Lanikai Hillside Estate
Kailua, HI 7 Bedrooms Vacation Rental
Show All Photos
Unit Photos
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Heavenly views from the infinity edge pool
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Outdoor deck and dining
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2nd Floor sun deck featuring a jacuzzi
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Jacuzzi and chaise loungers on 2nd floor deck
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Walkway to Front Door
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Pedestrian Gate access to Front Door
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Open Living Room
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Living Room with views from every angle
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Dining Table and Living Room
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Dining Table, Living Room and Kitchen have an open layout
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Gourmet Kitchen
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Gourmet Kitchen with Bar seating
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Open Kitchen with 2 walk in pantry closets
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Primary Bedroom
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Primary Bedroom views
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Primary Bathroom
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Guest Bedroom 2 with mountain views
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Guest Bedroom 3 with mountain views
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Guest Bathroom 1
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Upstairs guest bedroom 4 with ocean views
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Guest Bathroom 2
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Upstairs TV Room
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Gym/Yoga Room - Equipment must be rented
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Gym/Yoga Room - Equipment must be rented
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Downstairs separate guest bedroom 5 with pool and ocean views
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Downstairs separate guest bedroom 5 living and kitchenette area
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Guest Bathroom 3
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Upper lanai deck views
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Pool deck and lanai views
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Views of the Mokulua Islands as you drive up to the estate
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Guest Bedrooms shared lanai with mountain views
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Garage and Carport Driveway
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Garage and Driveway
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Driveway to Estate
Rooms
rooms
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Bedroom # 1
Primary Suite Bedroom 1
1 King
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Bedroom # 2
Upstairs Guest Bedroom 2
1 Cal King
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Bedroom # 3
Upstairs Guest Bedroom 3
1 Queen
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Bedroom # 4
Upstairs Guest Bedroom 4
1 Cal King
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Bedroom # 5
Guest House - Bedroom 5
1 Cal King
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Bedroom # 1
Primary Bedroom
1 King
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Bedroom # 2
King Bedroom
1 King
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Bedroom # 3
Twin Bedroom
1 Queen, 1 Twin,
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Bedroom # 4
Triple Bedroom
2 Twin, 1 Double,
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Bedroom # 5
Guest House Suite
1 King, 1 Cal King,
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Bedroom # 6
Piano Room/Study
1 Queen, 2 Twin,
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Bedroom # 7
Housekeeper Room
2 Twin, 1 Double,
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 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)
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
- 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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October 2024
| S | M | T | W | T | F | S |
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| 01 | 02 | 03 | 04 | 05 | ||
| 06 | 07 | 08 | 09 | 10 | 11 | 12 |
| 13 | 14 | 15 | 16 | 17 | 18 | 19 |
| 20 | 21 | 22 | 23 | 24 $2,166 |
25 $2,166 |
26 $2,166 |
| 27 $2,166 |
28 $2,166 |
