Kailua-Kona vacation rentals
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Top-rated vacation rentals in Kailua-Kona
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Popular amenities for Kailua-Kona vacation rentals
Kailua-Kona beach vacation rentals
Condo in Kailua-Kona
4.92 out of 5 average rating, 115 reviewsOceanfront living - Floor to Ceiling wall of glass
Condo in Kailua-Kona
4.85 out of 5 average rating, 164 reviewsBeautiful Sea Village Condo
Condo in Kailua-Kona
4.86 out of 5 average rating, 183 reviewsSALE!DirectOnOcean AC Beachgear Pool Park Elevator
Condo in Kailua-Kona
4.72 out of 5 average rating, 109 reviewsBeachfront Condo in Kona
Condo in Kailua-Kona
4.79 out of 5 average rating, 156 reviewsOcean Front Family Condo across from Lyman's Cove
Townhouse in Waikoloa
4.98 out of 5 average rating, 149 reviewsYour 3BD Island Paradise Awaits
Bungalow in Kailua-Kona
4.98 out of 5 average rating, 143 reviewsLaid back cozy bungalow two bed air conditioning
Condo in Kailua-Kona
4.88 out of 5 average rating, 109 reviewsOcean Front Corner Condo in Paradise
Private Kailua-Kona vacation rentals
Rental unit in Kailua-Kona
4.91 out of 5 average rating, 164 reviewsThe Big house -1500 sq/ft - 30+ days!
Guesthouse in Keauhou
4.82 out of 5 average rating, 112 reviewsLani Wai Ka Napo'o
Home in Holualoa
4.88 out of 5 average rating, 110 reviewsPrivate Home with Ocean View
Home in Kailua-Kona
4.95 out of 5 average rating, 152 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
Home in Captain Cook
4.84 out of 5 average rating, 135 reviewsKEALAKEKUA HOME STUNNING VIEW SPACIOUS ELEGANCE
Home in Kailua-Kona
4.96 out of 5 average rating, 209 reviewsVilla LongBoard Kona, Sweeping Ocean & Town Views
Rental unit in Kailua-Kona
4.91 out of 5 average rating, 177 reviewsRelaxing Tropical Retreat close to Kailua Kona
Home in Kailua-Kona
4.98 out of 5 average rating, 109 reviewsPrivate tropical villa: Pool, Hot Tub & Ocean view
Kailua-Kona fishing vacation rentals
Condo in Kailua-Kona
4.96 out of 5 average rating, 23 reviewsA Happy Place near Kailua village
Rental unit in Kailua-Kona
4.93 out of 5 average rating, 42 reviewsCalming Volcano Studio Close To The Ocean
Townhouse in Waikoloa Village
5 out of 5 average rating, 5 reviewsBest NEW 3 bed villa by beach, golf, pool, king
Condo in Waikoloa Village
4.94 out of 5 average rating, 101 reviews2 Bdrm, 2 Bath, Condo with an Infinity Pool
Home in Waikoloa Village
4.99 out of 5 average rating, 70 reviewsWaikoloa Beach Resort with Pool and Spa
Condo in Waikoloa Beach
4.98 out of 5 average rating, 57 reviewsGolf Pkg, Waikoloa Beach, Serene Tropical Escape
Quick stats about vacation rentals in Kailua-Kona
Total rentals
2K properties
Total number of reviews
81K reviews
Family-friendly rentals
940 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
1.6K properties have a pool
Rentals with dedicated workspaces
1.1K properties have a dedicated workspace
Your guide to Kailua-Kona
All About Kailua-Kona
The largest town on the island of Hawaii, Kailua-Kona is known for its prime diving and deep-sea fishing conditions and its extensive coffee production. There are hundreds of coffee farms here, which means plenty of opportunities to sample world-class beans. When all that sipping has you working up an appetite, the restaurants offer renowned chefs serving up modern twists on island classics.
And when you’re looking to get in the ocean, the waters in southern Kona are often clear and calm as they’re shielded from the wind by Mauna Loa. This makes for excellent snorkeling and diving conditions, with a potential dolphin or Hawaiian green sea turtle occasionally making an appearance. Manta ray boat tours are also in high demand here, with people itching to catch a glimpse of the second largest species native to local waters.
