Please Note: This property is strictly available for a 30-day minimum rental period due to County regulations. 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.
Prices start at $80,010/month and will not be pro-rated based on length of stay. Please inquire to get an accurate quote.
Welcome to Kailua Shores Estate, an expansive beachfront retreat offering unmatched privacy, luxury, and seclusion. Spanning four separate, newly remodeled homes set on lush, manicured grounds, this estate delivers a resort-like experience perfect for family reunions, an intimate Hawaiian wedding, or a getaway with friends. Enjoy the comforts of a private resort with amenities like a pool, hot tub, chef's kitchen, and tennis courts, all while being steps from the pristine sands of Kalama Beach Park.
What we love about Kailua Shores Estate:
* Private Beachfront Luxury: The estate’s location on land once favored by Hawaiian royalty offers direct access to Kalama Beach, with panoramic ocean views.
* Resort-Style Amenities: Spend your days lounging by the pool, relaxing in the hot tub, or enjoying the fully equipped chef’s kitchen, outdoor bar, and BBQ facilities.
* Versatile Outdoor Spaces: The property features a private USTA-approved tennis court, basketball and pickleball courts, and beautifully landscaped grounds complete with a tranquil lily pond.
* Spacious Accommodations: Four separate homes provide luxurious, private spaces for large groups, each with its own living, dining, and kitchen areas.
* Historical Significance: The original beach villa, once visited by Hollywood stars including The Beatles, adds a unique touch of nostalgia and exclusivity to your stay.
Inside, each home is thoughtfully designed with a spacious living area, modern kitchens equipped with high-end appliances, and elegant dining areas. The open-concept living spaces make it easy to gather for meals or relaxation while still enjoying individual privacy. The chef’s kitchen is the heart of the estate, designed for culinary enthusiasts with state-of-the-art appliances, ample prep space, and a seamless indoor-outdoor flow that allows for entertaining large groups.
The living rooms in each home are furnished with comfortable seating, flat-screen TVs, and large windows that fill the space with natural light. The dining areas are perfect for family meals, with ample seating and direct access to the lanai for al fresco dining. The kitchens are fully stocked with cookware, utensils, and appliances, making it easy to prepare anything from a quick breakfast to a gourmet dinner.
For ultimate comfort and privacy, each bedroom at Kailua Shores Estate features a Cal King bed, plush bedding, and an en-suite bathroom. The Main House includes two spacious bedrooms along with a convertible den that can serve as an extra sleeping area with a King sofa sleeper. The master suite in the Main House is a true retreat, featuring ocean views, direct lanai access, and a luxurious en-suite bath with a walk-in shower and double vanity. The Tennis House offers two equally comfortable bedrooms, while the Beach House includes three bedrooms designed to accommodate family members or friends. The Pool House, perfect for a honeymoon-style escape, offers a cozy yet luxurious setting with its own private living area, full kitchen, and en-suite bathroom.
Step outside to experience your private resort. The large swimming pool and hot tub are perfect for lazy afternoons under the Hawaiian sun. Challenge friends to a game of tennis, basketball, or pickleball on the estate’s professional-grade courts. The expansive lawns and tropical gardens provide ample space for both relaxation and celebration, with the sound of the ocean as your backdrop.
Beyond the estate, the charm of Kailua Town, with its boutique shops, excellent dining options, and famous Kailua Beach, is just a short drive away. For golf enthusiasts, several courses are within a few miles, offering yet another option for recreation during your stay.
Kailua Shores Estate provides the perfect combination of luxury, privacy, and the timeless beauty of the Hawaiian Islands. Book your stay today and make unforgettable memories in this idyllic beachfront setting.
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.
$2,350 — $13,514 / night
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For assistance call us at 888.628.4896
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Tax ID: TA-098-284-1344-01
Permit Number: TMK 430130050000
Kailua, Oahu, Hawaii
Vacation Rental
Estate
7500 sq ft. on 1 floor
Guests
18
Bedrooms
8
Bathrooms
9
Beds
8
Ocean Front
Pool
Hot Tub
8 Bedrooms
18 guests
Primary Bedroom
Bed: California King·
En-Suite Bath·
Air Conditioning·
Ocean View
Bedroom Two
Bed: California King·
En-Suite Bath·
Air Conditioning·
Ocean View
Bedroom Three
Bed: King Bed·
En-Suite Bath·
Air Conditioning·
Ocean View
Bedroom Four
Bed: California King·
En-Suite Bath·
Air Conditioning·
Ocean View
Bedroom Five
Bed: California King·
En-Suite Bath·
Air Conditioning·
Ocean View
Bedroom Six
Bed: California King·
En-Suite Bath·
Air Conditioning·
Ocean View
Bedroom Seven
Bed: King Bed·
En-Suite Bath·
Air Conditioning·
Ocean View
Bedroom Eight
Bed: King Bed·
En-Suite Bath·
Air Conditioning·
Ocean View
Amenities
Living Room
Sofa·
Additional Seating·
Ocean View·
TV
Kitchen
Center Island·
Fully Equipped Kitchen
Outdoor Living
Pool·
Additional Seating·
BBQ Grill·
Chaise Lounge w/Cushions·
Outdoor Dining Table·
Outdoor Kitchen·
Hot Tub·
Tennis Court·
Outdoor Shower
Home Amenities
Air Conditioning·
Beach Chairs·
Beach Towels·
Beach Umbrella·
Cooler·
Safe·
Oahu
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.
Joelle Resnick
Everything from start to finish was just perfect. The home and property were wonderful and everything that we had hoped it would be. If we needed anything, someone was always there to help, but if we wanted private family time that was always there too. Wonderful spot! Very special indeed!
Claudia
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.
Darla
I cannot say enough about this place. We loved it! From the moment we walked through the gate, we were greeted by expansive gardens, pool, pond, and a tennis court. The four homes layout was just perfect for our large family and the amenities were more than we needed. Everyone had privacy, yet plenty of gathering place by the pool and bar and gardens. The kids loved playing tennis, basketball, and the beach is right in the backyard. And what a perfect beach for the kids to play! Plenty of equipment and toys for everybody. This property has it all! Every bedroom is spacious and comfortable with its own bath, open living space, relaxing, nicely furnished. Always a nice breeze going through. We left totally re-energized, and wishing we had stayed a few more days. I look forward to planning another visit in a not too distant future.
Map
Attractions
Honolulu International Airport (HNL)
23.7 Miles
Nearest Airport
Kailua Beach
0.6 Mile
Beach
Kailua Town Center
0.9 Mile
Activities, Shopping & Restaurants
Ala Moana Center
13.3 Miles
Shopping Mall
Waikiki
15.3 Miles
Beach, Shopping & Restaurants
Honolulu Zoo
16.2 Miles
Zoo, Sightseeing, Adventure & Exploring
Diamond Head State Monument
16.8 Miles
State Park
Polynesian Cultural Center
28 Miles
Live Performance / Shows / Theatre