Kailua-Kona vacation rentals

In Kailua-Kona, a popular area to stay for a vacation rental is along the coastline, particularly in the neighborhoods close to the beach. This region offers a beautiful blend of relaxation and adventure, making it superb for families, couples, or solo travelers. The stunning beaches, such as Magic Sands Beach and Kaimu Black Sand Beach, provide excellent opportunities for sunbathing, swimming, and snorkeling.

Additionally, the area is home to the famous Kailua Pier, a great spot for water activities and watching the sunset. Visitors can also explore the nearby Kona Coffee Living History Farm, where they can learn about the local coffee culture and enjoy some of the best brews in the world. The vibrant setting, coupled with a variety of vacation rental options, makes this coastal neighborhood a fantastic choice for anyone looking to experience the charm and beauty of 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 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.

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.

For renting a beach house in Kailua-Kona, the areas along Ali'i Drive are particularly appealing, as they offer stunning ocean views and direct access to beautiful beaches like Kahalu'u Beach Park, known for its excellent snorkeling. Many vacation rentals in this area feature amenities such as private lanais, outdoor grills, and swimming pools, providing an ideal setting for families or groups seeking a relaxing beach getaway.

Additionally, the neighborhood near Keauhou Bay is another great option, where travelers can find properties that often include easy access to water sports, such as kayaking and paddleboarding. Rentals here typically come with spacious living areas, fully equipped kitchens, and some even feature beach access, making them superb for enjoying the sun and surf.

In the heart of Kailua-Kona, visitors can explore the vibrant local scene, with numerous shops, restaurants, and historic sites, including the famous Hulihee Palace. Beach houses in this area might offer amenities like air conditioning, Wi-Fi, and proximity to nightlife, ensuring a well-rounded vacation experience. Find your rental near the beach in Kailua-Kona.

In Kailua-Kona, condos are the most popular type of vacation rental, with around 1,909 available throughout the area. These condos are typically situated in vibrant neighborhoods close to attractions like Kailua Bay and the Kona Coffee Living History Farm, offering guests easy access to local sights and activities. Most condos come equipped with modern amenities such as fully stocked kitchens, spacious living areas, and often private balconies or patios to enjoy the stunning ocean views.

For those seeking more space, there are about 580 vacation houses available, which are ideal for families or larger groups. These homes usually feature multiple bedrooms, private outdoor areas, and amenities like BBQ grills, making them superb for gatherings and relaxation.

In Kailua-Kona, there is a vast selection of family-friendly house rentals, with around 1,903 options available throughout the area. This beautiful Hawaiian destination offers a variety of neighborhoods, each with its unique charm. Many properties feature spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces where families can gather and enjoy the stunning views. Some homes even come with amenities such as private pools, barbecue grills, and game rooms to keep everyone entertained.

Visitors can explore nearby attractions like the historic Kailua Pier, where they can enjoy swimming, snorkeling, and other water activities. Additionally, the local farmers' markets and shops provide opportunities to experience the vibrant culture and cuisine of the Big Island.

In Kailua-Kona, there are plenty of vacation homes available for rent that feature pools and hot tubs, with around 2,230 options to choose from. This beautiful coastal town on the Big Island of Hawaii offers a variety of neighborhoods where these properties can be found, including the scenic areas near Kailua Bay and the more secluded spots in the Kona Coast region.

Travelers can expect a range of amenities in these rentals, including private pools, relaxing hot tubs, spacious outdoor lanais, and fully equipped kitchens, great for enjoying both leisure and entertainment. Find your rental in Kailua-Kona with a pool or a hot tub.

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. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

In Kailua-Kona, there are numerous pet-friendly house rentals available, providing travelers with a range of options to choose from. Many of these homes come equipped with amenities such as private pools, outdoor patios, and fully equipped kitchens, making them ideal for families or groups looking to enjoy a comfortable stay.

The area is known for its stunning coastal views and proximity to beautiful beaches, which are great for pet owners wanting to take their furry friends for a walk. In addition to beach access, Kailua-Kona offers several parks and pet-friendly areas where pets can run and play. The nearby Kalaoa Park is a great spot for outdoor activities with pets, featuring open spaces and walking paths.

In Kailua-Kona, Hawaii, there are numerous remote work-friendly vacation rentals available, with around 2,673 options to choose from. This vibrant coastal town offers a variety of accommodations that cater to remote workers, featuring essential amenities such as free Wi-Fi in public areas and complimentary internet access in rooms. Many properties also include dedicated workspaces, allowing for a productive environment amidst the beautiful Hawaiian scenery.

Travelers can expect to find rentals close to popular attractions like Kailua Bay, where outdoor activities such as snorkeling and kayaking are readily accessible. Additionally, the area boasts a mix of beachfront condos and private homes, often equipped with kitchens, balconies, and stunning ocean views, providing the superb balance of work and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.

Vrbo offers a wide selection of vacation rentals in Kailua-Kona with parking available—perfect for families or travelers 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.

In Kailua-Kona, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare meals at their convenience. Many rentals also feature coffee and tea makers, ensuring that travelers can enjoy their morning brew before heading out to explore the beautiful coastline. Onsite parking is commonly available, providing ease of access for those traveling by car. Additionally, most rentals come with balconies, decks, or patios, offering outdoor spaces to relax and soak in the stunning Hawaiian views.

The best time to visit Kailua-Kona for a vacation rental is during the peak season from January to March, with March being particularly popular. This time of year attracts travelers seeking warm weather and a range of outdoor activities, including snorkeling, surfing, and exploring the stunning beaches along the Big Island's coastline.

During these months, you can expect daytime temperatures hovering in the mid-70s to mid-80s Fahrenheit, providing a great climate for enjoying the island's natural beauty. The vibrant setting is complemented by events such as the Ironman World Championship, drawing adventure enthusiasts from all over.

If you're looking for a more budget-friendly option, consider visiting in October. This month offers a quieter experience, with fewer tourists and pleasant weather, making it ideal for leisurely hikes and sightseeing without the crowds. You can immerse yourself in the local culture and discover the charm of Kailua-Kona at a more relaxed pace.

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.

In Kailua-Kona, visitors can enjoy a variety of attractions that highlight the area's natural beauty and cultural heritage. The historic Kailua Village offers a charming atmosphere with waterfront shops, restaurants, and the famous Kailua Pier, where you can watch boats and enjoy ocean views. Nearby, the Hulihe'e Palace provides a glimpse into Hawaiian royalty and local history, making it a must-see for culture enthusiasts.

For those interested in outdoor activities, the coastline around Kailua-Kona is dotted with beautiful beaches like Magic Sands Beach and Kahalu'u Beach Park, superb for swimming, snorkeling, and sunbathing. The area is also known for its coffee farms, where visitors can explore lush plantations and sample some of the world's best coffee, particularly in the nearby Kona coffee belt.

Additionally, the stunning views from the nearby Mauna Kea Observatory and the dramatic landscapes of the Kona Coast provide plenty of opportunities for hiking and photography.

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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.

Joining Vrbo as a host opens the door to a global community of travelers 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 cozy cabin or a beach condo, 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.

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.

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.

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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

Vrbo's Trip Planner makes organizing 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.