OCEAN FRONT PRIVATE RESIDENCE AT KEAUHOU BAY WITH POOL & PRIVATE DOCK

Kailua, Hawaii
$3204 avg/night Minimum Stay 7 Nights
Bed 4

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 7 nights

Min Stay

Enjoy everything Hawaii has to offer in a very private three-acre estate on the shore of historic Keauhou Bay, six miles south of Kailua Kona on the Big Island of Hawaii. Called “Hale Kai” (house by the sea), you will be surrounded by lawns and lush tropical gardens with old-growth trees. The home was designed by noted architect Vladimir Ossipoff, and built in 1955 for State Sen. “Doc” Hill.

The main residence includes a spacious open air living room, a fullyequipped kitchen, office and a generous master suite. An outside lanai dining area seats 10 to 12 people. 30 coconut palms line the bay front. A private dock allows easy access into the warm bay waters with tropical fish and occasional turtles. A separate building (pool house”), fronts a beautiful tile swimming pool and contains a king-size bed and bath. An additional building in the garden area contains two separate bedrooms and baths, each with a queen-size bed and a single. 10 guests can be accommodated in the bedrooms. Each bedroom has air conditioning. The office also has two single beds, but no air conditioning. There are beds for 12 people in total.

A private tennis court is a primary attraction, along with a swimming pool. Paddle boards and kayaks can be arranged and launched directly from our dock. The 18-hole Kona Country Club golf course is open to the public and is a five minute drive away. Keauhou Bay is noted for the population of manta rays at its mouth. Dive boats pass our dock every evening taking people out to watch these beautiful creatures.

There is a full-time caretaker couple who live in home at the entrance to the property. They provide daily landscape pickup, safety and security. They have lived in Hawaii for many years and provide assistance for our guests. We have owned the property for 14 years and our family visits about 150 days a year, leaving 200 days available for guests. Most of our guests repeat their visits every year or two. There is an excellent grocery store, restaurants and shops about a half-mile away. If you want privacy, seclusion and a beautiful setting Hale Kai is a great solution. Most frequently our guests are multigenerational families.

Our property is not available for weddings or events. No commercial filming or photography allowed.

Hawaii State Transient Accommodation ID # TA-126-531-7888-01
General Excise Tax ID # GE-126-531-7888-01
Short-Term Vacation Rental (STVR) # 19-353909
NUC Number: N/A - Property is a Permitted STVR
Permitted STVR

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Fire Extinguisher First Aid Kit No Carbon Monoxide Detector (host Has Indicated There Is No Carbon Monoxide Detector Or Gas Appliances On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 4350 Sq Ft (404 Sq M)
  • KITCHEN

    Blender Coffee Grinder Dishwasher Electric Kettle Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Garden Outdoor Furniture Patio
  • POOL/SPA

    Massages Private Pool
  • BATHROOMS

    4 Bathrooms Hair Dryer Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Computer Monitor Desk Office Printer
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Boat On Site Golf Nearby Golfing On Site Horse Riding Nearby Jet Skiing Nearby Kayaking Nearby Surfing/body Boarding Nearby Swimming Nearby Tennis On Site Water Sports Equipment Whale Watching Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Games Stereo Table Tennis Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near The Ocean On The Waterfront
  • SERVICES AND CONVENIENCES

    Chef Concierge Services Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property Wheelchair Accessible

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • Melody T.

    Submitted Dec 12, 2025

    Stayed Nov 22, 2025

    The property was beautiful and afforded our family a memory filled Thanksgiving week from the ocean views, private dock, pool, tennis court, lush gardens and stunning sunsets. The caretakers were outstanding providing us with Aloha and the interesting history of this residence - Hale Kai.

  • Irene P.

    Submitted Aug 3, 2025

    Stayed Jul 26, 2025

    Beautiful location on the bay. Easy access for fishing and kayaking. Short drive to Kona and beaches. House is old but in good condition, mostly nets instead of walls. Garden and trees are beautiful.

  • Marguerite S.

    Submitted Jun 17, 2022

    Stayed Jun 6, 2022

    This home is beautiful and very well stocked. The grounds are lovely and peaceful. We loved being so close to the water and the beautiful dock for snorkeling and boat watching. It was very hard to leave the property to sight see because everything was just perfect at the house!

  • Steve N.

