Kailua holiday homes

We found 5,065 holiday rentals — enter your dates for availability
Select from 143 houses, 38 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.

Holiday rentals with weekly discounts – Kailua

Showing deals for:23 Oct - 30 Oct

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Why visit Kailua

  • Pristine Beaches: Relax on the golden sands of Kailua Beach and enjoy the inviting waters, perfect for swimming and sunbathing.
  • Outdoor Activities: Engage in kayaking, paddleboarding, and hiking, all set against a stunning coastal backdrop.
  • Botanical Gardens: Explore the lush landscapes of local botanical gardens, showcasing Hawaii's diverse flora.
  • Vibrant Local Culture: Experience the laid-back lifestyle and warm hospitality of Kailua's community.
  • Family-Friendly Excursions: Discover a range of activities suitable for all ages, ensuring fun for the whole family.

Top attractions in and around Kailua

Kailua offers a delightful blend of outdoor adventures and family-friendly beach experiences. Enjoy the pristine Kailua Beach, explore the bay, and wander through the local botanical gardens. With a focus on culture and outdoor activities, this charming city is perfect for those seeking a relaxed yet vibrant holiday in a picturesque coastal setting.

  • Lanikai Beach: Enjoy the pristine sandy shores and crystal-clear waters, ideal for a relaxing day immersed in beach vibes within Kailua.
  • Kaneohe Bay: Explore the scenic bay located 5km away, offering outdoor and beach experiences with breathtaking views.
  • Mokapu Point: Discover this cape in Kailua, where beach and scenic vibes combine for a memorable coastal adventure.

Things to do recommended for couples

For a romantic getaway in Kailua, enjoy a sunset stroll along the pristine Lanikai Beach, paddle together in a kayak to the Mokulua Islands, or indulge in a couple's massage at a local spa. Each experience promises unforgettable moments in this tropical paradise.

Things to do recommended for families

Families in Kailua can enjoy a fun-filled day at Kailua Beach Park, perfect for picnics and water activities, and explore the local markets for a taste of Hawaiian culture. Discover scenic walking trails and enjoy family-friendly outdoor adventures.

Things to do recommended for groups

Groups visiting Kailua can enjoy a thrilling kayak adventure to the picturesque Mokulua Islands, relax on the stunning Lanikai Beach, and indulge in a delightful local meal at a beachside café, soaking in the vibrant Hawaiian culture.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Kailua

Whether you’re travelling with friends, family, pets or planning an extended stay, be sure to refine your search criteria accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Kailua with a group: Consider the number of bedrooms required, along with facilities like a fully-equipped kitchen or an alfresco area for group get-togethers. Luckily, you can apply filters for all these features—and more—on Vrbo.
  • Traveling to Kailua with young kids: Travelling with young children can be quite demanding. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Kailua: For many, a family holiday isn't quite the same without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Kailua: If you're on the hunt for holiday rentals with great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Kailua

Explore the vibrant charm of Kailua, where golden beaches meet a laid-back, tropical lifestyle. Enjoy family-friendly excursions, relax on pristine shores, and savour the local amenities within Kailua town. With a fine blend of romantic and adventurous vibes, the city's weather and lively neighbourhood experiences, including a touch of nightlife, make it a perfect destination for a memorable holiday.

  • Kaneohe: Located approximately 6km from Kailua, Kaneohe is a vibrant city known for its stunning outdoor and beach experiences, making it a favourite among families. Visitors can immerse themselves in adventure at the zipline ropes course or challenge their skills at the local arcade adventure zone. Nature enthusiasts will appreciate the picturesque beaches and urban parks that dot the area, providing ample opportunities for relaxation and exploration. Whether you're seeking a fun-filled day or a peaceful retreat, Kaneohe offers a delightful blend of activities and scenic beauty.
  • Lanikai: Nestled near Kailua, Lanikai boasts breathtaking beaches and an inviting outdoor atmosphere, making it a popular choice for families and beach lovers alike. The area is known for its stunning hiking trails that offer access to picturesque viewpoints, as well as campgrounds for those looking to immerse themselves in nature. Lanikai Beach, with its soft sands and clear waters, is perfect for swimming and sunbathing. With its tranquil charm and proximity to urban parks, Lanikai is an idyllic spot to enjoy the natural beauty of Hawaii.
  • Kalama Tract: Kalama Tract, situated close to Kailua, is a family-friendly neighbourhood that combines outdoor fun with urban convenience. Here, visitors can explore local shopping centres and malls, ensuring a delightful retail experience. The area's accessible campgrounds invite nature lovers to unwind and enjoy the outdoors. With nearby beaches and urban parks, Kalama Tract offers a balanced mix of city life and natural beauty, making it an excellent destination for those seeking a diverse holiday experience.

Best time to go to Kailua

If you're planning a trip to Kailua, it's a good idea to check both the weather and property rates. The warmest month is September.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January73.4°F (23.0°C)No Rain (Dry)Mostly SunnyAverage
February72.7°F (22.6°C)No Rain (Dry)Mostly SunnyAverage
March72.9°F (22.7°C)Light RainMostly SunnySlightly High
April74.1°F (23.4°C)No Rain (Dry)Mostly SunnySlightly High
May75.6°F (24.2°C)No Rain (Dry)Mostly SunnyAverage
June77.0°F (25.0°C)No Rain (Dry)Mostly SunnyAverage
July77.9°F (25.5°C)No Rain (Dry)Mostly SunnySlightly High
August78.4°F (25.8°C)No Rain (Dry)Mostly SunnyAverage
September78.8°F (26.0°C)No Rain (Dry)Mostly SunnyAverage
October78.3°F (25.7°C)No Rain (Dry)Mostly SunnySlightly Low
November76.5°F (24.7°C)No Rain (Dry)Mostly SunnySlightly Low
December74.5°F (23.6°C)Light RainMostly SunnySlightly Low

Booking with Vrbo is simple

Are you keen to make the most of your next getaway? Being flexible with your travel dates can lead to some great savings, as prices often fluctuate. Additionally, consider booking a longer stay to unlock even more significant discounts. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental. We're here to help you find the perfect place for your adventure.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a handy platform for you to plan new trips, resume from where you last stopped, or manage your travel arrangements with ease. You’ll discover your saved or booked properties sorted into categories like Potential, Upcoming, or Current Trips. To begin using Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

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:

  • Honolulu Zoo (10.4 mi / 16.8 km)
  • Kaneohe Klipper Golf Course (3.4 mi / 5.5 km)
  • Ala Wai Golf Course (10 mi / 16.2 km)
  • Bay View Golf Course (3.2 mi / 5.1 km)
  • Olomana Golf (3.3 mi / 5.4 km)
  • Ko'olau Golf Club (3.6 mi / 5.8 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)
  • Lanikai Beach (1.7 mi / 2.7 km)
  • Honolulu Harbor (10.6 mi / 17 km)
  • Diamond Head (10.6 mi / 17 km)
  • Kalama Beach Park (0.2 mi / 0.3 km)
  • Kailua Bay Beach (0.8 mi / 1.2 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. Bookabach 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 Bookabach. 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, Bookabach 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 Bookabach.
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 Bookabach 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 Bookabach, 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 Bookabach holiday homes may also offer weekly or monthly discounts, so you can stay even longer for less.

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