Kailua vacation rentals

We found 4,902 vacation rentals — enter your dates for availability

Select from 163 houses, 57 apartments, and other vacation rentals to find the perfect place for your stay in Kailua. Vacation rentals provide the best amenities for your family, friends, or furry companion, like air conditioning and WiFi. You'll be sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Kailua

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Find out more about Kailua

Why visit Kailua

  1. Stunning Beaches: Enjoy the beautiful beaches of Kailua, perfect for sunbathing, swimming, and beach activities.
  2. Outdoor Adventures: Engage in various outdoor activities like kayaking, hiking, and stand-up paddleboarding in scenic locations.
  3. Charming Kailua Town: Explore the vibrant town filled with local shops, art galleries, and delightful cafes.
  4. Family-Friendly Activities: Discover family-oriented attractions and relaxing spots ideal for all ages.
  5. Cozy Accommodations: Choose from a range of vacation rentals, including charming beach bungalows and private homes.

Popular types of accommodation in Kailua

Planning a getaway to Kailua? You're in for a treat! Discover the charm of this stunning destination with a variety of vacation rentals to suit your needs. From cozy beach bungalows and condos to spacious houses and apartments, Kailua offers the perfect base for your adventures. Experience the beauty of Oahu while enjoying a comfortable stay with our transparent and reliable vacation rental options.

  • Condos: The top choice for visitors to Kailua, offering modern amenities and convenient locations near the beach.
  • Houses: A popular option for families and groups, providing spacious living and a home-like atmosphere.
  • Apartments: Ideal for solo travellers or couples seeking comfort and accessibility in a compact space.
  • Villas: Luxurious accommodations with stunning views, perfect for those wanting an upscale experience.
  • Cottages: Quaint and charming, these provide a cozy retreat amid the natural beauty of Kailua.**

Top attractions in Kailua

Kailua, located in Honolulu County, is perfect for outdoor adventures and family beach vacations. Visitors can enjoy stunning beaches, scenic bays, and modern educational institutions, making it an ideal destination for those seeking relaxation and picturesque views. With a variety of attractions that cater to different interests, Kailua promises memorable experiences for all travellers looking to immerse themselves in Hawaii's natural beauty.

  1. Lanikai Beach: Renowned for its soft, powdery sand and crystal-clear waters, Lanikai Beach offers a tranquil paradise perfect for sunbathing, swimming, and paddleboarding. The picturesque backdrop of the Mokulua Islands adds to its charm, making it a must-visit for beach lovers.
  2. University of Hawaii at Manoa: This vibrant campus showcases modern architecture and lush landscapes, offering a unique blend of city vibes and rich cultural experiences. Explore its art galleries, botanical gardens, and diverse student activities.
  3. Kaneohe Bay: A stunning bay known for its breathtaking scenery and outdoor activities. Enjoy kayaking, snorkeling, or simply relaxing on its serene beaches while taking in views of the lush mountains surrounding the bay.

Things to do recommended for couples

For a romantic getaway in Kailua, indulge in a fun evening at Glow Putt Mini Golf, just 6.4km away, or unwind at the luxurious Country Club, located 12.9km from the heart of Kailua. Both spots promise a memorable experience for couples!

Things to do recommended for families

Families visiting Kailua can unwind at Kaiona Beach Park, enjoy the serene Waʻahila Ridge State Recreation Area, and relax at Kawaikui Beach Park. Each location offers a perfect blend of wellness and family-friendly activities, making for a memorable Hawaiian getaway.

Things to do recommended for groups

Experience the thrill of golf at the Kaneohe Klipper Golf Course, hike the scenic Lanikai Pillboxes Trailhead for breathtaking views, and immerse yourselves in culture at the Hawaii Theater, located 16.1km away, perfect for an entertaining evening with family and friends.

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

If you're planning a trip with a group, family, pets, or seeking extended stays, it's essential to prioritize your preferences when filtering options. Here are some helpful booking tips for Vrbo.

