Book Holiday Homes in Captain Cook

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Captain Cook

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, patios, and cable/satellite TV service. Popular attractions Magic Sands Beach and Kailua Pier are ...
Awesome View, Best Snorkel Beach, Big Lanais, Private Home
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 Kailua Pier and Kahalu'u Beach Park ...
Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8
Walk to White Sands Beach or Relax by Your Private Pool

Walk to White Sands Beach or Relax by Your Private Pool

Kailua-Kona
Book a stay at this family-friendly vacation home in Kailua-Kona. Enjoy private pools, a garden, and patios. Our guests praise the pool in our reviews. Popular ...
Walk to White Sands Beach or Relax by Your Private Pool
Save an average of 15% on thousands of hotels when you're signed in
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
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

Kailua-Kona
Book a stay at this family-friendly vacation home in Kailua-Kona. Enjoy free WiFi, private pools, and a garden. Popular attractions Magic Sands Beach and Kailua ...
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero
Ohana house Nature Retreat that is family and pet friendly.

Ohana house Nature Retreat that is family and pet friendly.

Ocean View
Stay at this vacation home in Ocean View. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Mauna Iki Trail and Kealakekua ...
Ohana house Nature Retreat that is family and pet friendly.
Paradise palm Studio

Paradise palm Studio

Kailua-Kona
Stay at this vacation home in Kailua-Kona. Enjoy patios, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Kailua Pier and Sadie Seymour ...
Paradise palm Studio
Peaceful Haven: Oceanfront Views - Steps from Pebble Beach~

Peaceful Haven: Oceanfront Views - Steps from Pebble Beach~

Captain Cook
Stay at this vacation home in Captain Cook. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions South Kona Beaches and Pebbles Beach are ...
Peaceful Haven: Oceanfront Views - Steps from Pebble Beach~
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 Kailua Pier and Magic Sands Beach are located ...
Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC
Don't see what you're looking for?
See all available properties in Captain Cook
View all properties
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
489 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Awesome View, Best Snorkel Beach, Big Lanais, Private Home, Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8, Walk to White Sands Beach or Relax by Your Private Pool, Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views, Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero, Ohana house Nature Retreat that is family and pet friendly., Paradise palm Studio, Peaceful Haven: Oceanfront Views - Steps from Pebble Beach~, Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,AC

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