Escape to Hilltop Paradise — a luxury oceanview villa in Jamaica featuring a rooftop infinity pool, serene suites, and peaceful island vibes. Perfect for birthdays, group getaways, retreats, and unforgettable Caribbean escapes.

Stay together without giving up your space! Hilltop Paradise is a private 8 suite villa in Boscobel, St. Mary, ideal for families, groups, couples, retreats, and celebrations. Enjoy Caribbean sea views, spacious gathering areas, three full kitchens, and a rooftop infinity pool with a bar. Our concierge team can also help connect you with transportation, chefs, excursions, grocery stocking, wellness services, and more.

Our team is available to help make your stay as smooth and comfortable as possible while still giving you plenty of privacy.

The owner/host lives onsite in a separate private suite and will not interact with guests unless assistance is needed or requested.

Guest Support: Available by phone or text 24/7.

Check-in: The host will meet you at the property for arrival and check-in.


Hilltop Paradise Jamaica is located in the exclusive Hills of Boscobel, St. Mary, offering breathtaking views and easy access to Jamaica’s most beautiful beaches, attractions, and dining destinations.

Top Local Dining:

Toscanini Restaurant – Italian-Caribbean fine dining

The Plantation Smokehouse – Vibrant grill and bar

Margaritaville Ocho Rios – Beachfront fun and cocktails

Shops & Essentials:

Local craft markets and grocery stores nearby

Ocho Rios shopping and dining district – 20 minutes away

Nearby Attractions:

James Bond Beach – 15 minutes

Prospect Plantation – 20 minutes

Dolphin Cove & Mystic Mountain – 30 minutes

Firefly Estate – 30 minutes


During your stay, you’ll have access to shared spaces throughout the villa, including:
- Rooftop infinity pool
- Rooftop bar and lounge area
- Multiple indoor and outdoor lounge spaces
- Zen relaxation area
- Designated outdoor smoking areas
These shared spaces are designed to give guests plenty of room to relax, gather, and enjoy the property throughout their stay.


Come together when you want. Retreat to your own space when you don't!

Accommodates up to 25 people comfortably, offering both group gathering spaces and private retreat areas for each guest.

8 Private Suites:

Euphoria - 2 bedroom/1 bathroom; both bedrooms have queen size beds with one bedroom has a additional full size bunk bed. Full kitchen, living room with a sleeper sofa, dining space, and laundry room
Eden - 1 queen size bedroom with garden views and an ensuite bathroom
Tranquility - 1 queen size bedroom with an ensuite bathroom
Peace - 1 queen size bedroom with an ensuite bathroom
Utopia - 1 queen size bedroom with an ensuite bathroom
Summit - 1 queen size bedroom with garden views and an ensuite bathroom
Dream - 1 queen size bedroom with sea views and an ensuite bathroom
Heaven - 1 queen size bedroom with garden views and an ensuite bathroom

All suites will include:
Air conditioning
Wi-Fi
Smart TV
Toiletries
Elevator access to all the floors

Common Areas:
Full kitchens on the first three floors
Coffee and tea stations
2 laundry areas
Zen space
Terraces with elevator access
Balcony with sea views

Rooftop:
Infinity Pool (depth of 5ft) with jets and color changing lights
Pool shower
Bar
Bathroom
Lounge chairs
Speakers for music

Approximate location: Hills of Boscobel, St. Mary, Jamaica

Travel Times:

Ian Fleming International Airport (OCJ): 10 minutes

Sangster International Airport (MBJ): 90 minutes

Norman Manley International Airport (KIN): 2 hours

Transportation Options:

Private shuttle service available (for purchase) for day trips, excursions, grocery store runs, etc.

Bus stops and taxis within walking distance


Airport Transportation: Roundtrip airport transportation for arrival and departure is included with your stay.

Pets: Pets are welcome with a $500 nonrefundable pet fee.

Smoking: Smoking is not permitted inside any suite or shared indoor space. Designated outdoor smoking areas are available.

Villa Highlights: Enjoy full access to the villa, including 8 private suites—seven 1 bedroom suites and one 2 bedroom suite, panoramic Caribbean Sea views, multiple balconies, and a rooftop infinity pool with a bar.

Celebrations & Gatherings: Family trips, group stays, birthdays, retreats, and other celebrations are welcome. Please contact us before booking if you plan to host a gathering or special event so we can confirm that the property is a good fit for your plans.