Photo by Hawaii Visitors and Convention Bureau

Holiday rentals near Kailua Beach

We found 499 holiday rentals — enter your dates for availability

If you'd like to stay close to Kailua Beach, take a look at private holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, including Wi-Fi and parking. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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