Kailua Shores Estate 5 Bedroom

United States / Hawaii / Oahu

Welcome to Kailua Shores Estate, an expansive beachfront retreat offering unmatched privacy, luxury, and seclusion.

up to 5
Bedrooms
up to 10
Guests
5
Bathrooms
from 30
Min. Nights

Overview

Spanning four separate, newly remodeled homes set on lush, manicured grounds, this estate delivers a resort-like experience perfect for family reunions, an intimate Hawaiian wedding, or a getaway with friends. Enjoy the comforts of a private resort with amenities like a pool, hot tub, chef's kitchen, and tennis courts, all while being steps from the pristine sands of Kalama Beach Park.

What we love about Kailua Shores Estate:

  • Private Beachfront Luxury: The estate’s location on land once favored by Hawaiian royalty offers direct access to Kalama Beach, with panoramic ocean views.
  • Resort-Style Amenities: Spend your days lounging by the pool, relaxing in the hot tub, or enjoying the fully equipped chef’s kitchen, outdoor bar, and BBQ facilities.
  • Versatile Outdoor Spaces: The property features a private USTA-approved tennis court, basketball and pickleball courts, and beautifully landscaped grounds complete with a tranquil lily pond.
  • Spacious Accommodations: Four separate homes provide luxurious, private spaces for large groups, each with its own living, dining, and kitchen areas.
  • Historical Significance: The original beach villa, once visited by Hollywood stars including The Beatles, adds a unique touch of nostalgia and exclusivity to your stay.

Inside, each home is thoughtfully designed with a spacious living area, modern kitchens equipped with high-end appliances, and elegant dining areas. The open-concept living spaces make it easy to gather for meals or relaxation while still enjoying individual privacy. The chef’s kitchen is the heart of the estate, designed for culinary enthusiasts with state-of-the-art appliances, ample prep space, and a seamless indoor-outdoor flow that allows for entertaining large groups.

The living rooms in each home are furnished with comfortable seating, flat-screen TVs, and large windows that fill the space with natural light. The dining areas are perfect for family meals, with ample seating and direct access to the lanai for al fresco dining. The kitchens are fully stocked with cookware, utensils, and appliances, making it easy to prepare anything from a quick breakfast to a gourmet dinner.

For ultimate comfort and privacy, each bedroom at Kailua Shores Estate features a Cal King bed, plush bedding, and an en-suite bathroom. The Main House includes two spacious bedrooms along with a convertible den that can serve as an extra sleeping area with a King sofa sleeper. The master suite in the Main House is a true retreat, featuring ocean views, direct lanai access, and a luxurious en-suite bath with a walk-in shower and double vanity. The Tennis House offers two equally comfortable bedrooms, while the Beach House includes three bedrooms designed to accommodate family members or friends. The Pool House, perfect for a honeymoon-style escape, offers a cozy yet luxurious setting with its own private living area, full kitchen, and en-suite bathroom.

Step outside to experience your private resort. The large swimming pool and hot tub are perfect for lazy afternoons under the Hawaiian sun. Challenge friends to a game of tennis, basketball, or pickleball on the estate’s professional-grade courts. The expansive lawns and tropical gardens provide ample space for both relaxation and celebration, with the sound of the ocean as your backdrop.

Beyond the estate, the charm of Kailua Town, with its boutique shops, excellent dining options, and famous Kailua Beach, is just a short drive away. For golf enthusiasts, several courses are within a few miles, offering yet another option for recreation during your stay.

Kailua Shores Estate provides the perfect combination of luxury, privacy, and the timeless beauty of the Hawaiian Islands. Book your stay today and make unforgettable memories in this idyllic beachfront 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


Features

5 Bedrooms, 5 Bathrooms

Sleeps 10 People

Outdoor Lighting

Private Entrance

Safe

Beach Front

Wifi/Internet

Private Pool

Suitable For Events

Iron

Washer

Dryer

Shampoo

Outdoor Shower

Hair Dryer

Linens

Extra Pillows And Blankets

Rice Cooker

Blender

Espresso Machine

Kettle

Oven

Refrigerator

Coffee Maker

Microwave

Dishwasher

Dishes Utensils

Stove

Toaster

Freezer

First Aid Kit

Lanai/Balcony

Garden View

Mountain View

Fire Extinguisher

Smoke Detector

Free Parking

Ceiling fans

Private yard

Garden

Satellite or Cable TV

Television

Beach Bag

Beach Umbrella

Beach Mats

Insulated Cooler Bag

Beach Equipment Rentals Available ($)

Cooler - Ice Chest

Beach Towels


Details

Bedroom Details

Bedroom 1: Master with Cal King (1), AC, Beach View, Lanai, Ocean View, En-suite Bathroom
Bedroom 2: Cal King (1), AC, Beach View, Lanai, Ocean View, En-suite Bathroom
Bedroom 3: King (1), AC, Beach View, Lanai, Ocean View, En-suite Bathroom
Bedroom 4: Cal King (1), AC, Beach View, Lanai, Ocean View, En-suite Bathroom
Bedroom 5: Cal King (1), AC, Beach View, Lanai, Ocean View, En-suite Bathroom

