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 AU$676 per night from 20 Aug to 21 Aug
AU$676
20 Aug - 21 Aug
includes taxes & fees
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
Kona Rose's Hideaway is at Kona Plaza, a step from Alii Drive. No Cleaning Fee!

Kona Rose's Hideaway is at Kona Plaza, a step from Alii Drive. No Cleaning Fee!

Kailua-Kona
The price is AU$440 per night from 17 Aug to 18 Aug
AU$440
17 Aug - 18 Aug
includes taxes & fees
With a stay at this condo, you'll be centrally located in Kailua-Kona, a 1-minute drive from Kailua Pier and 9 minutes from Magic Sands Beach.
Kona Rose's Hideaway is at Kona Plaza, a step from Alii Drive. No Cleaning Fee!
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
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🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town

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

Kailua Kona
With a stay at this vacation home in Kailua-Kona (Historic Kailua Village), you'll be within a 15-minute drive of Kailua Pier and Magic Sands Beach.
🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town
Oceanfront - Private- Family Friendly   He'eia Bay-House and Cottage-

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

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.
Oceanfront - Private- Family Friendly He'eia Bay-House and Cottage-
Walk to White Sands Beach or Relax by Your Private Pool

Walk to White Sands Beach or Relax by Your Private Pool

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.
Walk to White Sands Beach or Relax by Your Private Pool
Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️

Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️

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.
Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️
Delightful Ocean/Beach Front - Budget Friendly with AC in Both Bedrooms!

Delightful Ocean/Beach Front - Budget Friendly with AC in Both Bedrooms!

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.
Delightful Ocean/Beach Front - Budget Friendly with AC in Both Bedrooms!
WEST SUITE  EXCEPTIONAL  195.00 +10%  SUMMER SPECIAL  on this beautiful property

WEST SUITE EXCEPTIONAL 195.00 +10% SUMMER SPECIAL on this beautiful property

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.
WEST SUITE EXCEPTIONAL 195.00 +10% SUMMER SPECIAL on this beautiful property
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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
AU$373
Highest Price
AU$676
Popular accommodation
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Kona Rose's Hideaway is at Kona Plaza, a step from Alii Drive. No Cleaning Fee!, Stunning Ocean Views + Designer Designed Kona Home, 🏖️Gorgeous Ocean Front Estate | Gated Community | Walk to Town, Oceanfront - Private- Family Friendly He'eia Bay-House and Cottage-, Walk to White Sands Beach or Relax by Your Private Pool, Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️, Delightful Ocean/Beach Front - Budget Friendly with AC in Both Bedrooms! , WEST SUITE EXCEPTIONAL 195.00 +10% SUMMER SPECIAL on this beautiful property

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$396 per night from 25 Aug to 26 Aug
AU$396
25 Aug - 26 Aug
includes taxes & fees
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
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 AU$584 per night from 27 Aug to 28 Aug
AU$584
27 Aug - 28 Aug
includes taxes & fees
Located in Kailua-Kona (Kahaluu-Keauhou), OUTRIGGER Kona Resort and Spa is within a 5-minute drive of Kona Country Club and Keauhou Bay Beach.
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 AU$373 per night from 20 Aug to 21 Aug
AU$373
20 Aug - 21 Aug
includes taxes & fees
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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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$573 per night from 14 Sept to 15 Sept
AU$573
14 Sept - 15 Sept
includes taxes & fees
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 Pier and Kailua-Kona ...
Courtyard by Marriott King Kamehameha's Kona Beach Hotel
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.