Kailua-Kona vacation rentals

We found 2,670 vacation rentals — enter your dates for availability

Select from 569 houses, 1832 condos, and other vacation rentals to find the perfect place for your stay in Kailua-Kona. Whether you’re traveling with friends, family, or even pets, vacation homes have the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. You'll be able to choose a rental to meet everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Kailua-Kona

Showing deals for:Mar 13 - Mar 20

Image gallery for Stunning, Romantic Cottage on Slope of Hualalai

Room
10 out of 10, Exceptional, (204 reviews)
Exceptional
(204 reviews)

Stunning, Romantic Cottage on Slope of Hualalai

Kailua-Kona, HI

10% off
Price is CA $446
CA $4,324 total
includes taxes & fees
Stunning, Romantic Cottage on Slope of Hualalai

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Find out more about Kailua-Kona

Why visit Kailua-Kona

  • Stunning beaches: Relax on beautiful beaches like Kaunaoa Beach, perfect for sunbathing and swimming.
  • Outdoor adventures: Engage in kayaking, snorkeling, and exploring the vibrant marine life along the Kona Coast.
  • Cultural experiences: Immerse yourself in the local culture and history while exploring charming Kailua Village.
  • Family-friendly activities: Enjoy a variety of activities that cater to all ages, ensuring fun for everyone.
  • Unique vacation rentals: Choose from a wide selection of accommodations, from cozy condos to luxurious villas.

Popular types of accommodation in Kailua-Kona

Discover the perfect getaway in Kailua-Kona with our wide selection of vacation rentals. Whether you're looking for cozy condo rentals, spacious houses, or luxurious villas, we've got you covered. Our Kailua-Kona vacation rentals cater to all types of travelers, ensuring you find the ideal space to relax and enjoy your Hawaiian adventure. Explore the best kona vacation rentals and make unforgettable memories in this stunning destination.

  • Condos: A favourite choice among visitors to Kailua-Kona, condos offer convenience and amenities for a comfortable stay.
  • Houses: Ideal for families or groups, these homes provide a spacious and private setting.
  • Villas: Luxurious and stylish, villas are perfect for those seeking a more upscale experience during their holiday.
  • Apartments: Offering a homey feel, apartments are a practical option for solo travellers or couples.
  • Cottages: These quaint accommodations provide a charming and cozy atmosphere for a relaxing getaway.**

Top attractions in Kailua-Kona

Kailua-Kona offers a stunning backdrop for outdoor enthusiasts and adventure seekers. With its beautiful beaches, including Kaunaoa Beach, and scenic jetties, visitors can indulge in a variety of activities such as kayaking and exploring local attractions. This charming destination provides a unique cultural experience while allowing tourists to soak up the sun and enjoy the vibrant marine life, making it an ideal spot for a memorable vacation.

  • Kailua Pier: A vibrant jetty that serves as a gateway to the ocean, offering tropical vibes and opportunities for excursions, including kayaking and snorkeling. Enjoy stunning views of the coastline and watch local fishermen at work.
  • Magic Sands Beach: Known for its beautiful white sand and crystal-clear waters, this beach is perfect for sunbathing and swimming. The waves can be exciting, making it ideal for boogie boarding on good days.
  • Kaloko-Honokohau National Historical Park: A cultural treasure that showcases ancient Hawaiian fishponds and petroglyphs. Explore the rich history and natural beauty while enjoying a peaceful stroll through the park.

Things to do recommended for couples

For a romantic getaway in Kailua-Kona, indulge in a delightful evening at Haleo Luau, where you can enjoy traditional Hawaiian cuisine and vibrant cultural performances. Alternatively, visit KBXtreme for a fun-filled dining experience, perfect for couples seeking a mix of excitement and intimacy.

Things to do recommended for families

Families will have a blast at the Kona Community Aquatic Center, where fun in the water awaits. Don't miss the Donkey Balls Factory and Store, just 14.5km away, for a sweet treat experience that everyone will love.

Things to do recommended for groups

Explore the vibrant Keauhou Shopping Center for shopping and entertainment, enjoy a round at the scenic Makani Golf Club, or visit Kona Boys Inc, located 14.5km from Kailua-Kona, for unique local finds. These activities promise a memorable experience for your group.

*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 planning a trip with a group, family, pets, or seeking extended stays, be sure to refine your search based on your specific priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Kailua-Kona with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Kailua-Kona with young kids: Traveling with little ones can be quite demanding. It's important to prioritize 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 getaway isn’t truly fulfilled without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Kailua-Kona: If you're seeking vacation rentals offering discounts 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 a private pool in your search as well.

Where to stay in Kailua-Kona

Kailua-Kona offers a delightful blend of tropical relaxation and outdoor adventure. From the stunning Kona Coast to the charming Kailua Village, visitors can immerse themselves in family-friendly activities and breathtaking scenery. Explore the vibrant local culture, enjoy water sports, or unwind on pristine beaches. With its inviting atmosphere, Kailua-Kona is the perfect destination for an unforgettable vacation filled with recreation and natural beauty.

