Pineapple Villa

Pineapple Villa
2 Bedrooms 2.5 Bathrooms Villa in St John

Property Details

Great Room Private Dipping Pool Gourmet Kitchen Master Bedroom Bedroom 2 Master Bath Master Bath Private Dipping Pool Pineapple Exterior Floor Plan The Clubhouse The Clubhouse Bistro Community Pool Sunset Terrace The Clubhouse Bistro Bistro Tables on the Terrace Fitness Center Fountain at Entrance Gated Entrance View from Cruz Bay of The Hills

Property Description

Perfect Honeymoon Get Away with private DIPPING POOL!
Stunning St. John villa with prime location near Cruz Bay and beaches, ocean views, modern furniture/appliances and more. Enjoy St. John luxury at it's finest.

Property Details

Pineapple Villa is a spacious 2 bedroom, 2.5 bathroom villa located at The Hills on St. John, U.S. Virgin Islands — a gated luxury condominium style villa community. Modern luxuries include
• Marble and wood finishings
• Spacious entertainment area
• Oversized windows to enjoy beautiful St. John and its surrounding waters
• Modern, spacious, fully equipped kitchen
• Marble ensuite baths with full body spray showers
• Beautifully appointed bedrooms

Guest Amenities of The Hills
• New Clubhouse restaurant and Caribbean cocktail bar — there’s even a pool table!
• Enhanced fitness center with an elliptical, exercise bike, rowing machine, treadmill, lockers and shower
• Community villa pool overlooking with 180° vista with shaded cabana
• Use of the Clubhouse for business meetings with comfortable seating and use of a monitor for presentations
• Concierge service to assist with transportation, entertainment, and enjoying your stay to the fullest
• Event space for hosting unforgettable weddings, anniversaries, family reunions

Nestled into the hillside above the bustling and eclectic harbor town of Cruz Bay, sits a modern-day vacationers’ oasis. A beacon welcoming you to the beautiful island of St. John — the perfect slice of island life called The Hills.

You’ll be greeted with panoramic views of neighboring islands and sapphire-blue waters surrounding St. John. The chirping of song birds and the wind dancing through the palms will instantly transport you miles away from ordinary, towards everything yet to be discovered.
Stroll from room to room surrounding yourself with modern luxury. Relax in the air conditioned comfort of your private home watching the ships traverse the waters, birds soaring overhead, and revel in a feeling of pure and utter relaxation as you think to yourself, “This is where I belong.”

Get in a quick workout at the fully equipped fitness room then cool off with a dip at the Clubhouse pool. In the evening, stay at The Hills for a cozy, casual dinner and enjoy a cocktail or a glass of wine at the Clubhouse. Feel like venturing out? Head down to Cruz Bay, where an amazing array of international cuisine awaits you. End your day with a cocktail on your private veranda basking in the memory of a day well spent.

Elevate your vacation experience. Set your compass and head for The Hills.

For a 3D virtual tour please copy and paste the following link into your browser:
Stay in a luxury vacation villa with ocean views, just 2 minutes from Cruz Bay shopping, dining and more and minutes from St. John 's stunning beaches. Perfect Honeymoon Get Away with private DIPPING POOL!
This property has
  • Bedroom #1: King Bed (1)
  • Bedroom #2: King Bed (1)

Availability & Booking Calendar


Property Location



  • Health Beauty Spa
  • Pool Table
  • Satellite / Cable
  • Television
  • Air Conditioning
  • Clothes Dryer
  • Fitness Room / Equipment
  • Hair Dryer
  • Internet - Hi Speed
  • Internet - Wifi
  • Iron and Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Cookware
  • Dining Area
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Refrigerator
  • Stove
  • Toaster
  • Boating
  • Eco Tourism
  • Paddle Boat
  • Shopping
  • Water Sports
  • Wildlife Viewing
  • Fitness Center
  • Ocean View
  • Deck/Patio
  • Gas Grill
  • Communal Pool
  • Deep Sea Fishing
  • Fishing
  • Hiking
  • Kayaking
  • Sailing
  • Scuba or Snorkeling
  • Snorkeling
  • Surfing
  • Swimming


