Kailua Shores Estate 5 Bedroom

United States / Hawaii / Oahu

Welcome to Kailua Shores Estate, one of Oahu’s most secluded and private beachfront estates.

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

Overview

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.

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 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


Features

5 Bedrooms, 5 Bathrooms

Sleeps 10 Guests

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


Exclusive Offers

Cyber week starts now. Enhance your villa escape with up to $2,000 Cashback - Paid Upon Deposit. 

Booking Value:

  • $5,000 – $15,000 = $150 Cashback
  • $15,001 – $25,000 = $250 Cashback
  • $25,001 – $35,000 = $350 Cashback
  • $35,001 – $50,000 = $500 Cashback
  • $50,001 – $75,000 = $750 Cashback
  • $75,001 – $100,000 = $1,000 Cashback
  • $100,001+ = $2,000 Cashback

Offer valid for new bookings made between 11/23/25 - 12/06/25 for travel between 11/24/25 - 12/31/26. Amount is based on the base villa cost only. Minimum booking value applies. Cash back will be paid in a Villas of Distinction Visa® Prepaid Card upon deposit. Villas of Distinction Visa® Prepaid Card is issued by MetaBank®, N.A., Member FDIC, pursuant to a license from Visa U.S.A. Inc. No cash access or recurring payments. Can be used everywhere Visa debit cards are accepted. Card valid for up to 12 months; unused funds will forfeit after the valid thru date. Card terms and conditions apply. Offer is valid for travel advisors’ clients. The Villas of Distinction Prepaid Card will be mailed directly to the travel advisors’ client within 30 days of deposit. Client mailing address must be provided. May not be combinable with other offers. All offers are subject to availability and may not apply to all villas or travel dates. Other restrictions may apply; please call for full details.

Rates

Travel Dates Bedrooms Min. Night Stay Nightly Rates
November 01, 2025 - December 18, 2025
5 30 $ 1,889 *
January 05, 2026 - January 07, 2026
5 30 $ 8,028 *
January 15, 2026 - November 10, 2026
5 30 $ 1,778 *
November 16, 2026 - November 18, 2026
5 30 $ 9,071 *
November 21, 2026 - November 22, 2026
5 30 $ 9,071 *
November 29, 2026 - December 17, 2026
5 30 $ 9,071 *
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 vacation specialist at time of booking.

Tax Service Charge Details *

Please add 17.962% tax to all rates
Please note: for all reservations beginning January 1, 2026, an additional .75% "green tax" will go into affect. Total taxes will increase to 18.712%.
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 $249 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 vacation specialist.