We found 5,058 holiday rentals — enter your dates for availability
Select from 139 houses, 34 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.
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Find out more about Kailua
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 Month
Temperature
Precipitation
Cloudiness
Occupancy
Pricing
January
73.4°F (23.0°C)
No Rain (Dry)
Mostly Sunny
Average
February
72.7°F (22.6°C)
No Rain (Dry)
Mostly Sunny
Average
March
72.9°F (22.7°C)
Light Rain
Mostly Sunny
Slightly High
April
74.1°F (23.4°C)
No Rain (Dry)
Mostly Sunny
Slightly High
May
75.6°F (24.2°C)
No Rain (Dry)
Mostly Sunny
Average
June
77.0°F (25.0°C)
No Rain (Dry)
Mostly Sunny
Average
July
77.9°F (25.5°C)
No Rain (Dry)
Mostly Sunny
Slightly High
August
78.4°F (25.8°C)
No Rain (Dry)
Mostly Sunny
Average
September
78.8°F (26.0°C)
No Rain (Dry)
Mostly Sunny
Average
October
78.3°F (25.7°C)
No Rain (Dry)
Mostly Sunny
Slightly Low
November
76.5°F (24.7°C)
No Rain (Dry)
Mostly Sunny
Slightly Low
December
74.5°F (23.6°C)
Light Rain
Mostly Sunny
Slightly 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.
Frequently Asked Questions
What is the best area to stay in Kailua when booking a holiday rental?
When considering a holiday rental in Kailua, Hawaii, a popular area to stay is near Kailua Beach. This picturesque neighbourhood offers a stunning shoreline that's superb for swimming, sunbathing, and water sports, making it a popular choice for visitors. Here, you will find a variety of properties, ranging from charming beach cottages to more spacious family homes, providing options to suit different preferences.
Another delightful area to explore is Lanikai, renowned for its breathtaking views and tranquil atmosphere. The Lanikai Beach is often regarded as one of the most beautiful beaches in the world, with its soft sand and clear turquoise waters. Staying in this neighbourhood allows easy access to the iconic Mokulua Islands, which are a popular spot for kayaking and paddleboarding.
In both of these areas, you will not only enjoy the natural beauty but also be close to local attractions such as the Lanikai Pillbox Hike, which offers stunning panoramic views of the coast. Additionally, the vibrant local shops and eateries in Kailua town contribute to a charming and relaxed holiday experience.
Where are the best areas for renting a beach house in Kailua?
For renting a beach house in Kailua, the area around Kailua Beach Park is highly recommended. This picturesque stretch of coastline is known for its soft, white sands and clear turquoise waters, making it superb for swimming, paddleboarding, and sunbathing. Many properties in this vicinity offer amenities such as spacious outdoor decks, barbecues, and beach gear, ensuring a relaxing and enjoyable stay for families and groups.
Another great option is the area near Lanikai Beach, which is often considered one of the most beautiful beaches in the world. Rentals here typically feature stunning ocean views and easy access to the beach. Properties may include features like private swimming pools, lush gardens, and gourmet kitchens, ideal for those looking to enjoy a luxurious beach holiday.
Kailua itself offers a charming town atmosphere with local shops, cafes, and restaurants, making it convenient for guests to explore the local culture and cuisine. The nearby Mokulua Islands also provide opportunities for kayaking and hiking, and many beach rentals are equipped with kayaks or snorkelling gear to enhance your experience.
What is the most popular type of holiday rental accomodation in Kailua?
In Kailua, holiday houses are the most popular type of holiday rental, with around 588 available throughout the area. These properties often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, making them ideal for families or groups looking to enjoy the beautiful Hawaiian surroundings. Additionally, there are approximately 172 apartments, which provide a more compact living option and typically include kitchen facilities and comfortable living areas. For those seeking a quaint experience, around 72 cottages are also available, often located in tranquil settings. While villas and condos are less common, there are still several options for travellers looking for luxury or resort-style amenities.
Are there any family house rentals in Kailua?
In Kailua, Hawaii, family-friendly house rentals are plentiful, with approximately 147 options available to choose from. This charming coastal town is great for families seeking a blend of relaxation and adventure. Many properties boast spacious living areas, fully equipped kitchens ideal for preparing meals, and outdoor spaces for barbecues or simply enjoying the stunning Hawaiian weather.
Neighbourhoods like Lanikai are particularly appealing, offering proximity to the beautiful Lanikai Beach, where families can indulge in swimming, kayaking, and beachcombing. Additionally, the area is close to the picturesque Mokulua Islands, great for a day of exploration.
Kailua also features spacious yards and amenities such as game rooms, which can keep the younger members of the family entertained during downtime.
Can I rent a holiday home with a pool or hot tub in Kailua?
