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
Book a stay at this beach vacation home in Kailua-Kona. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Magic Sands Beach and Kailua ...
Direct Oceanfront Condo on Private Beach Resort *Central AC *
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

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

Kailua-Kona
The price is NZ$670 per night from 4 Jun to 5 Jun
NZ$670
per night
4 Jun - 5 Jun
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, a garden, and patios. Our guests praise the clean rooms in our reviews. Popular attractions Kailua ...
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Luxurious Oceanview Home w/Pool, AC & BBQ Lanai: Blue Hawaii

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

Kailua Kona
Stay at this vacation home in Kailua-Kona. Enjoy private pools, a garden, and concierge services. Popular attractions Magic Sands Beach and Kailua Pier are located ...
Luxurious Oceanview Home w/Pool, AC & BBQ Lanai: Blue Hawaii
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Oceanfront Kona Home w/ Beach Access & Views!

Oceanfront Kona Home w/ Beach Access & Views!

Kailua-Kona
Book a stay at this beach vacation home in Kailua-Kona. Enjoy a beach locale, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Kailua ...
Oceanfront Kona Home w/ Beach Access & Views!
Perfect Home for your Hawaiian Vacation! HR

Perfect Home for your Hawaiian Vacation! HR

Kailua Kona
The price is NZ$1,747 per night from 16 Jun to 17 Jun
NZ$1,747
per night
16 Jun - 17 Jun
Stay at this vacation home in Kailua-Kona. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Magic Sands Beach and Kailua ...
Perfect Home for your Hawaiian Vacation! HR
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.

Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.

Kailua-Kona
Book a stay at this beach vacation home in Kailua-Kona. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Kailua Pier and Magic Sands Beach ...
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
Stunning Ocean Views + Designer Designed Kona Home

Stunning Ocean Views + Designer Designed Kona Home

Kailua-Kona
Book a stay at this golf vacation home in Kailua-Kona. Enjoy free WiFi, a garden, and patios. Popular attractions Four Seasons Resort Hualalai Golf Course and ...
Stunning Ocean Views + Designer Designed Kona Home
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

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

Kailua-Kona
Stay at this vacation home in Kailua-Kona. Enjoy patios, an in-room coffeemaker, and sun loungers. Popular attractions Kailua Pier and Makalei Golf Club are ...
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views
Exceptional Oceanview Home - Heated Pool, Air Conditioning & Stunning Ocean View

Exceptional Oceanview Home - Heated Pool, Air Conditioning & Stunning Ocean View

Kailua-Kona
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, private pools, and a garden. Popular attractions Magic Sands Beach and Kailua Pier are located ...
Exceptional Oceanview Home - Heated Pool, Air Conditioning & Stunning Ocean View
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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
417 Holiday Homes
Lowest Price
NZ$359
Highest Price
NZ$1,747
Popular accommodation
Direct Oceanfront Condo on Private Beach Resort *Central AC *, Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Luxurious Oceanview Home w/Pool, AC & BBQ Lanai: Blue Hawaii, Oceanfront Kona Home w/ Beach Access & Views!, Perfect Home for your Hawaiian Vacation! HR, Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home., Stunning Ocean Views + Designer Designed Kona Home, Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views, Exceptional Oceanview Home - Heated Pool, Air Conditioning & Stunning Ocean View

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 NZ$375 per night from 19 May to 20 May
NZ$375
per night
19 May - 20 May
Book a stay at this beach hotel in Kailua-Kona. Enjoy a full-service spa, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Royal Kona Resort
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
78-6842 Alii Dr, Kailua-Kona, HI
Stay at this 3.5-star golf hotel in Kailua-Kona. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
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 NZ$460 per night from 19 May to 20 May
NZ$460
per night
19 May - 20 May
Stay at this 3.5-star beach hotel in Kailua-Kona. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the breakfast and the helpful staff ...
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 NZ$359 per night from 21 May to 22 May
NZ$359
per night
21 May - 22 May
Stay at this 3.5-star hotel in Kailua-Kona. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the helpful staff ...
PACIFIC 19 Kona
Don't see what you're looking for?
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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.