Kailua Shores Estate 5 Bedroom
Kailua, HI 5 Bedrooms Vacation Rental
Show All Photos
Unit Photos
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Kailua Shores Estate - USTA approved private Tennis Court
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Kailua Shores Estate - Pool
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Kailua Shores Estate by night
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Luxury Kailua Shores Estate - Beach Front
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Beach House - Formal Living
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Tennis House - Formal Living
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Beach House - Outdoor Dining
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Beach House - Kitchen
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Beach House - Formal Dining
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Tennis House - Formal Dining
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Tennis House - Bedrooms
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Beach House - Bedroom
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Beach House & Tennis House - Bathrooms
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Twilight Tropical Gardens
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Pool
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Tropical Gardens
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Koi Pond
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Twilight Tropical Gardens
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Twilight Outdoor Pool and Garden
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Twilight Garden Path
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Twilight Beach Lawn
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Twilight Panoramic View
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Twilight Palm Trees
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Manicured Tropical Beach Lawn
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Private Tennis court
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Living room overlooking a beautiful green garden
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Living room
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Dine with a peaceful view
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Airy kitchen
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Reading nook
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Bedroom
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Kitchen corner
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Bedroom
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Bedroom
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Rooms
rooms
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Bedroom # 1
Primary Bedroom
1 Cal King
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Bedroom # 2
Guest Bedroom 2
1 Cal King
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Bedroom # 3
Guest Bedroom 3
1 King
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Bedroom # 4
Guest Bedroom 4
1 Cal King
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Bedroom # 5
Guest Bedroom 5
1 Cal King
Amenities
Description
Welcome to Kailua Shores Estate by Gather, one of Oahu’s most secluded and private beachfront estates. This expansive beachfront property on Kailua Beach offers all the amenities of a luxury resort, making it perfect for family reunions, a retreat with friends, or an intimate Hawaiian wedding. Featuring four newly remodeled homes surrounded by lush tropical landscaping, this estate creates a personal oasis for your dream Hawaii getaway.
What we love about Kailua Shores Estate:
* Prime Beachfront Location: Situated on land once cherished by Hawaiian royalty, this estate offers direct access to the white sands of Kailua Beach.
* Luxurious Resort Amenities: Enjoy a private pool, hot tub, chef’s kitchen, and professional- USTA tennis court with a practice wall, spinshot plus tennis ball launcher, basketball, and pickleball.
* Spacious Accommodations: Four separate homes, each with Cal King beds and en-suite baths, provide optimal comfort and privacy.
* Historical Charm: The original beach villa hosted celebrities like The Beatles, adding a touch of nostalgia and glamour to your stay.
* Versatile Gathering Spaces: Whether relaxing by the lily pond, hosting a barbecue, or enjoying cocktails on a lanai, this estate offers countless options for both relaxation and celebration.
The estate’s four homes—Main House, Tennis House, Beach House, and Pool House—are designed for both luxury and convenience. Each home features high ceilings, modern island-style furnishings, and glass doors that lead to private lanais. The Main House includes two bedrooms plus a convertible den, while the Tennis House and Beach House each offer two and three bedrooms, respectively. The Pool House is a cozy one-bedroom retreat, perfect for a honeymoon-style getaway.
The property’s chef’s kitchen is fully equipped for preparing gourmet meals, and the outdoor bar and BBQ area provide a fantastic space for entertaining. Spend your days lounging by the pool, playing a match on the USTA-approved tennis court with practice wall and Spinshot Plus tennis ball launcher, basketball and pickleball court and equipment, or simply soaking in the serene ambiance of the estate’s tropical gardens.
When you’re ready to explore, Kailua Beach is just a short drive away, as are the charming shops and restaurants of Kailua Town. Golf enthusiasts can choose from three nearby courses, and for a night out, the excitement of Waikiki and downtown Honolulu are within easy reach.
Kailua Shores Estate by Gather combines the privacy and space of a luxury residence with the amenities and service of a top-tier resort. Book your stay and create unforgettable memories in this idyllic Hawaii setting.
