Kailua holiday homes, HI, USA: holiday houses & more

Scroll through and select from holiday rentals in Kailua to find one that's perfect for your trip. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, such as Wi-Fi and cable TV. At the end of the day, you're sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

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Find the best place to stay - Kailua

HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004

Sleeps 6 · 2 bedrooms · 1 bathroom

★Jump Start The Road to Hana at The Lookout House! Private Hot Tub + Pool Access

Sleeps 8 · 2 bedrooms · 2 bathrooms

Peace of mind
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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

Book a holiday rental for your Kailua getaway

Learn about the unique charm of Kailua with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Kailua

Are you searching for things to do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Kailua a fun place to get away to. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

Ho'omana Spa Maui (6.6 mi / 10.6 km)
Haleakala Bike Company (6.9 mi / 11.2 km)
Maui Spa Retreat (7.8 mi / 12.5 km)
Pukalani Country Club (9.5 mi / 15.3 km)
King's Highway (15.8 mi / 25.4 km)
Enlighten Up Massage (7.4 mi / 11.9 km)

Exploring the natural features in Kailua

Whether you're looking for adventure or just want to spend some time taking in the scenery, Kailua is a great place to get out in nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

Twin Falls (2 mi / 3.2 km)
Garden of Eden Arboretum (3 mi / 4.8 km)
Maui Garden Of Eden - Botanical Gardens & Arboretum (3.2 mi / 5.1 km)
Haiku Park (7.3 mi / 11.8 km)
Hookipa Beach Park (9.5 mi / 15.3 km)
Kuau Bay Beach (10 mi / 16.1 km)

How to get to and around Kailua

The nearest airport is in Kahului, HI (OGG), located 14.3 mi (22.9 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Hana, HI (HNM), which is 14.8 mi (23.9 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Kailua?

The average price for a holiday home in Kailua depends on a number of factors, such as property type, season and length of stay. Whether you’re searching for a sprawling house with room for friends and family or a quaint cabin that’s perfect for two, just add your dates of travel to see some great-value stays.

How much does it cost to rent a beach house in Kailua?

When you travel and the style and size of the property will influence how much you’ll pay for your beachside holiday home. Put in your Kailua travel dates to view your available options on Bookabach. Looking for basics like WiFi, or perks like a private pool? Use our filters to choose the amenities and features you want.

What are the top attractions for families in Kailua?

Treat the kids to a good time at these cool family-friendly attractions in Kailua:

Twin Falls
Haiku Park

How old do you have to be to rent a holiday home in Kailua?

We advise checking with the Kailua holiday property you’re considering on Bookabach as the age limit differs. However, generally it’s 16, 18 or 21.

How long can I rent a holiday home in Kailua for?

The length of time you can rent a holiday home in Kailua is down to the property. Simply enter your preferred dates to view a list of options offering extended stays. With a range of features like full kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you’re sure to discover somewhere perfect to call your home away from home in Kailua.