Kailua Shores Estate 5 Bedroom

Kailua 5 Bedrooms 10 Sleeps 5 Bathrooms
  • Kailua Vacation Rentals, Kailua Shores Estate 5 Bedroom - Manicured Tropical Beach Lawn
    Manicured Tropical Beach Lawn
  • 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 - 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.

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

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 Chairs
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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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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