Kailua-Kona holiday lettings

We found 2,695 holiday rentals — enter your dates for availability

Select from 571 houses, 1827 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:22 May - 29 May

Image gallery for Beauty and Luxury Meets Oceanfront Paradise

Pool
10 out of 10, Exceptional, (39 reviews)
Exceptional
(39 reviews)

Beauty and Luxury Meets Oceanfront Paradise

Kailua Kona

8% off
Price is £18,287
for 7 nights, 1 home
£2,612 per night
includes taxes & fees
Beauty and Luxury Meets Oceanfront Paradise

Find spaces that suit your style

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Why visit Kailua-Kona

  • Stunning beaches: Kailua-Kona is renowned for its beautiful beaches, perfect for sunbathing and water sports.
  • Picturesque bays: Explore the charming bays that provide excellent opportunities for snorkelling and diving.
  • Cultural immersion: Engage in local culture through traditional Hawaiian experiences and events.
  • Outdoor adventures: Enjoy a range of outdoor activities, from hiking to water sports, amidst breathtaking scenery.
  • Welcoming atmosphere: The serene and friendly environment makes it ideal for families and solo travellers alike.

Popular types of accommodation in Kailua-Kona

You've chosen the stunning Kailua-Kona for your next getaway, and now it's time to find the perfect place to stay. Whether you're after a cosy condo, a spacious private vacation home, or a luxurious villa, our selection of holiday rentals has something for everyone. Explore the best Kona vacation rentals and enjoy a memorable holiday with all the transparency and savings you deserve.

  • Condos: Widely favoured by visitors, these self-contained units offer comfort and convenience, ideal for a relaxing stay in Kailua-Kona.
  • Houses: Perfect for families or groups, these homes provide ample space and a personal touch for your Hawaiian getaway.
  • Villas: Luxurious and spacious, villas offer stunning views and upscale amenities for a lavish holiday experience.
  • Apartments: A practical choice for couples, apartments provide flexibility and easy access to local attractions.
  • Cottages: These quaint and charming retreats offer a cosy atmosphere, ideal for a romantic escape or solo retreat.**

Top attractions in Kailua-Kona

Kailua-Kona is perfect for those seeking outdoor adventures and stunning scenery. The area boasts popular attractions such as beautiful beaches, picturesque bays, and charming jetties. Visitors can immerse themselves in a variety of experiences that blend culture with outdoor activities, making it an ideal destination for families, groups, or solo travellers looking to explore the natural beauty and unique offerings of Hawaii.

  • Magic Sands Beach: Magic Sands Beach offers stunning golden sands and crystal-clear waters, perfect for sunbathing and swimming. The beach is known for its vibrant atmosphere, making it ideal for relaxing or enjoying beach activities, with picturesque sunsets providing a magical backdrop.
  • Kailua Pier: Kailua Pier serves as a gateway to tropical adventures, with opportunities for boat excursions, snorkelling, and deep-sea fishing. The lively pier is a hub for both locals and tourists, offering breathtaking views and a vibrant atmosphere.
  • Kaloko-Honokohau National Historical Park: This park is rich in Hawaiian culture and history, showcasing ancient fishponds, petroglyphs, and breathtaking landscapes. Explore the serene trails while learning about the indigenous heritage and the importance of conservation in this unique environment.

Things to do recommended for couples

For a romantic getaway in Kailua-Kona, indulge in the enchanting Haleo Luau for a delightful dining experience or head to KBXtreme, where you can enjoy a vibrant atmosphere perfect for couples. Create lasting memories in this beautiful Hawaiian paradise.

Things to do recommended for families

Your family will love the Kona Community Aquatic Center for splashing fun, and don’t miss the Donkey Balls Factory, just 5.6km away, where you can indulge in delightful sweet treats together. Both locations offer a welcoming atmosphere for a memorable family experience.

Things to do recommended for groups

Experience the vibrant Keauhou Shopping Center for shopping and entertainment, enjoy a round of golf at the scenic Makani Golf Club, and unwind with a tour and tasting at the Kona Brewing Company, perfect for a group seeking relaxation and fun in Kailua-Kona.

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

Whether you're travelling with a group, as a family, bringing your pets along, or seeking longer stays, it's essential to apply the appropriate filters based on your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Kailua-Kona with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options, and much more, on Vrbo.
  • Traveling to Kailua-Kona with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable facilities, 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 isn’t truly fulfilling without their four-legged companion by their side. If this resonates with you, explore 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-Kona: If you're seeking holiday rentals with special 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 rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay in Kailua-Kona

Kailua-Kona offers a delightful blend of adventure and relaxation, perfect for families seeking a tropical getaway. Explore the stunning Kona Coast and immerse yourself in the natural beauty of Hawaii Island. With family-friendly activities and picturesque scenery, you'll find an abundance of recreation options. Enjoy long stays in Kailua-Kona, where the atmosphere is both welcoming and serene, providing the ideal backdrop for unforgettable memories.

  • Keauhou: Nestled within the scenic embrace of Kailua-Kona, Keauhou is a charming village renowned for its outdoor adventures and stunning scenery. Visitors flock here for a range of activities, from teeing off at the local golf course to unwinding at family-friendly beaches. The area is also home to a national state park, providing ample opportunities for hiking and exploring the natural beauty of Hawaii. Keauhou's inviting atmosphere makes it an ideal spot for families and adventure seekers alike.
  • Historic Kailua Village: Rich in culture and history, Historic Kailua Village offers a delightful blend of outdoor activities and scenic views. This vibrant neighbourhood features a variety of venues, including golf courses and campgrounds, perfect for those seeking adventure in a picturesque setting. Visitors can also enjoy the nearby beaches and a national state park, making it a great base for exploring the natural wonders of the island. The charm of Historic Kailua Village lies in its ability to connect the past with the present, providing an enriching travel experience.
  • Kahaluu Bay: Known for its stunning underwater landscapes, Kahaluu Bay is a favourite among outdoor enthusiasts and adventure seekers. Here, you can engage in thrilling activities such as snorkelling and other water sports, making the most of the crystal-clear waters. The bay is also conveniently located near family beaches and parks, offering spaces for relaxation and picnics. Kahaluu Bay’s vibrant marine life and beautiful surroundings make it a must-visit destination for anyone looking to experience the natural beauty of Kailua-Kona.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 hoping to save on your upcoming getaway? Being flexible with your travel dates can make a considerable difference, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, feel free to utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a handy platform for planning new journeys, resuming previous ones, or organising your travel arrangements. You can easily access properties you’ve saved or booked, which are organised into categories such as Potential, Upcoming, or Current Trips. To begin using 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:

  • Hula Daddy Kona Coffee Plantation (3.3 mi / 5.3 km)
  • Kona Country Club (5.9 mi / 9.5 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)
  • Waikoloa Kings Golf Course (21.4 mi / 34.5 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:

  • Mauna Kea Beach (27.6 mi / 44.4 km)
  • 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)

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.

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