Book Holiday Homes in Kailua-Kona
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Featured Holiday Homes in Kailua-Kona

Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10

WEST SUITE 195.00 SPECIAL TIL NOV +10% 7nt STAY on this beautiful property

Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

Hale Pua: Private Oceanfront Luxury Home w/Pool, Spa, AC & Lanai - Relax & Enjoy

Stunning Ocean Views + Designer Designed Kona Home

🏖️Beautiful | Private | Fabulous Ocean Views! | Private Pool

Kona Keauhou Newly Remodeled Home, Quiet private home on Golf course with Pool.
Kailua-Kona Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Kailua-Kona vacation homes are the perfect way for you to wing it.
Holiday houses in Kailua-Kona let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Kailua-Kona in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Kailua-Kona adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Kailua-Kona with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Kailua-Kona vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Kailua-Kona Holiday Homes essential information
| Accommodation | 588 Holiday Homes | 
|---|---|
| Lowest Price | NZ$389 | 
| Highest Price | NZ$725 | 
| Popular accommodation | Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero, Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10, WEST SUITE 195.00 SPECIAL TIL NOV +10% 7nt STAY on this beautiful property, Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC, Hale Pua: Private Oceanfront Luxury Home w/Pool, Spa, AC & Lanai - Relax & Enjoy, Stunning Ocean Views + Designer Designed Kona Home, 🏖️Beautiful | Private | Fabulous Ocean Views! | Private Pool, Kona Keauhou Newly Remodeled Home, Quiet private home on Golf course with Pool. | 
Top trending hotels in Kailua-Kona

Royal Kona Resort

OUTRIGGER Kona Resort and Spa

PACIFIC 19 Kona

Courtyard by Marriott King Kamehameha's Kona Beach Hotel
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**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
