The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Guests can also pay per day, for guests ages 16 and older, who stay for one to four days. This can be either prepaid or upon arrival at the Club. For children 12 years of age and younger, our Temporary Memberships are complimentary.
Please contact a Villa Specialist for exact pricing!
Little Hill is one of Tryall’s most elegant and exquisitely furnished villas, set on a five-acre hilltop with breathtaking Caribbean sea views. The immaculate gardens feature lush tropical landscaping and fruit trees, while a circular swimming pool sits at the heart of a charming veranda courtyard. It is also the only villa at Tryall with a private tennis court.
Designed 1959 by renowned architect Robert Hartley, Little Hill embodies the classic West Indies style. It is built around a 30-foot-diameter pool with expansive covered terraces throughout. At 200 feet above sea level, the villa boasts spectacular 360-degree views of the ocean, tropical forests, and Tryall’s world-class golf course.
With solid mahogany doors and floors, this villa is perfect for entertaining. Its 100-foot-long terrace offers seating for 24 guests. Thanks to its elevated position, it enjoys refreshing ocean breezes year-round. Every detail has been considered, from fine linens and china to thoughtfully curated furnishings.
All five bedrooms feature en-suite bathrooms, ample closet space, and safes. The primary suite and bathroom are wheelchair-accessible. Each bedroom has a flat-screen TV, air conditioning, and ceiling fans, while Wi-Fi is available throughout the villa.
Little Hill’s grand entrance opens into a two-level foyer with an 18th-century cut stone floor. The cathedral-ceiling living room, stylish bar, and card room lead to expansive terraces on both sides—ideal for outdoor relaxation and entertaining.
Your dedicated staff includes a chef, butler, housekeeper, laundress, and two gardeners, ensuring an unforgettable stay. Guests enjoy two complimentary golf carts for easy access to all Tryall Club amenities.
GET A FREE QUOTE
One of our villa experts will contact you to help you plan your unique villa experience.
* Villa rates and exchange rates are subject to change without notice and are not confirmed until reservations are booked and paid in full.
Book between 2025-05-05 and 2025-07-31 for travel from 2025-05-05 to 2025-11-01
Book your stay at this villa for 4 nights and only pay for 3 nights.
Applicable to new bookings only. | Contact a villa specialist for more information.
* Villa rates and exchange rates are subject to change without notice and are not confirmed until reservations are booked and paid in full.
• Holidays may be charged at a premium rate. Please inquire with your Villa Specialist.
• Staff gratuity - 10% (high season) to 15% (low season) of villa rental rate is to be paid to the head of house in Jamaican or US Dollars at the end of the stay.
$5,000 Flat
Refundable
10.00%
7.50%