Bathroom Details

Bedroom 1: En-suite bathroom
Bedroom 2: En-suite bathroom
Bedroom 3: En-suite bathroom
Bedroom 4: En-suite bathroom
Bedroom 5: En-suite bathroom

Beach Details

Kailua Beach - 2 minutes
Lanikai Beach - 4 minutes
Castles Beach - 5 minutes
Beach equipment is available for rent at an additional cost

Pool Details

Private pool

Location Details

Mid-Pacific Country Club - 6 minutes
Royal Hawaiian Golf Club - 10 minutes
Daniel K. Inouye International Airport - 25 minutes

Villa Notes

Non smoking
Sorry no pets
A car is recommended


Rates

Travel Dates Bedrooms Min. Night Stay Nightly Rates
December 20, 2024 - January 18, 2025
5 30 $5,000 *
January 19, 2025 - May 31, 2025
5 30 $1,889 *
June 01, 2025 - July 31, 2025
5 30 $2,111 *
August 01, 2025 - August 31, 2025
5 30 $1,889 *
September 01, 2025 - October 31, 2025
5 30 $1,778 *
November 01, 2025 - December 18, 2025
5 30 $1,889 *
December 19, 2025 - December 19, 2025
5 30 $12,559 *
December 20, 2025 - December 20, 2025
5 30 $12,674 *
December 21, 2025 - December 21, 2025
5 30 $13,147 *
December 22, 2025 - December 22, 2025
5 30 $13,206 *
December 23, 2025 - December 23, 2025
5 30 $13,703 *
December 24, 2025 - December 24, 2025
5 30 $14,123 *
December 25, 2025 - December 25, 2025
5 30 $14,362 *
December 26, 2025 - December 26, 2025
5 30 $14,594 *
December 27, 2025 - December 27, 2025
5 30 $14,879 *
December 28, 2025 - December 28, 2025
5 30 $15,192 *
December 29, 2025 - December 29, 2025
5 30 $16,084 *
December 30, 2025 - December 30, 2025
5 30 $16,482 *
December 31, 2025 - December 31, 2025
5 30 $20,008 *
January 01, 2026 - January 01, 2026
5 30 $20,016 *
January 02, 2026 - January 02, 2026
5 30 $19,958 *
January 03, 2026 - January 03, 2026
5 30 $19,934 *
January 04, 2026 - January 04, 2026
5 30 $19,867 *
January 05, 2026 - January 05, 2026
5 30 $10,567 *
January 06, 2026 - January 06, 2026
5 30 $10,444 *
January 07, 2026 - January 07, 2026
5 30 $11,431 *
January 08, 2026 - January 08, 2026
5 30 $11,511 *
January 09, 2026 - January 09, 2026
5 30 $11,528 *
January 10, 2026 - January 10, 2026
5 30 $11,751 *
January 11, 2026 - January 11, 2026
5 30 $11,708 *
January 12, 2026 - January 12, 2026
5 30 $10,403 *
January 13, 2026 - January 13, 2026
5 30 $10,326 *
January 14, 2026 - January 14, 2026
5 30 $11,470 *
January 15, 2026 - February 17, 2026
5 30 $1,778 *
February 18, 2026 - February 18, 2026
5 30 $11,492 *
February 19, 2026 - February 19, 2026
5 30 $11,646 *
February 20, 2026 - February 20, 2026
5 30 $12,741 *
February 21, 2026 - February 21, 2026
5 30 $12,243 *
February 22, 2026 - February 22, 2026
5 30 $11,614 *
February 23, 2026 - February 23, 2026
5 30 $10,109 *
February 24, 2026 - February 24, 2026
5 30 $10,124 *
February 25, 2026 - February 25, 2026
5 30 $10,700 *
February 26, 2026 - February 26, 2026
5 30 $10,760 *
February 27, 2026 - February 27, 2026
5 30 $11,738 *
February 28, 2026 - February 28, 2026
5 30 $11,238 *
March 01, 2026 - March 01, 2026
5 30 $10,521 *
March 02, 2026 - March 02, 2026
5 30 $9,649 *
March 03, 2026 - March 03, 2026
5 30 $9,899 *
March 04, 2026 - March 04, 2026
5 30 $10,416 *
March 05, 2026 - March 05, 2026
5 30 $10,729 *
March 06, 2026 - March 06, 2026
5 30 $13,697 *
March 07, 2026 - March 07, 2026
5 30 $13,626 *
March 08, 2026 - March 08, 2026
5 30 $13,060 *
March 09, 2026 - March 09, 2026
5 30 $12,789 *
March 10, 2026 - March 10, 2026
5 30 $12,863 *
