Discover a selection of 2,000 vacation rentals in Kailua-Kona, HI that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $136 per night, and houses and condos are popular options for a stay in Kailua-Kona. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Kailua-Kona
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Destination guide

Explore Kailua-Kona from vacation home rentals

Kailua-Kona was once the home of the Hawaiian king Kamehameha I, and with a Kailua-Kona vacation rental, you might feel pretty regal yourself. It's the vacation hub for this part of Hawaii, with water activities galore, plus good proximity to many of the area's main attractions. There's a great dining and nightlife scene in Kailua-Kona, and the surrounding area is full of old temples and other historic sites. It's also a great place to find yourself face-to-face with some of the Pacific's most charismatic marine characters, including dolphins, whales, turtles, and manta rays.

Things to do

Tourist attractions near Kailua-Kona vacation homes

To get a glimpse into the life of Hawaiian royalty (presumably so you can imitate it at your own Kailua-Kona vacation rental), head to Hulihe'e Palace. A former royal vacation home, it's now a museum showcasing exhibits and artefacts. To go further back in time, you'll want to visit the Honokohau Settlement in the Kaloko-Honokohau National Historical Park. This ancient Hawaiian site features fishponds, petroglyphs (mysterious rock carvings), and religious sites. And if you're into your exploration history, you could take an excursion out to Kealakekua Bay, where Captain James Cook breathed his last.

Activities

That crab from The Little Mermaid had it right

One look at the warm waters of Kailua Bay, and you'll realise they're going to play a big part in your Kailua-Kona vacation rental. Snorkeling, diving, surfing, and sailing are all big round here, so pick your favorite and dive in. Or you could just lie back on the beach and take a dip in the shallows—we won't judge. And how do you fancy getting up close with whales and dolphins when you venture out of your Kailua-Kona vacation rental? Well, there are local boats that can sort you out, usually setting out from Honokohau Harbor.

Weather

Best time to travel to Kailua-Kona vacation rentals

Not a fan of the cold? Well you've come to the right place, because there isn't any here. All year round, Kailua-Kona is one of the warmest places in the whole of the States. It's also relatively dry in this part of Hawaii, though one thing you might encounter during your Kailua-Kona vacation rental is a local phenomenon called "vog." This "volcanic smog" is caused by the clouds of sulfur dioxide belched out by Hawaii's most active volcano, Kilauea. It turns up sometimes if the winds are blowing in the right direction, but it doesn't seem to deter the vacationers.

Natural features

With coffee this good, everything's active except the volcano

Kailua-Kona is set on the west coast of Hawaii's Big Island, looking out onto the Pacific Ocean. If there's one thing most folks know about western Hawaii, it's that the volcanic activity is almost as lively as the nightlife in Kailua-Kona, but fortunately, Hualalai, the local volcano, is pretty laid-back. A big feature of the area is coffee growing, so you can bet your bottom dollar they'll do a good cup of joe round here. The crystal clear waters of Kailua Bay are home to dolphins and sea turtles, so strap on a snorkel and dive in.

Beaches

Best beaches near Kailua Kona vacation rentals

Kailua Kona has an array of pristine beaches for sunbathing and swimming. Vacation rentals can be found near places like Honokohau Beach, a remote beach with calm waters and soft sand made of coral, black lava, and shells, and Honl’s Beach, a popular surf spot with a rocky shoreline and excellent breaks. You could also visit Hale Halawai Park, a waterfront park with a rocky beach, pavilion, and grassy areas in tranquil surrounds.

How to get there

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.

Good for couples

Romantic vacation homes in Kailua Kona

Kailua Kona boasts plenty of romantic spots to explore on a getaway. Vacation homes are available near places like Hualālai, a volcano with moderate hiking trails to the summit for stunning vistas, and Old Kona Airport State Recreation Area, a scenic beach with opportunities for surfing, spearfishing, swimming, and picnicking. You'll also like the Mountain Thunder Coffee Plantation, a bean-to-cup Kona coffee plantation site with roasting plant tours.

What are the top vacation rentals in or near Kailua-Kona?

Elegant mansions, tranquil houseboats and sprawling homes — everyone's ideal escape is different. Whatever your style, you're sure to find something you love among these top vacation rentals in Kailua-Kona:

  • "Stunning, Romantic Cottage On Slope Of Hualalai": If you're after a comfy living space in Kalaoa, this rental won't disappoint. It offers 1 bedroom and great amenities including a kitchenette and a dining table.
  • "Absolute Hawaiian Luxury Private 5 Acres Stunning Views Sunsets Wood Pizza Oven": Stay a few nights or more at this property in Keauhou and you'll have access to games, an ocean view and more. It has 4 bedrooms to accommodate your friends and family.

For even more great options, use the search bar at the top of the page to find the perfect Kailua-Kona vacation rental for you.

What are the best tiny house vacation rentals in or near Kailua-Kona?

You need only step foot inside one of our tiny house vacation rentals in Kailua-Kona to figure out that awesome things really do come in small packages. Expertly designed to make use of every square inch of space, these mini wonders deliver a big vacation experience:

  • Take time off and experience a simpler way of life at "Red Hawaii Tiny House". Located in Pacific States, books and a coffee grinder are a couple of amenities on offer here.
  • "Green Hawaii Tiny House" in North Kona is another excellent pick. Books and a coffee grinder will make your getaway here more comfortable.

What are the top-rated vacation rentals for weekend getaways in or near Kailua-Kona?

