Kailua Beach Historic Renovated Cottage

Kailua · Oahu · 5 bedrooms · 2 bathrooms · Sleeps 10 · 10.0/10 · 4 reviews

Rental Details

Property Overview

The Kailua Beach Historic Cottage is a beautifully renovated 1937 plantation-style beach house just steps from world-renowned Kailua Beach. Blending vintage charm with modern comfort, this 5-bedroom vacation rental features a saltwater pool, hot tub, and expansive 1,000 square foot lanai for seamless indoor-outdoor living. The home was renovated in 2019 with a new kitchen, floors, baths, and a 20-foot raised central ceiling, all while maintaining the original, historic charm of this very unique property. Owned by one family since its purchase from the Queen of Hawaii until 2019, this rare property offers a one-of-a-kind experience of history, beauty, and serenity.

One of the original homes on Kailua Beach, this Renovated 1937 five bedroom

Cottage is just one house from the middle of Kailua Beach, the #1 Beach in the

world. Nestled between a park and a rarely used club with only one beachfront

neighbor, this quiet and serene gated home has private beach access as well

as a salt water pool and hot tub, and giant doors that open the entire center

of the house to the huge lanai. You'll be greeted every morning with the

sounds of birds chirping, ocean breezes in the palm trees, and the wonderful

sound of waves crashing at the beach. Enjoy the evenings on the 1,000 square

foot lanai listening only to the waves and breezes with your dinner at the

large Balinese table, followed by board games with the kids and a glass of

wine as you relax in the peace, plus a night swim in the warm pool under the

stars.

This home was renovated in 2019 with all new kitchen, floors, and baths and a

20 foot raised central ceiling, all while maintaining the original, historic

charm of this very unique property. Owned by one family since its purchase

from the Queen of Hawaii all the way until 2019, this is an experience in

history, beauty and serenity like no other.

The best boogie boarding in Oahu is directly in front of the home. Walk to

the left to surf at Castles, walk to the right for parasailing and

kiteboarding. Or just sit still on the beach enjoying one of the greatest

tropical views in the world.

Under local laws, this property may not be rented for less than 30 consecutive

days. Rental prices will not be reduced or adjusted based on the number of

days the rental is actually used or occupied.

TMK #430160220000

Hosted by RedAwning Vacation Rentals, over 2,000,000 Guests Served

Welcome to RedAwning, a whole new way to travel. We make staying in a unique

home or apartment easier than staying at a hotel. By partnering with local

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homes in the most destinations. Every stay includes our experienced 24/7

customer assistance, our free mobile app, and accidental damage protection for

your trip with no security deposits. Wherever you want to go, RedAwning is

here to make your journey easier!

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TAX ID: GE-045-319-8848-01

Registration Number: GE-045-319-8848-01, TA-045-319-8848-01, 430160220000

Rental FAQ

Frequently Asked Questions

Where is this vacation rental located?
  • City: Kailua (postal 96734) Hawaii

Nearby highlights

  • Location: Kailua, HI (Kalama Tract – Windward Coast – 0.34 km to center), United States
How many bedrooms and bathrooms does it have?

5 bedrooms and 2 bathrooms.

How many guests can it sleep?

This rental sleeps up to 10 guests.

What amenities are available?
  • Private vacation home
  • Unit size: 1800 sq ft (167 sq m)
  • 5 bedrooms
  • Bed sheets provided
  • 2 bathrooms
  • Free toiletries
  • Hair dryer
  • Shower
  • Towels provided
  • Air conditioning
  • WiFi available
  • Coffee/tea maker
  • Cookware/dishes/utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster
  • Laundry facilities
  • Washing machine and dryer
  • Heated pool
  • Hot tub
  • Private pool
  • BBQ grill grill
  • Fenced yard
  • Garden
  • Lanai / balcony
  • Onsite parking
  • A/C
  • BBQ grill
  • Dryer
  • Free Parking
  • Internet
  • Laundry
  • No Smoking
  • Outdoor Hot tub / space
  • Pool
  • TV
  • Washer
What should I know about check-in?
  • Check in starts at 4:00 PM
  • Check out before 11:00 AM
  • Minimum check in age: 25
  • Check in time starts at 4:00 PM
  • Early check in fee: USD 196
  • You will receive an email from the host with check in and check out instructions
  • Government issued photo identification and a credit card, debit card, or cash deposit may be required at check in for incidental charges
  • Onsite parties or group events are strictly prohibited
  • Property Registration Number GE 045 319 8848 01, TA 045 319 8848 01, 430160220000
What are the house rules and policies?
  • Pets not allowed
  • Children are welcome.
  • Onsite parties or group events are strictly prohibited
What are popular things to do nearby and on Oahu?
  • Boat on site
  • Fishing nearby
  • Golf nearby
  • Golfing on site
  • Hiking nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Location: Kailua, HI (Kalama Tract – Windward Coast – 0.34 km to center), United States
Do I need a rental car on Oahu, and what about parking?

A rental car may not be required for every stay, but transportation needs depend on your arrival airport, activities and how much of the island you plan to explore. Parking notes: Onsite parking.

What kind of rental is this?

This is a cottage rental.

Is the Check Availability button the official booking link?

The button opens the partner listing page where you can review final rates, fees, availability, policies and booking details.

Guest Reviews

Reviews

Thomas M.10.0/10
Mar 31, 2025

Awesome stay! Great host! Would love to make this an annual occasion!

Joe M.10.0/10
Jun 21, 2023

What a wonderful property. Located steps away from the beach with a full size pool. Very private and near local restaurants. It was a perfect setting for visiting our daughter and son in law and three grandchildren located on MCBH. They loved the beach and pool. Only 10minutes away. Well worth the cost.

Delaney K.10.0/10
Feb 28, 2022

We just left after a wonderful stay. We had two families with kids from 9-15. The pool and proximity to the beach were perfect. The house is beautiful and equipped with everything you need. This was the first time I’ve ever stayed in a rental that was better than the photos!!

allison k.10.0/10
Feb 1, 2022

This is a beautiful property with a lovely layout. The porch is large and lends itself to long coffee time and talks while you listen to the birds in the morning and great banquets at night. The pool is large and beautiful. The hot tub is lovely once you figure out how to heat it adequately! The beach is 5 minutes away--you can walk for miles in either direction and feel the peace. We loved this property and would definitely come back!

Map

Rental Location

Kailua, Oahu

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Photos

Rental Photos

Availability Calendar

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