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
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions ...
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views
Private, ocean front home with private pool,  Amazing place!

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

Milolii
Stay at this vacation home in Captain Cook. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Papa Bay and Ka Lae Paakai are located ...
Private, ocean front home with private pool, Amazing place!
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 laundry facilities. Our guests praise the pool in our reviews. ...
Walk to White Sands Beach or Relax by Your Private Pool
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Oceanfront Kona Beach House

Oceanfront Kona Beach House

Kailua-Kona
Book a stay at this beach vacation home in Kailua-Kona. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Magic Sands Beach and Kailua ...
Oceanfront Kona Beach House
Home with Swimming Pool | 3 Bed, 2 Bath

Home with Swimming Pool | 3 Bed, 2 Bath

Naalehu
Book a stay at this golf vacation home in Naalehu. Enjoy private pools, laundry facilities, and patios. Popular attractions Paradise Meadows and Waipouli are ...
Home with Swimming Pool | 3 Bed, 2 Bath
Huge June 2025 discount! Rare BEACH FRONT Home at Kona Surf and Racquet Club

Huge June 2025 discount! Rare BEACH FRONT Home at Kona Surf and Racquet Club

Kailua-Kona
Book a stay at this beach vacation home in Kailua-Kona. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Magic Sands Beach and Kailua Pier ...
Huge June 2025 discount! Rare BEACH FRONT Home at Kona Surf and Racquet Club
🏖️Next to Keauhou Bay! | Concierge Included | Large Private Pool & Lanai

🏖️Next to Keauhou Bay! | Concierge Included | Large Private Pool & Lanai

Kailua Kona
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Magic Sands Beach and Kailua Pier are ...
🏖️Next to Keauhou Bay! | Concierge Included | Large Private Pool & Lanai
🏖️Ocean Front | Central AC | Private Pool & Grill | Concierge Included

🏖️Ocean Front | Central AC | Private Pool & Grill | Concierge Included

Kailua Kona
Stay at this vacation home in Kailua-Kona. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Magic Sands Beach and Kailua Pier are ...
🏖️Ocean Front | Central AC | Private Pool & Grill | Concierge Included
Outrigger Paradise Hale Wa a Pale with Private Pool!

Outrigger Paradise Hale Wa a Pale with Private Pool!

Kailua Kona
Stay at this vacation home in Kailua-Kona. Enjoy private pools, a garden, and laundry facilities. Popular attractions Magic Sands Beach and Kailua Pier are located ...
Outrigger Paradise Hale Wa a Pale with Private Pool!
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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
632 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Kona Ocean View Home - Downtown, Fruit Trees, Sunset views, Private, ocean front home with private pool, Amazing place!, Walk to White Sands Beach or Relax by Your Private Pool, Oceanfront Kona Beach House, Home with Swimming Pool | 3 Bed, 2 Bath, Huge June 2025 discount! Rare BEACH FRONT Home at Kona Surf and Racquet Club, 🏖️Next to Keauhou Bay! | Concierge Included | Large Private Pool & Lanai, 🏖️Ocean Front | Central AC | Private Pool & Grill | Concierge Included, Outrigger Paradise Hale Wa a Pale with Private Pool!

Top trending hotels in Captain Cook

Dragonfly Ranch

Dragonfly Ranch

3 out of 5
84-5146 Keala O Keawe Road, Captain Cook, HI
Fully refundableReserve now, pay when you stay
Stay at this 3-star B&B in Captain Cook. Enjoy free breakfast, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular ...
Dragonfly Ranch
Ka'awaloa Plantation Bed & Breakfast

Ka'awaloa Plantation Bed & Breakfast

3.5 out of 5
82-5990 Napoopoo Road, Captain Cook, HI
Stay at this 3.5-star business-friendly B&B in Captain Cook. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Amy B.H. Greenwell Ethnobotanical ...
Ka'awaloa Plantation Bed & Breakfast
Kona Palace in Captain Cook

Kona Palace in Captain Cook

3.5 out of 5
82-5815 Napoopoo Rd., Captain Cook, HI
Stay at this 3.5-star B&B in Captain Cook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Kona Palace in Captain Cook
Save an average of 15% on thousands of hotels when you're signed in
Makai Hideaway  600ft from  Ocean Giant Deck
 Gameroom/10 day special in Fall

Makai Hideaway 600ft from Ocean Giant Deck Gameroom/10 day special in Fall

Captain Cook
Book a stay at this family-friendly vacation home in Captain Cook. Enjoy free WiFi, laundry facilities, and a pool table. Popular attractions Papa Bay and Ka ...
Makai Hideaway 600ft from Ocean Giant Deck Gameroom/10 day special in Fall
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.