  • Holualoa Village: Nestled in the lush hills above Kailua-Kona, Holualoa Village is a charming neighborhood known for its artistic spirit and stunning vistas. This area offers a perfect blend of outdoor adventure and scenic beauty, making it a popular choice for tourists. Visitors can enjoy activities such as golfing at nearby courses, exploring campgrounds, and soaking in the breathtaking views of the coastline. Local attractions include beautiful family-friendly beaches and the expansive national state park, ideal for hiking and wildlife watching. The village itself is home to art galleries and coffee farms, providing a unique cultural experience.
  • Kahaluu-Keauhou: Kahaluu-Keauhou is a vibrant neighborhood boasting excellent opportunities for outdoor activities and adventure. Located near Kailua-Kona, this area is renowned for its underwater sports, including snorkeling and scuba diving, where visitors can explore vibrant coral reefs. Golf enthusiasts will also find top-notch golf courses to enjoy. The nearby beaches are perfect for families looking for a fun day in the sun, while the national state park offers scenic hiking trails and a glimpse into Hawaii's natural beauty. Kahaluu-Keauhou truly delivers a rich experience for those seeking both relaxation and adventure.
  • Keauhou: Keauhou is a picturesque village located in the Kailua-Kona area, celebrated for its stunning ocean views and outdoor activities. This charming destination invites travelers to experience its renowned golf courses and private country clubs, perfect for both seasoned golfers and novices. Families can enjoy the nearby beaches, which are ideal for swimming and sunbathing. With access to the national state park, visitors can hike through lush landscapes and discover the island's diverse flora and fauna. Keauhou is a delightful spot for those seeking to immerse themselves in Hawaii's natural beauty while enjoying recreational pursuits.

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 a breeze

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can lead to better prices, as they often fluctuate. Additionally, booking a longer stay can result in substantial savings. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning made easy

Vrbo's user-friendly Trip Board offers you a convenient space to plan new adventures, pick up right where you left off, or easily review and organize your travel arrangements. You can now find the properties you've saved or booked categorized under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-ca/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 snorkeling, shopping and coffeehouses, this city welcomes all visitors. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Kailua-Kona

Are you searching for top things to see and do while you're in the area? Travelers enjoy fun activities like snorkeling and swimming. Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Kailua-Kona a fun spot to vacation. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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 adventurous traveler or just want to take in the scenery, Kailua-Kona is a great place to get out in nature. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Hawaii Volcanoes National Park (28.4 mi / 45.8 km)
  • Kamakahonu Beach (0.1 mi / 0.1 km)
  • Keiki Beach (0.4 mi / 0.6 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

Travelers speak highly of Kailua-Kona for its snorkeling. If you're planning a vacation around the weather, August, September, October and July are the hottest months to visit, when temperatures average 76°F.

Traveling to and around Kailua-Kona

Fly into Kona Intl. Airport (KOA), the closest airport, located 7.2 mi (11.6 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly 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 vacation rental?
When considering a vacation rental in Kailua-Kona, one of the most desirable areas to stay is along Ali'i Drive. This picturesque oceanfront road offers a range of properties with stunning views of the Pacific Ocean, making it a great choice for those looking to soak up the sun and enjoy the vibrant atmosphere of the seaside. Along Ali'i Drive, you'll find numerous shops, restaurants, and cafes, providing a delightful local experience. One of the top attractions in this area is the historic Hulihe'e Palace, a former royal vacation home that now serves as a museum showcasing Hawaiian artefacts and culture.

Another excellent neighbourhood to consider is the Kona Village area, which is known for its charming atmosphere and proximity to natural beauty. Staying here puts you near the famous Kailua Pier, where you can partake in various water activities such as snorkelling and paddleboarding. The nearby Kailua-Kona Farmers Market is a must-visit, offering fresh local produce and handmade crafts, great for immersing yourself in the local culture.
How much does it cost to rent a vacation home in Kailua-Kona?
Prices for vacation 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 travelling 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.
Are there any discounts for Kailua-Kona vacation 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 a prime choice, offering stunning ocean views and direct access to beautiful beaches. This stretch features a variety of vacation rentals, including beachfront homes and condos with amenities such as private balconies, outdoor grilling areas, and swimming pools. Many properties also come equipped with kitchens, allowing guests to prepare their own meals while enjoying the tropical surroundings.

Nearby, the picturesque Kahaluu Beach Park is ideal for families and water sports enthusiasts, with rentals often located just a short walk away. Many of these homes include outdoor showers and beach gear, making it convenient for those looking to engage in snorkelling or surfing. The area is vibrant, boasting local shops, cafes, and restaurants that highlight the region's culinary scene.

