Kailua holiday rentals

We found 5,029 holiday rentals — enter your dates for availability

Select from 138 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:25 Sept - 2 Oct

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Why visit Kailua

  • Stunning Beaches: Enjoy the pristine sands and clear waters at Kailua Beach and Kailua Bay, perfect for sunbathing and water sports.
  • Lush Parks: Unwind in the serene surroundings of Kailua Beach Park, offering a tranquil retreat amidst nature.
  • Outdoor Adventures: Explore scenic hiking trails and immerse yourself in the natural beauty of this coastal gem.
  • Cultural Charm: Experience the relaxed, inviting Hawaiian lifestyle and vibrant local culture.
  • Family-Friendly Atmosphere: Ideal for a family holiday, Kailua provides a blend of adventure and relaxation in a picturesque setting.

Popular types of accommodation in Kailua

Kailua, located in Honolulu County, Hawaii, is a picturesque destination perfect for your holiday rental needs. Whether you prefer a charming beach cottage, a modern apartment, or a spacious private holiday home, Kailua offers a variety of accommodation options. Enjoy stunning beaches, lush hiking trails, and vibrant local culture. With outdoor seating options available, you can unwind while soaking in the breathtaking views. Discover the beauty and tranquillity of Kailua for an unforgettable getaway.

  • Condos: These modern, self-contained units are highly sought after for their convenience and proximity to local attractions in Kailua.
  • Private Holiday Homes: Enjoy the comfort and privacy of a standalone residence, perfect for families or groups seeking a homely atmosphere.
  • Apartments: Ideal for couples or solo travellers, these compact spaces offer a balance of comfort and accessibility.
  • Villas: Experience luxury with spacious layouts and upscale amenities, often set in picturesque surroundings.
  • Cottages: Charming and quaint, these accommodations provide a cosy retreat for a tranquil getaway.**

Top attractions in and around Kailua

Kailua, nestled in Honolulu County, Hawaii, is a delightful destination perfect for outdoor and beach holidays. Visitors can bask in the sun at the stunning Kailua Beach, explore the scenic Kailua Bay, or unwind at the lush Kailua Beach Park. This charming locale offers a blend of cultural experiences and natural beauty, making it an ideal spot for families and adventurers alike, seeking relaxation and adventure in a picturesque setting.

  • Lanikai Beach: A pristine stretch of shoreline within Kailua, offering a serene beach ambience perfect for leisure and relaxation.
  • Kaneohe Bay: A scenic bay located 5km away, where you can enjoy outdoor vibes and a delightful coastal atmosphere.
  • Nu'uanu Pali Lookout: An adventurous lookout, 6km away, providing a romantic setting with stunning views and invigorating outdoor experiences.

Things to do recommended for couples

Kailua offers a perfect romantic getaway for couples. Enjoy a leisurely stroll along the beautiful Lanikai Beach, or embark on a sunset kayak adventure to the Mokulua Islands. Don't miss the charming local cafés for a delightful breakfast or brunch together, creating unforgettable memories in this tropical paradise.

Things to do recommended for families

Families will love the stunning beaches of Kailua, with soft sands and clear waters perfect for swimming. Enjoy kayaking to the picturesque Mokulua Islands or explore the lush trails of Lanikai Pillbox for breathtaking views. These activities promise a delightful Hawaiian adventure for all ages.

Things to do recommended for groups

Groups visiting Kailua can enjoy a day at the picturesque Lanikai Beach, partake in a guided kayak tour to the nearby Mokulua Islands, and savour local flavours at charming eateries in the town centre, creating unforgettable memories together amidst stunning Hawaiian scenery.

*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 journeying with friends, as a family, with your pets, or seeking extended accommodation, be sure to select filters that align with your priorities. Here are some Stayz booking tips for you.

  • Traveling to Kailua with a group: Consider how many bedrooms you require, along with facilities such as a fully equipped kitchen or an outdoor area for group get-togethers. Fortunately, you can refine your search for all these features, and more, on Stayz.
  • Traveling to Kailua with young kids: Traveling with young children can be difficult. It is important to prioritise their comfort and safety, as well as access to age-appropriate facilities, such as a private swimming pool. Additionally, considering your closeness to family-friendly attractions is advisable.
  • Taking your pets with you to Kailua: Some travellers wouldn’t consider a family holiday complete without their four-legged companion, so why not explore Stayz accommodation that welcomes pets. Many of these properties offer pet bowls and beds, ensuring that every member of the family feels right at home.
  • Planning for a long term stay visiting Kailua: If you're seeking holiday lets with special offers for extended stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly locate and save on monthly rentals. You might also consider including options like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in and around Kailua

Experience the allure of Kailua, a coastal gem perfect for a family beach holiday or a romantic escape. Enjoy easy access to pristine beaches, immerse yourself in the local nightlife, and unwind in a tropical, relaxed setting. With its charming beachfront and inviting Hawaiian style, Kailua offers a delightful blend of nature, adventure, and serenity, making it an ideal destination for any traveller seeking a quintessential Oahu paradise.

  • Kaneohe: Positioned a short 6km distance from Kailua, Kaneohe is a vibrant city that offers a blend of outdoor adventures and beachside delights, making it a superb destination for families. Visitors can enjoy a range of activities including a thrilling zipline ropes course, an arcade adventure zone, and a round of golf. The local area boasts a beautiful beach and an urban park, providing ample space for both relaxation and recreation. Whether taking in the sea breeze or exploring the family-friendly attractions, Kaneohe promises an engaging and dynamic travel experience.
  • Lanikai: Nestled within the vicinity of Kailua, Lanikai is a charming neighbourhood celebrated for its pristine beach and outdoor splendour. This locale is perfect for those who appreciate scenic hiking trails and the opportunity to explore nature in a relaxed setting. With its close proximity to family beaches and urban parks, Lanikai offers a serene retreat where visitors can immerse themselves in the natural beauty and recreational activities of the area.
  • Kalama Tract: Situated near Kailua, Kalama Tract is a neighbourhood that combines the essence of outdoor living with a city-themed vibe. It is well-known for its diverse range of activities, from exploring a bustling shopping centre and mall to enjoying a leisurely day at a campground. The local attractions, including a beautiful beach, family beach, and urban park, create a balanced mix of urban excitement and natural charm, making Kalama Tract a delightful destination for families and city enthusiasts alike.

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 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

Booking with Stayz is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, booking a longer stay can often result in significant savings. To discover the ideal Stayz property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board offers an easy-to-use platform for planning your journeys, allowing you to start new trips, resume where you left off, or manage your existing plans. Here, you can view properties that you’ve saved or booked, organised into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/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. Waikiki Beach and Lanikai 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)
  • Olomana Golf (3.3 mi / 5.4 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)

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)
  • Kailua Bay Beach (0.8 mi / 1.2 km)
  • Kailua Beach (0.9 mi / 1.4 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.

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