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Luxurious Ocean View 4 Bdrm Home + endless pool, 5 minute walk to sandy beach

Bedrooms 4
Half Baths1
Property type house
Minimum Stay 5 - 10 nights


Half Baths
Minimum Stay
5 - 10 nights

About the property

Luxury, spacious, open concept, ocean side 4+ bedroom-high-end home

Pineapple Hale is located in a gated community on the ocean side of world famous Ali’i Drive in historic Kailua-Kona on the Big Island of Hawaii. This luxurious vacation home is 3200 square feet with an open floor plan, lots of natural light, high ceilings, and a relaxed living space with capacity for up to 10 guests in 4 bedrooms plus a media room with queen pull out couch. Perfect for family vacations. All bedrooms feature ensuite bathrooms with granite counters. Two of the bathrooms have separate walk-in shower and bath, plus double sinks.

The chef's kitchen is expansive and high end, with granite countertops, stainless steel appliances and two islands for plenty of counter space in which to prepare a gourmet meal for your family. The lanai is a private tropical oasis with a an Endless Pool, outdoor shower and contemporary outdoor furniture. Enjoy outdoor meals at the family size teak table with buffet side board.

The home has an Endless Pool and direct access to Ali'i Drive.

Welcome to our Hawaiian paradise...relax, unwind and prepare to create some amazing memories.

Please contact the Property Manager for availability.

More Details

Property Manager
Karen Hula
Member since: 2011
Speaks: english
Response time:
Within a day
Response rate:
Calendar last updated:
January 21, 2017

About Karen Hula

Pineapple Hale is owned by two families with a love of all things Kona.

Karen Hula purchased this house in 2010

Why Karen Hula chose Kona Coast

Pineapple Hale offers the ability to combine a relaxing vacation in paradise with unsurpassed opportunities for Big Island adventure.

What makes this house unique

The unique “pod” design of the home provides both privacy and social space, ideal for vacationing families.


Wonderful! 4.9/5 -
(16 traveler reviews)

Luxurious Ocean View 4 Bdrm Home + endless pool, 5 minute walk to sandy beach
average rating of 4.9375 based on 16 reviews


  • 5 of 5

Pineapple Hale provided our large family (11 total) a very comfortable and spacious setting to enjoy our week on the Big Island. The layout of the property accommodated our big family with plentiful sleeping quarters and shower/bathroom space. The beds were very comfortable. The kitchen and central living areas gave us everything we needed to cook large meals and eat as a family together. We never found ourselves missing something, as the owners have truly thought of everything. In particular, we are a very active family and the garage had everything from snorkel gear and body boards to cycling gear and coolers for our use. The bookshelves and counters had recommendations and travel brochures for just about everything you could want to do. The private beach behind the house is a spectacular mix of black lava and white corral. We were blessed with the opportunity to watch the Kailua fireworks show from the comfort of the house beach during our trip. It was amazing. The house made for an amazing family week.

  • Submitted: Aug 10, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
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Orange County, CA


  • 5 of 5

We could not have asked for a greater stay. It was perfectly suited for our family of six adults (parents and grandparents) and five grandkids. The house is furnished as if it is the owner's personal home and in no way did it feel like a rental. The layout is perfectly suited for social time in the open kitchen and family room, and the separation of bedrooms provides nice privacy between families at nighttime. The outdoor patio is beautiful and great for dinner or drinks.

Being in this gated enclave provided privacy and serenity - a truly phenomenal home.

  • Submitted: Jul 22, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
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Sydney Australia


  • 5 of 5

My family of 8 adults and 3 grandkids(ages 9 to 8 mths) stayed in this grandiose house for 5 nights and even after we moved to another island we have not stopped talking about the accommodation in absolute admiration. It is so configured to accommodate an extended family and suits ours to a T. The decor around the house is delightfully tasteful and the kitchen and dining utensils is perfectly equipped for a big group. The outdoor config is excellent for those who are outdoorsy and the pool was just the right size for the members of our group. I don't need coaxing to refer this property to friends and family in Sydney , specially a big group. Never had such luxury , comfort and convenience and at a very affordable price.

  • Submitted: Jun 5, 2016
  • Stayed: May 2016
  • Source: VRBO, from HomeAway
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This is the real thing!

  • 5 of 5

I have used VRBO many times in the past, however, this home is by far the most luxurious, best appointed home that we have ever had the pleasure to vacation in. It is a beautiful home, but more than that, it is equipped to handle a family -- the layout is perfect, the kitchen is made for a group who likes to cook together, and be together, yet walk a few steps to their own private oasis. The outdoor space is fabulous, the pictures do not do it justice. If you are looking for a space to spend time together this is it! It is well located and the sunsets are fabulous and just a quick walk away. Well located, but definitely need a vehicle to take full advantage of the beauty of the Big Island. We are very grateful to the owners for allowing us to share their beautiful property. Mahalo!

