A Classic Caribbean Estate at Pineapple House
Welcome to Pineapple House, a distinguished private villa set high above Copperwood Ridge. With commanding 180-degree views of the Caribbean Sea, this exceptional estate combines timeless island architecture, refined interiors, and effortless access to world-class resort amenities. The championship golf course unfolds below, while the Great House, beach, spa, tennis courts, and fitness center are all just a short golf cart ride away.Designed as an elevated retreat for relaxed luxury, Pineapple House offers privacy, panoramic scenery, and attentive service in one of the Caribbean’s most exclusive settings.
Living Spaces
Inspired by the celebrated designer Oliver Messell, the villa reflects classic Caribbean elegance paired with modern comfort. Arched openings, Saltillo terracotta floors, and custom millwork define the interiors, while expansive windows and doors invite ocean breezes and natural light throughout.The main living areas flow seamlessly onto the terrace, creating an open, airy atmosphere ideal for entertaining, dining, or simply enjoying the ever-changing sea views.
Sleeping Accommodations | Up to 10 Guests
Pineapple House features five beautifully designed bedroom suites, each offering privacy, comfort, and outdoor access.• Four Primary Suites
Each suite includes a king bed, en-suite bathroom, custom cabinetry, and a private balcony or deck with sweeping ocean or garden views.
• Fifth Bedroom
Designed with flexibility in mind, this room offers convertible twin beds, making it ideal for children or additional guests.
• Accessible Suite
One primary suite is located on the lower level and is handicap accessible for added convenience.
All bedrooms are equipped with Smart TVs and internet access, ensuring comfort without sacrificing connectivity.
Indoor & Outdoor Living
- The villa’s expansive 2,500-square-foot terrace is the heart of the home, designed for true indoor-outdoor living.
- Covered and open-air dining and lounging areas
- Heated infinity-edge swimming pool overlooking the sea
- Outdoor bar and gazebo
- Lush English-style garden with waterfall features
- Whether enjoying a quiet morning coffee or hosting sunset cocktails, every outdoor space is thoughtfully positioned to capture the views and the breeze.
Service & Hospitality
An exceptional private staff is dedicated to ensuring a seamless and memorable stay.- Private chef
- Butler
- Housekeeper
- Laundress
- Gardener
Location & Resort Privileges
As a guest of Pineapple House, you enjoy full access to the amenities including:- Private beach and beach club
- Championship golf course
- Tennis courts and fitness center
- Spa and wellness facilities
- Historic Great House and dining venues
- Set in one of Jamaica’s most celebrated private resorts, Pineapple House offers the perfect balance of serenity, service, and recreation.
Pineapple House delivers an authentic yet elevated Caribbean experience, defined by breathtaking views, gracious architecture, and impeccable hospitality. From the moment you arrive, every detail invites you to relax, indulge, and savor island living at its finest.










