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Captain Cook vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Top-rated vacation rentals in Captain Cook

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Superhost

Treehouse in Kailua-Kona

Luxury Treehouse w/ Hot tub, Sauna, & Ocean View!

Welcome to Kona Luxury Treehouse on the Big Island! Voted the #1 airbnb in Hawaii. Experience this magical and beautifully handcrafted treehouse, nestled high above the lush 3 acres of our beautiful fruit farm. With live tree trunks grow through the center of this unique structure, JUST ADDED infrared sauna, outdoor shower, and hot tub! The treehouse boasts gorgeous views of the ocean and tropical foliage. At an elevation of 1,800 ft, our indoor/outdoor living spaces are comfortable year round.

Dec 14 – 21

$699 per night$5,783 total
Superhost

Cottage in Captain Cook

Honaunau Farm Retreat- Teahouse Cottage

Honaunau Farm Wellness Retreat is a 7 acre organic, regenerative farm with sweeping views of Kealakekua Bay & lush tropical surroundings. The Teahouse provides a cozy setting for a variety of visitors, whether youʻre looking for some R&R or a spot to launch from to visit island destinations. Please visit honaunaufarm.com for more details on retreat services. We are 30 min. from Kailua-Kona & 10 min. from the ocean with great swimming, snorkeling, & other activities. *CAR RENTAL AVALIBLE ONSITE*

May 8 – 15

$105 per night$922 total
Guest favorite

Farm stay in Captain Cook

Glass House near Capt. Cook Trail

Hinu Hale is a beautiful unique glass house. It is located on a gorgeous horse ranch with private access to the Ka'awaloa Trail (Captain Cook Trail). The hale (home) is newly built, custom small home. Surrounded by 360 degrees of nature, it's nestled in Kukui nut and Hau tree forest. Stunning, it is a piece of art. Lava tile floors and bathroom, all interior is wrapped wood, this place is a perfect space to enjoy a one-of-a-kind experience in the heart of Hawaii. 4WD/AWD vehicle recommended.

Sep 18 – 25

$360 per night$3,104 total

Popular amenities for Captain Cook vacation rentals

Stay near Captain Cook's top sights

Captain James Cook Monument55 locals recommend
Captain Cook Monument Trail65 locals recommend
Kona Coffee Living History Farm17 locals recommend
The Coffee Shack137 locals recommend
Greenwell Farms Inc43 locals recommend
Kealakekua Bay89 locals recommend

Captain Cook condo rentals

Guest favorite

Condo in Kailua-Kona

Aloha Paradise! Remodeled with A/C & Ocean View!

Dec 2 – 9

$173 per night$1,557 total
Guest favorite

Condo in Kailua-Kona

On-the-Ocean; Stunning Corner Unit, Spacious, A/C!

Jul 19 – 26

$295 per night$2,528 total
Guest favorite

Condo in Kailua-Kona

NEW! UNIQUE Top floor Oceanfront Magic Sands Beach

Oct 30 – Nov 6

$369 per night$3,104 total
Guest favorite

Condo in Kailua-Kona

Deluxe Oceanfront Studio Condo@The Kona Bali Kai

Jan 22 – 29

$296 per night$2,535 total
Guest favorite

Condo in Kailua-Kona

Gorgeous Oceanfront Condo - AC & Free WIFI/Parking

Dec 4 – 11

$325 per night$2,819 total
Guest favorite

Condo in Pahala

'Âlani Punalu'u Black Sand Beach oceanview retreat

Jun 28 – Jul 5

$163 per night$1,399 total
Guest favorite

Condo in Kailua-Kona

Blissful paradise with epic view- Hale Mahana

Dec 25 – Jan 1

$258 per night$2,223 total
Guest favorite

Condo in Kailua-Kona

Deluxe Penthouse Oceanfront Studio Condo w/ A/C.

Dec 22 – 29

$387 per night$3,263 total
Guest favorite

Condo in Kailua-Kona

Seaside Chic OceanFront @ Kona's Sea Village

Dec 27 – Jan 3

$338 per night$2,895 total
Guest favorite

Condo in Kailua-Kona

Ocean Front Kona Reef A35! It doesn't get better!

Nov 25 – Dec 2

$435 per night$3,646 total
Guest favorite

Condo in Kailua-Kona

Tropical Oceanfront Beauty - Magic Sands Beach

Jan 8 – 15

$332 per night$2,795 total
Superhost

Condo in Pahala

Hala Kahiki Punaluu | Ocean View | Cozy Lanai

May 8 – 15

$118 per night$1,047 total

Other great vacation rentals in Captain Cook

Guest favorite

Cottage in Captain Cook

Plumeria Cottage in Kealakekua Bay

$150 per night
Guest favorite

Apartment in Kealakekua

Hale's Hale

Aug 6 – 13

$100 per night$913 total
Superhost

Cottage in Captain Cook

South Kona Home with a Sweeping View

Oct 23 – 30

$143 per night$1,309 total
Superhost

Home in Captain Cook

Kona Paradise Sunset Homebase

Sep 29 – Oct 6

$271 per night$2,449 total
Superhost

Home in Captain Cook

Tropical Ocean View 4 bd + Loft Sleeps 10

May 8 – 15

$595 per night$5,209 total
Guest favorite

Home in Captain Cook

Oceanfront Home, Kealakekua Bay - Hale Hoʻolana

Sep 29 – Oct 6

$442 per night$3,934 total
Guest favorite

Cottage in Kealakekua

Private Cottage on coffee farm, Ocean-Sunset View

Jul 1 – 8

$147 per night$1,263 total
Superhost

Guest suite in Captain Cook

Studio on coffee farm with ocean view lanai

Mar 24 – 31

$119 per night$1,034 total
Guest favorite

Guest suite in Captain Cook

Paradise Cove

Jun 8 – 15

$119 per night$1,013 total
Superhost

Cottage in Captain Cook

NANAINA COTTAGE. JUNGLE LOVERS DREAM

Sep 8 – 15

$164 per night$1,509 total
Guest favorite

Home in Captain Cook

Hotel Pa 'amalu

Dec 3 – 10

$150 per night$1,355 total
Guest favorite

Guest suite in Kailua-Kona

Hale Walua Ocean View Artist's Ohana

Jan 20 – 27

$135 per night$1,138 total

Quick stats about vacation rentals in Captain Cook

Total rentals

160 properties

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

11K reviews

Nightly prices starting at

$40 before taxes and fees

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Captain Cook?

    Four-legged friends are welcome in Captain Cook. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Captain Cook?

    Yes! Work meets play with ease at over 70 vacation rentals in Captain Cook featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Captain Cook have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Captain Cook. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Captain Cook have a bbq area?

    Absolutely! We offer over 10 cabin rentals with a bbq area in Captain Cook. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Captain Cook?

    Captain Cook has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Captain Cook have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Captain Cook. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in guesthouse rentals in Captain Cook?

    Experience the best of Captain Cook with our guesthouse rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Captain Cook vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Captain Cook, available on Airbnb. Make a splash and soak up the sun in style!

Destinations to explore

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