There are properties that make you feel like you’re coming home—then there’s Round Hill. Tucked into a lush cove just west of Montego Bay, this storied hideaway has long been the choice for travelers who seek privacy, pedigree, and a sense of timeless elegance. Originally a sugarcane plantation turned A-list enclave, Round Hill brings old-world Jamaican charm into modern focus, without ever feeling overdone.
Getting There
Round Hill is just a 25-minute scenic drive from Sangster International Airport (MBJ), with direct flights available from major U.S. cities including New York, Miami, Atlanta, Houston, and Charlotte. Airport transfers can be arranged seamlessly—your clients land, and within the hour, they’re in paradise.
Three Reasons to Love Round Hill
• The Villas
Private, standalone, and each uniquely decorated, Round Hill’s 27 villas offer up to six bedrooms and come with a dedicated staff that includes a housekeeper and cook. Breakfast is prepared each morning in-villa—eaten al fresco on the terrace, poolside, or still wrapped in a robe.
• A Storied Past, A Refined Present
Designed in part by Ralph Lauren, who still maintains a private residence here, the 36 oceanfront rooms in the Pineapple House feel like a throwback to a slower, more glamorous time—crisp white linens, open-air verandas, and nothing but sea between you and the horizon.
• Family, But Make It Elevated
Round Hill knows how to host multigenerational travelers. The resort offers a full kids’ program, spacious villas perfect for families traveling together, and curated experiences that speak to all ages—cooking classes, tennis clinics, and reef snorkeling, just steps from the beach.
Who It’s For
Round Hill draws in discerning travelers who value discretion, impeccable service, and authenticity. It’s a match for multigenerational families, couples seeking privacy, and loyal return guests who book the same villa year after year. Think: East Coast legacy families, European honeymooners, or the Hollywood crowd looking for somewhere unbranded and under-the-radar.
Why You Should Recommend It
Because Round Hill sells itself—once your clients experience it, they’ll ask you to rebook it next year. Commissionable villas, strong relationships with the trade, and a high repeat guest ratio make it an easy “yes” for your portfolio. And with current offers like the Family Villa Getaway, including added value for summer and fall stays, it’s the perfect moment to introduce Round Hill to a new generation of travelers.