Kailua Shores Estate by Gather: Luxury w/Pool, Spa, AC & Breathtaking Views | House in Kailua
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Kailua Shores Estate: Expansive Estate w/Pool, Spa, AC & Breathtaking Views
Welcome to Kailua Shores Estate, one of the most spacious and secluded vacation rentals on the stunning island of Oahu. This extraordinary estate offers a remarkable beachfront location along with all the luxuries of a high-end resort, making it the perfect setting for family reunions, an unforgettable getaway with friends, or a romantic Hawaiian wedding.
The estate comprises four beautifully updated homes, nestled within expansive grounds featuring a refreshing pool, relaxing hot tub, and an indoor-outdoor chef's kitchen complete with a bar area and BBQ facilities, all surrounded by lush lawns, tropical flora, and a serene lily pond. Enhance your stay by making use of the private USTA approved tennis court, equipped with a practice wall and Spinshot Plus tennis ball launcher, as well as the basketball and pickleball courts.
Imagine treating Kailua Shores Estate as your own personal resort, where you can spend blissful days relaxing in the gorgeous outdoor spaces that front Kalama Beach Park. The estate boasts a rich history, having once been a favored retreat for the royals of Oahu and frequented by celebrities like the Beatles during their visit in the 1960s.
Each of the four air-conditioned homes within Kailua Shores Estate features bright and airy living and dining areas, fully equipped kitchens, soaring ceilings, expansive windows showcasing breathtaking views, and glass doors that lead out to charming lanais. The interiors are thoughtfully designed with elegant contemporary furnishings that reflect the island's allure.
For your comfort and privacy, each bedroom is fitted with a Cal King bed and an en-suite full bath. The accommodations consist of a two-bedroom Main House which includes a convertible den with a King sofa sleeper, a two-bedroom Tennis House, a three-bedroom Beach House, and an intimate one-bedroom Pool House—ideal for a honeymoon escape.
Just a quick two-minute drive will take you to Kailua Beach or the vibrant dining and shopping scene in Kailua. Golf enthusiasts in your party will be delighted to find three courses within seven miles. For those seeking a lively afternoon of cocktails by the shore or a night out, the iconic Waikiki Beach and downtown Honolulu are just a short drive away.
This exclusive property is available solely to the renter for a continuous 30-day period, ensuring complete privacy throughout your stay. Rates are based on this 30-day rental duration. Please make inquiries for more details.
TA-098-284-1344-01
Where to Stay in Kailua: Discover Kailua Shores Estate
If you’re wondering where to stay in Kailua, consider the stunning Kailua Shores Estate, one of the largest and most private vacation rental residences on Oahu. This luxurious estate features four beautifully remodeled homes set across expansive grounds that boast breathtaking views and an array of top-notch amenities. Nestled beachfront on land once enjoyed by Hawaiian royalty, Kailua Shores Estate is steeped in history, having hosted stars like the Beatles during their heyday. With its upscale yet comfortable atmosphere, this property is perfect for family reunions, intimate weddings, or vacations with friends, providing a true sense of paradise.
Your days can be spent exploring the best of what Kailua has to offer, with Kailua Beach just a two-minute drive away, where you can bask in the sun or enjoy water sports. Treat yourself to delicious restaurants and boutique shopping options in the heart of Kailua. For golf enthusiasts, three renowned courses are located within seven miles. Don’t miss the vibrant nightlife of nearby Waikiki Beach and Honolulu, easily accessible for cocktails or evening entertainment. With your own private USTA-approved tennis court, basketball and pickleball courts, and a poolside bar at the estate, you might find it hard to leave your luxurious retreat.

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Amenities
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 $5,865 per night with includes Kitchen, Pool, Sports/Activities, Hot Tub, Internet, Private Pool, Barbecue/Outdoor Cooking, Air Conditioner, Parking, TV, View, Ocean View, Oceanfront, Laundry, Balcony/Terrace, Security/Safety, Wellness Facilities, Child Friendly with all amenities included. HawaiiVillas pairs each traveler with their ideal accommodation, whether traveling with a group, family, friends, or pets.
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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