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-098-284-1344-01
TMK 430130050000
Room
Beds
Primary Bedroom
Cal King (1)
AC, Beach View, Lanai, Ocean View, Ensuite Bathroom
Guest Bedroom 2
Cal King (1)
AC, Beach View, Lanai, Ocean View, Ensuite Bathroom
Guest Bedroom 3
King (1)
AC, Beach View, Lanai, Ocean View, Ensuite Bathroom
Guest Bedroom 4
Cal King (1)
AC, Beach View, Lanai, Ocean View, Ensuite Bathroom
Guest Bedroom 5
Cal King (1)
AC, Beach View, Lanai, Ocean View, Ensuite Bathroom
Primary Ensuite
full bathroom
Guest Bedroom 2 Ensuite
full bathroom
Guest Bedroom 3 Ensuite
full bathroom
Guest Bedroom 4 Ensuite
full bathroom
Guest Bedroom 5 Ensuite
full bathroom
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
- Dining Area
- Dishes Utensils
- Dishwasher
- Espresso Machine
- Freezer
- Kettle
- Kitchen
- Kitchen Basics
- Microwave
- Oven
- Refrigerator
- Rice Cooker
- Stove
- Toaster
Amenities
- Dryer
- Essentials
- Extra Pillows And Blankets
- Hair Dryer
- Iron
- Linens
- Parking space
- Private Entrance
- Safe
- Shampoo
- Washer
- Wifi/Internet
Cleanliness
- 24Hr Check-In
- Self Check In / Check Out
Safety Features
- Fire Extinguisher
- First Aid Kit
- Outdoor Lighting
- Smoke Detector
Suitability
- Air Conditioning
- Bath Tub
- Ceiling fans
- Children Welcome
- Free Parking
- Hot Water
- Minimum Age Limit
- Pets Not Allowed
- Single Level Home
- Smoking Not Allowed
- Suitable For Events
- Suitable for Elderly
Entertainment
- Satellite or Cable TV
- Television
Pool/Spa
- Private Pool
Internal Amenities
- Beach Chairs
- Beach Towels
Outdoor Amenities
- Beach Bag
- Beach Equipment Rentals Available ($)
- Beach Mats
- Beach Umbrella
- Cooler - Ice Chest
- Garden
- Insulated Cooler Bag
- Lanai/Balcony
- Outdoor Shower
- Private yard
Themes
- Family
- Luxury
- Romantic
Car
- Car Recommended
Location/Property Types
- Beach Front
- Garden View
- Mountain View
- Walk to Shops / Restaurants
Property Manager
- 30 Day Properties
- Claudia Evenschor
- Mark LeRoy Hualalai
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September 2024
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| 01 | 02 | 03 | 04 | 05 | 06 | 07 |
| 08 | 09 $1,600 |
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| 29 $1,600 |
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October 2024
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| 01 $1,600 |
02 $1,600 |
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| 06 $1,600 |
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| 27 $1,600 |
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November 2024
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| 01 $1,700 |
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| 03 $1,700 |
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| 24 $1,700 |
25 $1,700 |
26 $1,700 |
27 $1,700 |
28 $1,700 |
29 $1,700 |
30 $1,700 |
December 2024
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $1,700 |
02 $1,700 |
03 $1,700 |
04 $1,700 |
05 $1,700 |
06 $1,700 |
07 $1,700 |
| 08 $1,700 |
09 $1,700 |
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| 15 $1,700 |
16 $1,700 |
17 $1,700 |
18 $1,700 |
19 $1,700 |
20 $4,500 |
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January 2025
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| 01 | 02 | 03 | 04 | |||
| 05 | 06 | 07 | 08 | 09 | 10 | 11 |
| 12 | 13 | 14 | 15 | 16 | 17 | 18 |
| 19 $1,700 |
20 $1,700 |
