Kailua Shores Estate 8 Bedroom
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Stunning pool adjacent to the tennis house, ideal for cooling off after activities.
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Formal living space in the beach house with cozy seating and panoramic ocean views.
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Dining area with a table that comfortably seats 6, featuring scenic views of the outdoors.
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Main House outdoor Dining area with seating for six, offering a cozy setting for al fresco meals amidst tropical surroundings.
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Pool House chef’s kitchen and bar with modern appliances and a breakfast counter seating 3.
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Beach house formal living area designed for relaxation and entertainment.
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Formal living area with elegant furnishings and views of the lush garden.
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Casual living area with comfortable seating, designed for unwinding and socializing.
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Den and living area, offering a cozy space for relaxation or entertainment.
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Tennis house dining area with seating for 6, ideal for enjoying meals with garden views.
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Kitchen and dining space featuring modern appliances and an island with seating for 6.
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Beach house fully equipped kitchen with natural light and views of the vibrant garden.
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Upstairs primary bedroom with a king-size bed and stunning ocean views.
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Downstairs guest bedroom with a cozy kingD-size bed and serene ambiance.
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Downstairs bathroom with a luxurious double vanity and walk-in shower.
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Beach house guest bedroom with a king-size bed and large windows for natural light and tropical views.
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Beach house spacious guest bedroom with a king-size bed, cozy seating, and garden vistas.
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Tennis house bedroom with a king-size bed and stylish decor, creating a restful retreat.
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Tennis house guest bedroom featuring a king-size bed, elegant furnishings, and tranquil ambiance.
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Pool house bedroom featuring a king-size bed and airy, coastal-inspired decor.
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Beach house with modern amenities with a double vanity, large mirror, and spa-like finishes.
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Pool House newly remodeled bathroom with a sleek walk-in shower and spa-like finishes.
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Main house outdoor lanai with spacious dining setup, ideal for al fresco gatherings under the stars.
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Open-air bar at the pool house surrounded by lush gardens, perfect for sipping cocktails and unwinding.
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Outdoor BBQ area with cozy seating for 4, overlooking the pool for alfresco dining.
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Sparkling pool surrounded by lush tropical landscaping, perfect for relaxation.
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Private Pool at Kailua Shores Estate surrounded by lush greenery, offering a tranquil retreat at Kailua Shores Estate.
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Relax by the sparkling pool surrounded by lush tropical greenery.
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Resort-style pool area with loungers and umbrellas for ultimate relaxation in the sun.
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Bright blue pool surrounded by palm trees and tropical gardens, offering a serene escape.
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Wander through lush gardens filled with exotic plants and serene seating areas.
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Stroll through enchanting grounds featuring a tranquil koi pond and tropical foliage.
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Outdoor lanai and open seating area, perfect for enjoying the island breeze.
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Beautifully landscaped pathways leading to serene and scenic areas of the estate.
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Spacious and inviting entrance surrounded by vibrant greenery.
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Experience the estate’s tranquil beauty during sunset with expansive views.
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Stunning nighttime ambiance around the private tennis court.
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Enjoy a match on the well-lit private tennis court, surrounded by tropical scenery.
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Comfortable seating by the private tennis court, perfect for a break between games.
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Play an evening match under the well-lit private tennis court.
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Shaded lounge chairs by the tennis court for spectators and post-game rest.
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Kailua Shores Estate - USTA approved private Tennis Court nestled within tropical foliage for an exclusive playing experience.
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Expansive manicured lawns leading to breathtaking ocean views, perfect for outdoor relaxation.
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Crystal-clear waters and soft sandy beaches just steps away.
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Open green spaces with meticulously maintained landscaping for relaxation or outdoor fun.
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A serene water lily blooming in the estate's peaceful garden pond.
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Fresh bananas growing in the lush gardens of the estate.
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Delicate tropical flowers adding beauty and fragrance to the estate grounds.
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Aerial view of the stunning estate, showcasing its luxurious layout and lush surroundings.
Welcome to Kailua Shores Estate 8 Bedroom, one of Oahu’s most private and storied beachfront estates. Set on land once cherished by Hawaiian royalty, this 7,500-square-foot retreat spans four newly remodeled homes along the white sands of Kailua Beach. Designed for gatherings yet offering serene corners of solitude, the estate is ideal for multi-generational families, milestone celebrations, or retreats that balance leisure with luxury.
