
includes taxes & fees
28 Jun - 29 Jun
The Courtleigh Hotel and Suites
50-inch LED TV with cable channels, TV

The Guest Apartments at Border Crossings

The Guest Apartments at Border Crossings
4.5 star property
Havendale
  • cleanliness
    Jamaican luxury hideaway with private patios offers full kitchens in each apartment.
The price is ₹9,774
₹19,359 total
includes taxes & fees
27 Jul - 28 Jul
The Guest Apartments at Border Crossings
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

Top Caribbean Estates Hotel Reviews

The Courtleigh Hotel and Suites

The Courtleigh Hotel and Suites

10/10 Excellent
"The breakfast buffet was delicious. Dishes were varied from day to day. The staff gave prompt, courteous attention to requests. I was particularly impressed by the generosity of hotel management in allowing business travelers to use their board room for small meetings for free if no company has booked it for the day. This is great service. Lunch and dinner dishes were also of excellent quality and variety. I will definitely stay here again and recommend this excellent hotel to friends and family. The location in New Kingston is also very convenient."
Maria Cecilia 6-night trip
Posted 7 hours ago
The Courtleigh Hotel and Suites

Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Caribbean Estates?
Use Expedia to arrange your flight to Kingston (KIN-Norman Manley Intl.) airport or Ocho Rios (OCJ-Ian Fleming Intl.) airport, and then choose from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a holiday, so we make it easy to find what you want to make your stay relaxing and comfortable. If you want an upscale hotel that has a spa, an indoor pool or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Caribbean Estates offers.
What's there to see and do in Caribbean Estates?
Enjoy all that Caribbean Estates has to offer when you visit Fort Clarence Beach, Hellshire Beach and Caymanas Golf and Country Club. If you have extra time while you're in the area, you might want to see National Gallery of Jamaica and Jamaica Conference Center.