Kailua Shores Estate 8 Bedroom

Kailua, HI 8 Bedrooms Vacation Rental

8 Beds 9 Baths Sleeps 18
Private Pool at Kailua Shores Estate Kailua Shores Estate - USTA approved private Tennis Court
Kailua Shores Estate - USTA approved private Tennis Court

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Rooms

  • bed icon

    Bedroom # 1

    Primary Bedroom

    1 Cal King

  • bed icon

    Bedroom # 2

    Guest Bedroom 2

    1 Cal King

  • bed icon

    Bedroom # 3

    Guest Bedroom 3

    1 King

  • bed icon

    Bedroom # 4

    Guest Bedroom 4

    1 Cal King

  • bed icon

    Bedroom # 5

    Guest Bedroom 5

    1 Cal King

  • bed icon

    Bedroom # 6

    Guest Bedroom 6

    1 Cal King

  • bed icon

    Bedroom # 7

    Guest Bedroom 7

    1 King

  • bed icon

    Bedroom # 8

    Guest Bedroom 8

    1 King

8 Beds 9 Baths Sleeps 18

Amenities

Private pool
Air conditioning
Beach Front
Ocean View

Description

Prices start at $80,010/month and will not be pro-rated based on length of stay. Please inquire to get an accurate quote.

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

Room

Beds


Primary Bedroom

Cal King (1)

AC, Beach View, Lanai, Ocean View, Ensuite Bathroom


Guest Bedroom 2

Cal King (1)

AC, Beach View, Lanai, Ocean View, Ensuite Bathroom


Guest Bedroom 3

King (1)

AC, Beach View, Lanai, Ocean View, Ensuite Bathroom


Guest Bedroom 4

Cal King (1)

AC, Beach View, Lanai, Ocean View, Ensuite Bathroom


Guest Bedroom 5

Cal King (1)

AC, Beach View, Lanai, Ocean View, Ensuite Bathroom


Guest Bedroom 6

Cal King (1)

AC, Beach View, Lanai, Ocean View, Ensuite Bathroom


Guest Bedroom 7

King (1)

AC, Beach View, Lanai, Ocean View, Ensuite Bathroom


Guest Bedroom 8

King (1)

AC, Beach View, Lanai, Ocean View, Ensuite Bathroom


Primary Ensuite

full bathroom


Guest Bedroom 2 Ensuite

full bathroom


Guest Bedroom 3 Ensuite

full bathroom


Guest Bedroom 4 Ensuite

full bathroom


Guest Bedroom 5 Ensuite

full bathroom


Guest Bedroom 6 Ensuite

full bathroom


Guest Bedroom 7 Ensuite

full bathroom


Guest Bedroom 8 Ensuite

full bathroom


Guest Bathroom 9

full bathroom

Nearby Activities

  • Cycling
  • Fishing
  • Golfing
  • Hiking
  • Horseback riding
  • Museums
  • Scuba diving or Snorkeling
  • Shopping
  • Spa and wellness
  • Tennis
  • Watersports

Kitchen and Dining

  • BBQ
  • Blender
  • Coffee Maker
  • Dining Area
  • Dishes Utensils
  • Dishwasher
  • Espresso Machine
  • Freezer
  • Kettle
  • Kitchen
  • Kitchen Basics
  • Microwave
  • Oven
  • Refrigerator
  • Rice Cooker
  • Stove
  • Toaster

Amenities

  • Dryer
  • Essentials
  • Extra Pillows And Blankets
  • Hair Dryer
  • Iron
  • Linens
  • Parking space
  • Private Entrance
  • Safe
  • Shampoo
  • Washer
  • Wifi/Internet

Cleanliness

  • 24Hr Check-In
  • Self Check In / Check Out

Suitability

  • Air Conditioning
  • Bath Tub
  • Ceiling fans
  • Children Welcome
  • Free Parking
  • Hot Water
  • Minimum Age Limit
  • Pets Not Allowed
  • Smoking Not Allowed
  • Suitable For Events

Entertainment

  • Satellite or Cable TV
  • Television
  • Toys

Pool/Spa

  • Hot Tub
  • Private Pool

Internal Amenities

  • Beach Chairs
  • Beach Towels
  • Boogie Boards

Outdoor Amenities

  • Beach Bag
  • Beach Equipment Rentals Available ($)
  • Beach Mats
  • Beach Umbrella
  • Cooler - Ice Chest
  • Garden
  • Insulated Cooler Bag
  • Lanai/Balcony
  • Outdoor Shower
  • Private yard

Themes

  • Family
  • Luxury
  • Romantic

Car

  • Car Recommended

Location/Property Types

  • Beach Front
  • Beach View
  • Garden View
  • Near Ocean
  • Ocean View
  • Walk to Shops / Restaurants

Property Manager

  • 30 Day Properties
  • Claudia Evenschor
  • Mark LeRoy Hualalai

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September 2025

S M T W T F S
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$4,500
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$4,500
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$4,500
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$4,500
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$2,350
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    Available     Unavailable  Check-In Only  Check-Out Only

Adults

Ages 18 or above

Children

Ages 2-17

Infants

Under 2

Pets

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