Book Holiday Homes in Kailua-Kona

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Featured Holiday Homes in Kailua-Kona

Direct Oceanfront Condo on Private Beach Resort *Central AC *

Direct Oceanfront Condo on Private Beach Resort *Central AC *

Kailua-Kona
With a stay at this vacation home, you'll be centrally located in Kailua-Kona, a 4-minute drive from Magic Sands Beach and 13 minutes from Kailua Pier.
Direct Oceanfront Condo on Private Beach Resort *Central AC *
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

Kailua-Kona
With a stay at this vacation home in Kailua-Kona, you'll be within a 15-minute drive of Kailua Pier and Makalei Golf Club.
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views
Luxurious Oceanview Home w/Pool, AC & BBQ Lanai: Blue Hawaii

Luxurious Oceanview Home w/Pool, AC & BBQ Lanai: Blue Hawaii

Kailua Kona
With a stay at this vacation home in Kailua-Kona (Kahaluu-Keauhou), you'll be within a 15-minute drive of Magic Sands Beach and Kailua Pier.
Luxurious Oceanview Home w/Pool, AC & BBQ Lanai: Blue Hawaii
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Ocean View oasis. Spacious 4 bedroom home with panoramic Views.

Ocean View oasis. Spacious 4 bedroom home with panoramic Views.

Kailua-Kona
With a stay at this vacation home in Kailua-Kona, you'll be within a 15-minute drive of Kailua Pier and Makalei Golf Club.
Ocean View oasis. Spacious 4 bedroom home with panoramic Views.
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

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

Kailua-Kona
The price is AU$615 per night from 4 Jun to 5 Jun
AU$615
per night
4 Jun - 5 Jun
When you stay at this vacation home in Kailua-Kona, you'll be near the bay, a 5-minute drive from Kailua Pier and 10 minutes from Magic Sands Beach.
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Stunning Ocean Views + Designer Designed Kona Home

Stunning Ocean Views + Designer Designed Kona Home

Kailua-Kona
With a stay at this vacation home, you'll be centrally located in Kailua-Kona, within a 15-minute drive of Kailua Pier and Makalei Golf Club.
Stunning Ocean Views + Designer Designed Kona Home
Oceanfront Kona Home w/ Beach Access & Views!

Oceanfront Kona Home w/ Beach Access & Views!

Kailua-Kona
With a stay at this vacation home in Kailua-Kona (Holualoa Village), you'll be a 5-minute drive from Kailua Pier and 6 minutes from Magic Sands Beach.
Oceanfront Kona Home w/ Beach Access & Views!
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.

Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.

Kailua-Kona
With a stay at this vacation home, you'll be centrally located in Kailua-Kona, a 4-minute drive from Kailua Pier and 13 minutes from Magic Sands Beach.
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
Panoramic view of ocean.  Excellent location. Quiet neighborhood. Sleep 10

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

Kailua-Kona
With a stay at this vacation home, you'll be centrally located in Kailua-Kona, within a 10-minute drive of Magic Sands Beach and Kailua Pier.
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
444 Holiday Homes
Lowest Price
AU$300
Highest Price
AU$615
Popular accommodation
Direct Oceanfront Condo on Private Beach Resort *Central AC *, Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views, Luxurious Oceanview Home w/Pool, AC & BBQ Lanai: Blue Hawaii, Ocean View oasis. Spacious 4 bedroom home with panoramic Views., Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Stunning Ocean Views + Designer Designed Kona Home, Oceanfront Kona Home w/ Beach Access & Views!, Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home., Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10

Top trending hotels in Kailua-Kona

Royal Kona Resort

Royal Kona Resort

3.5 out of 5
75-5852 Alii Dr, Kailua-Kona, HI
Fully refundableReserve now, pay when you stay
The price is AU$345 per night from 2 Jun to 3 Jun
AU$345
per night
2 Jun - 3 Jun
With a stay at Royal Kona Resort in Kailua-Kona (Historic Kailua Village), you'll be a 1-minute drive from Hulihee Palace and 6 minutes from Magic Sands ...
Royal Kona Resort
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
78-6842 Alii Dr, Kailua-Kona, HI
With a stay at Kona Coast Resort in Kailua-Kona (Kahaluu-Keauhou), you'll be within a 15-minute drive of Magic Sands Beach and Kailua Pier.
Kona Coast Resort
Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

3.5 out of 5
75-5660 Palani Road, Kailua-Kona, HI
Fully refundableReserve now, pay when you stay
The price is AU$541 per night from 15 Jun to 16 Jun
AU$541
per night
15 Jun - 16 Jun
With a stay at Courtyard by Marriott King Kamehameha's Kona Beach Hotel in Kailua-Kona (Historic Kailua Village), you'll be steps from Kailua-Kona Wharf and ...
Courtyard by Marriott King Kamehameha's Kona Beach Hotel
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PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
75-5646 Palani Rd, Kailua-Kona, HI
Fully refundableReserve now, pay when you stay
The price is AU$300 per night from 11 Jun to 12 Jun
AU$300
per night
11 Jun - 12 Jun
With a stay at PACIFIC 19 Kona in Kailua-Kona, you'll be 5.4 mi (8.8 km) from Kahalu'u Beach Park and 11.7 mi (18.9 km) from Mahai'ula Beach.
PACIFIC 19 Kona
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.