Entire home

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

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

Exterior
A rooftop pool area with lounge chairs, a hot tub, and tropical plants.
A family dining together in a well-lit room with a view of a pool and greenery outside.
A coastal town with a hillside of buildings, a marina with boats, and palm trees.
Property grounds

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms3 bathrooms172 sq m

Popular amenities

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

Explore the area

View in a map
St. John, Virgin Islands
  • Place, Great Cruz Bay
    ‪10 min walk‬
  • Place, Cruz Bay Beach
    ‪13 min walk‬
  • Place, Virgin Islands National Park
    ‪15 min walk‬
  • Airport, St. Thomas (STT-Cyril E. King)
    ‪57 min drive‬

Room options

Similar properties

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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 neighboring 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
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 maximizing your stay
Event space ideal for weddings, anniversaries, and family reunions
During your stay at this villa, you'll be within walking distance of Virgin Islands National Park. Enjoy features like a gym, 1 hot tub and laundry facilities. The villa includes amenities such as a kitchen and 2.5 bathrooms.
  • Air-conditioned villa with kitchen, washing machine and 2.5 bathrooms
  • Amenities include laundry facilities
  • On-site recreation includes a gym
  • Just a 4-minute drive from Virgin Islands National Park and 10 minutes from Cruz Bay Beach
Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool offers its guests a hot tub and a fitness centre. Pineapple Villa, Newly Refurbished with Backup Power & Private Dipping Pool also features barbecue grills and laundry facilities.

This St. John villa is smoke free.


Property amenities

Pool/Spa

  • Communal pool
  • Hot tub

Internet

  • Available in the villa: WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Refrigerator
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near a health/beauty spa

Things to do

  • Billiards/pool table
  • Gym
  • Ecotours nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Unit size: 1,854 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

Guest is required to sign rental agreement.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

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

Reviews

10

Exceptional

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

9.4/10

Cleanliness

Reviews

Verified

10/10 Excellent

Jill P.

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

10/10 Excellent

RENEE C.

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

10/10 Excellent

Stacy A.

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