Further south, the community of Keauhou offers a quieter atmosphere with vacation homes that often feature lush gardens, spacious lanais, and access to nearby golf courses. This area is also close to the stunning Keauhou Bay, where visitors can enjoy kayaking and paddleboarding. Properties here frequently include amenities such as air conditioning, laundry facilities, and Wi-Fi, ensuring a comfortable stay. Find your rental near the beach in Kailua-Kona.
What is the most popular type of vacation rental accomodation in Kailua-Kona?
In Kailua-Kona, condos are the most popular type of vacation rental, with around 1,685 options available throughout the area. Many of these condos are situated near the picturesque coastline, providing easy access to local beaches and attractions such as the historic Kailua Pier and the bustling Ali'i Drive. Most condos come equipped with modern amenities, including fully equipped kitchens, spacious living areas, and often private lanais where guests can enjoy the stunning ocean views.
Are there any family house rentals in Kailua-Kona?
In Kailua-Kona, Hawaii, there are numerous family-friendly house rentals available—approximately 1,750 in total. This area offers a variety of options suitable for families, particularly in neighbourhoods such as Alii Drive and Kailua Village, where visitors can enjoy stunning ocean views and close proximity to local attractions.

Properties in these locales typically feature spacious living areas, fully equipped kitchens great for preparing meals, and outdoor spaces where children can play or families can gather for barbecues. Many homes also come with amenities like private pools, game rooms, and Wi-Fi, ensuring a comfortable and enjoyable stay for everyone. See all family-friendly rentals in Kailua-Kona.
Can I rent a vacation home with a pool or hot tub in Kailua-Kona?
In Kailua-Kona, there are a substantial number of vacation homes available for rent that feature pools and hot tubs, with around 2,159 options to choose from. This beautiful coastal town on the Big Island of Hawaii offers a variety of neighbourhoods where these properties can be found, including the popular Alii Drive area, known for its stunning ocean views and proximity to beaches, as well as the more tranquil surroundings of Kona Estates and Keauhou. Find your rental in Kailua-Kona with a pool or a hot tub.
Can I find long-stay vacation rentals in Kailua-Kona?
A long-stay vacation 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, offering a variety of amenities to cater to travellers and their furry companions. Many of these properties feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor living spaces, such as patios or balconies that often provide stunning ocean views.

The area is known for its beautiful beaches, such as Kailua Beach and Magic Sands Beach, where pets are welcome in certain sections, allowing for enjoyable outings with your dog. Additionally, the nearby Kahalu'u Beach Park offers a great spot for swimming and snorkeling, with the possibility of taking your pet for a walk along the shoreline. See all pet-friendly rentals in Kailua-Kona.
Are there any remote work vacation rentals in Kailua-Kona?
In Kailua-Kona, Hawaii, there is a wealth of remote work vacation rentals available, with around 2,487 options for travellers seeking a productive getaway. Many of these properties cater specifically to those working remotely, offering amenities such as high-speed Wi-Fi, dedicated desk spaces, and comfortable office chairs. Some rentals even include additional features like computer monitors and safe storage for laptops, ensuring a secure and efficient work environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Kailua-Kona vacation rentals with parking?
Vrbo offers a wide selection of vacation 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 vacation 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, superb 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 vacation 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 sun-seekers and adventure enthusiasts eager to experience the stunning beaches, vibrant marine life, and rich cultural offerings of Hawaii. Visitors can partake in a variety of outdoor activities, such as snorkelling in crystal-clear waters or hiking along scenic coastal trails, all while enjoying the warm, pleasant climate.

During March, the temperatures are typically in the mid to high 20s Celsius, providing an ideal environment for both relaxation and exploration. The mild weather makes it a superb time to unwind on the beautiful beaches or indulge in local flavours at the many beachside eateries.

For travellers looking for a more budget-friendly option, consider planning your trip in October. While this month may be quieter, it still offers lovely weather and the chance to experience the local culture without the crowds. The beaches remain inviting, and the slower pace allows for a more intimate connection with the island's beauty.
How early should I book a Kailua-Kona vacation rental?
Book your Kailua-Kona vacation 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 vacation 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 area's natural beauty and cultural heritage. The historic Kailua Village is a vibrant hub featuring shops, restaurants, and the picturesque Kailua Pier, where one can watch the sunset or embark on a boat tour. Nearby, the famous Pu'uhonua O Hōnaunau National Historical Park offers a glimpse into ancient Hawaiian culture with its sacred grounds and stunning coastal views.

For those interested in marine life, the waters off the coast provide excellent opportunities for snorkelling and scuba diving, particularly around Kealakekua Bay, known for its rich underwater ecosystems and the iconic Captain Cook Monument. The area is also home to beautiful beaches, such as Magic Sands Beach and Kahalu'u Beach Park, which are great for sunbathing and swimming.
Can I change or cancel my Kailua-Kona home rental booking on Vrbo?
To find Kailua-Kona vacation 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 vacation 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.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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