Kailua-Kona holiday lettings

We found 2,654 holiday rentals — enter your dates for availability
Select from 574 houses, 1812 flats and other holiday rentals to find the perfect place for your stay in Kailua-Kona. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for spending time at your holiday home, which might include Wi-Fi and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Kailua-Kona

Showing deals for:9 Oct - 16 Oct

Image gallery for Remodeled villa with pool, spa, views

Pool
10 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)

Remodeled villa with pool, spa, views

Kailua-Kona

8% off
Price is £20,751
for 7 nights, 1 home
£2,964 per night
includes taxes & fees
Remodeled villa with pool, spa, views

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Kailua-Kona

  • Stunning Beaches: Relax on the pristine shores of Kailua Bay, perfect for swimming and water sports.
  • Rich History: Discover the local culture and history at iconic landmarks like Kailua Pier.
  • Outdoor Adventures: Enjoy a variety of outdoor activities, from hiking to snorkelling along the beautiful Kona Coast.
  • Local Cuisine: Indulge in delicious Hawaiian dishes at bustling local markets and charming eateries.
  • Scenic Views: Take leisurely walks along the jetty to soak in breathtaking coastal scenery.

Popular types of accommodation in Kailua-Kona

Kailua-Kona, located on the stunning Big Island of Hawaii, offers a delightful escape with its sun-kissed beaches, rich history, and vibrant culture. Visitors can explore the iconic Kailua Pier, indulge in local cuisine at bustling markets, or unwind on beautiful sandy shores. With a variety of accommodation options, including condos, houses, and villas, you'll find the perfect base to experience the charm of Kona. Discover the magic of Hawaii with our selection of Kailua-Kona vacation rentals.

  • Condos: These stylish, self-contained units are the top choice for visitors seeking comfort and convenience in Kailua-Kona.
  • Houses: Ideal for families or groups, these spacious homes offer privacy and a home-like atmosphere during your stay.
  • Villas: Luxurious and often with stunning views, villas provide an upscale experience for discerning travellers.
  • Apartments: A practical option, apartments offer essential amenities and easy access to local attractions.
  • Cottages: Quaint and charming, cottages deliver a cozy retreat amidst the beautiful Hawaiian landscape.**

Top attractions in Kailua-Kona

Kailua-Kona, Hawaii, is a delightful destination for outdoor and adventure enthusiasts, boasting stunning beaches and scenic views. Visitors can explore the beautiful Kailua Bay, perfect for swimming and water sports, or enjoy leisurely walks along the jetty. The vibrant local culture and outdoor experiences make it an ideal spot for travellers seeking relaxation and adventure alike. Whether you're soaking up the sun or immersing yourself in the rich surroundings, Kailua-Kona offers a memorable Hawaiian escape.

  • Magic Sands Beach: Known for its stunning white sands and vibrant beach vibes, this beach is perfect for sunbathing, swimming, and enjoying breathtaking sunsets. The waves can be quite lively, making it an ideal spot for bodyboarding.
  • Kiholo Bay: A picturesque bay offering stunning scenery and opportunities for outdoor activities. Here, you can explore the lush coastline, spot sea turtles, and enjoy a relaxing day by the beach.
  • Kona Country Club: This golf course offers a tropical setting with stunning ocean views. It's perfect for both seasoned golfers and those looking to enjoy a leisurely round in a beautiful environment.

Things to do recommended for couples

Embark on a romantic sunset cruise along the stunning Kona coast, where you can sip cocktails and watch dolphins play. Explore the charming local markets together, and indulge in a couples' massage at a beachfront spa for a truly relaxing experience.

Things to do recommended for families

Families will love the thrilling adventures at Kailua-Kona's Magic Sands Beach, where they can enjoy swimming and sandcastle building. The nearby Kona Ocean Adventures offers snorkelling tours, allowing kids to discover vibrant marine life in crystal-clear waters, making for unforgettable family memories.

Things to do recommended for groups

Groups visiting Kailua-Kona can experience a traditional luau, snorkel at Kealakekua Bay, and explore the lush landscapes of the Kona Coffee farms. Don't miss a sunset cruise along the coast for breathtaking views and unforgettable memories.

*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-Kona

If you're travelling with a group, family, pets, or planning an extended stay, it's important to filter your options according to your specific needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Kailua-Kona with a group: Think about how many bedrooms you’ll require, as well as features like a fully equipped kitchen or outdoor space for social gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Kailua-Kona 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 think about how close you are to family-friendly attractions.
  • Taking your pets with you to Kailua-Kona: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Kailua-Kona: If you’re seeking holiday rentals with offers 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 accommodations. 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 Kailua-Kona

Kailua-Kona offers an unforgettable Hawaiian vacation experience with its stunning coastal scenery and vibrant atmosphere. Visitors can explore the beautiful Kona Coast, indulge in water sports, or relax on pristine beaches. The city is rich in history and culture, with charming local shops and eateries that capture the essence of island life. Whether you're seeking adventure or a tranquil retreat, Kailua-Kona is the perfect destination for a family-friendly getaway in a tropical paradise.

