Gorgeous Renovated 1937 Plantation Style Beach House 50 Steps to the Center of the Beach by RedAwning

    Add Dates for total pricing

      Check Availability

    $2,298 avg/night

    Hawaii> Kailua
    • 5 bedroom
    • 2 bathroom
    • Sleeps 10

    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.

    Note that you are free to select how long you would like to stay, but we follow local laws that require us to block our calendar for 30 days around your stay.  Local rules require that the home may not be rented for less than 30 consecutive days while you don't have to stay for the full 30 days, though you'd enjoy it! Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied.

    Hosted by RedAwning Vacation Rentals, over 1,000,000 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 ...

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

    $2,298  avg/night
      Book Now



    Delaney K.
    Mar 07, 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.
    Feb 03, 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!