Book Holiday Homes in Kailua-Kona

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Featured Holiday Homes in Kailua-Kona

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

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

Kailua-Kona
The price is NZ$685 per night from 25 Nov to 26 Nov
NZ$685
includes taxes & fees
25 Nov - 26 Nov
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, a garden, and patios. Our guests praise the helpful staff in our reviews. Popular attractions Kailua ...
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
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.
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 free WiFi, patios, and an in-room coffeemaker. Popular attractions Kailua Pier and Makalei Golf Club are located ...
Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views
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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
🏖️Ocean View | Private Pool | AC in Bedrooms | vrKCV

🏖️Ocean View | Private Pool | AC in Bedrooms | vrKCV

Kailua Kona
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, private pools, and concierge services. Popular attractions Kailua Pier and Magic Sands Beach are ...
🏖️Ocean View | Private Pool | AC in Bedrooms | vrKCV
Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

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

Kailua Kona
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, private pools, and patios. Popular attractions Magic Sands Beach and Kailua Pier are located ...
Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC
The Mai Tai Manor with unobstructed views of the ocean!

The Mai Tai Manor with unobstructed views of the ocean!

Kailua-Kona
Stay at this vacation home in Kailua-Kona. Enjoy in-room washers/dryers. Popular attractions Magic Sands Beach and Kailua Pier are located nearby.
The Mai Tai Manor with unobstructed views of the ocean!
🏖️Beautiful Home | Private Pool | Fantastic Ocean View | vrKCV

🏖️Beautiful Home | Private Pool | Fantastic Ocean View | vrKCV

Kailua Kona
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, private pools, and concierge services. Popular attractions Kailua Pier and Magic Sands Beach are ...
🏖️Beautiful Home | Private Pool | Fantastic Ocean View | vrKCV
Oceanfront Kona Beach House

Oceanfront Kona Beach House

Kailua-Kona
Book a stay at this beach vacation home in Kailua-Kona. Enjoy a beach locale, a garden, and patios. Popular attractions Magic Sands Beach and Kailua Pier are ...
Oceanfront Kona Beach House
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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
447 Holiday Homes
Lowest Price
NZ$425
Highest Price
NZ$749
Popular accommodation
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home., Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views, Stunning Ocean Views + Designer Designed Kona Home, 🏖️Ocean View | Private Pool | AC in Bedrooms | vrKCV, Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC, The Mai Tai Manor with unobstructed views of the ocean!, 🏖️Beautiful Home | Private Pool | Fantastic Ocean View | vrKCV, Oceanfront Kona Beach House

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$438 per night from 22 Nov to 23 Nov
NZ$438
includes taxes & fees
22 Nov - 23 Nov
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 pool and the restaurant ...
Royal Kona Resort
OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

4 out of 5
78-128 Ehukai Street, Kailua-Kona, HI
Fully refundableReserve now, pay when you stay
The price is NZ$653 per night from 24 Nov to 25 Nov
NZ$653
includes taxes & fees
24 Nov - 25 Nov
Stay at this 4-star golf resort in Kailua-Kona. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our ...
OUTRIGGER Kona Resort and Spa
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$425 per night from 1 Dec to 2 Dec
NZ$425
includes taxes & fees
1 Dec - 2 Dec
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
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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$749 per night from 23 Nov to 24 Nov
NZ$749
includes taxes & fees
23 Nov - 24 Nov
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 helpful staff and the clean rooms ...
Courtyard by Marriott King Kamehameha's Kona Beach Hotel
Don't see what you're looking for?
See all available properties in Kailua-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.