Back on land, head to Kaloko Honokohau National Historical Park for opportunities to explore sacred temples, petroglyphs, and fishponds central to Native Hawaiian life.
The best time to stay in a vacation rental in Kailua-Kona
Hawaii’s perennially warm weather makes it a great place to visit all year round, with temperatures very rarely dropping below 75 degrees Fahrenheit. That said, there’s always an increased chance of showers and surf swells during the winter. The big waves make winter time a draw for seasoned surfers. For those looking for calmer seas, late spring or early fall are good times to go as the beaches aren’t quite as popular as during peak summer months.
Top things to do in Kailua-Kona
Hulihe‘e Palace
Built from lava rock, this museum was originally a summer palace for Hawaiian royalty. Today you can view traditional Hawaiian koa furniture, feather work, quilts, and other artifacts on display. On one Sunday each month, the palace holds a cultural day featuring traditional Hawaiian music and hula on the lawn.
Pololu Valley
Just a short drive up the Kohala coast you’ll find Awini Trail, a 25-minute hiking trail leading to Pololu Valley Lookout. This is one of the best lookouts on the island — but note that you’ll be working up a sweat to earn that perfect Hawaii photo. Cool off on your way down the trail with a stop on the stunning black sands of Pololu Valley Beach.
Night scuba dives
Manta rays are nocturnal creatures, and hundreds of them flock to the plankton-rich waters near Kona for their daily feast. Local outfitters offer snorkeling and scuba diving trips where you can witness these gentle creatures without disturbing them in their natural habitat.
Frequently Asked Questions
How is the weather in Kailua-Kona?
Kailua-Kona has a tropical climate with warm temperatures all year round. The dry season is from April to October with average temperatures around 85°F (29°C), while the wet season is from November to March with temperatures averaging around 80°F (27°C).
What are some of the best things to do in Kailua-Kona?
Popular activities in Kailua-Kona include snorkeling in Kealakekua Bay, touring local coffee farms, and exploring the historic Hulihe'e Palace. Additionally, visitors can engage in water sports at Kahalu'u Beach Park or take a sunset cruise.
What is the best time of year to visit Kailua-Kona?
Many visitors choose to explore Kailua-Kona between December and March when the weather is warm and there's less rainfall. During October, the famous Ironman World Championship takes place, which may interest sports enthusiasts.
What are the best places to stay in Kailua-Kona?
Popular areas to stay in Kailua-Kona include Ali'i Drive for its oceanfront accommodations, Keauhou for its tranquility and historic sites, and Holualoa for its coffee farms and art galleries. For a resort-like experience, the Waikoloa area is also a popular choice.
What are the best places to visit in Kailua-Kona?
Popular places to visit in Kailua-Kona include the Kaloko-Honokohau National Historical Park, Hulihe'e Palace, Kona Coffee Living History Farm, and Kealakekua Bay. Visitors also enjoy exploring the Mokuaikaua Church, the first Christian church in Hawaii.
What are some hiking trails in Kailua-Kona?
The Kona area has numerous hiking trails for all skill levels. The Captain Cook Monument trail, the Kekaha Kai State Park trail, and the Pololu Valley Lookout trail offer wonderful opportunities to enjoy Hawaii's natural beauty and wildlife.
What are some family activities to do in Kailua-Kona?
Families can explore the region's beautiful beaches, visit the Kona Coffee Living History Farm to learn about coffee production, or engage with marine life at Kahalu'u Bay where sea turtles are frequently spotted. The Ocean Rider Seahorse Farm is also a unique educational experience for kids.
What are some of the best day trip ideas in Kailua-Kona?
Day trip ideas include a visit to the Hawaii Volcanoes National Park, which is about 96 miles (154 km) from Kailua-Kona, or a trip to the historic town of Hilo. Another option is exploring the Pololu Valley, which presents hiking opportunities and scenic views.
What types of vacation rentals are available in Kailua-Kona?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Kailua-Kona. From over 230 house rentals to over 990 condo rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Kailua-Kona?
Yes! Work meets play with ease at over 1,060 vacation rentals in Kailua-Kona featuring dedicated workspaces. Stay connected and productive in your home away from home.
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