What You’ll Love About Kailua Shores Estate 8 Bedroom
* Prime beachfront location with direct access to Kailua Beach
* Private pool, hot tub, and USTA-certified tennis court with ball launcher
* Four distinct homes, each with Cal King or King suites and ensuite baths
* Historic villa where celebrities like The Beatles once stayed
* Expansive tropical gardens with lily pond, BBQ areas, and open lanais
Living & Dining
Each of the four residences—Main House, Tennis House, Beach House, and Pool House—has its own style, blending airy island architecture with contemporary furnishings. Multiple living areas feature vaulted ceilings, walls of windows, and seating that frames views of the ocean, pool, or gardens. Formal and casual dining rooms, both indoor and out, provide settings for family-style meals or sunset dinners.
Chef-Ready Kitchen
The estate’s kitchens are fully equipped with high-end appliances, espresso machines, dishware, and essentials for large-scale entertaining. The Main House offers a chef’s kitchen with generous counter space and an island perfect for gathering while meals are prepared. Outdoors, a bar and BBQ area extend the culinary experience to al fresco evenings.
Outdoor Oasis
Surrounding the estate are manicured lawns, koi ponds, and tropical gardens filled with palms and flowering plants. The private pool and hot tub are bordered by cushioned loungers, while multiple lanais provide shaded retreats. Active guests will appreciate the professional tennis court with practice wall, basketball, and pickleball setup, as well as direct beach access for kayaking, paddleboarding, or barefoot walks along the sand.
Sleeping Quarters
* Primary Suite – Cal King bed, ensuite bath, lanai, AC, ocean view
* Guest Suite 2 – Cal King bed, ensuite bath, lanai, AC, ocean view
* Guest Suite 3 – King bed, ensuite bath, lanai, AC, ocean view
* Guest Suite 4 – Cal King bed, ensuite bath, lanai, AC, ocean view
* Guest Suite 5 – Cal King bed, ensuite bath, lanai, AC, ocean view
* Guest Suite 6 – Cal King bed, ensuite bath, lanai, AC, ocean view
* Guest Suite 7 – King bed, ensuite bath, lanai, AC, ocean view
* Guest Suite 8 – King bed, ensuite bath, lanai, AC, ocean view
* Guest Bathroom 9 – Full bathroom
Extras
* Central air conditioning
* High-speed Wi-Fi
* Washer and dryer
* Smart TVs and cable
* Luxury linens and extra pillows/blankets
* Beach gear (chairs, umbrellas, mats, boogie boards, coolers)
* Toys and family-friendly amenities
* Private parking and secure entry
* Event-friendly spaces for gatherings
Nearby
Kailua Beach is just outside your door, while the boutiques, cafés, and markets of Kailua Town are minutes away. Three golf courses are nearby, and for nightlife or fine dining, Waikiki and downtown Honolulu are within a short drive. Hiking, snorkeling, horseback riding, and cultural sites are also easily accessible.
Good to Know
* The property is offered exclusively as a 30-day rental. The full monthly rate applies regardless of length of stay, as prorated rates are not available. Please inquire for details.
* Tax ID: TA-098-284-1344-01
* TMK: 430130050000
Reserve your dates at Kailua Shores Estate 8 Bedroom and experience the rare blend of beachfront seclusion, historic charm, and modern luxury.
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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.
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!
Beautiful Beachfront Estate!
by Claudia past guestA slice of private paradise!
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Room | Beds | Amenities |
Primary Bedroom |
Cal King (1)
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AC, Beach View, Lanai, Ocean View, Ensuite Bathroom |
Guest Bedroom 2 |
Cal King (1)
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AC, Beach View, Lanai, Ocean View, Ensuite Bathroom |
Guest Bedroom 3 |
King (1)
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AC, Beach View, Lanai, Ocean View, Ensuite Bathroom |
Guest Bedroom 4 |
Cal King (1)
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AC, Beach View, Lanai, Ocean View, Ensuite Bathroom |
Guest Bedroom 5 |
Cal King (1)
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AC, Beach View, Lanai, Ocean View, Ensuite Bathroom |
Guest Bedroom 6 |
Cal King (1)
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AC, Beach View, Lanai, Ocean View, Ensuite Bathroom |
Guest Bedroom 7 |
King (1)
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AC, Beach View, Lanai, Ocean View, Ensuite Bathroom |
Guest Bedroom 8 |
King (1)
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AC, Beach View, Lanai, Ocean View, Ensuite Bathroom |
Primary Ensuite | ||
Guest Bedroom 2 Ensuite | ||
Guest Bedroom 3 Ensuite | ||
Guest Bedroom 4 Ensuite | ||
Guest Bedroom 5 Ensuite | ||
Guest Bedroom 6 Ensuite | ||
Guest Bedroom 7 Ensuite | ||
Guest Bedroom 8 Ensuite | ||
Guest Bathroom 9 |