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Villa Kailua Shores

Welcome to Kailua Shores, 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.

  • 8 Bedrooms
  • Sleeps 18
  • Located in Kailua, Oahu, Hawaii

  • Description

    Description

    What You’ll Love About Kailua Shores
    * 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.

    Reserve your dates at Kailua Shores and experience the rare blend of beachfront seclusion, historic charm, and modern luxury.

  • Amenities

    Amenities

    Beachfront

    Swimming Pool

    Tennis Court

    Jacuzzi

    BBQ

    WiFi

    Smart TV

    Cable TV

    Beach Chairs and Umbrellas

  • Staff

    Staff

    Staff Available on Request

  • Flights

    Flights

    Here at Luxury Villa Living, we help you to create the perfect package. We can source and organise scheduled and chartered flights upon your request.

  • The Extras

    The Extras

    The Luxury Villa Living difference!

    We offer personalised and complimentary concierge services with each booking to make things as easy and stress-free as possible. From car hire to special restaurant reservations and more specific requests, we create a bespoke experience that is specially tailored for you

  • Location

    Location

    Kailua, Oahu, Hawaii

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