March 11, 2026 - March 11, 2026
5 30 $13,649 *
March 12, 2026 - March 12, 2026
5 30 $13,869 *
March 13, 2026 - March 13, 2026
5 30 $14,137 *
March 14, 2026 - March 14, 2026
5 30 $14,213 *
March 15, 2026 - March 15, 2026
5 30 $13,508 *
March 16, 2026 - March 16, 2026
5 30 $13,118 *
March 17, 2026 - March 17, 2026
5 30 $12,848 *
March 18, 2026 - March 18, 2026
5 30 $13,059 *
March 19, 2026 - March 19, 2026
5 30 $13,194 *
March 20, 2026 - March 20, 2026
5 30 $13,029 *
March 21, 2026 - March 21, 2026
5 30 $13,051 *
March 22, 2026 - March 22, 2026
5 30 $12,429 *
March 23, 2026 - March 23, 2026
5 30 $12,311 *
March 24, 2026 - March 24, 2026
5 30 $12,266 *
March 25, 2026 - March 25, 2026
5 30 $12,636 *
March 26, 2026 - March 26, 2026
5 30 $13,098 *
March 27, 2026 - March 27, 2026
5 30 $12,979 *
March 28, 2026 - March 28, 2026
5 30 $12,987 *
March 29, 2026 - March 29, 2026
5 30 $10,113 *
March 30, 2026 - March 30, 2026
5 30 $9,892 *
March 31, 2026 - March 31, 2026
5 30 $9,893 *
April 01, 2026 - April 01, 2026
5 30 $10,221 *
April 02, 2026 - April 02, 2026
5 30 $11,369 *
April 03, 2026 - April 03, 2026
5 30 $11,358 *
April 04, 2026 - April 04, 2026
5 30 $11,292 *
April 05, 2026 - April 05, 2026
5 30 $10,766 *
April 06, 2026 - April 06, 2026
5 30 $10,297 *
April 07, 2026 - April 07, 2026
5 30 $9,681 *
April 08, 2026 - April 08, 2026
5 30 $9,874 *
April 09, 2026 - April 09, 2026
5 30 $10,002 *
April 10, 2026 - April 10, 2026
5 30 $9,819 *
April 11, 2026 - April 11, 2026
5 30 $9,599 *
April 12, 2026 - April 12, 2026
5 30 $9,340 *
April 13, 2026 - April 14, 2026
5 30 $9,071 *
April 15, 2026 - April 15, 2026
5 30 $9,078 *
April 16, 2026 - April 16, 2026
5 30 $9,266 *
April 17, 2026 - May 13, 2026
5 30 $9,071 *
May 14, 2026 - May 14, 2026
5 30 $9,193 *
May 15, 2026 - May 15, 2026
5 30 $9,613 *
May 16, 2026 - May 16, 2026
5 30 $9,397 *
May 17, 2026 - May 17, 2026
5 30 $9,158 *
May 18, 2026 - May 20, 2026
5 30 $9,071 *
May 21, 2026 - May 21, 2026
5 30 $9,770 *
May 22, 2026 - May 22, 2026
5 30 $11,968 *
May 23, 2026 - May 23, 2026
5 30 $11,550 *
May 24, 2026 - May 24, 2026
5 30 $11,497 *
May 25, 2026 - May 25, 2026
5 30 $11,592 *
May 26, 2026 - May 27, 2026
5 30 $9,071 *
May 28, 2026 - May 28, 2026
5 30 $9,961 *
May 29, 2026 - May 29, 2026
5 30 $10,312 *
May 30, 2026 - May 30, 2026
5 30 $9,940 *
May 31, 2026 - May 31, 2026
5 30 $10,021 *
June 01, 2026 - June 01, 2026
5 30 $10,419 *
June 02, 2026 - June 02, 2026
5 30 $9,071 *
June 03, 2026 - June 03, 2026
5 30 $9,346 *
June 04, 2026 - June 04, 2026
5 30 $10,214 *
June 05, 2026 - June 05, 2026
5 30 $10,357 *
June 06, 2026 - June 06, 2026
5 30 $9,922 *
June 07, 2026 - June 07, 2026
5 30 $9,874 *
USD rates above based on approximate currency conversion. Holiday dates may not be listed in rate chart. Rates are subject to change without notice. Please confirm rate, holiday dates, and currency with your Villa Specialist at time of booking.

Tax Service Charge Details *

Please add 17.962% tax to all rates
Departure cleaning fee: $2,000 plus tax
Service fee: $295 plus tax
2% Booking fee

Minimum Stay Details

Minimum night stay may vary by season. Contact a villa specialist to confirm.

Accidental Damage Waiver

A $199 Accidental Damage Waiver applies to every reservation.

Calendar

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Location

Villa information may change without notice and should be confirmed with our villa rental specialists.