Kailua Shores Estate 5 Bedroom

Kailua 5 Bedrooms 10 Sleeps 5 Bathrooms
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Kailua Shores Estate - USTA approved private Tennis Court
    Kailua Shores Estate - USTA approved private Tennis Court
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Kailua Shores Estate - Pool
    Kailua Shores Estate - Pool
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Kailua Shores Estate by night
    Kailua Shores Estate by night
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Luxury Kailua Shores Estate - Beach Front
    Luxury Kailua Shores Estate - Beach Front
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Beach House - Formal Living
    Beach House - Formal Living
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Tennis House - Formal Living
    Tennis House - Formal Living
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Beach House - Outdoor Dining
    Beach House - Outdoor Dining
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Beach House - Kitchen
    Beach House - Kitchen
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Beach House - Formal Dining
    Beach House - Formal Dining
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Tennis House - Formal Dining
    Tennis House - Formal Dining
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Tennis House - Bedrooms
    Tennis House - Bedrooms
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Beach House - Bedroom
    Beach House - Bedroom
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Beach House & Tennis House - Bathrooms
    Beach House & Tennis House - Bathrooms
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Twilight Tropical Gardens
    Twilight Tropical Gardens
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Pool
    Pool
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Tropical Gardens
    Tropical Gardens
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Koi Pond
    Koi Pond
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Twilight Tropical Gardens
    Twilight Tropical Gardens
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Twilight Outdoor Pool and Garden
    Twilight Outdoor Pool and Garden
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Twilight Garden Path
    Twilight Garden Path
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Twilight Beach Lawn
    Twilight Beach Lawn
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Twilight Panoramic View
    Twilight Panoramic View
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Twilight Palm Trees
    Twilight Palm Trees
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Manicured Tropical Beach Lawn
    Manicured Tropical Beach Lawn
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Private Tennis court
    Private Tennis court
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Living room overlooking a beautiful green garden
    Living room overlooking a beautiful green garden
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Living room
    Living room
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Dine with a peaceful view
    Dine with a peaceful view
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Airy kitchen
    Airy kitchen
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Reading nook
    Reading nook
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Bedroom
    Bedroom
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Kitchen corner
    Kitchen corner
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Bedroom
    Bedroom
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Bedroom
    Bedroom
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom -

Prices start at $66,990/month and will not be pro-rated based on length of stay. Please inquire to get an accurate quote.

One of the largest, most private and secluded vacation rental residences on the island of Oahu, Kailua Shores Estate provides a spectacular beachfront location and all the amenities of a luxury resort, making it ideal for a family reunion, an escape to paradise with a group of friends, or an intimate Hawaiian wedding. The estate consists of four separate, newly remodeled homes, set on extensive grounds with a pool, hot tub, indoor-outdoor chef's kitchen and bar facility with BBQ surrounded with lush lawn, tropical plants and flowers, and a tranquil lily pond. Enjoy the private USTA approved tennis court with practice wall and Spinshot Plus tennis ball launcher, as well as the professional basketball and pickle ball court and equipment. Treat the estate as your personal resort and spend your entire stay on the gorgeous grounds fronting Kalama Beach Park.

Situated beachfront on land once prized by the kings and queens of Oahu, this estate property features the original beach villa that was a destination for movie stars and celebrities, including the Beatles in the mid-1960s. Each of Kailua Shores Estate’s four bright and airy air-conditioned homes has its own living and dining area, a fully equipped kitchen, high ceilings, large windows for taking in the stunning views, and glass doors leading out to lovely lanais. The homes have been beautifully appointed with elegant, modern, island-style furnishings.

For optimal comfort and privacy, all bedrooms at Kailua Shores Estate boast Cal King beds and en-suite full baths. The accommodations for the 5 Bedroom option would include the three-bedroom Beach House and the two-bedroom Tennis House.

Take a two-minute drive to access Kailua Beach or the many dining and shopping options in Kailua. The golfers in your group will be thrilled with the three courses within seven miles. For a relaxed afternoon of cocktails on the beach or a night out, make the short drive to Waikiki Beach or downtown Honolulu.

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

Entertainment
Satellite or Cable TV
Television
Amenities
Dryer
Essentials
Extra Pillows And Blankets
Hair Dryer
Iron
Linens
Parking space
Private Entrance
Safe
Shampoo
Washer
Wifi/Internet
Car
Car Recommended
Cleanliness
24Hr Check-In
Self Check In / Check Out
Internal Amenities
Beach Towels
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
Location/Property Types
Beach Front
Garden View
Mountain View
Walk to Shops / Restaurants
Nearby Activities
Cycling
Fishing
Golfing
Hiking
Horseback riding
Museums
Scuba diving or Snorkeling
Shopping
Spa and wellness
Tennis
Watersports
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
Pool/Spa
Private Pool
Property Manager
30 Day Properties
Claudia Evenschor
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
Themes
Family
Luxury
Romantic
LEAVE A REVIEW
September 10, 2021 - Manual Entry

by Admin KBE

Memories of Kailua Shores Estate will last a lifetime! The setting is hard to beat, and all separate villas are truly comfortable, spacious and offered a lot of privacy! The place was incredibly tidy and well maintained. The owners ensured we had everything and on top of that, they greeted us with the most bountiful “Aloha Welcome Basket” and exquisite flowers. Their generosity was felt throughout our entire stay. The estate was well stocked and prepared, plentiful toys and games to play.

May 19, 2021 - Manual Entry

by Joelle Resnick

Everything from start to finish was just perfect. The home and property were wonderful and everything that we had hoped it would be. If we needed anything, someone was always there to help, but if we wanted private family time that was always there too. Wonderful spot! Very special indeed!

February 25, 2020 - Website

Beautiful Beachfront Estate!

by Claudia past guest
Memories of Kailua Shores Estate will last a lifetime! The setting is hard to beat, and all separate villas are truly comfortable, spacious and offered a lot of privacy! The place was incredibly tidy and well maintained. The owners ensured we had everything and on top of that, they greeted us with the most bountiful “Aloha Welcome Basket” and exquisite flowers. Their generosity was felt throughout our entire stay. The estate was well stocked and prepared, plentiful toys and games to play. We would definitely stay here again!
November 2, 2019 - Website

A slice of private paradise!

by Darla past guest
I cannot say enough about this place. We loved it! From the moment we walked through the gate, we were greeted by expansive gardens, pool, pond, and a tennis court. The four homes layout was just perfect for our large family and the amenities were more than we needed. Everyone had privacy, yet plenty of gathering place by the pool and bar and gardens. The kids loved playing tennis, basketball, and the beach is right in the backyard. And what a perfect beach for the kids to play! Plenty of equipment and toys for everybody. This property has it all! Every bedroom is spacious and comfortable with its own bath, open living space, relaxing, nicely furnished. Always a nice breeze going through. We left totally re-energized, and wishing we had stayed a few more days. I look forward to planning another visit in a not too distant future.
    Available     Unavailable  Check-In Only  Check-Out Only

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March 2025
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June 2025
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Room Beds Amenities
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
Guest Bedroom 2 Ensuite
Guest Bedroom 3 Ensuite
Guest Bedroom 4 Ensuite
Guest Bedroom 5 Ensuite
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