Kailua holiday lettings

We found 90 holiday rentals — enter your dates for availability

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.

Holiday rentals with weekly discounts - Kailua

Showing deals for:14 Nov - 21 Nov
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Find out more about Kailua

Find out more about Kailua

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)
  • 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)
  • Haleakala Bike Company (6.9 mi / 11.2 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.

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