Tucked away into a private peninsula along Jamaica’s enchanting north coast, Round Hill Resort whispers secrets of a timeless elegance that has long captivated those in search of true serenity and natural beauty. It's no wonder that the resort was chosen as the location for the 2025 Sports Illustrated Swimsuit Issue for the magazine's 60th anniversary. 

The location's beauty remains as mysterious as it is breathtaking. When you step into this historical icon of luxury and romance, you'll soon uncover why Round Hill, and Jamaica, is the ultimate escape into an idyllic world.

 

Aerial View of Round Hill

A Historic Haven of Luxury

Round Hill has a rich history as a destination that has long been a favorite for celebrities, dignitaries, and those seeking an exclusive and serene escape. Back in the golden age, stars and bon vivants spent their days lounging poolside or sunbathing on the crescent-shaped private beach, and their evenings dressed to the nines for cocktails, sumptuous dinners, and dancing to live music.

Round Hill Hotel in 1988

The beach at Round Hill in the 1980s

 

Private villas dot the hillside above the stunning beachfront. Round Hill is a beautiful fusion of historical charm and modern elegance, with architecture that evokes the island’s rich history while embracing the beauty of its natural surroundings. Designed by none other than Ralph Lauren, the resort’s signature style features open-air verandas, graceful arches, and soft, earthy hues that bring the breeziness of the grounds indoors. Every detail, from the soaring ceilings to the intricate woodwork, invites guests to experience both the grandeur of the past and the serenity of the present. a timeless sense of comfort and the essence of island living.

 

Veranda at Round Hill

 

Round Hill Infinity Pool

 

Before there was White Lotus...

Sports Illustrated first arrived at Round Hill for their 1955 swimsuit issue on 'America's Riviera'. Jamaica has longstanding status as an iconic destination and a playground for the fit and fabulous. During the 50s, frequent guests at Round Hill included members of the aristocracy and celebrities like Adele Astaire, Broadway and vaudeville star and sister of Fred Astaire. It was her villa, Number 25, that would later be visited by JFK. Other shareholders included Oscar Hammerstein and Noel Coward. More recently, Sir Paul McCartney, Ralph Lauren, and Prince Harry and Meghan have all stayed at the resort. Hollywood's love affair with Round Hill extended to the silver screen with the resort featured in several films, most notably How Stella Got Her Groove Back. That tradition continues today as Round Hill welcomes film stars, world leaders, and A-listers seeking the hotel's classic old-world hospitality and discretion.

 

 

SI Swimsuit 2025 on location

For the 2025 shoot, Round Hill pulled out all the stops to welcome the creative team and SI swimsuit models including Alix Earle, Ming Lee Simmonds, Asley Graham, Christen Goff, Gabby Thomas, and more. Jamaica’s natural beauty — from its pristine beaches and crystal-clear waters to lush mountains and vibrant flora - was an incredible setting. 

Ready for your own Jamaica getaway?

Jamaica truly offers the perfect blend of tranquility and adventure, always with gorgeous views. At Round Hill, your days are filled with lounging pool-side or along the stunning beachfront, strolling through the immaculately kept gardens, and dining on sumptuous food. Known for its culinary reputation, Round Hill hosts illustrious Michelin-starred Chefs for an extraordinary dining series. Featuring live-cooking demos, cocktail events, and multi-course feasts, ingredients are sourced from the on-site organic garden - truly luxurious.

But there's more. Private boat trips, spa treatments, live music, and authentic Jamaican experiences like visiting local markets or learning the history and customs of the surrounding communities, ensure your vacation is anything but cookie-cutter. If you're ready to experience barefoot island luxury for yourself, start chatting with our team of live agents for personalised advice. We can't wait to welcome you to Jamaica.

 

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