If you've been busier than an ant at a picnic lately, you deserve to escape for a few blissful days. Skip out of work early on Friday and head for one of these weekend getaways in or near Kailua-Kona:

  • Put your feet up at "Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home". Located about 12 miles to the southwest of Kailua-Kona, it has all you need for a chilled out stay, including winery tours and a pool.
  • Alternatively, live it up with loved ones at "5 Star Luxury Oceanfront Beach Home", which is around 12 miles to the southwest of Kailua-Kona. You'll have use of water sports equipment, cable/satellite TV services and more here.

Can I find studio apartments for rent in and around Kailua-Kona?

Studio apartments may be small in size, but they pack a mighty punch when it comes to location and convenience. Make yourself comfortable at one of these popular studio apartments in or near Kailua-Kona:

  • After a fun-filled day of outdoor exploration, relax in total comfort at "Stunning, Romantic Cottage On Slope Of Hualalai". Nearby ecotour services and a fridge are among the amenities you'll find here.
  • An equally fantastic rental is "Kona Reef - Oceanfront. . . See And Hear The Ocean Waves". Don't be fooled by its compact size — this comfy apartment is packed with useful amenities like a water view, towels and lots more.

Can I find short term rentals in or near Kailua-Kona?

From simple studio apartments to large vacation homes, Vrbo has your quick escape sorted. Here are two of our most popular stays in and around Kailua-Kona:

  • If you can only spare a few nights, "Kona Reef - Oceanfront. . . See And Hear The Ocean Waves" has you covered. It's not too far from the center of Kailua-Kona, so you'll have easy access to all the top attractions.
  • Another great choice is "New Kitchen/bath Remodel - Ocean Front". Round up your nearest and dearest and enjoy a relaxing stay close to the heart of Kailua-Kona.

What are the best romantic weekend getaways in or near Kailua-Kona?

Forget chocolates and flowers. Sometimes all you need is a weekend away, just you and your sweetheart. At Vrbo, we've got romantic getaways in and around Kailua-Kona that would make even Cupid envious. Here are some we think you'll fall in love with:

  • Located around 7 miles from Kailua-Kona, "Stunning, Romantic Cottage On Slope Of Hualalai" is an ideal place for doting lovebirds. A nearby bay and a dining table are among the many amenities here.
  • Otherwise, spend your break drinking wine and canoodling at "Absolute Hawaiian Luxury Private 5 Acres Stunning Views Sunsets Wood Pizza Oven", around 14 miles from Kailua-Kona. Beauty services and outdoor furniture will help set the mood.

What are the best large group vacation rentals in or near Kailua-Kona?

Share your vacation and multiply the fun. Whether you're planning an epic escape with your best friends for a family get-together, you'll have your choice of large group vacation rentals in and near Kailua-Kona:

  • A wealth of amenities including a swimming pool and a garden make "Luxury Estate With Huge Pool And Hot Tub" a top pick for groups. This getaway has 5 bedrooms and sleeps up to 15 people. From the center of Kailua-Kona, it's around 7 miles away to the southwest.
  • Invite as many as 14 of your friends to "Sky Villa Estate - Luxury Gated Retreat With Amazing Ocean View" and fill the place with love and laughter. This option has 5 bedrooms and is around 10 miles to the southwest of central Kailua-Kona. It's crammed with features to keep a large group happy and comfortable, such as a fireplace and a beach view.

Are there large vacation rentals that sleep 30 or more in or near Kailua-Kona?

Go on and plan that fancy shindig. We've got large vacation rentals in and around Kailua-Kona that offer plenty of space to live it up with loved ones. Rally the troops and head for one of these retreats:

  • "When You Want To Be Close - But Not Too Close": Sleeping up to 30 guests, there's enough room to make everyone feel comfortable. Make the most of amenities including a firepit and a garden.
  • "New Oceanfront Kona Studio With Pool Access + Bbq": Make yourselves right at home with top amenities like a kitchen and a nearby bay. This spacious retreat sleeps up to 100 guests.

What are the best houses for rent with a pool in or near Kailua-Kona?

Nothing screams fun and frivolity like a pool does. Pump up your unicorn floatie and browse these rental houses in or near Kailua-Kona that feature this vacation necessity:

  • Say hello to "The Onion House "architecture So Full Of Life It Seems To Breathe", where your main priority will be relaxing by the pool. Amenities including outdoor furniture and a barbecue grill help make this retreat a favorite with guests.
  • "Independent Private House, With A Cellar Master" is the sort of place you go to get away from it all and enjoy your surroundings, starting with its pool. Towels and a swimming pool are also on hand to make your stay as comfortable as possible.

Not sure how to pack your bags for your Kailua-Kona getaway? This leading destination has an oceanic climate. In the summertime, expect average temperatures of between 75 ºF and 80 ºF. Check out our selection of Kailua-Kona vacation rentals by using the search bar at the top of the page. Simply adjust the filters to get more ideas about where to stay.

What are the best large family vacation rentals in or near Kailua-Kona?

Whether your ideal escape is out in the country or on the beach, you'll enjoy it even more if you share it with family and friends. Choose one of these large family vacation rentals in or near Kailua-Kona and bring the whole gang along:

  • Sleeping as many as 10 guests in 4 bedrooms, "Absolute Hawaiian Luxury Private 5 Acres Stunning Views Sunsets Wood Pizza Oven" is the perfect place for some family time. This getaway is 14 miles to the south of Kailua-Kona and has creature comforts that include a garden and childrens activities.
  • "Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home" also has the space you need to connect with the ones you love. This option is around 12 miles to the southwest of Kailua-Kona, and accommodates as many as 8 guests in its 4 bedrooms. Childrens activities and a living room will help keep everyone comfortable and content.

If you'd love to do some sightseeing, there are plenty of family-friendly attractions nearby to add to your itinerary. Mauna Kea Summit, Kailua Pier and Kona Community Aquatic Center are fine places to start.