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Kailua Shores Estate by Gather: Luxury w/ Pool, Spa, AC & Breathtaking Views

Photo gallery for Kailua Shores Estate by Gather: Luxury w/ Pool, Spa, AC & Breathtaking Views

Stunning pool adjacent to the tennis house, ideal for cooling off after activities.
Formal living space in the beach house with cozy seating and panoramic ocean views.
Dining area with a table that comfortably seats 6, featuring scenic views of the outdoors.
Main House outdoor Dining area with seating for six, offering a cozy setting for al fresco meals amidst tropical surroundings.
Pool House chef’s kitchen and bar with modern appliances and a breakfast counter seating 3.
8 bedrooms9 bathroomsSleeps 18696.8 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pool
  • Hot tub
  • Barbecue grill

Explore the area

View map
Kailua, HI
  • Kailua Beach
    ‪12 min walk‬
  • Kailua Bay Beach
    ‪3 min drive‬
  • Lanikai Beach
    ‪6 min drive‬
  • Honolulu, HI (HNL-Daniel K. Inouye Intl.)
    ‪29 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

Welcome to Kailua Shores Estate 8 Bedroom, one of Oahu’s most private and storied beachfront estates. Set on land once cherished by Hawaiian royalty, this 7,500-square-foot retreat spans four newly remodeled homes along the white sands of Kailua Beach. Designed for gatherings yet offering serene corners of solitude, the estate is ideal for multi-generational families, milestone celebrations, or retreats that balance leisure with luxury.

What You’ll Love About Kailua Shores Estate 8 Bedroom
* Prime beachfront location with direct access to Kailua Beach
* Private pool, hot tub, and USTA-certified tennis court with ball launcher
* Four distinct homes, each with Cal King or King suites and ensuite baths
* Historic villa where celebrities like The Beatles once stayed
* Expansive tropical gardens with lily pond, BBQ areas, and open lanais

Living & Dining
Each of the four residences—Main House, Tennis House, Beach House, and Pool House—has its own style, blending airy island architecture with contemporary furnishings. Multiple living areas feature vaulted ceilings, walls of windows, and seating that frames views of the ocean, pool, or gardens. Formal and casual dining rooms, both indoor and out, provide settings for family-style meals or sunset dinners.

Chef-Ready Kitchen
The estate’s kitchens are fully equipped with high-end appliances, espresso machines, dishware, and essentials for large-scale entertaining. The Main House offers a chef’s kitchen with generous counter space and an island perfect for gathering while meals are prepared. Outdoors, a bar and BBQ area extend the culinary experience to al fresco evenings.

Outdoor Oasis
Surrounding the estate are manicured lawns, koi ponds, and tropical gardens filled with palms and flowering plants. The private pool and hot tub are bordered by cushioned loungers, while multiple lanais provide shaded retreats. Active guests will appreciate the professional tennis court with practice wall, basketball, and pickleball setup, as well as direct beach access for kayaking, paddleboarding, or barefoot walks along the sand.

Sleeping Quarters
* Primary Suite – Cal King bed, ensuite bath, lanai, AC, ocean view
* Guest Suite 2 – Cal King bed, ensuite bath, lanai, AC, ocean view
* Guest Suite 3 – King bed, ensuite bath, lanai, AC, ocean view
* Guest Suite 4 – Cal King bed, ensuite bath, lanai, AC, ocean view
* Guest Suite 5 – Cal King bed, ensuite bath, lanai, AC, ocean view
* Guest Suite 6 – Cal King bed, ensuite bath, lanai, AC, ocean view
* Guest Suite 7 – King bed, ensuite bath, lanai, AC, ocean view
* Guest Suite 8 – King bed, ensuite bath, lanai, AC, ocean view
* Guest Bathroom 9 – Full bathroom

Extras
* Central air conditioning
* High-speed Wi-Fi
* Washer and dryer
* Smart TVs and cable
* Luxury linens and extra pillows/blankets
* Beach gear (chairs, umbrellas, mats, boogie boards, coolers)
* Toys and family-friendly amenities
* Private parking and secure entry
* Event-friendly spaces for gatherings

Nearby
Kailua Beach is just outside your door, while the boutiques, cafés, and markets of Kailua Town are minutes away. Three golf courses are nearby, and for nightlife or fine dining, Waikiki and downtown Honolulu are within a short drive. Hiking, snorkeling, horseback riding, and cultural sites are also easily accessible.

Good to Know
* The property is offered exclusively as a 30-day rental. The full monthly rate applies regardless of length of stay, as prorated rates are not available. Please inquire for details.
* Tax ID: TA-098-284-1344-01
* TMK: 430130050000

Reserve your dates at Kailua Shores Estate 8 Bedroom and experience the rare blend of beachfront seclusion, historic charm, and modern luxury.

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
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
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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 hiking and cycling nearby.
Map
Kailua, HI

What's nearby

  • Beach - 1 min walk - 0.1 km
  • Kailua Beach - 12 min walk - 1.0 km
  • Kalama Beach Park - 15 min walk - 1.3 km
  • Kailua Bay Beach - 3 min drive - 1.5 km
  • Lanikai Beach - 6 min drive - 3.0 km

Getting around

  • Hālaulani / Leeward Community College Station - 32 min drive
  • Honolulu, HI (HNL-Daniel K. Inouye Intl.) - 27 min drive

Restaurants

  • ‪McDonald's - ‬19 min walk
  • ‪Buzz's Original Steakhouse - ‬17 min walk
  • ‪Goen - ‬18 min walk
  • ‪Teddy's Bigger Burgers - ‬17 min walk
  • ‪Morning Brew - ‬17 min walk

Frequently asked questions

Does Kailua Shores Estate by Gather: Luxury w/ Pool, Spa, AC & Breathtaking Views have a pool?

Yes, this property has an indoor pool.

Is Kailua Shores Estate by Gather: Luxury w/ Pool, Spa, AC & Breathtaking Views pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Kailua Shores Estate by Gather: Luxury w/ Pool, Spa, AC & Breathtaking Views?

Check-in begins at 4:00 PM.

What time is check-out at Kailua Shores Estate by Gather: Luxury w/ Pool, Spa, AC & Breathtaking Views?

Checkout is at 10:00 AM.

Where is Kailua Shores Estate by Gather: Luxury w/ Pool, Spa, AC & Breathtaking Views located?

Nestled on the beach, this Kailua holiday home is 0.6 mi (1 km) from Kailua Beach and 1.7 mi (2.7 km) from Lanikai Beach. Kailua Bay Beach and Kalama Beach Park are also within 1 mile (2 km).

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About the host

Hosted by Gather Vacations

Host profile image
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

Languages:

English

Premier Host

They consistently provide great experiences for their guests