Book Holiday Homes in Captain Cook

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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

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

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

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 ...
Rare BEACH FRONT Home at Kona Surf and Racquet Club. Accessible beach 🏖️
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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
180 Degree Ocean View! Steps to Beach! from $219/Night + Fees!

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

Captain Cook
Stay at this vacation home in Captain Cook. Enjoy a garden, laundry facilities, and patios. Popular attractions Pebbles Beach and South Kona Beaches are located ...
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

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

Kailua-Kona
Book a stay at this beach vacation home in Kailua-Kona. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Kailua Pier and Magic Sands Beach ...
Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona
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!
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
Stay at this vacation home in Captain Cook. Enjoy laundry facilities, tennis courts, and patios. Popular attractions Papa Bay and Ka Lae Paakai are located ...
AS SEEN ON HGTV BEACH HUNTERS! Oceanfront, Amazing Whale Watching and Snorkeling
Direct Oceanfront Condo on Private Beach Resort *Central AC *

Direct Oceanfront Condo on Private Beach Resort *Central AC *

Kailua-Kona
Book a stay at this beach vacation home in Kailua-Kona. Enjoy free WiFi, private pools, and a beach locale. Our guests praise the helpful staff in our reviews. ...
Direct 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
647 Holiday Homes
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 *

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 Big Island Bees and Amy B.H. ...
Ka'awaloa Plantation Bed & Breakfast
180 Degree Ocean View! Steps to Beach! from $219/Night + Fees!

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

Captain Cook
Stay at this vacation home in Captain Cook. Enjoy a garden, laundry facilities, and patios. Popular attractions Pebbles Beach and South Kona Beaches are located ...
180 Degree Ocean View! Steps to Beach! from $219/Night + Fees!
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
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.

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