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

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

Walk to White Sands Beach or Relax by Your Private Pool

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

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

180 Degree Ocean View! Steps to Beach! from $219/Night + Fees!

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

Private, ocean front home with private pool, Amazing place!

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

Direct Oceanfront Condo on Private Beach Resort *Central AC *
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 | 647 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Walk to White Sands Beach or Relax by Your Private Pool, Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️, Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero, 180 Degree Ocean View! Steps to Beach! from $219/Night + Fees!, Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona, Private, ocean front home with private pool, Amazing place!, AS SEEN ON HGTV BEACH HUNTERS! Oceanfront, Amazing Whale Watching and Snorkeling, Direct Oceanfront Condo on Private Beach Resort *Central AC * |
More accommodations in Captain Cook
Top trending hotels in Captain Cook

Dragonfly Ranch

Ka'awaloa Plantation Bed & Breakfast

180 Degree Ocean View! Steps to Beach! from $219/Night + Fees!

Makai Hideaway 600ft from Ocean Giant Deck Gameroom/10 day special in Fall
More ways to explore Captain Cook
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.