Kailua-Kona vacation rentals
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Top-rated vacation rentals in Kailua-Kona
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Private Kailua-Kona vacation rentals
Townhouse in Waikoloa Village
4.89 out of 5 average rating, 37 reviewsSummer Discounts at Waikoloa Beach Villas!
Home in Kailua-Kona
4.89 out of 5 average rating, 55 reviewsWinter Sale-Beautiful 3 bed island home ocean view
Home in Holualoa
4.88 out of 5 average rating, 112 reviewsPrivate Home with Ocean View
Home in Captain Cook
4.84 out of 5 average rating, 138 reviewsKEALAKEKUA HOME STUNNING VIEW SPACIOUS ELEGANCE
Home in Kailua-Kona
4.96 out of 5 average rating, 210 reviewsVilla LongBoard Kona, Sweeping Ocean & Town Views
Villa in Waimea
4.88 out of 5 average rating, 32 reviewsMauna Lani Resort, Private Beach Access Included!
Home in Kailua-Kona
4.98 out of 5 average rating, 111 reviewsPrivate tropical villa: Pool, Hot Tub & Ocean view
Home in Puako
4.72 out of 5 average rating, 32 reviewsHale ke Alaula (Sunset glow house)
Kailua-Kona oceanfront vacation rentals
Condo in Kailua-Kona
4.97 out of 5 average rating, 206 reviewsOcean Front Kona Reef A35! It doesn't get better!
Home in Kailua-Kona
4.97 out of 5 average rating, 120 reviewsKona Dolphin and Whale House. Alii Drive
Condo in Keauhou
4.94 out of 5 average rating, 108 reviewsGorgeous Oceanfront Keauhou Kona Surf & Racquet 03
Condo in Kailua-Kona
4.86 out of 5 average rating, 184 reviewsDirectlyOnTheOcean AC Beachgear Pool Park Elevator
Condo in Kailua-Kona
4.76 out of 5 average rating, 258 reviewsOceanfront Condo-Paradise
Condo in Kailua-Kona
4.88 out of 5 average rating, 197 reviewsGorgeous Oceanfront Condo - AC & Free WIFI/Parking
Condo in Kailua-Kona
4.86 out of 5 average rating, 268 reviewsO/F View, on ocean 1 Bdrm, Casa De Emdeko Ironman
Condo in Keauhou
4.85 out of 5 average rating, 112 reviewsOCEANFRONt 3+2.5 StairChair AC Oceanfront Pool
Kailua-Kona fishing vacation rentals
Condo in Kailua-Kona
4.96 out of 5 average rating, 23 reviewsA Happy Place near Kailua village
Condo in Keauhou
4.65 out of 5 average rating, 20 reviewsKKSRC 7102, Ground Floor, Garden/Golf Views, AC, F
Apartment in Kailua-Kona
4.91 out of 5 average rating, 45 reviewsCalming Volcano Studio Close To The Ocean
Villa in Waikoloa
5 out of 5 average rating, 4 reviewsFairway Villas Waikoloa J21 - Gold Golf Discount
Townhouse in Waikoloa Village
5 out of 5 average rating, 6 reviewsBest NEW 3 bed villa by beach, golf, pool, king
Home in Waikoloa Village
4.99 out of 5 average rating, 72 reviewsWaikoloa Beach Resort with Pool and Spa
Condo in Waikoloa Beach
4.98 out of 5 average rating, 58 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 990 condo rentals to over 230 house 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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