Kailua Shores Estate 5 Bedroom
United States / Hawaii / Oahu
Welcome to Kailua Shores Estate, one of Oahu’s most secluded and private beachfront estates.
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
To qualify for 3 miles per $1 spent, bookings must be made through the Villas of Distinction for United MileagePlus program. Miles earned are awarded to only one traveler per villa booking. The actual number of miles earned by a member will be based upon the total base nightly villa rate excluding taxes, fees and optional fees. MileagePlus number must be provided prior to travel for mileage offer to be fulfilled. Miles are posted to member's accounts 6-8 weeks after travel has been completed. Bookings must be paid in U.S. currency. New bookings only. Offers are subject to availability, capacity-controlled and may be changed or withdrawn at any time without notice. Other restrictions may apply.
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 Villa Specialist at time of booking. | |||
Tax Service Charge Details *Please add 17.962% tax to all ratesPlease 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 DetailsMinimum night stay may vary by season. Contact a villa specialist to confirm. | |||
Accidental Damage WaiverA $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 villa rental specialists.
