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'Hale Kai' - Ocean Front Retreat - Private Tennis Court & Pool

Bedrooms 4
Space 4,350 sq. ft.
Property type house
Minimum Stay 5 - 10 nights


About the property

Gated Private Oceanfront Property

History abounds the 2.95-acres – you can feel the ‘mana,’ (power) present the moment you enter the property. Hale Kai is one of Hawaii’s best-kept secrets. It provides the epitome of privacy while being steps away from every modern activity available. You won’t believe the beauty until you see it, and even then, it’s hard to believe! This is simply Hawaii living at its best.

Hale Kai is a beautiful private and gated Historic Hawaiian Estate located on nearly 3 acres of rarely available oceanfront property (500 foot frontage) right in the heart of Historic Keauhou Bay on the Big Island of Hawaii.

This newly furnished and renovated residence includes a spacious open air living room, outside dining areas (seating for 12 to 14), fully equipped kitchen and office. All share a breathtaking view of the bay and open ocean. The main residence includes a large master suite, which boasts its own private entrance and views of the bay. Adding to the extravagance of the property is the ocean side emerald blue tiled pool complete with lanai, pool side decking and guest suite. Located just behind the pool house are two spacious and separate guest hales each with their own bath and private entry.

The tropical garden stretches all the way to the water's edge to the Estate's private dock, where guests can enter the calm waters of Keauhou Bay to snorkel and swim. Enjoy a top quality private tennis court nestled on the property. This was installed by California based John Saviano in 2014.

The property is fully furnished with resort amenities including: wi-fi, cable TV, BBQ, AC, security system, and ample parking. Resident caretaker on property in a separate cottage.

Not available for Weddings or Events.


1-4 guests. (Main house and pool house only). $1,300 per night or $8,400 per week

5-8 guests. (Includes two hales - additional $125 pp/night)

PEAK SEASON (December 1 - January 31) / Ironman

1-4 guests. (Main house and pool house only). $1,800 per night or $11,600 per week

5-8 guests. (Includes two hales - additional $125 pp/night)

HIGH SEASON (February 1 - April 30)

1-4 guests. (Main house and pool house only). $1,500 per night or $9,500 per week

5-8 guests. (Includes two hales - additional $125 pp/night)

Concierge Services: We are also able to coordinate a variety of additional services including, but not limited to, supplemental housekeeping services, kayak & paddle board rentals, pre-arrival grocery shopping, cater parties, a private chef, nanny service, private tennis lessons, on site massage, hula lessons, etc. Just ask and will make every effort to accommodate your request! (Additional fees for service apply).

TAT #W34724880-01

More Details


Kailua-Kona House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 4350 sq. ft.
House Rules:
  • Max. occupancy: 10
  • non smoking only
Location Type:
  • Oceanfront ...
  • Waterfront ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Garage ...
  • Hair Dryer
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven ...
  • Refrigerator ...
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 14 people
  • 4 Bathrooms
  • Master Bath - toilet , tub , shower , outdoor shower
    Kai Nalu Guest Bath - toilet , shower , outdoor shower
    Lei Hale Bath - toilet , shower
    Honu Hale Bath - toilet , shower
  • 4 Bedrooms, Sleeps 10
  • Office - 2 twin/ single , Can also be converter to a king (shares Master Bedroom bath)
    Lei Hale Suite #3 - 1 queen , 1 twin/ single
    Honu Hale Suite #4 - 1 queen , 1 twin/ single
    Kai Nalu Guest Suite #2 - 1 king
    Master Suite #1 - 1 king
  • Ideal for 4 couples and 4 children. Adding to the extravagance of the property is the ocean side emerald blue tiled pool complete with lanai, pool side decking and guest suite. Located just behind the pool house are two spacious and separate guest hales each with their own bath and private entry.
  • Books
  • DVD Player
  • Games
  • Music Library
  • Ping Pong Table
  • Satellite / Cable ...
  • Stereo
  • Television ...
  • Boat ...
  • Deck / Patio
  • Golf ...
  • Kayak / Canoe ...
  • Lanai / Gazebo ...
  • Lawn / Garden
  • Outdoor Grill
  • Tennis ...
  • Water Sports Gear ...
  • wheelchair accessible ...
Pool / Spa:
  • Private Pool
Onsite Services:
  • Concierge
  • Massage
  • Private Chef
  • Staff
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • horseback riding
  • luaus
  • paddle boating
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • paragliding
  • parasailing
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surfing
  • swimming
  • tennis
  • wind-surfing
Concierge services available through Pacific Breeze Property Concierge. We are focused on providing high-quality service, customer satisfaction and client confidentiality. Anything is possible - private Hula Lessons, child care services, spa treatments, errand running, private chef, additional housekeeping services or event planning. We do it all for you! Our team at is ready to satisfy your needs. We understand the value of your time and want you to worry about other important things like family and enjoying your time in Hawaii!