Hotel Tax 2019 - 12.50%
Processing Fee - 5.00% - Tax Exempt
Security Deposit Pre-Auth - $500.00
Security Deposit - $500.00
Cancellation Policy
We are thrilled that you have chosen to stay with us! When you reserve one of our properties, it is not available to anyone else for your dates. Consequently, once you have confirmed your reservation, your deposit will be forfeited in the event of a cancellation for ANY REASON within 30 days of your reservation arrival date, unless we are able to re-rent the property for your reserved dates (the only exceptions being a hurricane or specific COVID-19 related reasons as explained below). In the event that we are able to re-rent the property for your reserved dates, your deposit will be refunded less a 20% administrative fee. We recommend that you purchase travel insurance to cover you against any unforeseen circumstances.

Exceptions to the cancellation policy:

Hurricane Exception: In the event of a named storm which is forecasted to pass less than 100 miles from St. John, a full refund less a 5% processing fee will be given.

COVID-19 Exceptions: If a member of your traveling party tests positive for COVID-19, if the USVI Government will not allow travel into the territory for your travel dates, or if the country / state that you are departing from / arriving home to will not allow travel due to COVID-19, the full amount of your rental rate can be used as a credit (with no penalty) against a booking for future dates (less than 12 months from the original travel dates).
Last updated 09/23/2021
Deposit Policy
Your deposit to hold your dates (the amount due at booking) will consist of 50% of the total price of your reservation, and the remaining 50% as well as the security deposit and a 12.5% Virgin Islands Room tax due 30 days prior to your arrival date.
Last updated 09/23/2021

Guest Reviews

Such an awesome stay. by Ellen 03/30/2017
Such an awesome stay. The place has everything you need, and is right by the town. Carrie was such an incredible host!
I highly recommend staying at Villa Milan. by Laura S 01/16/2017
I highly recommend staying at Villa Milan. It was even more beautiful than pictured and there is a stunning view of the sunset from the property. This was the perfect place to relax and unwind. The staff was wonderful. We will definitely return!
This is a beautiful property, located on a hill above Cruz Bay. by Larry L 12/05/2016
“This is a beautiful property, located on a hill above Cruz Bay. The property manager, Carrie, met us upon arrival and showed us to our villa. We had a very nice view of the bay and the spectacular sunsets. We highly recommend this property.”
Carrie was amazing! by Christina M 11/23/2016
Carrie was amazing! She completely took care of us, helped us set up reservations with a private boat, gave us her favorite taxi driver's information and was more like a travel agent than a host.
FANTASTIC! WONDERFUL! by Becky W 05/06/2016
Milan is the place to stay! We stayed for eight nights and we really enjoyed the property. The inside is decorated beautifully and just feels so luxurious. Nicole arranged our reservation and greeted us when we arrived. She went out of her way to make sure we had everything we needed. Everything you could want for they provide in the condo. We really appreciated having all the beach gear for us to use. We can't wait to return to St.John and stay at Milan. I would tell anyone they should book this place with Nicole.
Complete Oasis, Perfectly Perched over Cruz Bay! by LScaglione813 01/28/2016
The villa is the perfect getaway for the city dweller, a complete oasis. Perfectly perched over Cruz Bay, The property offers a magnificent view from every vantage point of the property whether you are relaxing at the pool or are looking for a more secluded rendez-vous on your own personal terrace or private hot tub. Even the gym is a "room with a view"! The villa Milan we stayed in was a two bedroom/ three bathroom with completely separate wings and a central living room, dining room and kitchen perfect for two couples or families. We were lucky enough to have the place all to ourselves. I cannot thank David and the property staff enough for being incredible hosts. This was my first trip to St. John and even though only an extended weekend, they helped plan out the perfect taste of the town and islands. We enjoyed being tucked away up on the hillside but just a short ride from the central part of town and the treasured beaches. Some of our favorite local spots were Morgan's Mango for some delicious local cuisine, Beach Bar where you can enjoy live music on the shore and the Banana Deck which has a killer pain killer and is good for a fresh caught lunch. But for perhaps the best pain killer of all, you have to step aboard the Kekoa Catamaran which thanks to the concierge team we were able to privately charter for the day for one of the most memorable experiences of my world travels so far.