Pineapple New Hot Tub!

  • Villa in St. John
Private Hot Tub - property
Private Hot Tub
Living Area
Gourmet Kitchen and Dining
Master Bedroom with King Bed
2nd Bedroom with King Bed
Master Bathroom with Jacuzzi Tub
Master Bathroom
Master Closet
Exterior of Villa
Floor Plan
The Clubhouse
The Clubhouse Bistro
Community Pool
Sunset Terrace
Bistro Tables on the Terrace
Fitness Center
Fountain at Entrance
Gated Entrance
Hilltop Views of Cruz Bay and St Thomas!
Aerial View of Property
View of Property from Cruz Bay

Pineapple New Hot Tub!

Villa in St. John
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Check Out Select Date
Guests 1 Guest

Stay Information

  • From: $525 per night

Fee total includes a 5.5% processing fee which can be waived if paid by check.

Property Details

Perfect Honeymoon Get Away with private hot tub!
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.

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!

Sleeping Arrangements

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed



  • 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



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 60 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). 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. We have partnered with Nationwide Insurance Co to offer our guests travel protection against cancellations due to a variety of events, as well as medical, emergency evacuation coverage and other benefits. Please visit for additional information.

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 within 48 hours, a full refund less a 5% processing fee will be given.

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 are due 30/60/90 days prior to your arrival in accordance to your signed rental agreement.

Rate varies due to seasonality and holidays.

Please select your dates on our online booking calendar for an exact quote.

21 Guest Reviews

5 star


4 star


3 star


2 star


1 star


"Airbnb Review #824597916120647439 #188158"

by Review from Airbnb Guest #188158


View was gorgeous and we had a fabulous time.

"Airbnb Review #805811364055439495 #186530"

by Review from Airbnb Guest #186530


Beautiful and peaceful place to stay. Hope to stay again.

"Airbnb Review #692052912257801941 #166424"

by Review from Airbnb Guest #166424


Phenomenal villa for vacation. Beautiful, private and quiet. Central AC worked really well. We were allowed early check-in which was much appreciated. The neighborhood lost electricity for one morning and we were kept informed of the status by the property manager. Love the dipping pool. Overall an amazing place and would highly recommend.

"Loved It !"

by Larry P


Loved it. 2nd time staying at the Hills. Great views and great complex! Convenient to Cruz Bay!

"Loved it"

by Larry


Loved it. 2nd time staying at the Hills. Great views and great complex! Convenient to Cruz Bay!

"Love The Hills of St. John"

by Dawn


Love the Hills of St. John. Great views, friendly staff, the villa was large with good size bedrooms, clean and very comfortable. I hope to return soon.

"New Review"

by K C


Everything about our stay was perfect. The villa was even nicer than in the photos, the views were beautiful everywhere, and the staff was friendly and helpful. Common areas were nicely kept and functional and we never heard the other guests. We loved having cat visitors the whole trip! Would definitely stay here again.

"Everything about our stay was perfect"

by Kara


Everything about our stay was perfect. The villa was even nicer than in the photos, the views were beautiful everywhere, and the staff was friendly and helpful. Common areas were nicely kept and functional and we never heard the other guests. We loved having cat visitors the whole trip! Would definitely stay here again.

"Airbnb Review #613011765843173681 #149874"

by Review from Airbnb Guest #149874


Beautiful accommodations, close to town for restaurants and a short drive to the beach

"Absolutely breathtaking location"

by Mark


Absolutely breathtaking location, staff were phenomenal and very helpful Would come back in a heartbeat… made for a fantastic spring break

"Perfect Family Villas on StJ"

by Joann


We booked 3 villas for a family vacation and wedding in April 2022. The villas were beautiful, the staff were friendly and very helpful and the views of Cruz Bay,, STT and all the islands were EXCEPTIONAL! We had very high expectations based on the website pictures and our expectations were fully met. We gathered poolside to party, had family breakfasts, baby equipment as needed,, wedding photos, gym workouts and private relaxing time as needed. Short car or taxi ride into Cruz Bay for nightlife and family trips to gorgeous beaches. We all left hoping to return someday. Only suggestion would be for poolside bar/food service on Sunday. Thank you to all who made our stay so perfect!!

"Great Villas"



Great Villas! Exceptional service! Loved our time we spent in St. John!

"New Review"

by David R


We picked the Pineapple Villa for the two king beds. The view of the bay was perfect. Enjoyed the private dipping pool. Enjoyed watching the sunset from the patio every day.

by Cameron


Views clean views

"The Hills is an awesome place to stay..."

by The Clarks


The Hills is an awesome place to stay in St. John! Great views and sunsets! The villas are very spacious, clean and very nicely decorated with friendly employees! Great location and gated! They provide beach chairs, beach towels, cooler and more! We will be going back to stay again! The Clarks - Atlanta, Ga

by Ellen


Such an awesome stay. The place has everything you need, and is right by the town. Carrie was such an incredible host!

by Laura S


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!

by Larry L


“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.”

by Christina M


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.


by Becky W


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


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.

from $525 / night


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