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A Secluded Tropical Estate Steps from Beach

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Last updated: 08/28/2014
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:5 nights
  • Internet:Yes
  • Pets considered:No
  • Wheel chair accessible:Yes

Kaaawa house description

Our Retreat is perfect for families or groups looking for the privacy and room of a tropical island estate. Located in Kaaawa, Hawaii, a small beach community nestled between spectacular mountains and beautiful beaches.

The retreat sits on over three acres of tropical rainforest ringed by the Koolau Mountains, just steps from a white sand beach with amazing sunrises and endless opportunities for fun, education, and relaxation.

The retreat is newly built with wood floors, high ceilings, and tropical touches. Our Ohana room has a 13' high wall of glass with sliding doors that open to the lush jungle, bird songs, and the rhythm of the ocean. Art from artists that have stayed at the retreat adorn the walls. The large deck is the place most guests seem to gather after a day of exploring. Ideal for BBQ, outside dining, or just relaxing.

We have four rooms, two with their own lanais (decks). All have new hotel pillow-topped beds that are luxuriously triple sheeted to assure your sleep is just as relaxing as your time at the beach.

The retreat was also designed to be wheelchair friendly with a ramp, large accessible doorways, hallways, and restrooms. Fluffy spa towels, tropical scented soaps and shampoos are provided.

The best part of staying at the retreat is the amazing environment. The rhythmic sound of the surf in your ears, the warm sun on your skin, and the sight of turquoise water under an azure sky are right out of your dreams. All this is a two minute walk from our front door.

Then you turn around and the cliffs seem to rise from the back of the property. They are simply spectacular,
cut from a volcano, wind, and waterfalls. The hiking, horseback riding, and exploring is just breathtaking!

They say a picture is worth a thousand words, so instead of me trying to describe our magical spot on this little island, please take a look at our photos.

Property Type

  • House
  • 2200 sq. ft.

Accommodation Type

      • Vacation Rental


          • Guests Provide Their Own Meals


          • Pets Not Allowed
          • Wheelchair Accessible
          • Children Welcome
          • Non Smoking Only
          • Events Allowed

          Bedrooms: 4 Bedrooms, Sleeps 10, Beds for 10

          • Ekahi

            Has lanai that overlooks the lawn and the mountains...moreless

          • Elua: 2 twin/ single


          • Ekolu: 1 queen

            Has private lanai and ramp for wheelchair access...moreless

          • Bedroom 4: 2 twin/ single


          • Bedroom 5: 2 sleep sofa /futon

            Two sleeper sofas for extra capacity...moreless

          • All rooms can be set up for overnight stays with new hotel pillow-topped beds that are luxuriously triple sheeted to assure your sleep is just as relaxing as your time at the beach, or for meetings. ...moreless

          Bathrooms: 2 Bathrooms

          • Bathroom 1: toilet, shower

            Large and wheelchair friendly...moreless

          • Bathroom 2: toilet, shower

            Large and wheelchair friendly...moreless

          • Fluffy spa towels, tropical scented soaps and shampoos are provided.

          Kitchen & Dining

          • Dining Area Seats:


          • Kitchen
          • Dishes & Utensils
          • Coffee Maker
          • Toaster
          • Refrigerator
          • Stove
          • Oven
          • Microwave
          • Seating for 10 people


          • Living Room
          • Hair Dryer
          • Parking
          • Linens Provided
          • Towels Provided
          • Washing Machine
          • Clothes Dryer

          Other Amenities

              • Kualoa Ranch is just a 5 -minute ride. The ranch has horseback riding, ATV tours, mountain biking, Jeep tours, movie tours (several movies & TV shows have used Kaaawa as their backdrop), boat rides, hula and Hawaiian cultural activities. Ranch raised beef is served in their restaurant. ...moreless


              • Games
              • DVD Player
              • Television
              • Satellite / Cable
              • Stereo


                  • Internet

                  Outdoor Features

                  • Boat:

                    We have a sailboat and love to take folks sailing....moreless

                  • Outdoor Grill:

                    cleaning deposit required if used...moreless

                  • Water Sports Gear:

                    Beach chairs and boogie boards....moreless

                  • Lawn / Garden
                  • Balcony
                  • Deck / Patio
                  • Lanai / Gazebo


                  • Adventure
                  • Romantic
                  • Family
                  • Away From It All

                  Location & View

                  • Beach View:

                    Amazing views of the mountains and ocean from the property...moreless

                  • Ocean View:

                    Amazing views of the mountains and ocean from the property...moreless


                  • Botanical Garden
                  • Mountain Climbing
                  • Paragliding
                  • Pier Fishing
                  • Scuba Diving Or Snorkeling
                  • Snorkeling
                  • Surf Fishing
                  • Golf
                  • Kayaking
                  • Sailing
                  • Parasailing
                  • Jet Skiing
                  • Swimming
                  • Snorkeling/Diving
                  • Surfing
                  • Wind-Surfing
                  • Cycling
                  • Mountain Biking
                  • Fly Fishing
                  • Equestrian Events
                  • Deepsea Fishing
                  • Massage Therapist
                  • Churches
                  • Playground
                  • Restaurants
                  • Museums
                  • Beachcombing
                  • Bird Watching
                  • Eco Tourism
                  • Luaus
                  • Hiking
                  • Scenic Drives
                  • Whale Watching
                  • Shopping
                  • Sight Seeing
                  • Boating
                  • Wildlife Viewing
                  • Horseback Riding
                  • ATM/Bank
                  • Groceries
                  • Walking
                  • Basketball Court


                  Write a review 5
                  from 7 traveler reviews
                  Rental basis: Per property
                  Dates Nightly Weekend Night Weekly Monthly * Event
                  My Standard Rate
                  5 night min stay

                  Additional information about rental rates


                  • Cleaning Fee $150
                  • Taxes Included


                  Half the total amount is due within one week of contract sent. Total balance is due 60 days prior to arrival. Credit card number held for damage deposit.