  • Submitted: Aug 24, 2015
  • Stayed: Jul 2015
  • Source: VRBO, from HomeAway
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Pictures don't do it justice! Gorgeous home! Great layout!

  • 5 of 5

This home was much more than we expected based on the pictures. This gorgeous space had a great lay out for a large party. Plenty of space to hang out alone or with your group. The pool was a nice 84 degrees and larger than expected. The kitchen was also a great lay out to have shared meals. There was snorkel gear as well as plenty of beach gear in the garage. Magic Sands Beach is a 1 minute drive away and a great snorkeling beach another 5 minute drive away.

We were also concerned about Hurricane Hilda that might hit as we were supposed to be landing in Kona. Our contact for the property gave us plenty of info on weather to ease our worries!

Overall, I would highly recommend this place to any family or group. My family and I had a great stay! Thank you!

  • Submitted: Aug 23, 2015
  • Stayed: Aug 2015
  • Source: VRBO, from HomeAway
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  • 5 of 5

Don't believe the pictures or description. It's so much better! It's a terrific house in a gated community with landscaping so nice you might want to sleep on the lawn. But don't. The bedrooms are so much more comfortable.

We took three generations of family, so there was a lot of cooking and communal time. We never felt cramped or confined. The kitchen is well equipped and there are enough inputs and outputs to satisfy any techno geek in your group.

The Pacific is just a short walk through the beautiful neighborhood and the beach is just a 10 minute jaunt down the main road. There are plenty of restaurants in Kailua, just a 10 minutes drive away.

Now I'll pay this property my highest accolade: We'd go back anytime!

  • Submitted: Jul 23, 2015
  • Stayed: Jun 2015
  • Source: VRBO, from HomeAway
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Historic Kailua-Kona is a vacationer's paradise with many tourist amenities. The area is also renowned as the home of Ironman Hawaii. The Big Island offers a diverse array of activities, from relaxing on beaches to hiking volcanoes to snorkelling with dolphins.


Rates & Availability

Kailua-Kona House Rental Rates

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
HIgh Season
Jan 5 2017 - Jan 31 2017
7 night minimum stay
Spring Break 2014
Mar 1 - Mar 30
7 night minimum stay
Peak Season-Ironman
Oct 3 - Oct 17
10 night minimum stay
My Standard Rate
5 night minimum stay

Additional information about rental rates

Rates reduced when:
Only main house rented (king bed): $400-$550 a night (depends on season)
Or, main house (king) with one or more of Gardenia suite (king), Plumeria (queen + twin) suite, or Heliconia (2 twins). Price varies according to number of bedrooms rented and season. Please inquire with owners about these scenarios.

Minimum 5 night rental
Deposit of three nights rental required upon booking-this becomes the damage deposit and is fully refundable
1st payment due 60 days from arrival
Final Payment due 30 days prior to arrival
Check-in is 3pm
Check-out is 10am

Manager's Cancellation Policy

Please ask the manager or check their rental agreement when booking the property.
Enter dates for accurate pricing
Available arrival
Available stay (no arrival)


Kailua-Kona House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Location Type:
  • Ocean View
  • Adventure
  • Family
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer
  • Free Long Distance ...
  • Garage ...
  • Hair Dryer
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking Off Street ...
  • Telephone
  • Towels Provided ...
  • Washing Machine
  • Wireless Internet
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Pantry Items ...
  • Refrigerator ...
  • Dining ...
  • Dining Room
  • seating for 10 people
  • 4 Bathrooms
  • 1 Half Bath
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
    Bathroom 4 -
  • 4.5
  • 4 Bedrooms, Sleeps 10
  • King size beds (2) Both master suites (Orchid, Gardenia) have King beds., Queen size Beds (1) Plumeria suite has queen bed + roll-in twin if required, Twin or Single Beds (2) Heliconia suite has two twin beds, Sleep Sofa or Futons (1) Media room has a queen pull-out sofa bed. Queen futon stored in closet.
  • DVD Player
  • Music Library ...
  • Satellite / Cable
  • Stereo
  • Television ...
  • Video Game Console ...
  • Balcony ...
  • Lanai / Gazebo ...
  • Outdoor Grill
  • children welcome
  • limited accessibility
  • non smoking only
  • pets not allowed
Pool / Spa:
  • Private Pool ...
  • jetted tub ...
  • botanical garden
  • churches
  • health/beauty spa
  • marina
  • museums
  • restaurants
  • ruins
Leisure Activities:
  • boating
  • luaus
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • golf
  • hiking
  • kayaking
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • surfing
  • swimming
  • tennis
Outdoor shower. Outdoor teak dining table seats 12. Beach chairs.

Learn more about this vacation rental at the manager's website:

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