  • Holualoa Village: Nestled in the lush hills overlooking Kailua-Kona, Holualoa Village is a charming neighbourhood renowned for its artistic vibe and stunning scenery. Visitors are drawn to its vibrant art galleries and local coffee farms that offer tours and tastings. The area is perfect for outdoor enthusiasts, with scenic hiking trails and beautiful vistas of the coastline. Not far from Holualoa, you'll find pristine beaches and the nearby national park, making it an ideal spot for those seeking a blend of adventure and relaxation amidst nature.
  • Historic Kailua Village: Rich in cultural heritage, Historic Kailua Village serves as the heart of Kailua-Kona. This bustling area is perfect for exploration, featuring a variety of shops, restaurants, and historical sites. Visitors can enjoy leisurely strolls along the waterfront or partake in water sports at the nearby family beaches. The village is also close to recreational areas and golf courses, offering diverse activities for adventure seekers. With its picturesque setting and vibrant atmosphere, Historic Kailua Village is a must-visit for anyone looking to immerse themselves in local culture.
  • Keauhou: Known for its stunning coastal views and outdoor activities, Keauhou is a neighbourhood that caters to both thrill-seekers and those seeking serenity. This area boasts excellent golfing facilities and adventure activities such as snorkelling and kayaking. The nearby beaches are perfect for families, offering calm waters and beautiful surroundings. With its parks and proximity to scenic landscapes, Keauhou provides a perfect blend of relaxation and adventure, ensuring an enjoyable experience for all visitors.

Best time to go to Kailua-Kona

If you're planning a trip to Kailua-Kona, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in January and March to April, 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
January71.6°F (22.0°C)Light RainMostly SunnySlightly HighAverage
February71.2°F (21.8°C)Light RainMostly SunnyAverageAverage
March71.8°F (22.1°C)Light RainMostly SunnySlightly HighAverage
April72.5°F (22.5°C)Moderate RainMostly CloudySlightly HighAverage
May73.6°F (23.1°C)Moderate RainMostly CloudyAverageSlightly Low
June74.5°F (23.6°C)Moderate RainMostly CloudyAverageSlightly High
July75.7°F (24.3°C)Moderate RainMostly CloudyAverageSlightly High
August76.3°F (24.6°C)Moderate RainMostly CloudyAverageAverage
September76.1°F (24.5°C)Moderate RainMostly CloudyAverageSlightly Low
October76.1°F (24.5°C)Light RainMostly SunnySlightly LowSlightly Low
November74.5°F (23.6°C)Light RainMostly SunnySlightly LowAverage
December72.7°F (22.6°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is simple

Are you seeking to reduce costs on your upcoming journey? It may be beneficial to remain flexible with your travel dates, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform for you to plan new trips, resume your previous arrangements, or manage your travel itineraries. Here, you'll find your saved or booked properties neatly organised into categories: Potential, Upcoming, and Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Delight in the oceanfront landscape of Kailua-Kona

The ocean views and other outdoor surroundings create an inviting atmosphere in Kailua-Kona. Renowned for its snorkelling, shopping and coffee shops, this city welcomes all visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Kailua-Kona

Do you want to find things to do while you're in the area? Travellers enjoy fun activities like snorkelling and swimming. Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Kailua-Kona a one-of-a-kind holiday spot. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Kona Le'a Plantation (4.5 mi / 7.3 km)
  • Four Seasons Resort Hualalai Golf Course (13 mi / 20.8 km)
  • Makani Golf Club (15.9 mi / 25.7 km)
  • Waikoloa Beach Golf Course (20.8 mi / 33.5 km)
  • Mauna Lani Resort Golf Course (22.8 mi / 36.7 km)
  • Waikola Village Golf Club (24.1 mi / 38.7 km)

Exploring the beaches and other natural features in Kailua-Kona

Beautiful ocean views, volcano viewpoints and breathtaking sunsets are a few of the stunning natural features that Kailua-Kona boasts. Whether you're an active traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Kailua-Kona. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Hawaii Volcanoes National Park (28.4 mi / 45.8 km)
  • Kamakahonu Beach (0.1 mi / 0.1 km)
  • Old Kona Airport State Recreation Area (0.8 mi / 1.3 km)
  • Kaloko-Honokohau National Historical Park (3.5 mi / 5.6 km)
  • Magic Sands Beach (3.6 mi / 5.7 km)
  • Kahalu'u Beach Park (4.6 mi / 7.4 km)

Seasonal weather in Kailua-Kona

Travellers speak highly of Kailua-Kona for its snorkelling. If you're planning a holiday around the weather, August, September, October and July are the hottest months to visit, when temperatures average 24°C.

