Book Holiday Homes in Captain Cook

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Featured Holiday Homes in Captain Cook

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

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

Kailua-Kona HI
Stay at this holiday home in Kailua-Kona. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Kailua Pier and Lyman Kona Coffee Farms are located ...
Opens in a new windowAfforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views
Spectacular Oceanfront! 20' from the Sea

Spectacular Oceanfront! 20' from the Sea

Captain Cook HI
Stay at this holiday home in South Kona. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Papa Bay and Ka Lae Paakai are located nearby.
Opens in a new windowSpectacular Oceanfront! 20' from the Sea
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Ocean Breeze Kona Home

Ocean Breeze Kona 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 Kailua Pier are ...
Opens in a new windowOcean Breeze Kona Home
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
Stunning 3-bedroom 2-bath home in Kailua Kona with AC sleeps 8

Stunning 3-bedroom 2-bath home in Kailua Kona with AC sleeps 8

Kailua-Kona HI
Stay at this holiday home in Kailua-Kona. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Kailua Pier and Lyman Kona Coffee Farms ...
Opens in a new windowStunning 3-bedroom 2-bath home in Kailua Kona with AC sleeps 8
Beautiful Pool with Stunning Ocean and Sunset Views

Beautiful Pool with Stunning Ocean and Sunset Views

Kailua-Kona HI
Stay at this holiday home in Kailua-Kona. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Kailua Pier and Lyman Kona Coffee Farms are located ...
Opens in a new windowBeautiful Pool with Stunning Ocean and Sunset Views
Honu Hale: Exquisite Oceanview Estate w/ Pool, Hot Tub, AC & Oversized Chess Set

Honu Hale: Exquisite Oceanview Estate w/ Pool, Hot Tub, AC & Oversized Chess Set

Kailua-Kona HI
Stay at this holiday home in Kailua-Kona. Enjoy private pools, a garden and laundry facilities. Popular attractions Magic Sands Beach and Kailua Pier are located ...
Opens in a new windowHonu Hale: Exquisite Oceanview Estate w/ Pool, Hot Tub, AC & Oversized Chess Set
Direct Oceanfront Condo on Private Beach Resort *Central AC *

Direct Oceanfront Condo on Private Beach Resort *Central AC *

Kailua-Kona HI
Stay at this beach holiday home in Kailua-Kona. Enjoy free Wi-Fi, private pools and a beach locale. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowDirect Oceanfront Condo on Private Beach Resort *Central AC *
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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.

Captain Cook 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 Captain Cook vacation homes are the perfect way for you to wing it.

Holiday houses in Captain Cook 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 Captain Cook 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 Captain Cook adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Captain Cook 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 Captain Cook 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.

Captain Cook Holiday Homes essential information

Accommodation
625 Holiday Homes
Lowest Price
NZ$555
Highest Price
NZ$555
Popular accommodation
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views, Spectacular Oceanfront! 20' from the Sea, Ocean Breeze Kona Home, Stunning Ocean Views + Designer Designed Kona Home, Stunning 3-bedroom 2-bath home in Kailua Kona with AC sleeps 8, Beautiful Pool with Stunning Ocean and Sunset Views, Honu Hale: Exquisite Oceanview Estate w/ Pool, Hot Tub, AC & Oversized Chess Set, Direct Oceanfront Condo on Private Beach Resort *Central AC *

Top trending hotels in Captain Cook

Dragonfly Ranch

Dragonfly Ranch

3 out of 5
84-5146 Keala O Keawe Road Captain Cook HI
Stay at this B&B in Captain Cook. Enjoy free breakfast, free parking and a rooftop terrace. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowDragonfly Ranch
Kona Palace in Captain Cook

Kona Palace in Captain Cook

3.5 out of 5
82-5815 Napoopoo Rd. Captain Cook HI
The price is NZ$555 per night from 1 Jan to 2 Jan
NZ$555
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this B&B in Captain Cook. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowKona Palace in Captain Cook
180 Degree Ocean View! Steps to Beach! REDUCED rate May+June 2026

180 Degree Ocean View! Steps to Beach! REDUCED rate May+June 2026

Captain Cook HI
Stay at this holiday home in Captain Cook. Enjoy a garden, laundry facilities and patios. Popular attractions Pebbles Beach and South Kona Beaches are located ...
Opens in a new window180 Degree Ocean View! Steps to Beach! REDUCED rate May+June 2026
Save an average of 15% on thousands of hotels when you're signed in
AS SEEN ON HGTV BEACH HUNTERS! Oceanfront, Amazing Whale Watching and Snorkeling

AS SEEN ON HGTV BEACH HUNTERS! Oceanfront, Amazing Whale Watching and Snorkeling

Captain Cook HI
Stay at this holiday home in Captain Cook. Enjoy laundry facilities, tennis courts and patios. Popular attractions Papa Bay and Ka Lae Paakai are located ...
Opens in a new windowAS SEEN ON HGTV BEACH HUNTERS! Oceanfront, Amazing Whale Watching and Snorkeling
Don't see what you're looking for?
See all available properties in Captain Cook
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.