Oceanfront Balcony Room King

This first-floor oceanfront room boasts a four-poster king-sized bed, writing de ...

Oceanfront Double Patio

First-floor oceanfront room in the Pineapple House designed by Ralph Lauren with ...

Grand Pineapple Villa Suite

Grand Pineapple Villa Suites offer the ultimate in luxurious living space, inclu ...

Master Villa Suite

The ultra-spacious Master Villa Suites offer a beautifully appointed and air-con ...

Deluxe Villa Suite

The sprawling Deluxe Villa Suites feature lovely open-air living areas and bedro ...

Luxury Villas

Luxury villas feature indoor/ outdoor island living at its best. Expansive open ...

Deluxe Villas

Deluxe Villas are three or four bedrooms in size, several of which are built int ...

The Classic Villas

These secluded and picturesque villas embody the resort’s original style of time ...

Two Bedroom Deluxe Villa with Pool

Two bedroom villa with private pool, approximately 2000 sf of space, featuring 2 ...

Three Bedroom Deluxe Villa

Deluxe Villas in Montego Bay are three or four bedrooms in size, several of whic ...

Three Bedroom Luxury Villa

Their Jamaican Luxury Villas are the most spacious and feature the highest quali ...

Villa Garden Room

The Villa Garden Rooms feature elegant island architecture and special touches s ...

Classic Villa Suite

In keeping with John Pringle’s original vision and authentic Round Hill style, t ...

Deluxe Villa Suite with Shared Pool

Spacious villa suite with 1,400 sf. of indoor and outdoor space in 2, 3, or 4-b ...

Six Bedroom Premium Luxury Villa with Pool #20

Four Bedroom Luxury Villa With Pool #28

Five Bedroom Luxury Villa with Private Pool

Located on the hill featuring five bedrooms –each with their own en suite bathro ...

Three Bedroom Classic

A secluded three bedroom villa with pool, this cottage is also away from it all ...

Ocean View King Room

These breezy, second-floor ocean view rooms feature a four-poster king-sized bed ...

Ocean View Double Room

These breezy, second-floor ocean view rooms feature a four-poster king-sized bed ...

Premium Luxury Villas

Highly regarded as some of the finest villas in Jamaica and the resort most exqu ...

Deluxe Suite with Shared Pool

One bedroom suite, with shared pool, ensuite bathrooms and private open aired li ...

Oceanfront Room

All 36 guestrooms boast unbelievable views of Round Hill's bay and underwater re ...

Junior Room

900 ft2 / 84 m2. Located within one of the uniquely-designed hillside villas, P ...

Three Bedroom Luxury Villa with Pool

Three Bedrooms with private pool, living space and ensuite bathrooms. These Vill ...

Ocean View Room

Designed by Ralph Lauren with clean and luxurious décor. Second-floor rooms in t ...

5-Bedroom Signature Villa

The Signature Villas at Round Hill offer guests their own private experience. Ea ...

Premium Oceanfront Balcony Room King

These rooms represent the most requested accommodations within Pineapple House a ...

Premium Ocean View King Room

These breezy, second-floor ocean view rooms feature a four-poster king-sized bed ...

Premium Ocean View Double Room

These breezy, second-floor ocean view rooms feature a four-poster king-sized bed ...

The One-Bedroom Suite

Located on the secluded hillside and surrounded by lushly landscaped foliage, th ...

Premium Oceanfront Balcony Room Double

This first-floor oceanfront room boasts two four-poster double beds, a writing d ...

Oceanfront Balcony Room Double

This first-floor oceanfront room boasts two four-poster double beds, a writing d ...

The Signature Villas

The custom Signature Villa strikes a perfect balance with modern and classic bea ...

The Estate Villa - 6 Bedrooms

Round Hill’s crown jewel embodies an unsurpassed hospitality experience for up t ...

5 Bedroom Signature Villa #14

The Signature Villas at Round Hill offer guests an exceptionally exclusive stay. ...