Kailua Shores Estate by Gather: Luxury w/Pool, Spa, AC & Breathtaking Views | House in Kailua
8 Bedroom House in Kailua
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.
Kailua Shores Estate by Gather: Luxury w/Pool, Spa, AC & Breathtaking Views is located in Kailua. Kailua Shores Estate by Gather: Luxury w/Pool, Spa, AC & Breathtaking Views provides accommodation, featuring Wellness Facilities, Hot Tub, Internet, among other amenities. This House features Wellness Facilities, Hot Tub, Internet, to make your stay a comfortable one.
Kailua Shores Estate by Gather: Luxury w/Pool, Spa, AC & Breathtaking Views has 8 Bedrooms , 9 Bathrooms, and max occupancy of 18 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Kailua has interesting places to visit. If you want to learn more about the House in Kailua, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Facility Overview
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Air conditioning
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9 bathrooms
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Hair dryer
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8 bedrooms
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Bed sheets provided
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Sofa bed
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Stovetop
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Refrigerator
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Microwave
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Cookware/dishes/utensils
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Coffee/tea maker
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Oven
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Toaster
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Dishwasher
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Laundry facilities
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Washing machine and dryer
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On the beach
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Car recommended
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Onsite parking
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No pets allowed
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Smoke-free property
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Cycling nearby
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Hiking/biking trails nearby
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Scuba diving nearby
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Golfing on site
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Hiking nearby
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Horse riding nearby
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Fishing nearby
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Tennis on site
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TV with cable/satellite service
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Unit size: 7500 sq ft (697 sq m)
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English
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Near a health or beauty spa
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Near the sea
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Children's toys
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Iron/ironing board
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Internet access
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Fenced yard
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Balcony
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Garden
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Barbecue grill
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Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
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Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
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Private pool
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Indoor pool
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Hot tub
Policies
FAQ's
Is this Kailua house pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Kailua house have a swimming pool?
Yes, this Kailua house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Kailua house?
Best-rates for the Kailua house starts from $4,547 per night with includes Air Conditioner, Pool, TV, View, Oceanfront, Wellness Facilities, Hot Tub, Internet, Laundry, Private Pool, Ocean View, Sports/Activities, Barbecue/Outdoor Cooking, Child Friendly, Kitchen, Parking, Balcony/Terrace, Security/Safety At SunSki Resorts, we pair every traveler with their perfect accommodation, complete with all necessary facilities. Whether you're traveling with a group, friends, family, or pets, we have the ideal rental for you.
Is Kailua house a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Kailua house wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Kailua house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Kailua house?
Based on the information reported by the owner or manager, the Kailua house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Kailua house?
Based on the information reported by the owner or manager, details for the cancellation policy for the Kailua house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
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