Kailua holiday lettings

We found 4,838 holiday rentals — enter your dates for availability

Select from 164 houses, 59 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:10 Oct - 17 Oct
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Why visit Kailua

  • Stunning beaches: Kailua Beach Park offers pristine sands and turquoise waters, perfect for sunbathing and swimming.
  • Outdoor activities: Enjoy kayaking, paddleboarding, and hiking, providing both relaxation and adventure.
  • Charming local neighbourhoods: Explore the quaint shops and eateries that reflect the island's laid-back lifestyle.
  • Family-friendly atmosphere: Kailua is ideal for families, with safe beaches and numerous parks for children to play.
  • Varied accommodation options: Choose from delightful holiday rentals, including condos and private homes near the beach.

Popular types of accommodation in Kailua

You've chosen Kailua for your holiday, and now it's time to find the perfect place to stay. Whether you're looking for charming condos, houses, or spacious apartments, Kailua offers a variety of delightful holiday rentals. With an array of options available, you're sure to discover the ideal accommodation that suits your needs. Explore our selection of holiday rentals in Kailua and make your stay in this stunning Hawaiian paradise memorable.

  • Condos: The top choice for holidaymakers in Kailua, offering modern amenities and stunning views.
  • Houses: A popular option for families or groups, providing a homely atmosphere and privacy.
  • Apartments: Ideal for those seeking a convenient and compact living space during their stay.
  • Villas: Luxurious and spacious, perfect for a lavish getaway with friends or family.
  • Cottages: Charming and quaint, these accommodations offer a cozy retreat in a picturesque setting.**

Top attractions in and around Kailua

Kailua, a delightful destination in Honolulu County, is perfect for outdoor and family beach holidays. Visitors can enjoy the stunning Kailua Beach Park, alongside other scenic spots like the bay and local modern colleges. With a focus on beach and outdoor experiences, Kailua offers a variety of attractions that cater to both relaxation and adventure, making it an ideal location for a memorable getaway.

  • Lanikai Beach: Renowned for its stunning white sands and crystal-clear waters, Lanikai Beach offers a quintessential tropical experience. Ideal for sunbathing, swimming, and kayaking, it’s a perfect spot for relaxation amidst breathtaking views of the Mokulua Islands.
  • University of Hawaii at Manoa: This vibrant campus boasts a blend of modern architecture and lush landscapes. Immerse yourself in the university's lively atmosphere, explore its art galleries, and enjoy the diverse cultural events that reflect Hawaiian heritage.
  • Kaneohe Bay: A picturesque bay surrounded by lush mountains, Kaneohe Bay offers various outdoor activities like snorkelling and kayaking. Experience the stunning scenery and vibrant marine life, making it a paradise for nature lovers and adventure seekers.

Things to do recommended for couples

Looking for a romantic getaway in Kailua? Enjoy a fun-filled evening at Glow Putt Mini Golf, just 2.5km away, or indulge in luxury at the nearby Country Club, located 5.0km from your base. Perfect for couples seeking adventure and relaxation alike!

Things to do recommended for families

Families in Kailua can enjoy a relaxing day at Kaiona Beach Park, explore the scenic Waʻahila Ridge State Recreation Area, or unwind at Kawaikui Beach Park, all offering wonderful wellness vibes and suitable activities for children.

Things to do recommended for groups

Gather your group for a round of golf at Kaneohe Klipper Golf Course, hike the scenic Lanikai Pillboxes Trailhead for breathtaking views, or enjoy shopping and entertainment at Kahala Mall, just 5.6km away from Kailua.

Booking with Vrbo is simple

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can lead to significant savings. Moreover, opting for a longer stay often results in even greater discounts. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Where to stay in and around Kailua

Kailua, an idyllic Hawaiian town, offers a perfect blend of relaxation and adventure for families and couples alike. With stunning holiday homes near the beach, you can soak in the tropical atmosphere while exploring the charming Oahu neighbourhoods. Whether you’re seeking excursions or a serene spot to unwind, Kailua's exquisite selection of outdoor activities and picturesque scenery ensures a memorable getaway.