Travelling to and around Kailua-Kona

Fly into Kailua-Kona, HI (KOA-Kona Intl.), the closest airport, located 7.2 mi (11.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Kamuela, HI (MUE-Waimea-Kohala), which is 32.5 mi (52.3 km) away.

Frequently asked questions

What is the best area to stay in Kailua-Kona when booking a holiday rental?
When considering a holiday rental in Kailua-Kona, the best area to stay is along the scenic coastline, particularly in the neighbourhoods closer to the beach. This region is home to a variety of properties, ranging from charming beachfront condos to luxurious villas, making it a popular choice for visitors seeking both comfort and convenience.

One of the top attractions in this area is the historic Kailua Village, which offers a delightful mix of local shops, eateries, and cultural experiences. Here, you can enjoy a stroll along the picturesque waterfront, where you can also find the iconic Kailua Pier. Additionally, the nearby Magic Sands Beach is a favourite among sunbathers and surfers alike, providing a great spot for relaxation or water sports.

Staying in this coastal area not only grants easy access to stunning beaches but also places you within reach of various activities, from kayaking to exploring local farmer's markets.
How much does it cost to rent a holiday home in Kailua-Kona?
Prices for holiday rentals in Kailua-Kona 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Kailua-Kona to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Kailua-Kona holiday house rentals?
You can find great discounts on house rentals in Kailua-Kona on Vrbo, 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.
Where are the best areas for renting a beach house in Kailua-Kona?
For renting a beach house in Kailua-Kona, the area along Ali'i Drive is particularly appealing, as it runs parallel to the coastline and offers a variety of beachfront properties. Here, you can find charming holiday rentals that often come with amenities such as private lanais, outdoor grills, and direct access to the beach. Many properties in this area feature spacious living areas and fully equipped kitchens, making them suitable for families or groups looking to enjoy a beach getaway.

Additionally, the nearby Kailua Bay provides excellent options for those wanting to be close to marine activities. Rentals in this vicinity may offer amenities like beach gear, snorkelling equipment, and even private pools, enhancing the overall experience for visitors. The bay is a fantastic spot for swimming, paddleboarding, and watching sunsets, providing a picturesque backdrop for your stay.

For a more tranquil experience, the areas around Kuakini Highway and the Kona Coast can be ideal. Here, you'll find more secluded beachfront homes, often featuring lush gardens, hot tubs, and panoramic ocean views. These properties tend to be more spacious and can accommodate larger groups, with amenities that cater to relaxation and comfort, such as air conditioning, Wi-Fi, and laundry facilities. Find your rental near the beach in Kailua-Kona.
What is the most popular type of holiday rental accomodation in Kailua-Kona?
In Kailua-Kona, condos are the most popular type of holiday rental, with approximately 7,636 available throughout the area. These condos are often located near the stunning coastline, providing easy access to beautiful beaches and vibrant local attractions. Most units come equipped with amenities such as fully fitted kitchens, spacious living areas, and often private balconies or patios that offer lovely views of the ocean or gardens.

For those seeking a larger space, there are around 2,320 holiday houses available, making them an excellent option for families or groups. These houses typically feature multiple bedrooms, private outdoor areas, and sometimes even pools, allowing guests to enjoy a comfortable and relaxing stay. Additionally, there are a smaller number of apartments (708), villas (172), and cottages (100) offering unique stays that cater to various preferences.
Are there any family house rentals in Kailua-Kona?
In Kailua-Kona, Hawaii, there is a vast selection of family-friendly house rentals, with approximately 1,903 options available. This vibrant coastal town offers charming homes in various neighbourhoods, providing families with ample space and amenities. Many properties feature spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces such as patios or balconies, superb for enjoying the stunning ocean views.

Visitors can explore nearby attractions like the famous Kailua Pier, where opportunities for snorkelling and water sports abound. The historic sites of Hulihe'e Palace and the Mokuaikaua Church are also within easy reach, adding a cultural touch to the stay. Additionally, families can find beautiful beaches like Magic Sands Beach and Kahalu'u Beach Park, ideal for swimming and sunbathing.
Can I rent a holiday home with a pool or hot tub in Kailua-Kona?
In Kailua-Kona, there are a substantial number of holiday homes available for rent that feature pools and hot tubs, with around 2,230 options to choose from. This beautiful coastal town is renowned for its stunning ocean views and pleasant climate, making it an ideal spot for a relaxing getaway.

