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Hawaii Kai Cottage Rentals & Holiday Homes

Find the best cottages in Hawaii Kai - We found 4 exact matches

About Hawaii Kai Cottage Rentals on PickleTrip

Searching for cottages to rent near Hawaii Kai? PickleTrip™ features more than 4 cottages that are perfect for your next pickleball getaway. Plan your ultimate holiday and discover luxury cottage rentals that are a few miles away from the lake or beach and have access to private courts or nearby facilities. These cottage rentals in Hawaii Kai have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. PickleTrip™’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Hawaii Kai.

Are you planning to travel to the lakeside, beach, or mountain area? PickleTrip™’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.

PickleTrip™ boasts of 4 holiday cottages and places to stay in Hawaii Kai. The site provides unique Airbnb, VRBO, pickleball-ready cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday — all fitting within your budget.

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Frequently Asked Questions About Hawaii Kai Rental Cottages

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 Cottage Rentals in Hawaii Kai:

The average cost for a cottage rental in Hawaii Kai is $251 per night. PickleTrip has a wide list of great cottages near Hawaii Kai that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage rentals in Hawaii Kai that allow you to bring your pet:

See all pet-friendly vacation rentals in Hawaii Kai on PickleTrip

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Hawaii Kai to find one that works for you.
As of 2025, the data from PickleTrip shows that there are Over 4 private swimming pools or cottages with indoor pools in the Hawaii Kai area along with other great amenities.
About 4 cottages in Hawaii Kai boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Hawaii Kai on PickleTrip
Yes, there are luxury cottages in Hawaii Kai. Find more luxury, lakefront, winter, & last-minute cottage rentals near Hawaii Kai.