  • Kaneohe: Located merely 2.5km from Kailua, Kaneohe is a vibrant city known for its stunning outdoor experiences and family-friendly activities. Visitors can enjoy a thrilling zipline ropes course or spend an entertaining day at the arcade adventure zone. Kaneohe is also home to shopping centres that cater to all needs. The picturesque bay and local beaches provide a perfect backdrop for relaxation and water activities, making it an ideal destination for families seeking adventure and leisure.
  • Lanikai: Nestled around Kailua, Lanikai is a charming neighbourhood renowned for its idyllic beaches and outdoor pursuits. This picturesque area invites visitors to explore its scenic hiking trails, which lead to breathtaking views of the coastline. The local campground offers a unique camping experience, allowing families to immerse themselves in nature. Lanikai Beach, with its soft sands and crystal-clear waters, is a highlight, while the nearby urban park provides a lovely spot for picnics and leisurely strolls.
  • Kalama Tract: Situated close to Kailua, Kalama Tract offers a delightful blend of outdoor fun and city-themed experiences. Golf enthusiasts will appreciate the well-maintained golf courses, providing a great day out for families. The local shopping centres are perfect for those looking to indulge in some retail therapy. With access to beautiful beaches and urban parks, Kalama Tract is an excellent choice for visitors seeking both relaxation and recreation in a vibrant community setting.

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. Peak season runs in March to April and July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January73.4°F (23.0°C)No Rain (Dry)Mostly SunnyAverageAverage
February72.7°F (22.6°C)No Rain (Dry)Mostly SunnyAverageAverage
March72.9°F (22.7°C)Light RainMostly SunnySlightly HighAverage
April74.1°F (23.4°C)No Rain (Dry)Mostly SunnySlightly HighAverage
May75.6°F (24.2°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
June77.0°F (25.0°C)No Rain (Dry)Mostly SunnyAverageSlightly High
July77.9°F (25.5°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
August78.4°F (25.8°C)No Rain (Dry)Mostly SunnyAverageAverage
September78.8°F (26.0°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
October78.3°F (25.7°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
November76.5°F (24.7°C)No Rain (Dry)Mostly SunnySlightly LowAverage
December74.5°F (23.6°C)Light RainMostly SunnySlightly LowSlightly High

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

When planning your trip, whether you're journeying with friends, family, your pets, or seeking extended stays, be sure to apply the appropriate filters to align with your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Kailua with a group: Think about how many bedrooms you require, as well as additional features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Kailua with young kids: Travelling with young children can be quite demanding. It’s essential to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it’s wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Kailua: For many, a family holiday isn’t truly complete without their furry companion by their side. If you can relate to this, take a look at Vrbo properties that welcome pets. Most 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 in search of holiday rentals offering discounts for stays of a month or more, you've come to the perfect destination. By using the appropriate filter, you can effortlessly discover and save on monthly accommodations. Don't forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Vrbo Trips: Planning made easy

Vrbo's innovative Trip Board offers you a dedicated space to plan new trips, pick up right where you left off, or review and organise your travel plans. You can easily find the properties you've saved and booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/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)
  • 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)
  • Ala Wai Golf Course (10 mi / 16.2 km)
  • Navy Marine Golf Course (12.9 mi / 20.8 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)
  • 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 rental accommodation in Kailua?
Based on our research, houses are the most desirable holiday rental type in Kailua. But naturally, everyone's idea of an epic stay isn't going to be the same. Vrbo has holiday rentals of all shapes and sizes, so you're sure to discover your perfect match.
How much does it cost to rent a holiday rental in Kailua?
Different things affect what you'll pay for your holiday rental 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 Vrbo. Did someone just say "hot tub"? Use the filters to pick the features and amenities you want in your beach house.
What are popular rental amenities in Kailua?
Some of the most popular rental 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, Vrbo 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 rentals in Kailua?
Kailua has 28 two-bedroom holiday rentals 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 Vrbo.
Are there holiday rentals with WiFi in Kailua?
Kailua has 91 holiday rentals 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 Vrbo homes make it a cinch to go online.
How old do you have to be to rent a holiday rental in Kailua?
The minimum age requirements can vary across properties on Vrbo, so look at the rules of the holiday rental in Kailua you want to book. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental 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 Vrbo holiday homes may also offer weekly or monthly discounts, so you can stay even longer for less.

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