Lanikai Hillside Estate

Kailua 7 Bedrooms 10 Sleeps 6.5 Bathrooms
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Relax and unwind in the breathtaking ocean views from the infinity-edge pool.
    Relax and unwind in the breathtaking ocean views from the infinity-edge pool.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Guest bedrooms shared lanai, offering serene mountain views and a peaceful retreat.
    Guest bedrooms shared lanai, offering serene mountain views and a peaceful retreat.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Dine al fresco on the outdoor deck, surrounded by stunning views and a serene ambiance.
    Dine al fresco on the outdoor deck, surrounded by stunning views and a serene ambiance.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Upstairs TV room with cozy seating and breathtaking ocean views for relaxing movie nights.
    Upstairs TV room with cozy seating and breathtaking ocean views for relaxing movie nights.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Elegant dining area featuring modern lighting and comfortable seating for ten for memorable gatherings.
    Elegant dining area featuring modern lighting and comfortable seating for ten for memorable gatherings.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Bright and airy space with seamless indoor-outdoor dining options overlooking the stunning ocean.
    Bright and airy space with seamless indoor-outdoor dining options overlooking the stunning ocean.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Walk through the lush tropical pathway to the front door, where your private paradise awaits.
    Walk through the lush tropical pathway to the front door, where your private paradise awaits.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Enjoy ultimate relaxation on the second-floor sun deck, complete with a Jacuzzi and cozy chaise loungers.
    Enjoy ultimate relaxation on the second-floor sun deck, complete with a Jacuzzi and cozy chaise loungers.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Welcoming entryway that sets the tone for a luxurious and relaxing stay.
    Welcoming entryway that sets the tone for a luxurious and relaxing stay.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Relax in the thoughtfully designed living space, perfect for quiet moments or lively gatherings.
    Relax in the thoughtfully designed living space, perfect for quiet moments or lively gatherings.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Gather in the spacious open living room, designed for comfort and seamless indoor-outdoor living.
    Gather in the spacious open living room, designed for comfort and seamless indoor-outdoor living.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Immerse yourself in panoramic ocean views from every angle of the elegant living room.
    Immerse yourself in panoramic ocean views from every angle of the elegant living room.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Open-concept layout seamlessly connects the dining table, living room, and kitchen, ideal for group entertainment.
    Open-concept layout seamlessly connects the dining table, living room, and kitchen, ideal for group entertainment.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Gourmet kitchen with bar seating, making it easy to cook and socialize with loved ones.
    Gourmet kitchen with bar seating, making it easy to cook and socialize with loved ones.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Spacious dining table and living room with ocean views, perfect for shared meals and conversations.
    Spacious dining table and living room with ocean views, perfect for shared meals and conversations.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Open kitchen with expansive counter space and modern design, perfect for preparing delicious meals.
    Open kitchen with expansive counter space and modern design, perfect for preparing delicious meals.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Cozy and contemporary living area with floor-to-ceiling windows that bring the outdoors in.
    Cozy and contemporary living area with floor-to-ceiling windows that bring the outdoors in.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Spacious outdoor entertaining area with shaded seating and stunning ocean vistas.
    Spacious outdoor entertaining area with shaded seating and stunning ocean vistas.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Primary bedroom with a king-sized bed and expansive ocean views, offering ultimate comfort and luxury.
    Primary bedroom with a king-sized bed and expansive ocean views, offering ultimate comfort and luxury.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Spa-like primary bathroom with a soaking tub and walk-in shower, complete with oceanfront scenery.
    Spa-like primary bathroom with a soaking tub and walk-in shower, complete with oceanfront scenery.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Alternate view of the primary ensuite bath with a separate walk-in shower.
    Alternate view of the primary ensuite bath with a separate walk-in shower.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Guest bedroom 2 with a queen-sized bed and serene mountain views for a peaceful retreat.
    Guest bedroom 2 with a queen-sized bed and serene mountain views for a peaceful retreat.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Guest bathroom 2 with a walk-in shower and modern design for ultimate convenience.
    Guest bathroom 2 with a walk-in shower and modern design for ultimate convenience.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Guest bedroom lounge with large windows and mountain views, a quiet spot for reading or relaxing.
