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Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool

Photo gallery for Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool

Outdoor dining area with black metal table and chairs, stone tile floor, palm tree, and ocean views beyond tiled rooftops. - Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool (St. John)
Secluded patio with private hot tub and lush greenery - Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool (St. John)
Exterior view of the villa with cream stucco walls, tiled roof, black wrought-iron railings, and tropical landscaping. - Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool (St. John)
King bed with blue accent pillows flanked by dark wood nightstands and lamps in a bright bedroom. - Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool (St. John)
Outdoor dining area with black slatted table and chairs, decorative centerpiece, and tall white columns. - Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool (St. John)
Located close to Cruz Bay Beach, Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool provides laundry facilities, a gym and a hot tub. Stay connected with in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Ocean view
  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer

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About this property

Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool

  • Pineapple is a serene, welcoming villa that captures the spirit of Caribbean hospitality. Its expansive 1,261-square-foot covered patio—the largest among the two-bedroom units—
    extends seamlessly from the great room, offering both shaded comfort and sunny spaces for morning coffee or evening relaxation under the stars. A whirlpool spa doubles as a
    plunge pool on warm days, while plush outdoor furniture, Polywood Adirondack chairs, chaise lounges, and a patio dining set create an inviting place to enjoy the lush private
    landscaping and the nightly sounds of singing frogs, all with the comfort and security of home.

    Pineapple’s layout is thoughtfully designed to provide two primary bedroom suites—one on either side of the central great room. Each bedroom has an en-suite bathroom, a dedicated air-conditioning unit, ample closet space with built-in shelving, and ocean views. 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 refreshed with new paint, hardware, and designer furniture throughout, including new king beds with memory foam/hybrid mattresses. High-end linens and pillows enhance comfort, and the kitchen is well-appointed with new appliances, dishware and even a crockpot for convenient meal preparation. The villa is decorated with original local artwork to maintain a laid-back Caribbean beach vibe.

    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 welcome. Pineapple boasts a prime, central location on the property, just a short, level walk to the Sunset Terrace. For larger groups, Pineapple is conveniently situated near the neighbouring villas of Agave, Papaya, Gardenia, and Twilight. Local recommendations from the owner include Cruz Bay Landing for breakfast, La Tapa and Morgan’s Mango for dinner, Wednesday Jazz nights at Mongoose Junction, and Jumbie and Denis Bay Beaches.

    Guest Amenities of The Hills
    • Bathrooms are thoughtfully stocked with L’Occitane en Provence Jasmin Bergamote bath amenities
    • 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 centre 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 transport, entertainment, and making the most of your stay
    • Event space ideal for weddings, anniversaries, and family reunions

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About the area

St. John is home to this villa. Blackbeard's Castle is a notable landmark, and the area's natural beauty can be seen at Virgin Islands National Park and Cruz Bay Beach. Kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking/biking trails nearby. Visit our St. John travel guide
View more Villas in St. John
Map
St. John, Virgin Islands

What's nearby

  • A coastal town with buildings, a harbor filled with boats, and a mountainous backdrop.
    Cruz Bay Beach
    13 min walk - 1.2 km
  • A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.
    Virgin Islands National Park
    15 min walk - 1.3 km
  • Great Cruz Bay
    10 min walk - 0.9 km
  • Battery
    12 min walk - 1.1 km
  • St. John Spice
    13 min walk - 1.2 km

Getting around

  • St. Thomas (SPB-St. Thomas Seaplane Base)
    58 min drive

Restaurants

  • Maho Crossroads
    23 min drive
  • Shambles
    5 min drive
  • Trunk Bay Beach Bar
    15 min drive
  • Cruz Bay Landing
    4 min drive
  • Morgan's Mango
    4 min drive

Frequently asked questions

Does Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool have a pool?

Yes, this property has a pool.

Is Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool pet-friendly?

No, pets are not allowed at this property.

How much is parking at Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool?

On-site parking is available at the property.

What time is check-in at Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool?

Check-in begins at 3:00 PM.

What time is check-out at Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool?

Checkout is at 10:00 AM.

Where is Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool located?

Situated in St. John, this villa is within 1 mi (2 km) of Great Cruz Bay, Virgin Islands National Park, and Cruz Bay Beach. St. John Spice and Battery are also within 1 mile (2 km).

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Reviews

Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool Reviews

10

Exceptional

9.4

Cleanliness

9.4

Location
Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This villa is stunning. The view is perfection. The wifi was an issue the whole time which I understand is an island wide issue. It was diffiicult as I needed to work a bit each day. However, the property manager was very responsive us and very kind.We would definitley stay here again.
Stayed 4 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous villa

The villa was very spacious and clean! The views and sunsets are unbelievable! The beds are super comfy and the villa decorated so nice! We will be coming back with our entire family! They provided chairs- towels-cooler- snorkeling equipment! It was fantastic! The people staying at The Hills were so friendly and nice including the employees! We also loved that it is gated! We felt very safe. Thank you!
Stayed 5 nights in Dec 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Hills

We really enjoyed our stay at Pineapple Villa. Easy to get to and from town and a short drive to the north shore beaches
Stayed 7 nights in Jan 2020