Kailua holiday homes

We found 4,878 holiday rentals — enter your dates for availability

Select from 161 houses, 54 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:19 Dec - 26 Dec
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Why visit Kailua

  • Stunning beaches: Kailua Beach Park offers pristine sands and clear waters, perfect for sunbathing and swimming.
  • Outdoor adventures: Enjoy kayaking or stand-up paddleboarding in the calm waters of Kailua Bay.
  • Charming downtown: Explore local shops and eateries in Kailua's vibrant town centre for a taste of local culture.
  • Family-friendly activities: Ideal for family getaways, with plenty of parks and safe swimming areas for children.
  • Natural beauty: Experience breathtaking sunsets and lush landscapes that make Kailua a picturesque escape.

Top attractions in and around Kailua

Kailua is perfect for outdoor and family beach holidays, offering stunning scenery and a range of activities. Popular attractions include the beautiful Kailua Beach Park and opportunities for kayaking. Whether you're exploring the bay or enjoying local tours, there's plenty to keep you entertained. Discover the best of Kailua with its blend of natural beauty and adventure, making it an ideal spot for your Hawaiian escape.

  • Lanikai Beach: Renowned for its powdery white sands and crystal-clear waters, Lanikai Beach offers a perfect spot for sunbathing, swimming, and kayaking. The tranquil atmosphere and stunning sunrise views make it a must-visit for beach lovers.
  • University of Hawaii at Manoa: A vibrant campus known for its lush gardens and modern facilities, this university offers a taste of local culture and education. Explore its galleries and enjoy the city vibes amidst beautiful surroundings.
  • Kaneohe Bay: This picturesque bay is ideal for outdoor adventures like kayaking and paddleboarding. Surrounded by stunning scenery, it provides a serene environment to relax and enjoy Hawaii’s natural beauty.

Things to do recommended for couples

Seeking a romantic getaway in Kailua? Try Glow Putt Mini Golf for a fun round, just 6.4km away, or indulge in the luxury vibes at a nearby country club, 12.9km from town. Both offer unique ways to connect and create lasting memories together.

Things to do recommended for families

In Kailua, families can unwind at Kaiona Beach Park, just 9.7km away, or Kawaikui Beach Park, 14.5km away, both offering relaxing vibes. For a bit of adventure, visit Waʻahila Ridge State Recreation Area, located 12.9km away, perfect for exploring nature together.

Things to do recommended for groups

Groups visiting Kailua can enjoy a round of golf at the Royal Hawaiian Golf Club, hike the scenic Lanikai Pillboxes Trailhead for breathtaking views, and shop at Kahala Mall for entertainment and local goods, all while soaking up the beautiful outdoor atmosphere of Hawaii.

*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

If you're heading off with a group, family, or pets, or if you're after an extended stay, it's important to refine your search based on your top priorities. Here are some helpful tips for booking on Vrbo.

  • Traveling to Kailua with a group: Think about how many bedrooms you require, as well as features like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Kailua with young kids: Taking a trip with little ones can be quite the task. It's important to prioritise their comfort and safety, along with suitable facilities like a private pool. Additionally, considering how close you are to family-friendly attractions can make your experience even better.
  • Taking your pets with you to Kailua: For many, a family holiday wouldn't feel complete without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Kailua: If you’re in search of holiday rentals offering discounts 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 long-term 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

Kailua is a stunning destination perfect for outdoor adventures, family getaways, and beach relaxation. Explore the gorgeous Kailua Beach, where you can soak up the sun or enjoy water sports. The vibrant downtown area offers charming shops and eateries, making it ideal for leisurely strolls. With its tropical vibe and proximity to other beautiful spots, Kailua is the ultimate getaway for those seeking both excitement and tranquility in a picturesque setting.

  • Kaneohe: Situated a mere 6.4km from Kailua, Kaneohe is a vibrant city known for its stunning outdoor experiences and family-friendly activities. Adventure seekers can try their hand at a zipline ropes course or enjoy a fun-filled day at an arcade adventure zone. With shopping centres nearby, it’s easy to find unique souvenirs and local crafts. The area boasts beautiful beaches and the serene Kaneohe Bay, making it an ideal spot for a relaxing day by the water or a family outing.
  • Lanikai: Nestled close to Kailua, Lanikai is a picturesque neighbourhood famed for its pristine beaches and outdoor activities. Known for its breathtaking views and soft sands, Lanikai is perfect for families looking to enjoy a day in the sun. The area offers excellent access to scenic hiking trails and campgrounds, ideal for those who love to explore nature. Don’t miss a visit to the urban park for a leisurely stroll or a picnic while soaking in the stunning coastal scenery.
  • Kalama Tract: Located within the Kailua area, Kalama Tract is a charming neighbourhood that offers a blend of outdoor fun and a relaxed city vibe. Golf enthusiasts will appreciate the local golf courses, while shopping centres provide a great spot to grab a bite or shop for essentials. The proximity to beautiful beaches and family-friendly parks makes it a fantastic choice for families looking to enjoy both adventure and leisure in a friendly community atmosphere.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 hoping to save on your next adventure? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's unique Trip Board offers you a handy space to plan new adventures, pick up where you paused, or keep track of your travel arrangements. You can easily access properties you've saved or booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: 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 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)
  • Kalama Beach Park (0.2 mi / 0.3 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. 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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