    Submitted Jun 6, 2022

    Stayed May 24, 2022

    This is the most amazing piece of property on Hawaii. The grounds are beautiful, when you think of a Hawaiian rainforest forest this is it, words can’t descrIbe it. You never need to leave the grounds to experience a Hawaiian vacation. The snorkeling is amazing, just as good if not better than all the areas we swam at, the ladder at the dock makes it easy in and out. The pool as well as all the houses are gorgeous. Everything you could ever need is there. I have stayed in homes on Hawaii and the other islands and this is as good as it gets. The entire staff and owner make sure your stay is perfect. I could go on forever, bottom line is, you will not be disappointed in your stay.

  • Robert T.

    Submitted Dec 3, 2021

    Stayed Nov 21, 2021

    This is a unique property with 270 degree water views, dock access into a bay/harbor (your snorkeling here is as good as any boat trip). With the pool, tennis court and ping pong on site, we didn’t need to leave (except for those wanting helicopter sight-seeing, etc.). It is a very well-appointed 1950s property that has been updated. Three acres of beautiful trees and flowers come with lizards and palmetto bugs, but this is to be expected. The hammock, plenty of outdoor seating for enjoying nature, the bay, and fabulous sunsets. We had a great thanksgiving feast with the fridge, freezer and cooking facilities more than sufficient for our large (dinner for 12) group. An on-site caretaker and attentive local support made our stay very easy.

  • Lawney F.

    Submitted Mar 31, 2021

    Stayed Mar 19, 2021

    I don't know that I've ever vacationed at a more beautiful oceanfront property. The ocean and bay views, sunsets and lush landscaping at Hale Kai make it a true paradise. Direct access to the bay & ocean via your own private dock for snorkeling, kayaking and paddle boarding is also a huge plus. It is a spacious, calming and magical property. The building layout is in a resort style with mostly separate buildings for each of the 4 (+) bedrooms. The kitchen and living area are also separated from direct access to any of the bedrooms. At first, this seemed a little odd, but after a couple nights it made perfect sense. If they choose to, everyone can have their own privacy and operate to their own schedule without disturbing others. The structures and fixtures could use a little TLC and/or upgrading here and there, and a common bathroom would be great, but everything is functional and there is a comfortable and traditional charm to the interior spaces across the board. Ben, the caretaker, was great and super responsive in addressing any minor issues or questions that we had during our 9-day visit. I can assure you that we will be back with more of our family members for a future visit ... this is one of the most beautiful and relaxing vacation venues imaginable.

  • Thomas C.

    Submitted Mar 24, 2020

    Stayed Feb 20, 2020

    We loved the big garden, with all the diffrent kinds of fruits in it. We loved the direct sea access. We loved the turtles and the mantas. Surrounding nice and green.

  • Pascal A.

    Submitted Feb 28, 2018

    Stayed Feb 18, 2018

    We were two families with 5 children in total from 9 to 14 yo. Everyone, adult and kid, was so happy to spend this time in Hale Kai, we didn't want to go out to visit the rest of the island. The garden and all the facilities are high standard. We enjoyed the sunsets, the pool, the tennis court and the hamac. Just 2 points could be improved. Firstly, the kitchen that is old school and the ocean access not very safe. The kitchen has not been upgraded for a while. The pantries, the range and the dishwasher could be changed. Moreover there were just enough set tables for the 9 people. The ocean access is very beautiful but not so convenient. One kid stepped on a sea urchin the first day and one adult who went to swim was stopped by someone on a canoe who told him it was not safe to swim in the bay because of the boat trafic. Except those 2 points, we were so happy to take advantage of that precious house, we would like to come back. We really spent heavenly vacations in that paradise. If you can offer that house, do it!

  • Sandra C.

    Submitted Oct 1, 2017

    Stayed Dec 31, 1969

    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!

  • Stacy B.

    Submitted Sep 13, 2017

    Stayed Aug 28, 2017

    FIRST TIME IN HAWAII AND WE COULDN'T HAVE ASKED FOR ANY PLACE MORE PERFECT TO STAY! WE HAD DAY TRIPS PLANNED AND SOME MORNINGS WE DIDNT WANT TO LEAVE THE HOUSE. WE PLAN TO RETURN!!!

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Total

Includes taxes and fees
$3,204+
View details