The Round Hill Hotel

# Ultimate Luxury

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  • The Round Hill Hotel, John Pringle Drive, Montego Bay, Jamaica
  • Price guide: $$$$$
  • Kid-friendly 
  • We loved: The beach's communal feel and touches of irreverence (submerged beach chairs, anyone?); the knock-out elegance of our villa, complete with three - count 'em - dining tables and a stunning outdoor living space; one of our all-time-favorite beach bars; the dress-code that makes dinner feel like more of an event; the cook (a service included in the villa price) who will stop by and prepare the breakfast of your choice.
  • Interior design kudos A Swank standout for Interior Design

The Round Hill Hotel & Villas in Jamaica is one of the Swank Guide’s top 10 hotels in Jamaica. As part of our best resorts in Jamaica series, come with us and experience this storied resort. Immerse yourself in the history and heartbeat of this sun-kissed island as you tread the path once graced by John F. Kennedy, Paul Newman, Grace Kelly, and Ralph Lauren, who all loved this Caribbean gem.

The best part? Round Hill is just 25 minutes away from Montego Bay Airport, so you won’t have to wait long to start enjoying your vacation. Plus, they’ve got different accommodation options from hotel rooms, to individual bungalows and palatial villas. Lose yourself in the allure of Round Hill’s luxurious rooms and private villas, each boasting its own distinct personality, yet all providing a front-row seat to the azure waters of the Caribbean Sea.

With the perfect blend of classic charm and modern comfort, these spacious rooms and villas ensure a stay that’s nothing short of dreamy. Enjoy Ralph Lauren-designed Oceanfront Rooms (he’s a part owner) that capture the essence of Caribbean living, or opt for the privacy of a complete villa with your own dedicated staff.

Experience old-school beachside dining at the Seaside Terrace, where every dish is a love letter to Jamaican cuisine. Whether you’re sipping on a handcrafted cocktail or relishing a fresh-off-the-boat seafood catch, each bite lives up to the hotel’s reputation.

We loved almost everything about this place, and we hope this video will show you everything you need to know to decide if this place is right for you.

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