1. Hawaii
  2. Kailua
  3. Cottage Rentals

Kailua Cottage Rentals & Holiday Homes

Find the best cottages in Kailua - We found 38 exact matches

About Kailua Cottage Rentals on Hawaii.Villas

Seeking cottages to rent near Kailua? HawaiiVillas features more than 38 cottages ideal for your next trip. Discover luxury cottage rentals just miles from lakes or beaches in Kailua. These cottages boast hot baths, are family-friendly, and are conveniently located near top local attractions, ensuring guests enjoy an exceptional travel experience. HawaiiVillas offers cottages of all sizes, perfect for large groups, friends, or couples visiting Kailua.

Planning a trip to lakesides, beaches, or mountains? HawaiiVillas's cottage rentals provide a diverse selection, connecting you directly with owners to ensure the best prices.

HawaiiVillas offers 38 holiday cottages and accommodations in Kailua, featuring unique options akin to Airbnb, VRBO, and HawaiiVillas styles to suit your getaway with friends and family—whether a weekend escape, spring break, summer vacation, or annual holiday, all within your budget.

Show more
Show less

Frequently Asked Questions About Kailua Rental Cottages

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

The average cost for a cottage rental in Kailua is $360 per night. Hawaii.Villas has a wide list of great cottages near Kailua 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 Kailua that allow you to bring your pet:

See all pet-friendly vacation rentals in Kailua on Hawaii.Villas

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Kailua to find one that works for you.
As of 2025, the data from Hawaii.Villas shows that there are Over 38 private swimming pools or cottages with indoor pools in the Kailua area along with other great amenities.
About 38 cottages in Kailua boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Kailua on Hawaii.Villas
Yes, there are luxury cottages in Kailua. Find more luxury, lakefront, winter, & last-minute cottage rentals near Kailua.