  • Traveling to Kailua with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Kailua with young kids: Travelling with young children can present its own set of challenges. It’s important to prioritize 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 vacation isn't truly complete without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Kailua: If you're in search of vacation 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 monthly rentals. Don't forget to include amenities such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Kailua

Kailua offers an idyllic escape for those seeking outdoor adventures and family-friendly experiences. With its stunning Kailua Bay, vibrant Kailua Town, and charming beach bungalows, visitors can immerse themselves in a relaxing atmosphere filled with art and recreation. Whether you're exploring the picturesque beaches or embarking on exciting excursions, Kailua promises a memorable vacation that perfectly blends relaxation and adventure.

  • Lanikai: Nestled along the eastern coast of Kailua, Lanikai is renowned for its stunning beach and vibrant outdoor activities. Visitors are drawn to its picturesque white sand beaches and clear turquoise waters, making it perfect for swimming, kayaking, and sunbathing. The renowned Lanikai Pillbox Hike offers breathtaking views of the Mokulua Islands and is a must for adventure seekers. Families can enjoy picnics at the nearby urban park, creating lasting memories surrounded by natural beauty.
  • Kalama Tract: Located a short distance from Kailua, Kalama Tract is a charming neighbourhood that balances outdoor fun with urban conveniences. This area is perfect for families, offering access to golf courses and shopping centres where you can find everything from local boutiques to larger retail stores. The nearby beaches and urban parks provide ample opportunities for relaxation and recreational activities, making it an ideal spot for both leisure and adventure.
  • Enchanted Lake: Enchanted Lake is a delightful community close to Kailua that offers a blend of outdoor experiences and urban amenities. Ideal for families, this neighbourhood features access to golf courses and shopping centres, ensuring that there's something for everyone. The picturesque lake itself is perfect for leisurely strolls or picnics, while the proximity to pristine beaches and urban parks invites visitors to explore and unwind in a serene 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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 SunnyAverageAverage
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 LowSlightly Low
December74.5°F (23.6°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can help, as prices tend to vary. Additionally, opting for a longer stay often allows for significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to narrow down your options by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly platform for planning your travels. Whether you're starting a new adventure, resuming an existing one, or organizing your itinerary, you'll find it all in one place. Your saved or booked properties will be neatly categorized under Potential, Upcoming, or Current Trips for easy access. To begin using Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Delight in the waterfront landscape of Kailua

The island views and surrounding scenery provide a peaceful ambiance to your vacation 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-sees in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Sightseeing in and around Kailua

Do you want to find attractions to visit in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Kailua a fun place to get away. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Mamala Bay Golf Course (13.9 mi / 22.3 km)

Exploring the beaches and other natural features in Kailua

Whether you're looking for exciting outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Kailua. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • 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

Travelers enjoy Kailua for its snorkeling. If you're planning a vacation around warm-weather activities, September, August, October and July are the hottest months to visit, when temperatures average 78°F.

Transportation to and around Kailua

The nearest airport is in Daniel K. Inouye Intl. Airport (HNL), located 12.6 mi (20.2 km) from the city center. If you're unable to find a flight that fits your schedule, you can 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 vacation rental accommodation in Kailua?
Based on our research, houses are the most desirable vacation rental type in Kailua. But naturally, everyone's idea of an epic stay isn't going to be the same. Vrbo has vacation rentals of all shapes and sizes, so you're sure to discover your perfect match.
How much does it cost to rent a vacation rental in Kailua?
Different things affect what you'll pay for your vacation rental in Kailua, such as the season, length of stay and type of property. But, all of our vacation 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 vacationing with family, pals or even pets, Vrbo vacation 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 vacation rentals in Kailua?
Kailua has 28 two-bedroom vacation rentals to choose from. Discover a vacation home with all the comfort and privacy you're looking for at a price that's hard to resist on Vrbo.
Are there vacation rentals with WiFi in Kailua?
Kailua has 91 vacation rentals with WiFi, so you can stay connected while traveling. 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 vacation rental in Kailua?
The minimum age requirements can vary across properties on Vrbo, so look at the rules of the vacation rental in Kailua you want to book. But in general, it's 16, 18 or 21.
How long can I rent a vacation rental in Kailua for?
The amount of time you can stay in a Kailua vacation 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 vacation homes may also offer weekly or monthly discounts, so you can stay even longer for less.

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