Lanikai Hillside Estate
Kailua, HI 7 Bedrooms Vacation Rental
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Rooms
Amenities
Description
Welcome to Lanikai Hillside Estate, a premier vacation rental nestled on the world’s most isolated chain of islands. While residing here, you’ll delight in the near heaven-like beauty of this small, coastal community which is truly the envy of all paradises. Lanikai Hillside Estate was built to capture the pristine beauty of this island in a minimal, sophisticated, and modern space.
This luxury rental boasts over 8,400 square feet of brand new interior and lanai space. The indoor accommodations include 7 bedrooms, 6.5 bathrooms and additional living areas such as a media room, office, and gym with a relaxing sauna. The primary suite features an oversized lanai with panoramic ocean views, a spacious walk-in closet, and stylish Agape bathroom. The remaining 3 upstairs bedrooms offer their guests a mix of mountain and ocean views, so no one is without a breathtaking backdrop. On the first floor, the final guest suite maintains a large sitting area, kitchenette, access to the lanai and pool area as well as a separate, private entrance.
While views of the ocean’s crystal clear waters, white sand beaches, and lapping shores are entirely unmatched while staying here at Lanikai Hillside Estate, there’s so much more of this private paradise for you and your guests to experience. You’ll delight in the aromas of cool breezes, warm ocean water, and fragrant flowers as you throw open your floor to ceiling windows to welcome the scents inside. Just in the distance, you can catch glimpses of sea turtles cruising by as well as the colorful reef fish surrounding the vibrant coral. Your private beach entrance allows for sun-filled shoreline days to be just near steps away, along with brilliant sunrises, soothing sunsets and dream-like moonrises.
The home’s main level offers seamless indoor and outdoor living, thanks to its spectacular ocean views that can be caught from every angle as the infinity pool becomes part of the ocean below. Guests can lounge poolside, entertain in the dining pavilion or BBQ area on this level or venture upstairs, where they’ll be greeted with a rooftop sun and moon deck complete with a jacuzzi, fire pit, and lounge area. Never before has a more dramatic and beautiful display of nature been set before you to enjoy along in such luxury and style.
Please Note:
- A Utility Fee of $3,500 per month will be charged for all stays of 21 days or more.
The property will be made exclusively available to the renter for a full period of 30-days and no one else may occupy the property during that period. Rates based on a 30 day rental period. Please Inquire.
TA-053-605-3248-01
TMK 430010090000
Room
Beds
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
Nearby Activities
- Cycling
- Fishing
- Golfing
- Hiking
- Horseback riding
- Museums
- Scuba diving or Snorkeling
- Shopping
- Spa and wellness
- Tennis
- Watersports
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
Amenities
- Dryer
- Essentials
- Extra Pillows And Blankets
- Fitness Room
- Garage
- Hair Dryer
- Linens
- Parking space
- Private Entrance
- Safe
- Shampoo
- Washer
- Wifi/Internet
Cleanliness
- Self Check In / Check Out
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
Entertainment
- Home theater / Theater room
- Printer/Scanner/Fax
- Satellite or Cable TV
- Smart TV
- Speaker System
- Television
Pool/Spa
- Heated Pool
- Hot Tub
- Private Pool
- Sauna
Outdoor Amenities
- Lanai/Balcony
- Outdoor Shower
Themes
- Family
- Luxury
Car
- Car Necessary
- Car Recommended
Location/Property Types
- Near Ocean
- Ocean View
- Private Gated Community
- Walk to beach
Property Manager
- 30 Day Properties
- Hawaii Luxury Homes
- Mark LeRoy Hualalai
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