Kailua Shore Estate
Kailua Shores Estate is an extraordinary beachfront sanctuary where timeless Hawaiian elegance meets the comforts of a world-class resort. Tucked away along the white sands of Kailua Beach—once a cherished retreat for Hawaiian royalty—this sprawling private estate encompasses four beautifully remodeled homes set amid lush tropical landscaping. With a luxurious pool, bubbling hot tub, and private USTA tennis court complete with a spinshot launcher and practice wall, it’s the perfect setting for family reunions, serene getaways, or intimate destination weddings. Every element of the estate is designed with effortless luxury and versatility in mind. From the chef’s kitchen and open-air lanai spaces to en-suite bedrooms with Cal King beds across four separate residences, guests enjoy both togetherness and complete privacy. The historical charm of the original villa, which once welcomed legends like The Beatles, adds a touch of nostalgic glamour. Whether gathering by the lily pond, entertaining by the outdoor bar and BBQ, or soaking in views from the beachfront lawn, Kailua Shores Estate offers an unparalleled backdrop for relaxation, celebration, and lifelong memories.
Our promise
We've reviewed thousands of homes and approve only the best. Each one is professionally managed and vetted for comfort and style, raising the bar for every stay.
Amenities
Bedroom details
Location
Inside the destination
Neighborhood: Kailua Bay
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Reviews
KBE
Memories of Kailua Shores Estate will last a lifetime! The setting is hard to beat, and all separate villas are truly comfortable, spacious and offered a lot of privacy! The place was incredibly tidy and well maintained. The owners ensured we had everything and on top of that, they greeted us with the most bountiful “Aloha Welcome Basket” and exquisite flowers. Their generosity was felt throughout our entire stay. The estate was well stocked and prepared, plentiful toys and games to play.
Policies
Cancellation policy
Plans change, we get it.
Enjoy peace of mind when booking with KEY.co.
90% Refund: Receive a 90% refund when you cancel your reservation at least 46 days before check-in.
50% Refund: Receive a 50% refund when you cancel your reservation at least 31 days before check-in.
No Refund: Reservations canceled 45 days or less before check-in are not eligible for a refund.
Refunds subject to a 10% processing fee of the total.
Things you need to know
USTA-approved tennis court with practice wall and Spinshot Plus tennis ball launcher, basketball and pickleball court and equipment.
Beach equipment is available to rent for an additional fee.
An initial supply of soaps, cleaning supplies, paper goods and other necessities have been provided for your use. You will likely need to pick up additional supplies during your visit.
Linens and additional bedding are provided.
Kitchen is equipped with blender, coffee maker, dishes utensils, dishwasher, Espresso machine, freezer, kettle, oven, refrigerator, rice cooker, stove, and toaster.
Restrictions
- This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.
- The property will be made exclusively available to the renter for a full period of 30-days and no one else may occupy the property during that period. Rates based on a 30 day rental period. Please inquire.
- Guest’s rental charges are based on normal utility usage. We recommend turning off air conditioning when gone, and that all doors and windows are shut if the air conditioning is on. In the event that Guest’s usage results in unusually high charges, Guest agrees to pay for the additional charges beyond those deemed normal for the Property. A 4.5% Payment Processing Fee will be added to this charge. Stays of greater than 30 days may be subject to a utility cap.
- KEY is not responsible for mail or deliveries sent to the property before, during or after Guest stays.
- A full inventory of the house is taken. Please let us know ahead of time if something is broken or lost, it is very much appreciated.
- It is a tradition in Hawaii to remove your shoes before entering a home. Kindly remove shoes upon entering the home.
- Please do not move any furniture around to avoid damaging floors or furniture. Also, please use caution when eating or drinking near any furniture, upholstery, or bedding. Please do not put any wet clothes, bathing suits on the furniture or balcony and/or lanais rails. Interior furniture is to be used only inside. Moving furniture is discouraged. When moving dining chairs or bar stools, please be careful to avoid floor damage. Use lanai furniture on lanai only.
- Please shake out all of your towels and sandy clothes. Please rinse off by the outside shower.
- Beach towels have been provided for your enjoyment. Please do not use the regular towels for the beach use. Remember to shake off sand before bringing them into the house to put in the washing machine.
- Beach equipment may be available at the property for use during your stay. By using this equipment, the Guest agrees to follow all manufacturer instructions and safety guidelines and assumes all liability for any loss, damages, or injuries incurred while using it. Guests are also responsible for rinsing off and returning all equipment after each use.
- Washer and Dryer: Please use with care. Never put sandy towels or shoes in the machines. This can result in damaging the machine. Please make sure the lint trap is cleaned after each dry cycle.
- When leaving the home unattended, or during the night, please close and lock all windows and doors. Be cautious with your personal belongings at all times.
- Please clean up spills immediately. If on linens, pillows etc. – Please wash asap to avoid stains.
- Please remember that the ocean has a strong current and powerful surf. Swim at your own risk. Swimming at “pounders beach” is not recommended except for experienced surfers. Swimming at night is especially dangerous and should not be done by anyone.
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