Wonderful! 4.9/5 -
(9 traveler reviews)

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'Hale Kai' - Ocean Front Retreat - Private Tennis Court & Pool
average rating of 4.888889 based on 9 reviews
Southern California

Paradise Found!

  • 5 of 5

How to begin? There is so much to say, and only so much space. Hale Kai is a clean, well-kept, historic property, designed in the 1950’s by renowned architect Vladimir Ossipoff, on a breathtakingly beautiful, almost 3 acre property right on Keauhou Bay. The design of the main house allows you to feel both inside and outside at the same time, taking advantage of the cool breezes off the bay to keep the main living area comfortable on all but the warmest days. Hale Kai embodies the spirit of old Hawaii, with an emphasis on comfort, privacy, and a deep connection to nature. Looking out at the bay, you can certainly imagine why John Wayne chose this spot to marry his third wife. The grounds are immaculately kept and make you feel as if you are living in a botanic garden. The property has an abundance of fruit trees, including delicious starfruit, bananas, and mangoes, some of which we had the privilege of sampling.

The arrangement of the rooms here allows for maximum privacy, with only the two guest hales sharing a wall. Each bedroom has its own very effective AC unit, which makes it very comfortable to sleep at night. There is a huge table on the lanai, perfect for our group to watch the sunset while eating dinner. In the mornings, we would have coffee there and watch the birds at the nearby feeders. As for activities, there is more than enough to do without ever leaving the property. You can swim, snorkel, or fish from the little dock on the property, explore the tide pools, swim in the pool, or play tennis. There are plenty of pool towels and the house is well stocked with everything you might want. I especially enjoyed the Hawaiian spa and bath amenities.

I must point out that the service we received from everyone associated with this property was impressive and impeccable. When they say concierge service, they mean it! Krista was our initial point of contact and a wealth of information about the area. Krista also helped us arrange for a private chef to stock the house in advance and to prepare the most incredible meal to share with our guests. Our chef was Shirley, an absolute gem, and the four-course meal she prepared was one of the highlights of our trip. Derrick is the caretaker, and lives in a house at the back of the property. He let us have our space, but it is so convenient having him there to answer questions, or to fix any minor problem you might encounter.

Krista, thank you and your staff for making our stay an amazing one!

  • Submitted: Oct 1, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
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Oodessa. Tx


  • 5 of 5


  • Submitted: Sep 13, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
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So much better than our already unrealistic expectations

  • 5 of 5

I stayed at Hale Kai with 9 family member, 6 adults/3 kids, and could not have been more pleased with the experience. The online photos are beautiful, and they don't come close to doing it justice.

The grounds are spectacular and the house was well appointed and comfortable. The layout of the property allows ample space for everyone to enjoy their own pursuit. At any given time, family members were playing tennis or ping pong or snorkeling or reading in a hammock. It provided a perfect balance of space and variety. Something for everyone and we rarely wanted to leave the property! I truly couldn't have loved this property more.

In addition to the physical property, the support provided during the booking process and while at the house was great. The onsite caretaker was invisible until you needed him, and then he was there in seconds.

I could come back to this property year after year and never get tired of it.

  • Submitted: Aug 22, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
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very large spacious property, lots of privacy and good for a big family

  • 4 of 5

Pool was enjoyed by the grand children and adults. Home is quaint and does show its age in certain areas, it is quite comfortable.

