Kailua Shores Estate by Gather: Luxury w/ Pool, Spa, AC & Breathtaking Views

Stunning pool adjacent to the tennis house, ideal for cooling off after activities.
Pool House chef’s kitchen and bar with modern appliances and a breakfast counter seating 3.
Kitchen and dining space featuring modern appliances and an island with seating for 6.
Beach house fully equipped kitchen with natural light and views of the vibrant garden.
Main House outdoor Dining area with seating for six, offering a cozy setting for al fresco meals amidst tropical surroundings.
Don't miss out! Price and availability may change

House in Kailua, HI

18 guests · 8 bedrooms · 9 baths

Reasons to book

Top-tier experienceA high end property in this area
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Includes essentials and more

About this house rental

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.

Amenities at Kailua Shores Estate by Gather: Luxury w/ Pool, Spa, AC & Breathtaking Views

Family friendly

Map of Kailua, HI


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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Kailua Shores Estate by Gather: Luxury w/ Pool, Spa, AC & Breathtaking Views. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Kailua Shores Estate by Gather: Luxury w/ Pool, Spa, AC & Breathtaking Views pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Kailua Shores Estate by Gather: Luxury w/ Pool, Spa, AC & Breathtaking Views?

We found 1 amenities for this rental. This includes , and family friendly.


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