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1772+ Waialae Iki Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Waialae Iki

Discover more than 1772 holiday rentals in Waialae Iki. PickleTrip™ holiday homes has everything you need to find a place to stay near Waialae Iki, HI.

Whether you are looking for luxury villas in Waialae Iki, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartment for family holidays, or stylish accommodation for a business trip, we can help you find the perfect place with private pickleball courts or nearby facilities. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Waialae Iki with a whole family or group, PickleTrip™ holiday accommodations can make your trip more memorable. We have plenty of places to stay in Waialae Iki for families, large parties, or private owner accommodations for long or short trips. Pet-friendly holiday rentals are available as well. Book your favorite vacation rentals in Waialae Iki with PickleTrip™. Stay and play pickleball when you travel.

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Frequently Asked Questions About Waialae Iki Holiday Rentals

There are a lot of options in Waialae Iki. If you plan on staying in the Waialae Iki area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Waialae Iki:

There are many holiday rentals available in Waialae Iki; however, here are a few of the most popular holiday homes listed in Waialae Iki on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Waialae Iki to find one that works for you.
Yes, there are 1772 self-catering family homes and holiday rentals in Waialae Iki.
There are more than 1772 luxury holiday homes in or near Waialae Iki, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 1772 pet friendly rentals that are available in Waialae Iki.