Kailua, Hawaii holiday accommodation: short-term house rentals & properties

Select from 164 houses, 56 apartments and other holiday rentals to find the perfect place for your stay in Kailua. Holiday rentals provide the best amenities for your family, friends or furry companion, such as air conditioning and Wi-Fi. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Kailua

Lanikai Beach

Find the best place to stay - Kailua

Award Winning Hawaii's Hidden Hideaway B&B

Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast

Sleeps 3 · 2 bedrooms · 2 bathrooms

Fantastic Estate Getaway ~ Pool & Hot Tub ~ MAY CANCELLATION.-BOOK NOW!

Sleeps 16 · 6 bedrooms · 5+ bathrooms

Top rated rentals - Kailua

Love swimming with the honus (turtles) on the island

Premier Host

Fabulous hosts in a great part of Hawaii

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

Delight in the waterfront landscape of Kailua

The island views and surrounding scenery provide a peaceful ambience to your holiday home in Kailua. This city's kayaking, coral reefs and hiking draw many visitors. Ala Moana Center and Waikiki Beach Walk are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Kailua

Do you want to find attractions to visit during your stay? 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 put on your list, all within 30 miles (48.2 km) of the city centre:

Kaneohe Klipper Golf Course (3.4 mi / 5.5 km)
Ala Wai Golf Course (10 mi / 16.2 km)
Honolulu Zoo (10.4 mi / 16.8 km)
Ko'olau Golf Club (3.6 mi / 5.8 km)
Waialae Country Club (9.4 mi / 15.1 km)
Mamala Bay Golf Course (13.9 mi / 22.3 km)

Exploring the beaches and other natural features in Kailua

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Kailua is a great place to get outside. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

Waikiki Beach (10.4 mi / 16.8 km)
Diamond Head (10.6 mi / 17 km)
Kailua Bay Beach (0.8 mi / 1.2 km)
Kailua Beach (0.9 mi / 1.4 km)
Lanikai Beach (1.7 mi / 2.7 km)
Bellows Field Beach Park (3 mi / 4.8 km)

Seasonal weather averages in Kailua

Travellers enjoy Kailua for its snorkelling. If you're planning a holiday around warm-weather activities, September, August, October and July are the hottest months to visit, when temperatures average 26°C.

Transport to and around Kailua

The nearest airport is in Honolulu, HI (HNL-Daniel K. Inouye Intl.), located 12.6 mi (20.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Kapolei, HI (JRF-Kalaeloa), which is 22.2 mi (35.7 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Kailua?

Based on our research, houses are the most desirable holiday home type in Kailua. But naturally, everyone’s idea of an epic stay isn’t going to be the same. Stayz has holiday homes of all shapes and sizes, so you’re sure to discover your perfect match.

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

Different things affect what you’ll pay for your holiday home in Kailua, such as the season, length of stay and type of property. But, all of our holiday homes have something in common — incredible value. Just add your travel dates to find your perfect match.

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

When you travel and the size and style of the property will influence how much you’ll pay for your beachside escape. Enter your Kailua travel dates to see all your options on Stayz. Did someone just say “hot tub”? Use the filters to pick the features and amenities you want in your beach house.

What are popular home amenities in Kailua?

Some of the most popular home amenities people search for in Kailua are a sauna, a barbecue grill and ski-in/ski-out facilities. Whether you’re holidaying with family, pals or even pets, Stayz holiday properties feature the best amenities for fun and relaxation with the people that matter most.

What are the top attractions for families in Kailua?

There are lots of amazing things to do and see with the family in Kailua, such as:

Kailua Beach
Lanikai Beach
Waimanalo Beach

Can I find two-bedroom holiday homes in Kailua?

Kailua has 28 two-bedroom holiday homes to choose from. Discover a holiday home with all the comfort and privacy you’re looking for at a price that’s hard to resist on Stayz.

Are there holiday homes with WiFi in Kailua?

Kailua has 91 holiday homes with WiFi, so you can stay connected while travelling. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming movies with the family to catching up on social media, these Stayz homes make it a cinch to go online.

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

The minimum age requirements can vary across properties on Stayz, so look at the rules of the holiday home in Kailua you want to book. But in general, it’s 16, 18 or 21.

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

The amount of time you can stay in a Kailua holiday home for depends on the property. Simply put in your travel dates to find available options offering longer term stays. They include the things you need to make your extended getaway more enjoyable like kitchens and yards. Some Stayz holiday homes may also offer weekly or monthly discounts, so you can stay even longer for less.