Kailua-Kona vacation rentals
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Top-rated vacation rentals in Kailua-Kona
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Other great vacation rentals in Kailua-Kona
Condo in Kailua-Kona
4.81 out of 5 average rating, 279 reviewsComfy, Clean & stylish condo w/ ocean&sunset views
Jul 29 – Aug 5
Apartment in Kailua-Kona
4.93 out of 5 average rating, 140 reviews1 BR condo steps from Kona's premier surf break
Mar 4 – 11
Guest suite in Kailua-Kona
4.87 out of 5 average rating, 278 reviewsNansea's Studio: Walk to Magic Sands Beach
Aug 17 – 24
Guest suite in Kailua-Kona
4.9 out of 5 average rating, 374 reviewsHonu Ohana - walk to White Sands
Jul 21 – 28
Condo in Kailua-Kona
4.86 out of 5 average rating, 263 reviewsKailua Village Condo in the Heart of Kona
Aug 12 – 19
Apartment in Kailua-Kona
4.98 out of 5 average rating, 117 reviewsShort walk to the shoreline.
Jul 25 – Aug 1
Condo in Kailua-Kona
4.89 out of 5 average rating, 384 reviewsPlantation Hale
Mar 20 – 27
Condo in Kailua-Kona
4.82 out of 5 average rating, 150 reviews2-Unit AC, Full Kitchen, Washer/Dryer, City Center
Jul 3 – 10
Private Kailua-Kona vacation rentals
Guest suite in Waikoloa Village
4.85 out of 5 average rating, 351 reviewsDesign for relax in the Paradise with A/C
Aug 8 – 15
Apartment in Kealakekua
4.93 out of 5 average rating, 378 reviewsHale's Hale
Sep 30 – Oct 7
Guest suite in Kailua-Kona
4.93 out of 5 average rating, 130 reviewsTropical Garden Bungalow
Sep 9 – 16
Treehouse in Kailua-Kona
4.9 out of 5 average rating, 311 reviewsLuxury Treehouse w/ Hot tub, Sauna, & Ocean View!
Jan 11 – 18
Guest suite in Kailua-Kona
4.9 out of 5 average rating, 206 reviewsMODERN space, MINUTES from beaches and airport!
Sep 5 – 12
Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 521 reviewsCharming Cottage
Aug 24 – 31
Dome in Holualoa
5.0 out of 5 average rating, 101 reviewsThe Ulu Inn: Luxury Couples Retreat Dome, Kona
Nov 12 – 19
Farm stay in Captain Cook
4.85 out of 5 average rating, 131 reviewsHonaunau Farm Retreat - Garden Cottage
Jul 22 – 29
Kailua-Kona fishing vacation rentals
Condo in Kailua-Kona
4.73 out of 5 average rating, 188 reviewsKona Kai Retreat-1.5 blocks to ocean in Kona.
Nov 13 – 20
Condo in Waikoloa Village
4.95 out of 5 average rating, 92 reviews2 Bdrm, 2 Bath, Condo with an Infinity Pool
Dec 17 – 24
Condo in Waikoloa Beach
4.98 out of 5 average rating, 48 reviewsWaikoloa Beach, Golf Pkg, Serene Hawaii Escape
Nov 10 – 17
Apartment in Kailua-Kona
4.9 out of 5 average rating, 31 reviewsCalming Volcano Studio Close To The Ocean
Aug 7 – 14
Condo in Kailua-Kona
4.79 out of 5 average rating, 14 reviewsCasa De Emdeko 210
Dec 4 – 11
Condo in Waikoloa
Fairway Villas Waikoloa O21
Aug 29 – Sep 5
Condo in Waikoloa
5.0 out of 5 average rating, 4 reviewsWaikoloa Beach Villas E32 - Gorgeous Villa Near Be
Jul 11 – 18
Room in Kailua-Kona
4.78 out of 5 average rating, 253 reviewsOur Happy Place
Apr 19 – 24
Quick stats about vacation rentals in Kailua-Kona
Total rentals
1.9K properties
Rentals with dedicated workspaces
970 properties have a dedicated workspace
Rentals with a pool
1.5K properties have a pool
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
860 properties are a good fit for families
Total number of reviews
74K reviews
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 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 960 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 970 vacation rentals in Kailua-Kona featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Kailua-Kona?
Four-legged friends are welcome in Kailua-Kona. Choose from more than 70 vacation rentals for guests traveling with pets.
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