Pineapple Villa with Whirlpool Spa that doubles as a Plunge Pool

Pineapple is a serene, enchanting, and comfortable villa that truly embodies the spirit of Caribbean hospitality. This property stands out with its expansive 1,261 square foot covered patio, the largest among two-bedroom units, extending seamlessly from the living area and kitchen. The patio offers both shaded comfort and sunny spots, perfect for morning coffee or evening relaxation under the stars. It features a whirpool spa that doubles as a plunge pool, ideal for warm days. The outdoor furniture includes four high-top Polywood Adirondack chairs, two lounge chairs, and a patio table for four, creating an idyllic setting for enjoying the lush, private landscaping and the authentic sounds of singing frogs at night, all with the comfort and safety of home.

Pineapple’s layout is thoughtfully designed to provide two primary bedroom suites - one on each end of the villa. Each bedroom has an en-suite bathroom, dedicated air conditioning unit, ample closet space with built-in shelving, and ocean view. One of the bathrooms offers the added luxury of a jacuzzi tub alongside a shower, and both feature double sinks for spacious convenience. The villa has been recently refreshed with new paint and a large TV in the living area. New furniture, including a sectional sofa with Nuvella fabric, two leather swivel/glider chairs, coffee tables and a new dining room set are coming soon.

The owners have thoughtfully decorated Pineapple with beautiful Caribbean artwork, including a watercolor mural of St. John in the living room, ensuring guests feel truly on vacation. High-end linens and pillows enhance the comfort, and the kitchen is well-appointed with new dishware and even a crockpot for convenient meal preparation.

Pineapple boasts a prime, central location on the property, just a short, level walk to the Sunset Terrace. For guests traveling in larger groups, Pineapple is conveniently situated near the neighboring villas of Agave, Papaya, Gardenia, and Twilight.

The name "Pineapple" itself is deeply symbolic, representing hospitality and welcome. Historically, this rare and exotic fruit was a luxury item, offered to guests as a gesture of warmth, friendship, and generosity, signifying wealth and a lavish welcome.

For local recommendations, the owner suggests High Tide for breakfast, Wednesday Jazz nights at Mongoose Junction, and highly recommends Denis Bay beach.

Guest Amenities of The Hills
Beach chairs, beach towels, and a cooler provided
Clubhouse Bar, open daily from 12:00–6:00 PM — featuring a pool table for relaxed entertainment
Enhanced fitness center with an elliptical, exercise bike, rowing machine, treadmill, lockers, and shower
Community villa pool overlooking Cruz Bay, offering 180° panoramic views and a shaded cabana
Concierge service to assist with transportation, entertainment, and making the most of your stay
Event space ideal for weddings, anniversaries, and family reunions