Book Holiday Homes in Captain Cook

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

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

Kailua-Kona
With a stay at this vacation home in Kailua-Kona, you'll be within a 15-minute drive of Kailua Pier and Makalei Golf Club.
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
With a stay at this vacation home in Kailua-Kona (Holualoa Village), you'll be a 1-minute drive from Magic Sands Beach and 9 minutes from Kailua Pier.
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
Located in Ocean View, this vacation home is in the mountains, within a 15-minute walk of Mauna Iki Trail and Kealakekua Bay Marine Preserve.
Ohana house Nature Retreat that is family and pet friendly.
Paradise palm Studio

Paradise palm Studio

Kailua-Kona
With a stay at this vacation home in Kailua-Kona (Holualoa Village), you'll be within a 10-minute drive of Kailua Pier and Magic Sands Beach.
Paradise palm Studio
Peaceful Haven: Oceanfront Views - Steps from Pebble Beach~

Peaceful Haven: Oceanfront Views - Steps from Pebble Beach~

Captain Cook
With a stay at this vacation home in Captain Cook (Opihihale), you'll be steps from Pebbles Beach and South Kona Beaches.
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
With a stay at this vacation home in Kailua-Kona (Holualoa Village), you'll be a 1-minute drive from Magic Sands Beach and 9 minutes from Kailua Pier.
Kona Spectacular Ocean Front 5BR, 4BA Pool,Spa,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
481 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.