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                  Last updated: 08/28/2014
                  Check availability
                  23 Available
                  21 Unavailable
                  22 Today
                  23 Selected dates


                  22 Miles
                  Nearest Airport
                  Honolulu International Airport (HNL)
                  115 Metres
                  Nearest Beach
                  Beautiful Swanzy Beach Park is just 350 feet away

                  Car: Recommended

                  Ocean activities in and around Kaaawa are boundless. The ocean can be everything from a playground for water sports to magical spot of healing and rejuvenation

                  Just a two-minute walk from the house gets you to Swanzy Beach Park. Swanzy is a beach park with a white sand beach and a large grass area for picnics. It also has restroom facilities and a basketball/volleyball court.

                  A short stroll down the road gets you to Kaaawa Beach Park. It is a ribbon of white sand that is perfect for sunrise walks, as it runs for about a mile. All of the beaches in Kaaawa have turquoise waters and palm trees.

                  If you want to take four-minute car ride you can go to Kahana State park. Kahana is an eight square mile park that ranges from sea level up to mountains over 2,500 feet high. The wide crescent shaped beach, ringed by Ironwood trees that provide lots of shade, is a perfect beach to spend the day. Kahana is also a cultural park with pleasant hiking trails and an ancient Hawaiian fishpond along the ocean. Hawaiian legends speak of Kahana to the immediate north of the retreat center, and the Kualoa area to the south, as having rich histories and being associated with the gods.

                  The Koolau Mountains, which run for over 30 miles along the coast of this part of the island of O'ahu, are the remains of a dormant volcano that collapsed and slid into the ocean hundreds of thousands of years ago. Waterfalls, rain, and wind have formed the deep crevasses in the slopes and cliffs. Today the mountains provide outdoor enthusiasts an amazing environment for hiking, bird watching, mountain biking, horseback riding, ATV (all terrain vehicle) and Jeep rides along with endless exploring of nature’s beauty. The Koolau Mountains are also a native forest bird habitat. Recently, large portions of the southern and central Koolau Mountains were established as a critical habitat for the endangered Oahu Elepaio (Chasiempis ibidis) Flycatcher.


                  Manager info

                  About: HI, I'm Brett, the on-site manager of the Windward Retreat. Thirty years ago, I moved to Hawaii, from Chicago, with my amazing wife Stacy and have never looked back. We love it here in the islands, outside of the obvious natural beauty, it is the warmth of the people that makes Hawaii so special. I work at the retreat as a volunteer, a job I love. When I'm not cutting, trimming, and hammering, my day-job is a magazine publisher. I along with a great team, produce a monthly magazine for the attorneys in Hawaii. My passions are spending time with Stacy, sailing on Kaneohe bay, and restoring old British sports cars.

                  Why Kaaawa:
                  Our organization is a non-profit organization called the Windward Retreat Center. Our dream was to create a place of retreat and learning for our members, their families, and friends from around the world. When the center is not booked with our events, we open it up to friends looking for a peaceful stay in our unique spot of paradise. To learn more about WRC please visit our website.

                  The Unique Benefits at this House:
                  The Retreat is one of only a few legal accommodations you will find. There are thousands of rentals available, unfortunately there are less than a hundred that have a permit. It's a hot button issue on Oahu, so you will not get any dirty looks from the neighbors, people photographing your rental car, or having building inspectors knocking at the door. Our neighbors are very friendly and participated in our permitting process. We are here for you! Although you may see very little of me after check-in, I will be there for you in case you need anything or for some local advice on the best places to visit.

                  Contact us

                  Speaks: english

                  Links to more information:



                  • Windward Retreat

                    Windward Retreat

                  • Swanzy beach

                    Swanzy beach

                  • From above windward retreat

                    From above windward retreat

                  • driveway


                  • yoga class

                    yoga class

                  • retreat gronds

                    retreat gronds

                  • Bliss


                  • looking from retreat property

                    looking from retreat property

                  • Kaaawa coastline

                    Kaaawa coastline

                  • Kaaawa beach

                    Kaaawa beach

                  • Swanzy beach

                    Swanzy beach

                  • At top of cliffs above house

                    At top of cliffs above house

                  • Windward Retreat

                    Windward Retreat

                  • Our new cabana

                    Our new cabana

                  • Kaaawa beach

                    Kaaawa beach

                  • Our boat, lets sail!

                    Our boat, lets sail!

                  • Kailua beach

                    Kailua beach

                  • Kahana Bay

                    Kahana Bay

                  VRBO #501001

                  There have been  visitors to this page since the counter was last reset in .

                  This listing was first published here in 2013.

                  Date last modified - Tuesday, August 19, 2014

                  $375 per night (USD)

                  4 Bedroom / 2 Bathroom
                  Sleeps 10

                  View calendar: Updated 08/28/14
                  Minimum stay: 5 nights
                  Dates are unavailable
                  Please stay a bit longer. A stay of nights or more is required for these dates.
                  This listing requires that rentals start on a .
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                  Speaks: english
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