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Hawaii Kai Summer Rentals, Cottages & Cabins

Book a Place to Stay in Hawaii Kai for Your Summer Getaway

About Hawaii Kai Summer Rental on PickleTrip

PickleTrip™'s summer rentals in Hawaii Kai are perfect for your next summer getaway. We offer a wide range of properties to choose from, including homes with top-notch pickleball courts or nearby facilities, private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, and more. Whether you're traveling with family, friends, or a group, we have a rental that will suit your needs.

Enjoy the perfect summer vacation in Hawaii Kai with PickleTrip™. Our summer rental homes are designed to provide you with maximum comfort and relaxation. Choose from a variety of properties, including condos, resorts, villas, bungalows, cozy cabins, RVs, and cottages. Stay and play pickleball when you travel with PickleTrip™.

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Frequently Asked Questions About Hawaii Kai Luxury Rentals

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

In 2025, PickleTrip offers 118 summer rentals in or around Hawaii Kai. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Hawaii Kai is $802. Check the full list of summer accommodations in Hawaii Kai.
There are 118 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with PickleTrip.

Yes, here are some popular summer holiday rentals in Hawaii Kai that have a private or indoor pool:

Check all holiday rentals with a pool in Hawaii Kai on PickleTrip.

Yes, We have 118 summer rental homes in Hawaii Kai and types of place to stay in Hawaii Kai include:

  • Vacation Homes: 118 available for rent
  • Villas: 118 Rentals available for rent
  • Holiday Apartments: 118 Rentals available for rent
  • Hotels with Suites: 118 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Hawaii Kai. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Hawaii Kai.