Skip to content
Hawaii-based. Sharing the islands since 2006. Plan · Explore · Experience · Hawaii

Beautiful places.Your own island stay.

Hawaii vacation rentals

Aloha. Where to?

Find somewhere you will love coming home to.

Explore all vacation rentalsVillas, homes & oceanview condos

Your Oahu stay

Lanikai Hillside Estate – Panoramic Luxury Above the Sea

Kailua, OahuView location
Bedrooms
5
Bathrooms
5
Guests
10

A place to make Hawaii yours.

Overview

A closer look

About this property

Lanikai Hillside Estate is a stunning 7-bedroom luxury vacation home perched above the turquoise shores of Lanikai, offering over 8,400 sq. ft. of modern indoor-outdoor living. This architectural masterpiece features panoramic ocean and mountain views, an infinity pool, rooftop Jacuzzi, fire pit, gym, sauna, and private beach access. With refined interiors, multiple entertainment spaces, and a serene setting just steps from the sand, it's the ultimate getaway for those seeking elevated island luxury.

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.

Registration Number: 430010090000, GE-053-605-3248-01, TA-053-605-3248-01

Availability

Make time for Hawaii

Availability calendar

Choose an available check-in date, then your check-out. Your selected dates and booking link will appear in a popout.

12-month availability

AvailableUnavailableNot providedYour dates

Availability can change. Final availability, rates and booking details are confirmed by our partner.

Guest reviews

Guest experiences

Guest reviews

Guest review details appear on the partner listing page when available.

Location

Your island setting

Property location

Kailua, Oahu

Loading rental map…
Photos

Take a look around

Property photos

FAQ

Helpful details

Frequently asked questions

Quick answers about this property and the reservation process.

Where is this vacation rental located?
  • City: Kailua (postal 96734) Hawaii

Nearby highlights

  • Location: Kailua, HI (Lanikai – Waimanalo – Windward Coast – 3.92 km to center), United States
  • Near a health or beauty spa
How many bedrooms and bathrooms does it have?

5 bedrooms and 5 bathrooms.

How many guests can it sleep?

This rental sleeps up to 10 guests.

What amenities are available?
  • Private vacation home
  • Unit size: 6295 sq ft (585 sq m)
  • 5 bedrooms
  • Bed sheets provided
  • 5.5 bathrooms
  • Hair dryer
  • Air conditioning
  • Internet access
  • Coffee/tea maker
  • Cookware/dishes/utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Laundry facilities
  • Washing machine and dryer
  • Heated pool
  • Hot tub
  • Private pool
  • Sauna
  • Lanai / balcony
  • BBQ grill grill
  • Firepit
  • Car recommended
  • Onsite parking
  • Onsite parking options include a garage
  • A/C
  • BBQ grill
  • Dryer
  • Fitness Equipment
  • Free Parking
  • Kitchen
  • Laundry
  • No Smoking
  • Pool
  • Hot tub / spa
  • Tennis Court
  • TV
  • Washer
What should I know about check-in?
  • Check in starts at 4:00 PM
  • Check out before 10:00 AM
  • Minimum check in age: 21
  • Check in time starts at 4:00 PM
  • You will receive an email from the host with check in and check out instructions
  • Government issued photo identification and a credit card, debit card, or cash deposit may be required at check in for incidental charges
  • Onsite parties or group events are strictly prohibited
  • Property Registration Number 430010090000, GE 053 605 3248 01, TA 053 605 3248 01
What are the house rules and policies?
  • Pets not allowed
  • Children are welcome.
  • Onsite parties or group events are strictly prohibited
What are popular things to do nearby and on Oahu?
  • Cycling nearby
  • Fishing nearby
  • Fitness center
  • Golfing on site
  • Hiking nearby
  • Hiking/biking trails nearby
  • Horse riding nearby
  • Scuba diving nearby
  • Tennis on site
  • Location: Kailua, HI (Lanikai – Waimanalo – Windward Coast – 3.92 km to center), United States
  • Near a health or beauty spa
Do I need a rental car on Oahu, and what about parking?

A rental car is recommended for this area, especially if you plan to visit beaches, restaurants, activities and nearby towns. Parking notes: Car recommended, Onsite parking, Onsite parking options include a garage.

What kind of rental is this?

This is a private vacation home rental.

Does the Check Availability button open the booking page?

The button opens the partner listing page where you can review final rates, fees, availability, policies and booking details before booking.

Local Weather

Today's Weather in Kailua

Weather in Kailua
Breezy · Updated 9:30 pm HST · Sunset 6:23 pm HST
Temperature
80°F
Feels like
79°F
Wind
25mph
Rain chance
92%
Cool air tonight – perfect for open windows and a slow exhale.

From our home in Hawaii

A beautiful stay.A little aloha shared.

We hope you find a place that feels like your own little corner of Hawaii. When you book your stay through our links, you support the Hawaii-based team behind To-Hawaii.com and the guide we love creating. Your booking helps us keep sharing first-hand photos, favorite places and thoughtful island tips with you and the visitors who follow.

Mahalo for making us part of your Hawaii story.

Hawaii vacation rentals

Find your stay