Leaf House: Lux Retreat w/Pool, Ocean Views & Outdoor Living Near Lanikai | House in Kailua, HI

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.
Welcome to Leaf House by Gather, your serene escape tucked away atop a peaceful hill in the heart of Lanikai, Kailua. This five-bedroom, four-and-a-half-bathroom haven, built by renowned John Sutton, boasts over 5,000 square feet of indoor space and an additional 2,000+ square feet of lanais and an outdoor yoga room. Set on an oversized lot, Leaf House offers a private retreat far from the hustle and bustle. Designed with tranquility and comfort in mind, it’s the ideal sanctuary for families or friends seeking to unwind together. Enjoy stunning Mokulua Island views, a private pool, and a host of amenities that cater to your every need. Just moments from one of Hawaii’s most iconic beaches, Leaf House is where your Hawaiian dreams gently unfold, wrapped in the soothing embrace of island elegance.
Our Tranquil Retreat at Leaf House
* Sophisticated Island Serenity: Immerse yourself in ultimate comfort and relaxation, beginning with a private, gated entrance that leads you to a beautifully designed three-story sanctuary adorned with elegant finishes and lush tropical landscaping.
* Peaceful Outdoor Oasis: Reconnect with nature in the serene private pool area, surrounded by sea-inspired sculptures and a soothing waterfall. Relax in the shade of a poolside cabana, savor meals in the outdoor kitchen, and unwind by the fire table as string lights and tiki torches create a magical evening ambiance beneath the stars.
* Tranquil Ocean and Mountain Views: Let your senses be captivated by the stunning views of the azure ocean, the Mokulua Islands, and lush green mountains visible from nearly every room, the expansive lanai, and the peaceful primary suite.
* Exclusive Lanikai Retreat: Find your sanctuary in one of O’ahu’s most sought-after areas, just moments away from the serene shores of the world-renowned Lanikai Beach and the scenic Lanikai Pillbox Trail.
* Holistic Amenities: Leaf House is thoughtfully designed for your ultimate wellness retreat, offering everything you need for a rejuvenating stay. Embrace the tranquility of an oversized outdoor yoga room overlooking the pool and majestic mountains, providing a serene space for your practice. Inside, unwind in the private movie theater with built-in surround sound stereos, or rejuvenate in the luxurious steam shower. Enjoy the soothing ambiance created by a state-of-the-art sound system that plays throughout the entire house, enhancing your experience at every turn. The expansive veranda with calming plantation-style furnishings invites you to relax and soak in the peaceful ambiance of the island.
Luxurious Living Spaces
* Elegant Interiors: Step into a spacious, open-concept living area that radiates coastal elegance and tranquility, featuring exquisite stone flooring imported from Jerusalem, hand-woven Balinese style ceilings and rich Hawaiian Koa wood flooring that adds warmth and character.
* Gourmet Kitchen: The kitchen, thoughtfully designed with both style and function, invites you to create culinary delights with ease. It features a gas cooktop, a large refrigerator, and multiple wine refrigerators to perfectly store your favorite vintages. Enjoy breakfast at the bar while gazing at the breathtaking views of the Mokulua Islands through a wall of windows.
* Formal Dining: The formal dining room, just beyond the kitchen, awaits with an oversized table that comfortably seats eight, perfect for gathering loved ones for a meal shared in harmony and connection.
* Seamless Indoor-Outdoor Flow: The living area seamlessly flows into the main lanai, where you can unwind with a glass of wine by the fire table, all while soaking in the unobstructed views of the ocean and the lush surrounding landscape. This tranquil outdoor space invites you to relax and embrace the peaceful ambiance of the island.
Restful Accommodations
* Spacious Bedrooms: Leaf House offers five spacious bedrooms, each thoughtfully crafted to provide both comfort and breathtaking views.
* Primary Suite Sanctuary: The primary suite serves as a true sanctuary, featuring a king-size bed, glass sliders that open to a private lanai, and a luxurious ensuite bathroom complete with a soaking tub with jets and a walk-in shower, both perfectly positioned to offer serene ocean views.
* Inviting Guest Bedrooms: The guest bedrooms are equally serene, with large windows or direct outdoor access, ensuring everyone can bask in the beauty of the surrounding landscape.
Outdoor Spaces Designed for Relaxation
* Serene Pool Area: The private pool area, enveloped in lush tropical landscaping, offers a serene oasis where you can relax on the chaise lounges, soak up the sun, or lose yourself in a good book in the peaceful cabana.
* Expansive Veranda: The veranda, shaded by a magnificent mango tree and adorned with plantation-style furnishings, invites you to savor your morning coffee or enjoy evening gatherings in a setting that effortlessly blends comfort with the soothing sounds of nature.
Activities & Nearby Attractions
* Family-Friendly Amenities: Leaf House offers a variety of family-friendly amenities to enhance your stay. Enjoy a cozy movie night in your private theater, followed by a few family-friendly board games for a relaxed evening together. If you're up for some outdoor fun, there's a basketball, football, and soccer ball available, along with beach chairs to enjoy the shore and community park. Or you can simply unwind on the lanai and take in the sunset with your family.
* Prime Location: When you stay at Leaf House, you’re just minutes away from the breathtaking Lanikai Beach, where soft white sands meet crystal-clear waters, creating a perfect haven for relaxation. For those seeking adventure, the nearby Lanikai Pillbox Trail offers stunning 360-degree views of the island, especially enchanting at sunrise. Whether you’re in the mood to unwind on the beach or explore the natural beauty of O’ahu, this location offers a harmonious blend of both tranquility and discovery.
Booking Information
Exclusive 30-Day Rental: Leaf House by Gather brings together the perfect harmony of luxury, privacy, and natural beauty for your Hawaiian escape. Reserve your stay today and discover the ultimate island retreat, nestled in one of O’ahu’s most cherished locations. The property will be exclusively yours for a full 30-day period, ensuring complete privacy and tranquility. During this time, no other guests will occupy the property. Rates are based on a 30-day rental period. Please inquire for more details.
Important Note: Telescope and Massage Chair are not available for guests to use.
Please note that there is ongoing construction next door to Leaf House on a neighboring lot facing the ocean side, which may result in some noise and changes to the views. The construction is expected to continue into 2026–2027. We apologize for any inconvenience this may cause and appreciate your understanding, as we remain committed to making your stay as comfortable and enjoyable as possible.
TMK 430020420000
TA-212-540-3648-01

Leaf House: Lux Retreat w/Pool, Ocean Views & Outdoor Living Near Lanikai is located in Lanikai. Leaf House: Lux Retreat w/Pool, Ocean Views & Outdoor Living Near Lanikai provides accommodation, featuring View, Ocean View, Security/Safety, among other amenities. This House features View, Ocean View, Security/Safety, to make your stay a comfortable one.

Leaf House: Lux Retreat w/Pool, Ocean Views & Outdoor Living Near Lanikai has 5 Bedrooms , 4 Bathrooms, and max occupancy of 10 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 Lanikai has interesting places to visit. If you want to learn more about the House in Lanikai, such as places to visit and things to do nearby, you can check below to learn more.