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 Parking, Security/Safety, Child Friendly, among other amenities. This House features Parking, Security/Safety, Child Friendly, 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
Policies
Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip host has not indicated whether there is a smoke detector on the property onsite parties or group events are strictly prohibited property registration number ge-098-284-1344-01, 430130050000, ta-098-284-1344-01 special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation
