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
Luxury Beachfront Estate in Kailua with Private Pool, Tennis Court and Direct Beach Access
Villa Kailua Shores is a luxury beachfront estate in Kailua offering direct access to Kailua Beach and an exceptional collection of private amenities. This rare multi-residence estate combines historic charm, tropical gardens, and resort-style living, making it ideal for extended stays, family gatherings, and luxury island retreats.
Set across four distinct residences, the estate accommodates large groups while maintaining privacy, space, and a strong connection to the oceanfront setting.
Exclusive Kailua Beachfront Estate with Direct Ocean Access
Villa Kailua Shores sits directly on one of Oahu’s most beautiful beaches. As a result, guests enjoy immediate access to white sand, calm turquoise waters, and uninterrupted ocean views.
The estate blends indoor and outdoor island living across multiple lanais, garden spaces, and beachfront terraces. In addition, lush tropical landscaping surrounds the property, creating a sense of complete privacy.
Guests can easily step from the garden onto Kailua Beach for swimming, kayaking, paddleboarding, or long coastal walks.
Private Pool, Hot Tub, and Tennis Court Estate
Villa Kailua Shores offers an exceptional range of outdoor amenities designed for relaxation and activity.
A private swimming pool and hot tub sit within landscaped gardens, surrounded by sun loungers and shaded seating areas. Therefore, guests can enjoy both sun and shade throughout the day.
In addition, the estate features a USTA-certified tennis court with a ball launcher, along with basketball and pickleball facilities. This makes the property ideal for active guests and family groups.
Multiple outdoor BBQ and dining areas extend the living space outdoors, creating perfect settings for sunset meals and evening gatherings.
Four Luxury Residences with Flexible Island Living
Villa Kailua Shores is made up of four separate homes: the Main House, Tennis House, Beach House, and Pool House. Therefore, the estate offers both privacy and flexibility for large groups.
Each residence features spacious living areas with vaulted ceilings, island-inspired design, and large windows that frame views of the ocean, gardens, or pool.
Formal and casual dining areas are available both indoors and outdoors, making it easy to enjoy shared meals in any setting.
Chef-Ready Kitchens for Entertaining
Each home includes a fully equipped kitchen designed for convenience and group living.
The Main House features a chef-style kitchen with a large central island and premium appliances. As a result, it is ideal for preparing meals for large groups or hosting private dining experiences.
Additional kitchens across the estate include espresso machines, modern appliances, and all essential cookware.
Outdoor BBQ stations and bar areas further enhance the dining experience, supporting relaxed island-style entertaining.
Eight Ocean-View Bedrooms with Ensuite Comfort
Villa Kailua Shores offers eight well-appointed bedrooms across the estate. Each room includes a king or Cal King bed, ensuite bathroom, air conditioning, and private lanai access.
As a result, every bedroom provides privacy, comfort, and direct connection to the tropical surroundings.
Large windows frame ocean or garden views, while soft linens and thoughtful furnishings create a calm and restful atmosphere throughout.
Historic Estate with Celebrity Heritage
Villa Kailua Shores is a landmark beachfront property with a rich history. Notably, it has hosted world-famous guests, adding a unique sense of heritage and prestige to the estate.
Despite its historic character, the property has been carefully updated to include modern comforts while preserving its original charm.
Premium Amenities for a Seamless Stay
Villa Kailua Shores includes a full range of luxury amenities designed for comfort and convenience.
Guests benefit from central air conditioning, high-speed WiFi, Smart TVs, cable service, and a washer and dryer. In addition, luxury linens, beach gear, and family-friendly equipment are provided.
Private parking and secure gated access ensure peace of mind throughout the stay.
Prime Location in Kailua, Oahu
Villa Kailua Shores is perfectly positioned on Kailua Beach, one of Hawaii’s most sought-after coastal destinations.
Kailua Town is just minutes away, offering cafés, boutiques, and local markets. In addition, guests can easily reach golf courses, hiking trails, and water sports activities nearby.
Waikiki and downtown Honolulu are within a short drive, providing access to world-class dining, shopping, and nightlife.
Ideal Luxury Estate for Extended Hawaiian Stays
Villa Kailua Shores is designed for long-term luxury stays. Therefore, its 30-day minimum rental structure makes it ideal for extended family holidays, retreats, and multi-generational gatherings.
The combination of beachfront access, private estate living, and extensive amenities creates a rare opportunity to experience Hawaii at its most exclusive.
Exclusive Luxury Villa Rental in Kailua
Villa Kailua Shores is an exceptional luxury beachfront estate in Oahu, combining direct beach access, private pool and tennis facilities, and four interconnected residences. Its scale, privacy, and location make it one of the most unique luxury rentals in Hawaii.
Therefore, it is an outstanding choice for guests seeking space, comfort, and a true beachfront lifestyle in Kailua.
Explore With Us
We tailor every stay at Villa Kailua Shores. From your first enquiry, we guide every stage of your planning process. In addition, we personalise every detail to create a seamless luxury experience.
Finally, we invite you to discover this exceptional beachfront estate in Kailua. Experience tropical luxury, historic charm, and complete oceanfront privacy.
- 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



























4 Bedrooms

