Jamaica, with its stunning beaches and vibrant culture, has long been a favored destination for travelers. While many may associate the island with lively resorts and bustling nightlife, Round Hill Hotel and Villas offers a serene oasis that pays homage to a rich history of luxury and service. As an esteemed hideaway, Round Hill peeled back layers of what I thought I knew about this Caribbean paradise, revealing a sophisticated blend of modern amenities and nostalgic charm.
Upon arriving in Jamaica, a short flight from Miami quickly transitions one into paradise. A tree-lined drive leads to the Round Hill Hotel, where the welcoming open-air lobby adorned with vintage black-and-white checkered tiles sets the scene. Just as enticing as the surroundings is the historical significance of the resort; it was founded in 1953 by Jamaican entrepreneur John Pringle on his former pineapple plantation. Round Hill immediately attracted the illustrious, welcoming Hollywood stars and influential personalities— a trend that continues today.
The Cocktail Bar, reminiscent of old Hollywood glamour, showcases photographs of iconic figures such as Pierce Brosnan and Paul McCartney, enriching the experience with tales of celebrity visits. Ralph Lauren, who owns a villa on the property, left an indelible mark on the hotel’s aesthetics, having designed both the Pineapple House guestrooms and common areas. His signature style is evident through the chic blend of navy cushions and white furnishings that create an understated elegance throughout the resort.
While many guests come seeking the nostalgia of past visits, the exceptional service is perhaps the most alluring aspect of Round Hill. The management touts a loyal clientele, with families returning year after year— some have even spent their vacations here for generations. Jeremy Zuber, the resort manager, affirms that the history and familial atmosphere play significant roles in making Round Hill unique.
Nestled within 110 acres of lush vegetation, the resort manages to uphold its charm amidst modern upgrades. The natural beauty complements the resort’s offerings, which now include Villa 14, a stunning addition featuring Caribbean-inspired decor and ideal spaces for large groups and families. With the guidance of renowned design teams, Villa 14 harmonizes contemporary style with the environment, integrating both bohemian and campaign elements.
At Round Hill, the accommodations vary widely, catering to couples searching for a romantic escape and families seeking adventure. Guests in Villa 14 benefit from dedicated staff, which includes a private kitchen crew and housekeeping, allowing for complete focus on relaxation. The guest services team is on hand via text, ready to fulfill requests from spa bookings to restaurant reservations.
The resort’s athletic offerings cater to fitness enthusiasts and leisure seekers alike. Renowned for its tennis facilities, Round Hill recently introduced new features including monthly clinics led by esteemed tennis professionals. The addition of illuminated pickleball courts confirms the resort’s commitment to providing diverse recreational opportunities, ensuring guests remain active during their stay.
Dining at Round Hill is another highlight worthy of celebration. With two oceanfront restaurants, guests can relish Jamaican classics such as jerk chicken and curry goat while also enjoying international staples like lobster rolls and vegetarian delights. Expanding its culinary repertoire, the resort has introduced a Michelin star series, elevating the gastronomic experience to new heights.
During a recent Thanksgiving weekend, I savored a fabulous culinary event featuring Michelin-starred chef Marcelo Fukuya. The three-night event showcased a remarkable blend of local Jamaican flavors with Asian influence, culminating in a five-course dinner beneath the stars. Each dish was meticulously crafted, highlighting seasonal ingredients and artistry— an experience that solidified Round Hill’s reputation for exquisite dining.
Round Hill Hotel and Villas serves as both a luxurious retreat and a gateway to Jamaica’s bounty of attractions. However, for those who prefer indulging in relaxation, the resort provides plenty of opportunities to simply unwind. From reading by the infinity pool to socializing with fellow guests, there’s an inherent magic in taking a step back from the world.
Whether it’s the allure of its storied past or the upscale amenities and culinary brilliance, Round Hill promises a serene escape that embraces the best of Jamaica’s allure. With its classic luxury and attentive service, this timeless destination beautifully captures the spirit of the Caribbean, ensuring that every guest leaves with cherished memories and a desire to return.