Kailua Beach Historic Renovated Cottage

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.

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$4,804/night
10/10 4 reviews
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Property Description

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.

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.

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.

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

hosts throughout North America, we provide you with the broadest collection of

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!

Want your own property to be included here and in the RedAwning Collection?

Join Us and we will instantly promote your property everywhere guests shop for

travel.

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

Registration Number: TA-045-319-8848-01 · GE-045-319-8848-01

$ 4,804

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ℹ️ Frequently Asked Questions

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

Nearby highlights:

  • Location: Kailua, HI (Windward Oahu), United States
How many bedrooms and bathrooms does it have?

5 bedrooms, 2 bathrooms

How many guests can it sleep?

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
  • Barbecue grill
  • Fenced yard
  • Garden
  • Lanai / balcony
  • Onsite parking
  • Popular: A/C
  • BBQ grill
  • Dryer
  • Free Parking
  • Internet
  • Laundry
  • No Smoking
  • Outdoor Space
  • Pool
  • Tv
  • Washer
What should I know about check-in?
  • Check-in starts at 4:00 PM
  • Check-out before before 11:00 am
  • Minimum check-in age: 25
  • Early check-in fee: USD 182
  • Onsite parties or group events are strictly prohibited

House rules:

  • 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
  • Golf
  • Golfing on site
  • Hiking
  • Hiking/biking trails
  • Kayaking

Popular Oahu Activities include luaus, snorkeling, Pearl Harbor tours, and catamaran cruises.

Do I need a rental car on Oahu, and what about parking?
  • Onsite parking

Car is recommended for most of Oahu outside Waikiki/Honolulu – book a rental car if you plan to explore.

What kind of rental is this?

This is a home rental.


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