Kailua-Kona holiday lettings

We found 2,630 holiday rentals — enter your dates for availability

Select from 647 houses, 2136 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:6 Feb - 13 Feb

Image gallery for Kope Cottage -1 BR -1B-Endless Views

The living room and kitchen
10 out of 10, Exceptional, (62 reviews)
Exceptional
(62 reviews)

Kope Cottage -1 BR -1B-Endless Views

Holualoa, HI

7% off
Price is £4,594
for 7 nights, 1 cottage
£656 per night
includes taxes & fees
Kope Cottage -1 BR -1B-Endless Views

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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:

  • Kona Le'a Plantation (4.5 mi / 7.3 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)
  • Mauna Lani Resort Golf Course (22.8 mi / 36.7 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)
  • 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)
  • Kohanaiki Beach Park (5.2 mi / 8.4 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, a popular area to stay is the charming neighbourhood of Alii Drive. This scenic stretch along the coast offers an array of holiday rentals, with many properties boasting stunning ocean views and easy access to the beach. Staying here places you in proximity to popular attractions such as the historic Hulihee Palace, which provides a glimpse into Hawaii's royal past, and the vibrant Kailua Pier, a hub for local events and water activities.

Another excellent option is the Keauhou area, known for its serene atmosphere and lush surroundings. Here, you can enjoy the natural beauty of the landscape while being close to the famous Keauhou Bay, where you can indulge in snorkelling or take a boat tour to spot manta rays. This neighbourhood also features a selection of properties that cater to various budgets, ensuring a comfortable stay for all.
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, offering stunning oceanfront properties with easy access to the beach. Many of these rentals feature amenities such as private lanais, outdoor barbecues, and spacious living areas, making them great for families or groups wanting to enjoy the beautiful Hawaiian sunsets.

Additionally, the area near Kailua Bay is popular for its proximity to local attractions, including shops, restaurants, and water activities like snorkelling and kayaking. Properties here often include beach gear, outdoor showers, and swimming pools, enhancing the beachside experience. 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 around 1,685 available throughout the area. These properties are often found in vibrant neighbourhoods close to the beautiful beaches and local attractions like Kailua Pier and the historic Hulihee Palace. Most condos come with desirable amenities such as fully equipped kitchens, spacious living areas, and access to communal pools or beachfront views, making them ideal for both couples and families.
Are there any family house rentals in Kailua-Kona?
In Kailua-Kona, Hawaii, there are numerous family-friendly holiday rentals available, with around 1,750 options scattered throughout the area. This vibrant town, located on the Big Island, offers a variety of neighbourhoods such as Alii Drive and the Kona Coast, both of which provide easy access to stunning beaches and local attractions.

Many of these homes feature spacious living areas ideal for families, fully equipped kitchens for preparing meals together, and outdoor spaces with private pools or patios great for enjoying the Hawaiian sunshine. Some properties may also come with amenities like game rooms or direct beach access, ensuring an entertaining and relaxing experience for all ages.
Can I rent a holiday home with a pool or hot tub in Kailua-Kona?
In Kailua-Kona, there are plenty of holiday homes available for rent that feature pools and hot tubs, with approximately 2,159 options to choose from. This beautiful coastal area in Hawaii offers a range of properties, from luxurious oceanfront villas to charming hillside retreats, each providing stunning views of the Pacific Ocean. 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, making it an excellent choice for travellers wishing to bring their furry companions along. Many of these properties offer a range of amenities, including spacious outdoor areas where pets can roam freely, as well as fully equipped kitchens and comfortable living spaces that cater to families or groups. Some rentals even feature private pools and stunning ocean views, enhancing the overall holiday experience.
Are there any remote work holiday rentals in Kailua-Kona?
In Kailua-Kona, there are numerous remote work holiday rentals available, with around 2,487 options to choose from. This vibrant area on the Big Island of Hawaii is not only known for its stunning beaches but also for its conducive work environment. Many properties come equipped with essential amenities for remote work, including high-speed Wi-Fi, dedicated desk spaces, and comfortable office chairs. Some rentals even offer additional features like laptop-compatible safes and business centres, catering specifically to the needs of those working while on holiday. 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 holiday rentals typically feature a variety of amenities that enhance the stay for visitors. Most properties include a well-equipped kitchen, allowing guests to prepare their own meals with ease. Additionally, many rentals provide access to a shared pool, great for cooling off after a day of exploring the stunning Hawaiian coastline. Other common amenities include microwaves and essential cookware, dishware, and utensils, ensuring a comfortable and convenient experience for travellers.
When is the best time to visit Kailua-Kona for a holiday rental?
March is the most popular time to visit Kailua-Kona, as it falls within the peak season from January to March. This period attracts many travellers eager to bask in the warm Hawaiian sun and enjoy a variety of outdoor activities, including snorkelling, surfing, and exploring the beautiful beaches along the Big Island's coast. With average temperatures hovering around 26 to 29 degrees Celsius, visitors can comfortably indulge in sun-soaked adventures and sightseeing.

During this peak season, Kailua-Kona offers an energetic vibe, with numerous events and festivals that showcase local culture and cuisine. From the lively farmers' markets to music events, there is always something happening to create memorable experiences.

If you're seeking a more budget-friendly option, consider visiting in October. While this month may be quieter, it's a great time to enjoy the natural beauty of the area without the crowds. The weather remains pleasant, and you can explore the stunning landscapes and local attractions at a more relaxed 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 engage in a variety of attractions that highlight the natural beauty and cultural heritage of the area. The historic Kailua Village offers an array of shops, restaurants, and art galleries, alongside the iconic Mokuaikaua Church, which is the oldest church in Hawaii. Holiday rentals in this area often provide easy access to the waterfront and stunning ocean views.

For those interested in marine life, the Kailua-Kona coast is renowned for excellent snorkelling and diving opportunities, particularly at sites like Kealakekua Bay, which is also home to the Captain Cook Monument. Rentals in this vicinity may offer proximity to water activities and breathtaking sunsets.
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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
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.

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