    Guest bedroom lounge with large windows and mountain views, a quiet spot for reading or relaxing.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Guest bedroom 3 featuring a bunk bed and cozy lounge area, perfect for kids or additional guests.
    Guest bedroom 3 featuring a bunk bed and cozy lounge area, perfect for kids or additional guests.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Charming guest bedroom with warm decor for a comfortable stay.
    Charming guest bedroom with warm decor for a comfortable stay.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Guest bathroom 3 with a sleek walk-in shower and double vanity, combining style and functionality.
    Guest bathroom 3 with a sleek walk-in shower and double vanity, combining style and functionality.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Kitchenette area in the separate guest suite, equipped for light cooking and convenience.
    Kitchenette area in the separate guest suite, equipped for light cooking and convenience.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Relaxing seating area with artful decor and expansive views, a cozy spot to unwind.
    Relaxing seating area with artful decor and expansive views, a cozy spot to unwind.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Elegant guest bathroom with modern fixtures and a spacious walk-in shower.
    Elegant guest bathroom with modern fixtures and a spacious walk-in shower.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Gym/Yoga room designed for relaxation or exercise, with equipment available for rent.
    Gym/Yoga room designed for relaxation or exercise, with equipment available for rent.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Relax and rejuvenate in the private sauna, perfect for unwinding after a day of adventure.
    Relax and rejuvenate in the private sauna, perfect for unwinding after a day of adventure.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Upper lanai deck with plush seating and breathtaking views of the Mokulua Islands.
    Upper lanai deck with plush seating and breathtaking views of the Mokulua Islands.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Poolside deck with comfortable seating and ocean views, offering a serene retreat.
    Poolside deck with comfortable seating and ocean views, offering a serene retreat.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Driveway to the estate surrounded by lush greenery, setting the tone for a luxurious stay.
    Driveway to the estate surrounded by lush greenery, setting the tone for a luxurious stay.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Pool deck and lanai with panoramic ocean views, ideal for soaking up the Hawaiian sun.
    Pool deck and lanai with panoramic ocean views, ideal for soaking up the Hawaiian sun.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Savor evenings by the illuminated infinity pool.
    Savor evenings by the illuminated infinity pool.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Guest bedrooms shared lanai with mountain views.
    Guest bedrooms shared lanai with mountain views.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Twilight poolside elegance with stunning views and ample seating for evening gatherings.
    Twilight poolside elegance with stunning views and ample seating for evening gatherings.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Garage and carport driveway with plenty of space for parking and easy access to the estate.
    Garage and carport driveway with plenty of space for parking and easy access to the estate.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - An expansive estate showcasing modern architecture and tropical surroundings.
    An expansive estate showcasing modern architecture and tropical surroundings.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Views of the Mokulua Islands as you approach the estate, offering a grand welcome.
    Views of the Mokulua Islands as you approach the estate, offering a grand welcome.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Expansive estate showcasing a modern design, infinity pool, and lush mountain backdrop.
    Expansive estate showcasing a modern design, infinity pool, and lush mountain backdrop.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - A grand driveway with ample parking, leading to the entrance of this luxury estate.
    A grand driveway with ample parking, leading to the entrance of this luxury estate.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Aerial night view of the illuminated estate, showcasing the pool and luxurious ambiance.
    Aerial night view of the illuminated estate, showcasing the pool and luxurious ambiance.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Views of the Mokulua Islands as you approach the estate, offering a grand welcome.
    Views of the Mokulua Islands as you approach the estate, offering a grand welcome.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Aerial view of the property nestled against the mountains and steps away from the beach.
    Aerial view of the property nestled against the mountains and steps away from the beach.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Views of the Mokulua Islands.
    Views of the Mokulua Islands.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - A closer look at the vibrant turquoise waters surrounding the Mokulua Islands.
    A closer look at the vibrant turquoise waters surrounding the Mokulua Islands.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - Breathtaking aerial perspective of the Mokulua Islands and pristine beach views.
    Breathtaking aerial perspective of the Mokulua Islands and pristine beach views.
  • Kailua Vacation Rentals, Lanikai Hillside Estate - A sweeping aerial view of the coastline and turquoise waters, highlighting the serene location.
    A sweeping aerial view of the coastline and turquoise waters, highlighting the serene location.

