Round Hill

A timeless luxury resort in Montego Bay, Jamaica, combining colonial-style elegance with modern comfort. Featuring private villas and oceanfront rooms, it’s known for exceptional service, lush gardens, and Ralph Lauren design.

The Highs

Maybe the quintessential Caribbean hotel
Beach chairs finally learn to swim
Live bands that resist Celine Dion covers
Amazing stylish villas and more affordable, charming, hotels rooms

Stuff You Should Know

That $2,000 nightly villa rate? Less shocking after your personal chef serves breakfast. The Pineapple House rooms start at a mere $800 (at peak times) – practically economy class for this crowd. Aircraft occasionally remind you of civilization’s proximity, but the Ralph Lauren-designed everything helps you ignore them.

The beach is intimate enough to make small talk optional but inevitable. Pro tip: That dress code you’re tempted to rebel against? Surrender. It turns out enforced sophistication has its charms, especially after sunset cocktails.

Swimming Pool

Gym

Spa

Bicycles Available

Wi-Fi

Family Friendly

Pet Friendly

Electric Car Charging

Beach Access

Hiking Trails

Accessible

Sustainable

Adults Only

Age Restriction 16+

Age Restriction

Rates At-A-Glance

$400/night .

Rewards/Points Programs

None

Swank Guide Extras

Fancy the VIP treatment? Book with us, and we’ll make it happen. Early check-in, late check-out? Sorted. Free breakfast? Of course. F+B voucher? We’ll work on it. Room upgrade? Probably.

It’s all about who you know, and with our FORA partnership, you’re always in the inner circle. We’ll confirm what perks we’ve arranged before you ever pay.

Planes, Trains + TukTuks

Twenty minutes from airport chaos but worlds away from it.

Rate advice Approximate rates by room type and season

Low Season
High Season
Shoulder Season

Most basic room

(Oceanfront Room)

$400/night

$600/night

$500/night

Mid-priced room

(Two-Bedroom Villa)

$1500/night

$2200/night

$1800/night

Most expensive room

(Luxury Villa)

$3000/night

$5000/night

$4000/night

Rates are approximate and for guidance only. To get prices for your trip dates, book with us.

Amenities In our room

Air Conditioning

Coffee Machine

Microwave

Mini-Bar

Room Service

Top-Scoring Pillows*

TV

*Top-scoring pillows are pillows we've rated 8 (or higher) out of 10 for comfort.

Food + Drink On-site surprises

From Breakfast Chefs to Beach Bar Philosophers

Villa life comes with a personal chef who makes breakfast whenever your hangover permits. Not so in the hotel-type rooms, but you’ll be fine, we promise. Two restaurants span the formality spectrum: one where collars aren’t optional (but that’s only dinner), another where sand between toes is part of the seasoning. The beach bar achieves that rare balance of being both sophisticated and fun – like your coolest friend who somehow got into Harvard. Live music eschews resort clichés for actual talent, and the dance floor fills as naturally as your wine glass empties. Afternoon tea serves tradition with ocean views, because this is still technically a British colony at heart.

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