29 $2,166 |
30 $2,166 |
31 $2,166 |
November 2024
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $2,166 |
02 $2,166 |
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| 03 $2,166 |
04 $2,166 |
05 $2,166 |
06 $2,166 |
07 $2,166 |
08 $2,166 |
09 $2,166 |
| 10 $2,166 |
11 $2,166 |
12 $2,166 |
13 $2,166 |
14 $2,166 |
15 $2,166 |
16 $2,166 |
| 17 $2,166 |
18 $2,166 |
19 $2,166 |
20 $2,166 |
21 $2,166 |
22 $2,166 |
23 $2,166 |
| 24 $2,166 |
25 $2,166 |
26 $2,166 |
27 $2,166 |
28 $2,166 |
29 $2,166 |
30 $2,166 |
December 2024
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $2,166 |
02 $2,166 |
03 $2,166 |
04 $2,166 |
05 $2,166 |
06 $2,166 |
07 $2,166 |
| 08 $2,166 |
09 $2,166 |
10 $2,166 |
11 $2,166 |
12 $2,166 |
13 $2,166 |
14 $2,166 |
| 15 $4,166 |
16 | 17 | 18 | 19 | 20 | 21 |
| 22 | 23 | 24 | 25 | 26 | 27 | 28 |
| 29 | 30 | 31 |
January 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 | 02 | 03 | 04 | |||
| 05 | 06 $3,500 |
07 $3,500 |
08 $3,500 |
09 $3,500 |
10 $3,500 |
11 $3,500 |
| 12 $3,500 |
13 $3,500 |
14 $3,500 |
15 $3,500 |
16 $3,500 |
17 $3,500 |
18 $3,500 |
| 19 $3,500 |
20 $3,500 |
21 $3,500 |
22 $3,500 |
23 $3,500 |
24 $3,500 |
25 $3,500 |
| 26 $3,500 |
27 $3,500 |
28 $3,500 |
29 $3,500 |
30 $3,500 |
31 $3,500 |
February 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $3,733 |
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| 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 |
14 $3,733 |
15 $3,733 |
| 16 $3,733 |
17 $3,733 |
18 $3,733 |
19 $3,733 |
20 $3,733 |
21 $3,733 |
22 $3,733 |
| 23 $3,733 |
24 $3,733 |
25 $3,733 |
26 $3,733 |
27 $3,733 |
28 $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 |
14 $3,733 |
15 $3,733 |
| 16 $3,966 |
17 $3,966 |
18 $3,966 |
19 $3,966 |
20 $3,966 |
21 $3,966 |
22 $3,966 |
| 23 $3,966 |
24 $3,966 |
25 $3,966 |
26 $3,966 |
27 $3,966 |
28 $3,966 |
29 $3,966 |
| 30 $2,260 |
31 $2,181 |
April 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $2,041 |
02 $2,272 |
03 $2,351 |
04 $2,417 |
05 $2,848 |
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| 06 $2,795 |
07 $2,842 |
08 $2,869 |
09 $2,689 |
10 $2,885 |
11 $2,802 |
12 $2,704 |
| 13 $2,178 |
14 $2,102 |
15 $2,000 |
16 $2,000 |
17 $2,294 |
18 $2,253 |
19 $2,292 |
| 20 $2,141 |
21 $2,020 |
22 $2,000 |
23 $2,000 |
24 $2,000 |
25 $2,000 |
26 $2,000 |
| 27 $2,000 |
28 $2,000 |
29 $2,000 |
30 $2,000 |
May 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $2,000 |
02 $2,183 |
03 $2,503 |
||||
| 04 $2,517 |
05 $2,169 |
06 $2,272 |
07 $2,424 |
08 $2,637 |
09 $2,338 |
10 $2,000 |
| 11 $2,000 |
12 $2,000 |
13 $2,000 |
14 $2,000 |
15 $2,106 |
16 $2,154 |
17 $2,046 |
| 18 $2,044 |
19 $2,000 |
20 $2,030 |
21 $2,055 |
22 $2,219 |
23 $2,697 |
24 $2,581 |
| 25 $2,590 |
26 $2,562 |
27 $2,433 |
28 $2,899 |
29 $3,388 |
30 $3,366 |
31 $3,294 |
June 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $2,984 |
02 $2,754 |
03 $2,151 |
04 $2,158 |
05 $2,325 |
06 $2,388 |
07 $2,324 |
| 08 $2,302 |
09 $2,330 |
10 $2,189 |
11 $2,627 |
12 $2,739 |
13 $2,801 |
14 $2,897 |
| 15 $2,345 |
16 $2,367 |
17 $2,313 |
18 $2,367 |
19 $2,552 |
20 $2,576 |
21 $2,590 |
| 22 $2,541 |
23 $2,445 |
24 $2,804 |
25 $3,078 |
26 $2,940 |
27 $3,181 |
28 $2,896 |
| 29 $3,099 |
30 $2,410 |
July 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $2,409 |
02 $2,406 |
03 $2,938 |
04 $2,943 |
05 $2,944 |
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| 06 $2,900 |
07 $2,837 |
08 $2,397 |
09 $2,400 |
10 $2,451 |
11 $2,462 |
12 $2,480 |
| 13 $2,747 |
14 $3,148 |
15 $3,247 |
16 $3,566 |
17 $2,456 |
18 $3,168 |
19 $2,991 |
| 20 $2,454 |
21 $2,448 |
22 $2,436 |
23 $2,425 |
24 $2,459 |
25 $2,489 |
26 $2,485 |
| 27 $2,422 |
28 $2,703 |
29 $2,651 |
30 $2,631 |
31 $2,651 |
August 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $2,647 |
02 $2,621 |
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| 03 $2,622 |
04 $2,574 |
05 $2,570 |
06 $2,565 |
07 $2,612 |
08 $2,597 |
09 $2,579 |
| 10 $2,596 |
11 $2,551 |
12 $2,529 |
13 $2,528 |
14 $2,597 |
15 $2,544 |
16 $2,490 |
| 17 $2,461 |
18 $2,355 |
19 $2,256 |
20 $2,240 |
21 $2,302 |
22 $2,240 |
23 $2,240 |
| 24 $2,240 |
25 $2,240 |
26 $2,240 |
27 $2,240 |
28 $2,240 |
29 $2,240 |
30 $2,240 |
| 31 $2,240 |
September 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $2,240 |
02 $2,240 |
03 $2,240 |
04 $2,240 |
05 $2,240 |
06 $2,240 |
|
| 07 $2,240 |
08 $2,240 |
09 $2,240 |
10 $2,578 |
11 $2,789 |
12 $2,839 |
13 $2,240 |
| 14 $2,240 |
15 $2,240 |
16 $2,240 |
17 $2,240 |
18 $2,240 |
19 $2,240 |
20 $2,240 |
| 21 $2,240 |
22 $2,240 |
23 $2,240 |
24 $2,240 |
25 $2,240 |
26 $2,240 |
27 $2,400 |
| 28 $2,400 |
29 $2,400 |
30 $2,400 |
Ages 18 or above
Ages 2-17
Under 2
Bringing your pets?
Please select dates
Request Submitted!