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Kailua Shores Estate by Gather: Luxury w/ Pool, Spa, AC & Breathtaking Views
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8 bedrooms9 bathroomsSleeps 18696.8 sq m
Popular amenities
Explore the area

Kailua, HI
- Kailua Beach12 min walk
- Kailua Bay Beach15 min walk
- Lanikai Beach5 min drive
- Honolulu, HI (HNL-Daniel K. Inouye Intl.)27 min drive
Rooms & beds
8 bedrooms (sleeps 18)
Guest Bedroom 2
1 King Bed
Guest Bedroom 3
1 King Bed
Guest Bedroom 4
1 King Bed
Guest Bedroom 5
1 King Bed
Guest Bedroom 6
1 King Bed
Guest Bedroom 7
1 King Bed
Guest Bedroom 8
1 King Bed
Primary Bedroom
1 King Bed
9 bathrooms
Guest Bathroom 9
Guest Bedroom 2 Ensuite
Guest Bedroom 3 Ensuite
Guest Bedroom 4 Ensuite
Guest Bedroom 5 Ensuite
Guest Bedroom 6 Ensuite
Guest Bedroom 7 Ensuite
Guest Bedroom 8 Ensuite
Primary Ensuite
Spaces
Porch or lanai
Kitchen
Balcony
Garden
Dining Area
About this property
Kailua Shores Estate by Gather: Luxury w/ Pool, Spa, AC & Breathtaking Views
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 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
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
Property manager
Gather Vacations
Premier Host
Languages
English
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washer
Dryer
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Property Registration Number GE-098-284-1344-01, 430130050000, TA-098-284-1344-01
We should mention
A car is recommended for transport to and from this property
About the area
Kailua
Located in Kailua, this holiday home is on the beach. Ala Moana Center and International Market Place are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Kailua Beach and Lanikai Beach. Honolulu Zoo and Hoʻomaluhia Botanical Garden are also worth visiting. Scuba diving and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding and hiking/biking trails nearby.

Kailua, HI
What's nearby
- Beach - 3 min walk - 0.3 km
- Kailua Beach - 12 min walk - 1.1 km
- Kalama Beach Park - 13 min walk - 1.1 km
- Kailua Bay Beach - 15 min walk - 1.3 km
- Lanikai Beach - 5 min drive - 2.7 km
Getting around
Restaurants
- Windward Bar - 20 min walk
- Zippy's Kailua - 2 min drive
- Buzz's Original Steak House - 17 min walk
- Down To Earth - Kailua - 18 min walk
- Maui Brewing Co Kailua - 17 min walk
Frequently asked questions
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About the host
Hosted by Gather Vacations

Gather with us! Gather Vacation Rentals is the leading luxury property manager in the US. Gather was founded in 2005 and our properties reflect our high standards of excellence. With over 400 professionally managed luxury homes available for vacation rentals, we are committed to making sure that our vacation clients experience the very best in quality, delivery, and outstanding service
Our Vacation Rental Management Team reflects our high standards of excellence. With over 400 professionally managed luxury homes available for vacation rentals throughout the US, we are committed to ensuring our vacation clients experience the very best in quality, delivery, and outstanding service.
Active Member of:
- (VRMA) Vacation Rental Managers Association
- (NAR) National Association of Realtors
Our Vacation Rental Management Team reflects our high standards of excellence. With over 400 professionally managed luxury homes available for vacation rentals throughout the US, we are committed to ensuring our vacation clients experience the very best in quality, delivery, and outstanding service.
Active Member of:
- (VRMA) Vacation Rental Managers Association
- (NAR) National Association of Realtors
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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