Lanikai Hillside Estate

Kailua, HI 7 Bedrooms Vacation Rental

7 Beds 6.5 Baths Sleeps 10
Outdoor deck and dining 2nd Floor sun deck featuring a jacuzzi
2nd Floor sun deck featuring a jacuzzi

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Rooms

  • bed icon

    Bedroom # 1

    Primary Suite Bedroom 1

    1 King

  • bed icon

    Bedroom # 2

    Upstairs Guest Bedroom 2

    1 Cal King

  • bed icon

    Bedroom # 3

    Upstairs Guest Bedroom 3

    1 Queen

  • bed icon

    Bedroom # 4

    Upstairs Guest Bedroom 4

    1 Cal King

  • bed icon

    Bedroom # 5

    Guest House - Bedroom 5

    1 Cal King

  • bed icon

    Bedroom # 1

    Primary Bedroom

    1 King

  • bed icon

    Bedroom # 2

    King Bedroom

    1 King

  • bed icon

    Bedroom # 3

    Twin Bedroom

    1 Queen, 1 Twin,

  • bed icon

    Bedroom # 4

    Triple Bedroom

    2 Twin, 1 Double,

  • bed icon

    Bedroom # 5

    Guest House Suite

    1 King, 1 Cal King,

  • bed icon

    Bedroom # 6

    Piano Room/Study

    1 Queen, 2 Twin,

  • bed icon

    Bedroom # 7

    Housekeeper Room

    2 Twin, 1 Double,

7 Beds 6.5 Baths Sleeps 10

Amenities

Private pool
Air conditioning
Ocean View
Hot Tub

Description

Prices start at $75,000/month and will not be pro-rated based on length of stay. Please inquire to get an accurate quote.

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 5 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 Suite Bedroom 1

King (1)

Ocean View, Lanai / Balcony, Central A/C, Ceiling Fan, Ensuite Bathroom, Eastern King bed


Upstairs Guest Bedroom 2

Cal King (1)

Mountain View, Lanai / Balcony, Central A/C, Ceiling Fan, Ensuite Bathroom, Cal-King bed


Upstairs Guest Bedroom 3

Queen (1)

Mountain View, Lanai / Balcony, Central A/C, Ceiling Fan


Upstairs Guest Bedroom 4

Cal King (1)

Ocean View, Lanai / Balcony, Central A/C, Ceiling Fan, Ensuite Bathroom, Cal-King bed


Guest House - Bedroom 5

Cal King (1)

Exterior Courtyard Entrance, Ocean View, Lanai / Balcony, Split A/C, Ceiling Fan, Ensuite Bathroom, Cal-King 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.


Ensuite Bathroom - Upstairs Guest Bedroom 2

Ensuite bathroom with Shower


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


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

Queen (1) 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)

Ocean View, 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

King (1) Cal King (1)

Exterior Courtyard Entrance, Ocean View, Lanai / Balcony, Split A/C, Ceiling Fan, Ensuite Bathroom, Cali King-size bed


Piano Room/Study

Queen (1) Twin (2)

top mattress cm 86x208 - lower mattress cm 82x202


Housekeeper Room

Twin (2) Double (1)

full size loft bed

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
  • 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

Internal Amenities

  • Security Cameras

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July 2024

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August 2024

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October 2024

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$2,833
   

November 2024

S M T W T F S
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$2,833
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$2,833
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December 2024

S M T W T F S
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$3,500
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$4,166
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$3,500
       

January 2025

S M T W T F S
      01
$3,500
02
$3,500
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$3,500
 

February 2025

S M T W T F S
            01
$3,733
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$3,733
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$3,733
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$3,733
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$3,733
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$3,733
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$3,733
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$3,733
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$3,733
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$3,733
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$3,733
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$3,733
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$3,733
 

March 2025

S M T W T F S
            01
$3,733
02
$3,733
03
$3,733
04
$3,733
05
$3,733
06
$3,733
07
$3,733
08
$3,733
09
$3,733
10
$3,733
11
$3,733
12
$3,733
13
$3,733
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$3,733
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$3,733
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$3,966
17
$3,966
18
$3,966
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$3,966
20
$3,966
21
$3,966
22
$3,966
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$3,966
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$3,966
25
$3,966
26
$3,966
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$3,966
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$3,966
29
$3,966
30
$2,322
31
$2,311
         

April 2025

S M T W T F S
    01
$2,253
02
$2,418
03
$2,462
04
$2,465
05
$2,573
06
$2,474
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$3,087
08
$3,303
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$3,480
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$3,450
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$3,479
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$3,361
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$2,452
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$2,342
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$2,240
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$2,240
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$2,579
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$2,542
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$2,584
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$2,444
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$2,270
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$2,240
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$2,240
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$2,240
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$2,240
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$2,240
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$2,240
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$2,240
29
$2,240
30
$2,378
     

May 2025

S M T W T F S
        01
$2,240
02
$2,302
03
$2,240
04
$2,696
05
$2,240
06
$2,336
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$2,240
08
$2,240
09
$2,240
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$2,240
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$2,240
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$2,240
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$2,240
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$2,240
15
$2,350
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$2,359
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$2,303
18
$2,281
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$2,240
20
$2,323
21
$2,353
22
$2,509
23
$2,978
24
$2,943
25
$2,943
26
$2,924
27
$2,388
28
$2,442
29
$3,246
30
$3,034
31
$2,960

June 2025

S M T W T F S
01
$2,555
02
$2,567
03
$2,362
04
$2,511
05
$2,647
06
$2,651
07
$2,647
08
$3,479
09
$3,975
10
$3,375
11
$3,254
12
$3,014
13
$3,054
14
$3,526
15
$2,678
16
$2,708
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$2,566
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$2,727
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$2,897
20
$2,912
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$2,943
22
$2,900
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$2,797
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$2,954
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$2,994
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$3,031
27
$3,457
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$3,377
29
$3,462
30
$2,957
         
    Available     Unavailable  Check-In Only  Check-Out Only

Adults

Ages 18 or above

Children

Ages 2-17

Infants

Under 2

Pets

Bringing your pets?

Request Submitted!

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