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$680 per night from 21 Sept to 22 Sept
NZ$680
21 Sept - 22 Sept
includes taxes & fees
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowKona Ocean View Home - Downtown, Fruit Trees, Sunset views
Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and  Jacuzzi -Sleeps 8

Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8

Kailua-Kona
Book a stay at this beach vacation home in Kailua-Kona. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Magic Sands Beach and Kailua Pier ...
Opens in a new windowOceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8
🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town

🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town

Kailua Kona
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Kailua Pier and Magic Sands Beach are ...
Opens in a new window🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town
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Three Palms

Three Palms

Kailua-Kona
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Kailua Pier and Magic Sands Beach are located ...
Opens in a new windowThree Palms
Oceanfront - Private- Family Friendly   He'eia Bay-House and Cottage-

Oceanfront - Private- Family Friendly He'eia Bay-House and Cottage-

Kailua-Kona
Book a stay at this family-friendly vacation home in Kailua-Kona. Enjoy private pools, a garden, and laundry facilities. Our guests praise the pool in our reviews. ...
Opens in a new windowOceanfront - Private- Family Friendly He'eia Bay-House and Cottage-
Resort-Style Home on Keauhou Bay: Great for Groups

Resort-Style Home on Keauhou Bay: Great for Groups

Kailua-Kona
Stay at this vacation home in Kailua-Kona. Enjoy private pools, laundry facilities, and patios. Popular attractions Magic Sands Beach and Kailua Pier are located ...
Opens in a new windowResort-Style Home on Keauhou Bay: Great for Groups
Awesome View, Best Snorkel Beach,  Big Lanais, Private Home

Awesome View, Best Snorkel Beach, Big Lanais, Private Home

Kailua Kona
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Magic Sands Beach and Kailua Pier are located ...
Opens in a new windowAwesome View, Best Snorkel Beach, Big Lanais, Private Home
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 laundry facilities. Popular attractions Magic Sands Beach and Kailua Pier are ...
Opens in a new windowKona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC
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 laundry facilities. Popular attractions Four Seasons Resort Hualalai Golf ...
Opens in a new windowStunning Ocean Views + Designer Designed Kona Home
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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
599 Holiday Homes
Lowest Price
NZ$376
Highest Price
NZ$680
Popular accommodation
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8, 🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town, Three Palms, Oceanfront - Private- Family Friendly He'eia Bay-House and Cottage-, Resort-Style Home on Keauhou Bay: Great for Groups, Awesome View, Best Snorkel Beach, Big Lanais, Private Home, Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC, Stunning Ocean Views + Designer Designed Kona Home

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$435 per night from 15 Sept to 16 Sept
NZ$435
15 Sept - 16 Sept
includes taxes & fees
Stay at this 3.5-star beach hotel in Kailua-Kona. Enjoy a full-service spa, breakfast (surcharge), and a fitness center. Our guests praise the pool and the restaurant ...
Opens in a new windowRoyal Kona Resort
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$376 per night from 17 Sept to 18 Sept
NZ$376
17 Sept - 18 Sept
includes taxes & fees
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 ...
Opens in a new windowPACIFIC 19 Kona
OUTRIGGER Kona Resort and Spa

OUTRIGGER Kona Resort and Spa

4 out of 5
78-128 Ehukai Street, Kailua-Kona, HI
The price is NZ$556 per night from 29 Sept to 30 Sept
NZ$556
29 Sept - 30 Sept
includes taxes & fees
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 ...
Opens in a new windowOUTRIGGER Kona Resort and Spa
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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$614 per night from 29 Sept to 30 Sept
NZ$614
29 Sept - 30 Sept
includes taxes & fees
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 ...
Opens in a new windowCourtyard 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.