  • Submitted: Jun 17, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
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A Month at Hale Kai

  • 5 of 5

My wife and I took a one month vacation for the first time in our lives, and couldn't have made a better choice than to stay at Hale Kai. We have vacationed in Kona 5 or 6 times previously, so we had seen most of the sights. With the beautiful surroundings of Hale Kai, we had little motivation to go anywhere else. I played tennis every day, making many new friends. We swam in the pool, snorkeled off the dock, and just RELAXED -- for an entire month. What a treat.

  • Submitted: Feb 22, 2017
  • Stayed: January 2017
  • Source: VRBO, from HomeAway
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It truly couldn't be more magnificent

  • 5 of 5

Words can't describe the endless beauty this magical property offers. I won't go to the islands again without staying at Hale Kai

  • Submitted: Jun 22, 2016
  • Stayed: June 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thank you so much for taking the time to share your experience at our Hale Kai Oceanfront Retreat! We look forward to your return visit.
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Property Manager

Krista Gonsales
Member since: 2014
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
February 24, 2018

About Krista Gonsales

This unique property was purchased in December 2013 by a California family who have renovated and furnished the estate and are unable to move here at this time, however enjoy it as often as possible! It is therefore available for short-term vacation rental for a maximum of 10 guests per night. It is a non-smoking property. Availability is restricted and subject to owner’s specific approval.

Krista Gonsales purchased this house in 2013

Why Krista Gonsales chose Kailua-Kona

For over twenty years the current owners dreamed of being able to own this property. They would vacation in Keauhou and while enjoying the water sports and sailing think about what it would be like to live and enjoy this beautiful estate. Finally in 2013 their dream became a reality and they are able to share it with you for your special vacation.


Nearest Airport
13 Miles
Kona International Airport
Nearest Barpub
0.5 Miles
Sam Choy's Restaurant / Manta Bar (Sheraton)
Nearest Golf
0.5 Miles
Kona Country Club
Nearest Motorway
0.25 Miles
Alii Drive
Nearest Restaurant
0.5 Miles
Keauhou Shopping Center (Multiple Options)
Car: recommended

Keauhou Bay is a historic area in the Kona District of the Big Island of Hawaiʻi. The name comes from ke au hou which means 'the new era' in the Hawaiian Language. A short drive south of Historic Kailua Village, the Keauhou Resort area has emerged as one of Hawaii Island’s great cultural destinations. The area is bordered on the north coast by beautiful Kahaluu Bay with the famous Kona coffee country of Holualoa just up the slopes of Mount Hualalai.

Featuring the Sheraton Kona Resort & Spa at Keauhou Bay and the Outrigger Kanaloa at Kona, Keauhou Resort is an area blessed with sunny weather and perfect waters for snorkeling, scuba diving and kayaking. These idyllic conditions made it a favorite hideaway of Hawaiian royalty, and today the area boasts diligently restored heiau (temples), ancient fishponds and a wealth of historical sites. Interpretive centers throughout the resort weave together the area’s present and past, making a stay in Keauhou as enriching as it is relaxing.

At night, the Keauhou area attracts manta rays that feed on microscopic plankton near the shore. You can spot these manta rays in the shallow waters off the Sheraton Kona Resort & Spa at Keauhou Bay, which shoots out spotlights into the plankton filled waters nightly.




Additional information about rental rates

Refundable damage deposit $1,500
Cleaning Fee $500
Booking/Service Fee $295
Tax Rate 14.42%

*Ironman Bookings will be charged at Peak Season Rate.

Cleaning Fee - The $500 cleaning fee is based on occupancy up to four (4) people. The will be an additional charge of $125 per person in occupancy if there are more than four guests.

Rates are subject to change until reservation is confirmed. Cancellation Policy - Please contact the Property Manager. Completion of the Vacation Rental Agreement is required before reservation is considered complete. Each guest (over 18 years of age) is required to sign a "Hold Harmless" Agreement upon arrival.

Please contact the Property Manager for details regarding payment.
RATES ARE BASED ON 1 - 4 GUESTS (Main house and pool house only)
ADDITIONAL GUESTS: 5 - 8 GUESTS (Includes two hales at $125 pp/night) and can accommodate up to four children at $100 per person per night.

Manager's Cancellation Policy

Please ask the manager or check their rental agreement when booking the property.

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