5 Br Private Vacation Home Vacation Rental In Kailua, Hawaii

Perched above the crystalline waters of Lanikai Beach, Lanikai Hillside Estate by Gather is a newly designed 5-bedroom, 5.5-bath luxury retreat with 6,295 sq ft of interior living plus expansive lanai spaces. Floor-to-ceiling glass, an infinity-edge pool, and panoramic ocean and mountain views create a seamless indoor–outdoor experience in one of Oahu’s most coveted enclaves.

What You’ll Love About Lanikai Hillside Estate by Gather
• Unparalleled ocean vistas from nearly every room and the infinity-edge pool
• Private rooftop retreat with jacuzzi, fire pit, and lounge seating for sunrise, sunset & stargazing
• Resort-style amenities including media room/home theater, gym, sauna, office, and multiple lanais
• Exclusive shoreline access for effortless days on Lanikai’s soft white sand
• Central A/C and a refined modern aesthetic that frames the natural beauty outside

Living & Dining
On the main level, expansive living and dining areas open wide to the lanai and infinity pool where the horizon meets the sea. Clean-lined furnishings, warm textures, and artful lighting set a tranquil yet elevated tone. The indoor dining area flows easily to the outdoor pavilion, making relaxed family dinners and celebratory feasts equally effortless.

Chef-Ready Kitchen
A contemporary, fully equipped kitchen anchors the home’s social heart with generous island prep space, sleek cabinetry, and ocean views that turn cooking into a pleasure. Whether you’re preparing a casual brunch or collaborating with a private chef, the layout supports easy entertaining.

Outdoor Oasis
The estate’s grounds are designed for unhurried island days. Lounge beside the infinity pool as it visually blends into the turquoise bay. Multiple lanais offer both sun and shade, while a BBQ zone and dining pavilion invite al fresco gatherings. Ascend to the rooftop deck to soak in the jacuzzi, cozy up by the fire pit, and take in moonrise over the Mokulua Islets.

Sleeping Quarters
• Primary Suite – King Bed, Upstairs, Expansive Lanai, Panoramic Ocean View, Spa-like Agape Ensuite, Walk-in Closet
• Guest Bedroom 2 – King Bed, Upstairs, Ocean View, Ensuite Bath
• Guest Bedroom 3 – King Bed, Doubles as an Office/Study Space, Upstairs, Expansive Ocean Views
• Guest Bedroom 4 – Twin Bed, Twin Trundle Bed, and Lofted Double Bed, Perfect for the Kids, Upstairs
• Guest Bedroom 5 – Cal King Bed, Main Level, Private Sitting Area, Kitchenette, Lanai Access, Separate Entrance, Ensuite Bath

Each bedroom offers calming finishes, floor-to-ceiling glass, and thoughtful privacy so every guest wakes to a stunning natural backdrop.

Extras
Central A/C, high-speed Wi-Fi, washer & dryer, private office, media room/home theater, smart TVs with satellite/cable, speaker system, printer/scanner/fax, home gym, sauna, exclusive shoreline access path, and a private gated community setting for added peace of mind.

Resort / Community Highlights
Private gated community in Lanikai with direct access to one of the world’s most celebrated beaches.

Nearby
Kailua Town is minutes away for cafés, boutiques, and farm-to-table dining. Launch kayaks to the Mokulua Islands, snorkel calm turquoise waters, or hike the Lanikai Pillbox Trail for sweeping coastal views. HNL is the nearest major airport for convenient arrivals.

Good to Know
• This property is offered as a monthly rental
• The monthly rate applies in full regardless of the number of nights stayed
• Minimum 30-day booking period required
• Utility fee: 3,500 USD per month for stays of 21+ days
• Exclusive use for the duration of the rental period
• TAT ID: TA-053-605-3248-01
• TMK: 430010090000

Reserve your time at Lanikai Hillside Estate by Gather and experience elevated island living above one of Oahu’s most iconic beaches.

Located by the sea, this vacation home is in Lanikai, a neighborhood in Kailua. International Market Place and Waikiki Beach Walk are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Lanikai Beach and Kailua Beach. Honolulu Zoo and Ho'omaluhia Botanical Garden are also worth visiting. Scuba diving and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby.