Book Holiday Homes in Kailua-Kona

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Featured Holiday Homes in Kailua-Kona

Don`t miss out on this amazing home for your Kona vacation!

Don`t miss out on this amazing home for your Kona vacation!

Kailua-Kona HI
Stay at this family-friendly holiday home in Kailua-Kona. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Magic Sands Beach and Sadie Seymour ...
Opens in a new windowDon`t miss out on this amazing home for your Kona vacation!
Stunning Ocean Views + Designer Designed Kona Home

Stunning Ocean Views + Designer Designed Kona Home

Kailua-Kona HI
Stay at this golf holiday home in Kailua-Kona. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Four Seasons Resort Hualalai Golf Course ...
Opens in a new windowStunning Ocean Views + Designer Designed Kona Home
Walk to White Sands Beach or Relax by Your Private Pool

Walk to White Sands Beach or Relax by Your Private Pool

Kailua-Kona HI
Stay at this family-friendly holiday home in Kailua-Kona. Enjoy private pools, a garden and laundry facilities. Our guests praise the pool in their reviews. ...
Opens in a new windowWalk to White Sands Beach or Relax by Your Private Pool
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"Hale Maluhia" - Cottage with expansive ocean views in central Kailua Kona.

"Hale Maluhia" - Cottage with expansive ocean views in central Kailua Kona.

Kailua-Kona HI
Stay at this holiday home in Kailua-Kona. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Magic Sands Beach and Ipu Hale Gallery are located ...
Opens in a new window"Hale Maluhia" - Cottage with expansive ocean views in central Kailua Kona.
Panoramic view of ocean.  Excellent location. Quiet neighborhood. Sleep 10

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

Kailua-Kona HI
Stay at this holiday home in Kailua-Kona. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Magic Sands Beach and Donkey Mill Art Center ...
Opens in a new windowPanoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
Breathtaking Kona Home - Heated Pool / Air conditioning and Beautiful Sunsets

Breathtaking Kona Home - Heated Pool / Air conditioning and Beautiful Sunsets

Kailua-Kona HI
Stay at this holiday home in Kailua-Kona. Enjoy free Wi-Fi, private pools and a garden. Our guests praise the pool in their reviews. Popular attractions Magic ...
Opens in a new windowBreathtaking Kona Home - Heated Pool / Air conditioning and Beautiful Sunsets
Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.

Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.

Kailua-Kona HI
Stay at this beach holiday home in Kailua-Kona. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Magic Sands Beach and Keiki Beach are ...
Opens in a new windowExotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home.
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views

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

Kailua-Kona HI
Stay at this holiday home in Kailua-Kona. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowKona Ocean View Home - Downtown, Fruit Trees, Sunset views
Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona

Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona

Kailua-Kona HI
Stay at this beach holiday home in Kailua-Kona. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Magic Sands Beach and Old Kona Airport ...
Opens in a new windowSpacious 4-bedroom house plus bunk room with WiFi and AC in charming 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.

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
584 Holiday Homes
Lowest Price
NZ$431
Highest Price
NZ$569
Popular accommodation
Don`t miss out on this amazing home for your Kona vacation!, Stunning Ocean Views + Designer Designed Kona Home, Walk to White Sands Beach or Relax by Your Private Pool, "Hale Maluhia" - Cottage with expansive ocean views in central Kailua Kona., Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10, Breathtaking Kona Home - Heated Pool / Air conditioning and Beautiful Sunsets , Exotic Kona Bay Hawaii Beachfront Tropical Paradise Stunning Home., Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona

Top trending hotels in Kailua-Kona

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$442 per night from 4 May to 5 May
NZ$442
4 May - 5 May
includes taxes & fees
Stay at this hotel in Kailua-Kona. Enjoy free Wi-Fi, parking (surcharge) and a 24-hour front desk. Our guests praise the pool and the helpful staff in their ...
Opens in a new windowPACIFIC 19 Kona
Royal Kona Resort

Royal Kona Resort

4 out of 5
75-5852 Alii Dr Kailua-Kona HI
Fully refundableReserve now, pay when you stay
The price is NZ$431 per night from 8 May to 9 May
NZ$431
8 May - 9 May
includes taxes & fees
Stay at this beach hotel in Kailua-Kona. Enjoy a full-service spa, breakfast (surcharge) and a fitness centre. Our guests praise the pool and the restaurant ...
Opens in a new windowRoyal Kona Resort
OUTRIGGER Kona Resort & Spa

OUTRIGGER Kona Resort & Spa

4 out of 5
78-128 Ehukai Street Kailua-Kona HI
Fully refundableReserve now, pay when you stay
The price is NZ$569 per night from 3 June to 4 June
NZ$569
3 June - 4 June
includes taxes & fees
Stay at this golf resort in Kailua-Kona. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowOUTRIGGER Kona Resort & Spa
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Kona Coast Resort

Kona Coast Resort

3.5 out of 5
78-6842 Alii Dr Kailua-Kona HI
Stay at this golf hotel in Kailua-Kona. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowKona Coast Resort
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.

Top Picks

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^Subject to availability and chosen travel dates.