Manicured Lawns

Kailua Shores Estate

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18   8
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5
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Estate
$2,350 — $14,227 / night
Kailua Shores Estate
Kailua, Oahu, Hawaii
·
18   8
$2,350 — $14,227 / night
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This property requires our Villa Specialists to confirm availability for you. Please inquire below.

For assistance call us at 888.628.4896

Special Offer
Summer Lovin' Hawaiian Style!
Book your summer island stay by May 15th to unlock an exclusive discount on this beautiful home.
Offer applicable to stays between Jun 1 → Aug 31, 2025 and booked between Apr 21 → May 15, 2025

Rates

*Please note, this property is strictly available for a 30-day minimum rental period due to County regulations. 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 for a detailed quote.
See All Rates
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.

Welcome to Kailua Shores Estate, 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 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.

Tax ID: TA-098-284-1344-01

Permit Number: TMK 430130050000

Kailua, Oahu, Hawaii
Vacation Rental
Estate
7500 sq ft. on 1 floor
Guests
18
Bedrooms
8
Bathrooms
9
Beds
8
Ocean Front
Pool
Hot Tub
8 Bedrooms
18 guests
Primary Bedroom
Bed: California King·
En-Suite Bath·
Air Conditioning·
Ocean View
Bedroom Two
Bed: California King·
En-Suite Bath·
Air Conditioning·
Ocean View
Bedroom Three
Bed: King Bed·
En-Suite Bath·
Air Conditioning·
Ocean View
Bedroom Four
Bed: California King·
En-Suite Bath·
Air Conditioning·
Ocean View
Bedroom Five
Bed: California King·
En-Suite Bath·
Air Conditioning·
Ocean View
Bedroom Six
Bed: California King·
En-Suite Bath·
Air Conditioning·
Ocean View
Bedroom Seven
Bed: King Bed·
En-Suite Bath·
Air Conditioning·
Ocean View
Bedroom Eight
Bed: King Bed·
En-Suite Bath·
Air Conditioning·
Ocean View
Amenities
Living Room
Sofa·
Additional Seating·
Ocean View·
TV
Kitchen
Center Island·
Fully Equipped Kitchen
Outdoor Living
Pool·
Additional Seating·
BBQ Grill·
Chaise Lounge w/Cushions·
Outdoor Dining Table·
Outdoor Kitchen·
Hot Tub·
Tennis Court·
Outdoor Shower
Home Amenities
Air Conditioning·
Beach Chairs·
Beach Towels·
Beach Umbrella·
Cooler·
Safe

Reviews

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.
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!
Claudia
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.
Darla
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.

Map

Attractions

Honolulu International Airport (HNL)
23.7 Miles
Nearest Airport
Kailua Beach
0.6 Mile
Beach
Kailua Town Center
0.9 Mile
Activities, Shopping & Restaurants
Ala Moana Center
13.3 Miles
Shopping Mall
Waikiki
15.3 Miles
Beach, Shopping & Restaurants
Honolulu Zoo
16.2 Miles
Zoo, Sightseeing, Adventure & Exploring
Diamond Head State Monument
16.8 Miles
State Park
Polynesian Cultural Center
28 Miles
Live Performance / Shows / Theatre
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