21 $1,700 |
22 $1,700 |
23 $1,700 |
24 $1,700 |
25 $1,700 |
| 26 $1,700 |
27 $1,700 |
28 $1,700 |
29 $1,700 |
30 $1,700 |
31 $1,700 |
February 2025
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| 01 $1,700 |
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| 02 $1,700 |
03 $1,700 |
04 $1,700 |
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| 09 $1,700 |
10 $1,700 |
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| 16 $1,700 |
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20 $1,700 |
21 $1,700 |
22 $1,700 |
| 23 $1,700 |
24 $1,700 |
25 $1,700 |
26 $1,700 |
27 $1,700 |
28 $1,700 |
March 2025
| S | M | T | W | T | F | S |
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| 01 $1,700 |
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| 02 $1,700 |
03 $1,700 |
04 $1,700 |
05 $1,700 |
06 $1,700 |
07 $1,700 |
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| 09 $1,700 |
10 $1,700 |
11 $1,700 |
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13 $1,700 |
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| 16 $1,700 |
17 $1,700 |
18 $1,700 |
19 $1,700 |
20 $1,700 |
21 $1,700 |
22 $1,700 |
| 23 $1,700 |
24 $1,700 |
25 $1,700 |
26 $1,700 |
27 $1,700 |
28 $1,700 |
29 $1,700 |
| 30 $1,700 |
31 $1,700 |
April 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $1,700 |
02 $1,700 |
03 $1,700 |
04 $1,700 |
05 $1,700 |
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| 06 $1,700 |
07 $1,700 |
08 $1,700 |
09 $1,700 |
10 $1,700 |
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| 13 $1,700 |
14 $1,700 |
15 $1,700 |
16 $1,700 |
17 $1,700 |
18 $1,700 |
19 $1,700 |
| 20 $1,700 |
21 $1,700 |
22 $1,700 |
23 $1,700 |
24 $1,700 |
25 $1,700 |
26 $1,700 |
| 27 $1,700 |
28 $1,700 |
29 $1,700 |
30 $1,700 |
May 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $1,700 |
02 $1,700 |
03 $1,700 |
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| 04 $1,700 |
05 $1,700 |
06 $1,700 |
07 $1,700 |
08 $1,700 |
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| 11 $1,700 |
12 $1,700 |
13 $1,700 |
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| 18 $1,700 |
19 $1,700 |
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24 $1,700 |
| 25 $1,700 |
26 $1,700 |
27 $1,700 |
28 $1,700 |
29 $1,700 |
30 $1,700 |
31 $1,700 |
June 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $1,900 |
02 $1,900 |
03 $1,900 |
04 $1,900 |
05 $1,900 |
06 $1,900 |
07 $1,900 |
| 08 $1,900 |
09 $1,900 |
10 $1,900 |
11 $1,900 |
12 $1,900 |
13 $1,900 |
14 $1,900 |
| 15 $1,900 |
16 $1,900 |
17 $1,900 |
18 $1,900 |
19 $1,900 |
20 $1,900 |
21 $1,900 |
| 22 $1,900 |
23 $1,900 |
24 $1,900 |
25 $1,900 |
26 $1,900 |
27 $1,900 |
28 $1,900 |
| 29 $1,900 |
30 $1,900 |
July 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $1,900 |
02 | 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 | 29 | 30 | 31 $1,900 |
August 2025
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
| 01 $1,700 |
02 $1,700 |
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| 03 $1,700 |
04 $1,700 |
05 $1,700 |
06 $1,700 |
07 $1,700 |
08 $1,700 |
09 $1,700 |
| 10 $1,700 |
11 $1,700 |
12 $1,700 |
13 $1,700 |
14 $1,700 |
15 $1,700 |
16 $1,700 |
| 17 $1,700 |
18 $1,700 |
19 $1,700 |
20 $1,700 |
21 $1,700 |
22 $1,700 |
23 $1,700 |
| 24 $1,700 |
25 $1,700 |
26 $1,700 |
27 $1,700 |
28 $1,700 |
29 $1,700 |
30 $1,700 |
| 31 $1,700 |
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