Perched above the crystalline waters of Lanikai Beach, Lanikai Hillside Estate by Gather is a newly designed 7-bedroom, 6.5-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 – Oversized lanai, panoramic ocean view, spa-like Agape ensuite, walk-in closet
• Guest Bedroom 2 – Ocean view, ensuite bath
• Guest Bedroom 3 – Mountain view, ensuite bath
• Guest Bedroom 4 – View suite with shared bath
• Guest Bedroom 5 (Main Level) – Private sitting area, kitchenette, lanai access, separate entrance, ensuite bath
• Guest Bedroom 6 – Tranquil garden or mountain outlook, shared bath
• Guest Bedroom 7 – Tranquil garden or mountain outlook, shared 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.

Entertainment
Home theater / Theater room
Printer/Scanner/Fax
Satellite or Cable TV
Smart TV
Speaker System
Television
Amenities
Dryer
Essentials
Extra Pillows And Blankets
Fitness Room
Garage
Hair Dryer
Linens
Parking space
Private Entrance
Safe
Shampoo
Washer
Wifi/Internet
Car
Car Necessary
Car Recommended
Cleanliness
Self Check In / Check Out
Kitchen and Dining
BBQ
Blender
Coffee Maker
Crockpot
Dining Area
Dishes Utensils
Dishwasher
Espresso Machine
Freezer
Kettle
Kitchen
Kitchen Basics
Kitchenette
Microwave
Mini Fridge (Hotel Size)
Oven
Refrigerator
Rice Cooker
Stove
Wine Fridge
Location/Property Types
Near Ocean
Ocean View
Private Gated Community
Walk to beach
Nearby Activities
Cycling
Fishing
Golfing
Hiking
Horseback riding
Museums
Scuba diving or Snorkeling
Shopping
Spa and wellness
Tennis
Watersports
Outdoor Amenities
Lanai/Balcony
Outdoor Shower
Pool/Spa
Heated Pool
Hot Tub
Private Pool
Sauna
Property Manager
30 Day Properties
Hawaii Luxury Homes
Mark LeRoy Hualalai
Safety Features
First Aid Kit
Outdoor Lighting
Security Cameras
Smoke Detector
Suitability
Air Conditioning
Bath Tub
Ceiling fans
Children Welcome
Hot Water
Pets Not Allowed
Smoking Not Allowed
Themes
Family
Luxury
LEAVE A REVIEW

We are sorry, there are no reviews for this unit. Be the first to leave a review!

    Available     Unavailable  Check-In Only  Check-Out Only

November 2025
S M T W T F S
            01
02 03 04 05 06 07 08
09 10 11 12 13
$2000
14
$2000
15
$2000
16
$2000
17
$2000
18
$2000
19
$2000
20
$2000
21
$2000
22
$2000
23
$2000
24
$2000
25
$2000
26
$2000
27
$2000
28
$2000
29
$2000
30
$2000
           
December 2025
S M T W T F S
  01
$2000
02
$2000
03
$2000
04
$2000
05
$2000
06
$2000
07
$2000
08
$2000
09
$2000
10
$2000
11
$2000
12
$2000
13
$2000
14
$2000
15
$2000
16
$2000
17
$2000
18
$2000
19
$2000
20
$4167
21
$4167
22
$4167
23
$4167
24
$4167
25
$4167
26
$4167
27
$4167
28
$4167
29
$4167
30
$4167
31
$4167
     
January 2026
S M T W T F S
        01
$4167
02
$4167
03
$4167
04
$4167
05
$4167
06
$3000
07
$3000
08
$3000
09
$3000
10
$3000
11
$3000
12
$3000
13
$3000
14
$3000
15
$3000
16
$3000
17
$3000
18
$3000
19
$3000
20
$3000
21
$3000
22
$3000
23
$3000
24
$3000
25
$3000
26
$3000
27
$3000
28
$3000
29
$3000
30
$3000
31
$3000
February 2026
S M T W T F S
01
$3000
02
$3000
03 04 05 06 07
08 09 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
March 2026
S M T W T F S
01 02 03 04 05 06 07
08
$2500
09
$2500
10
$2500
11
$2500
12
$2500
13
$2500
14
$2500
15
$2500
16
$2500
17
$2500
18
$2500
19
$2500
20
$2500
21
$2500
22
$2500
23
$2500
24
$2500
25
$2500
26
$2500
27
$2500
28
$2500
29
$2500
30
$2500
31
$2500
       
April 2026
S M T W T F S
      01
$2500
02
$2500
03
$2500
04
$2500
05
$2500
06
$2500
07
$2500
08
$2500
09
$2500
10
$2500
11
$2500
12
$2500
13
$2500
14
$2500
15
$2500
16
$2500
17
$2500
18
$2500
19
$2500
20
$2500
21
$2500
22
$2500
23
$2500
24
$2500
25
$2500
26
$2500
27
$2500
28
$2500
29
$2500
30
$2500
   
May 2026
S M T W T F S
          01
$2167
02
$2167
03
$2167
04
$2167
05
$2167
06
$2167
07
$2167
08
$2167
09
$2167
10
$2167
11
$2167
12
$2167
13
$2167
14
$2167
15
$2167
16
$2167
17
$2167
18
$2167
19
$2167
20
$2167
21
$2167
22
$2167
23
$2167
24
$2167
25
$2167
26
$2167
27
$2167
28
$2167
29
$2167
30
$2167
31
$2167
           