Travellers can expect a variety of amenities in these rentals, including private swimming pools, hot tubs, spacious outdoor areas for lounging, and fully equipped kitchens, superb for preparing meals after a day of exploring. Many properties also offer additional features such as outdoor dining spaces, barbecue facilities, and easy access to local beaches, enhancing the overall holiday experience. Find your rental in Kailua-Kona with a pool or a hot tub.
Can I find long-stay holiday rentals in Kailua-Kona?
A long-stay holiday rental in Kailua-Kona 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Kailua-Kona?
In Kailua-Kona, there are numerous pet-friendly house rentals available, with a total of 73 options for travellers to consider. These holiday rentals often feature amenities such as private pools, spacious patios, and outdoor grilling areas, making them ideal for families and groups looking to enjoy the beautiful Hawaiian climate. Many properties also come equipped with modern kitchens, air conditioning, and laundry facilities, providing the comforts of home during your stay.

The area is known for its stunning coastline and access to numerous beaches, where pets are often welcome. Additionally, nearby parks and recreational areas offer opportunities for walks and outdoor activities with your furry companions. Kailua-Kona's vibrant setting, with its local shops, restaurants, and farmer's markets, adds to the appeal, ensuring that both you and your pet have a delightful experience.
Are there any remote work holiday rentals in Kailua-Kona?
In Kailua-Kona, there is a vast selection of remote work holiday rentals available, with approximately 10,692 options to choose from. This Hawaiian destination is ideal for those looking to blend work and leisure, as many properties are equipped with reliable Wi-Fi, ensuring a productive environment.

Travellers can expect a variety of accommodations ranging from oceanfront condos to spacious villas, often featuring amenities such as dedicated workspaces, comfortable living areas, and fully equipped kitchens for convenient meal preparation. Many rentals also offer outdoor spaces where guests can enjoy the beautiful Hawaiian weather during breaks.

The area is known for its stunning beaches, such as Magic Sands Beach and Kaimu Black Sand Beach, providing opportunities for relaxation after work hours. Additionally, the vibrant local culture and attractions, such as the historic Kailua Village with its shops and dining options, enhance the overall experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Kailua-Kona holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Kailua-Kona 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 on Vrbo 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.
What are popular rental amenities in Kailua-Kona?
In Kailua-Kona, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals while enjoying the convenience of home. Many properties also feature coffee and tea makers, superb for enjoying a warm beverage while taking in the stunning seaside views. Onsite parking is commonly available, providing easy access for those travelling with vehicles. Additionally, most rentals boast private balconies or decks, offering outdoor spaces to relax and soak in the beautiful Hawaiian atmosphere.
When is the best time to visit Kailua-Kona for a holiday rental?
The best time to book a holiday rental in Kailua-Kona is during the peak season from January to March, with March being particularly popular. This period attracts a vibrant mix of travellers seeking to soak up the sun and enjoy the beautiful beaches, as well as those interested in water sports like snorkelling and surfing. The weather is pleasantly warm, with temperatures typically ranging from 20 to 28 degrees Celsius, making it ideal for outdoor activities and sightseeing.

March is a fantastic time for visitors, as you can expect a lively option with various local events and festivals. The ocean conditions are generally favourable, allowing for excellent diving and snorkelling experiences, especially at places like Kealakekua Bay, known for its rich marine life and stunning coral reefs.

For those looking for a more budget-friendly option, consider visiting in October. This month offers a quieter experience, allowing you to enjoy the serene beauty of Kailua-Kona without the crowds. You can still partake in enjoyable activities like hiking in the nearby trails and exploring the charming local shops and restaurants at a more leisurely pace.
How early should I book a Kailua-Kona holiday rental?
Book your Kailua-Kona holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Kailua-Kona?
In Kailua-Kona, visitors can enjoy a variety of attractions that highlight the natural beauty and cultural heritage of Hawaii. The historic Kailua Pier offers a scenic spot for whale watching and is the gateway for numerous boat tours, including those to snorkel or dive at nearby spots like Kealakekua Bay, famous for its marine life and the Captain Cook Monument.

The vibrant Ali'i Drive is lined with shops, restaurants, and beach access, making it ideal for leisurely strolls and sampling local cuisine. For those interested in history, the Hulihe'e Palace, a former royal holiday home, showcases Hawaiian artifacts and hosts cultural events.

Additionally, the area is known for its stunning beaches, such as Magic Sands Beach and Kaimu Black Sand Beach, which are great for sunbathing and swimming.
Can I change or cancel my Kailua-Kona home rental booking on Vrbo?
To find Kailua-Kona holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Kailua-Kona holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

More holiday ideas