Kailua-Kona holiday lettings

We found 2,581 holiday rentals — enter your dates for availability

Select from 712 houses, 1913 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:3 Oct - 10 Oct
  • 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: 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.

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.

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

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.

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:

  • 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)
  • 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?
Kahaluu-Keauhou is among the most popular locations to book a holiday property in Kailua-Kona. Looking for some awesome things to see and do in this destination? Take time to visit Magic Sands Beach and Kahaluu Beach Park.
What is the most popular type of holiday rental accommodation in Kailua-Kona?
According to our research, condos are considered the most popular type of holiday rental in Kailua-Kona. But having said that, everyone's idea of the perfect trip isn't going to be the same. Vrbo has holiday rentals of all sizes and shapes, so you're bound to find the perfect match.
How much does it cost to rent a holiday rental in Kailua-Kona?
Season, length of stay and property type are some things that can influence the price of a holiday home. Simply add your travel dates to find your ideal match. From cosy country cottages to plush villas, all Vrbo holiday rentals offer incredible value.
How much does it cost to rent a beach house in Kailua-Kona?
Prices for beach houses in Kailua-Kona differ depending on the size and type of the property and when you plan to travel. All you need to do is enter your travel dates into Vrbo and how many guests to view your rental options and prices. From there you can use the filters to narrow down your search by ratings, nearby activities, amenities and more.
What are popular rental amenities in Kailua-Kona?
When it comes to rental amenities that guests are searching for in Kailua-Kona, an electric car charging station, a sauna and a beach view are at the top of the list. With Vrbo holiday homes, there are choices to suit your taste and style, whether you're planning to get away with your partner, your friends or even pets.
What are the top attractions for families in Kailua-Kona?
Keep the kids happy at these awesome family-friendly attractions in Kailua-Kona:

  • Kailua Pier
  • Magic Sands Beach
  • Kahaluu Beach Park

Can I find two-bedroom holiday rentals in Kailua-Kona?
Gather your nearest and dearest and experience complete comfort and privacy in one of the 441 two-bedroom holiday homes Kailua-Kona has to offer.
Are there holiday rentals with WiFi in Kailua-Kona?
You'll find 491 holiday rentals with WiFi in Kailua-Kona. If you want to disconnect from the world while on holiday, but still need to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How old do you have to be to rent a holiday rental in Kailua-Kona?
We advise checking with the Kailua-Kona holiday home you're looking at on Vrbo as the age limit varies. However, it's generally 16, 18 or 21.
How long can I rent a holiday rental in Kailua-Kona for?
The length of time you can rent a holiday rental in Kailua-Kona differs according to the property. Just enter your chosen dates to look at a list of options offering extended stays. With many amenities such as laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get the perfect place to call your home away from home in Kailua-Kona.

Explore destinations around Kailua-Kona