In Kailua, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 81 options to choose from. This picturesque Hawaiian town offers a variety of neighbourhoods where these properties can be found, including the tranquil areas near Kailua Beach and Lanikai Beach, both renowned for their stunning landscapes and pristine waters.
Travellers can expect a range of amenities in these rentals, such as private swimming pools, relaxing hot tubs, and spacious outdoor areas superb for soaking up the sun. Many properties also come equipped with fully stocked kitchens, allowing for home-cooked meals, as well as comfortable living spaces ideal for families or groups.
Are there pet-friendly house rentals in Kailua?
In Kailua, there is a variety of pet-friendly house rentals available, with around 19 options to choose from. Many of these properties are situated close to beautiful beaches, such as Kailua Beach and Lanikai Beach, which are ideal for enjoying the sun and surf with your furry friends. The holiday rentals typically come equipped with amenities like spacious backyards, outdoor grills, and fully-stocked kitchens, making them superb for families or groups looking to relax and enjoy the Hawaiian lifestyle.
Kailua is also home to several parks and outdoor spaces that welcome pets, such as Kailua District Park, which features walking paths and open areas for pets to play. Nearby, the Lanikai Pillbox hike offers stunning views and is a great way to explore the area's natural beauty with your pet.
Are there any remote work holiday rentals in Kailua?
In Kailua, Hawaii, there are numerous holiday rentals available for those looking to work remotely, with around 804 options to choose from. This picturesque town offers a tranquil setting with stunning beaches and lush landscapes, superb for combining work and leisure. Many properties come equipped with essential amenities like free Wi-Fi, ensuring reliable internet access for remote work.
Travellers can expect varied accommodations, ranging from spacious villas to charming beach cottages, often featuring dedicated workspaces or comfortable areas suitable for setting up a laptop. Additionally, many rentals provide outdoor spaces where one can enjoy the beautiful Hawaiian weather during breaks.
With nearby attractions like Kailua Beach and the scenic Lanikai Beach, residents can easily unwind after a day of work. The area is also home to local shops and eateries, adding convenience for those seeking a balance between productivity and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Kailua?
In Kailua, popular holiday rental amenities include fully equipped kitchens, which allow guests to prepare their own meals with ease. Many properties also feature outdoor decks or patios, providing lovely spaces to relax and enjoy the tropical weather. Onsite parking is commonly available, adding convenience for those travelling with vehicles. Additionally, rentals often come with essentials such as blenders for smoothies and coffee or tea makers for a refreshing morning brew.
When is the best time to visit Kailua for a holiday rental?
April is a fantastic time to visit Kailua for a holiday rental, as it falls within the lovely peak season from March to May. During these months, the weather is warm and inviting, with average temperatures ranging from 23 to 29 degrees Celsius, making it ideal for beach activities and outdoor adventures.
In Kailua, the stunning beaches, such as Lanikai and Kailua Beach, are superb for sunbathing, swimming, and various water sports. Additionally, this period sees vibrant local events and cultural festivals, which enhance the overall experience of your stay. The lively option invites families, couples, and solo travellers alike to explore the natural beauty and charm of the area.
If you're looking for a more affordable option, consider visiting in October, when the crowds are thinner and the prices for holiday rentals tend to drop. This month offers the chance to enjoy the serene beauty of Kailua while still enjoying pleasant weather for hiking and exploring the lush landscapes.
What are the top attractions in Kailua?
In Kailua, Hawaii, visitors can enjoy a variety of attractions that showcase the area's natural beauty and vibrant culture. The stunning Kailua Beach Park is a must-visit, known for its powdery white sand and crystal-clear waters, superb for swimming, kayaking, and paddleboarding. Nearby, Lanikai Beach offers equally picturesque scenery and is often less crowded, making it a favourite spot for relaxation and beach activities.
For those interested in hiking, the Makapu'u Point Lighthouse Trail provides breathtaking views of the coastline and opportunities for whale watching during the migratory season. The trail is well-maintained and accessible for most fitness levels.
In the heart of Kailua, the local farmers' market is a great place to experience the island's fresh produce, artisanal goods, and local crafts, giving visitors a taste of the community spirit. The quaint downtown area is also worth exploring, with its charming shops, cafes, and restaurants that offer a variety of dining options, from casual bites to fine dining experiences.
Are all fees included in the Kailua holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Kailua holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Kailua with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Kailua holiday homes?
You can find great discounts on holiday homes in Kailua on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Kailua holiday home booking on Bookabach?
To find Kailua holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Kailua?
A long-stay holiday home in Kailua is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Kailua holiday home?
Book your Kailua holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.
*Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Kailua?
Prices for holiday homes in Kailua vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Kailua to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way.
Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you’re protected and that if something goes wrong, we will do our best to make it right as applicable.
If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.