June 2026
S M T W T F S
  01
$2167
02
$2167
03
$2167
04
$2167
05
$2167
06
$2167
07
$2167
08
$2167
09
$2167
10
$2167
11
$2167
12
$2167
13
$2167
14
$2167
15
$2167
16
$3167
17
$3167
18
$3167
19
$3167
20
$3167
21
$3167
22
$3167
23
$3167
24
$3167
25
$3167
26
$3167
27
$3167
28
$3167
29
$3167
30
$3167
       
July 2026
S M T W T F S
      01
$3167
02
$3167
03
$3167
04
$3167
05
$3167
06
$3167
07
$3167
08
$3167
09
$3167
10
$3167
11
$3167
12
$3167
13
$3167
14
$3167
15
$3167
16
$3167
17
$3167
18
$3167
19
$3167
20
$3167
21
$3167
22
$3167
23
$3167
24
$3167
25
$3167
26
$3167
27
$3167
28
$3167
29
$3167
30
$3167
31
$3167
 
August 2026
S M T W T F S
            01
$3167
02
$3167
03
$3167
04
$3167
05
$3167
06
$3167
07
$3167
08
$3167
09
$3167
10
$3167
11
$3167
12
$3167
13
$3167
14
$3167
15
$3167
16
$3167
17
$3167
18
$3167
19
$3167
20
$3167
21
$3167
22
$3167
23
$3167
24
$3167
25
$3167
26
$3167
27
$3167
28
$3167
29
$3167
30
$3167
31
$3167
         
September 2026
S M T W T F S
    01
$3167
02
$2500
03
$2500
04
$2500
05
$2500
06
$2500
07
$2500
08
$2500
09
$2500
10
$2500
11
$2500
12
$2500
13
$2500
14
$2500
15
$2500
16
$2500
17
$2500
18
$2500
19
$2500
20
$2500
21
$2500
22
$2500
23
$2500
24
$2500
25
$2500
26
$2500
27
$2500
28
$2500
29
$2500
30
$2500
     
October 2026
S M T W T F S
        01
$2500
02
$2500
03
$2500
04
$2500
05
$2500
06
$2500
07
$2500
08
$2500
09
$2500
10
$2500
11
$2500
12
$2500
13
$2500
14
$2500
15
$2500
16
$2500
17
$2500
18
$2500
19
$2500
20
$2500
21
$2500
22
$2500
23
$2500
24
$2500
25
$2500
26
$2500
27
$2500
28
$2500
29
$2500
30
$2500
31
$2500
Room Beds Amenities
Primary Bedroom
King (1)
Ocean View, Lanai / Balcony, Central A/C, Ceiling Fan, Ensuite Bathroom, King-size bed (80"x76") (US King size cm 198x234)
King Bedroom
King (1)
Mountain View, Lanai / Balcony, Central A/C, Ceiling Fan, Ensuite Bathroom, King-size bed (80"x76") (Mattress space 77.5" w x 80" )
Twin Bedroom
Twin (1)
Mountain View, Lanai / Balcony, Central A/C, Ceiling Fan, Twin-sized pull-out sofa. Bed Size: W63|D76.8|H15.7 inch (W160|D195|H40 cm)
Triple Bedroom
Twin (2)
Double (1)
Lanai / Balcony, Central A/C, Ceiling Fan, Ensuite Bathroom, Twin-size bed (75"x38") with extra twin trundle (75"x38"); loft full size bed with desk/dresser [maximum 3 occupancy]
Guest House Suite
Cal King (1)
Exterior Courtyard Entrance, Ocean View, Lanai / Balcony, Split A/C, Ceiling Fan, Ensuite Bathroom, Cali King-size bed
Ensuite Bathroom - Primary Suite Bedroom 1 Extra large and luxurious bathroom with Agape Italian fixtures. Large soaking tub and stand along shower. Gorgeous Ocean Views! and doors to the lanai.
Piano Room/Study
Twin (2)
top mattress cm 86x208 - lower mattress cm 82x202
Ensuite Bathroom - Upstairs Guest Bedroom 2 Ensuite bathroom with Shower
Housekeeper Room
Double (1)
full size loft bed
Hallway Bathroom - Upstairs Guest Bedroom 3 Hallway Bathroom for Guest Bedroom 3 with Shower.
Ensuite Bathroom - Upstairs Guest Bedroom 4 Ensuite Bathroom with Shower
Ensuite Bathroom - Guest House Bedroom 5 Ensuite Bathroom with Shower
Ensuite Bathroom - Gym & Sauna Ensuite Bath with Shower
Powder Room Half Bath / Power Room on main level
Close Quote
View Detailed Quote
Request Info
Close Inquiry

Inquire about this property:

Save to favorites
Share
Print