Looking for the ideal vacation rental in Kailua? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.
Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Self-catering
Superb
75 reviews
AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry
Exceptional
2 reviews
Luxury, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay
Superb
73 reviews
AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay
Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave
Exceptional
137 reviews
Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay
Review score
2 reviews
AC, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area
Superb
99 reviews
Air Conditioner, Security/Safety, Internet, Child Friendly
AC, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area
Exceptional
2 reviews
Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay
AC, Balcony, Dryer, Free Parking, Kitchen, Laundry, No Smoking, Outdoor Space, Patio
Good
1 reviews
Breakfast, Internet, Private Beach, Balcony/Terrace, View, Kitchen, Air Conditioner
Fabulous
1 reviews
AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area
Exceptional
37 reviews
Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering
Superb
47 reviews
AC, Balcony, Dryer, Free Parking, Kitchen, Laundry, No Smoking, Outdoor Space, Patio
Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family
AC, Balcony, Dryer, Free Parking, Kitchen, Laundry, No Smoking, Outdoor Space, Tennis Court
Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry
Exceptional
47 reviews
AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave
Exceptional
42 reviews
AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Laundry, Microwave, No Smoking
Exceptional
4 reviews
Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Kailua.
OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.
What makes our vacation rentals stand out?
Every vacation rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Compare a range of properties and find fair, transparent pricing—no hidden fees.
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Some of the best vacation rentals in Kailua are:
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 Vacation Rentals in Kailua
You can explore 251 verified vacation rentals in Kailua. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.
Vacation rental prices in Kailua vary depending on the season, property size, and location. Rates typically start from around $173 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.
Most vacation rentals in Kailua include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.
Yes, many vacation rentals in Kailua welcome pets. Currently, 12 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.
For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.
Vacation rentals in Kailua often include amenities such as Internet, View, and Balcony/Terrace. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.
You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.