Captain Cook holiday rentals

We found 2,576 holiday rentals — enter your dates for availability
Discover a selection of 61 homes, 11 apartments and other holiday rentals in Captain Cook that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Captain Cook

Showing deals for:22 Jan - 29 Jan

King with a view
King Suite Views
Enormous Pool
Living area
Exceptional
(7 reviews)

Grand Hawaiian Villa Private Pool, Stunning Ocean Views

Kailua-Kona

7% off
S$14,535
for 7 nights, 1 home
S$2,076 per night
includes taxes & fees
Grand Hawaiian Villa Private Pool, Stunning Ocean Views
Outdoor dining
160-degree view of the ocean and amazing colorful sunsets, here at Lani hale.
Aqua blue waters from Kua Bay, a local beach 30mins from town.
Interior
Exceptional
(68 reviews)

Luxury Private Vacation | 180° Ocean View | AC | Pool | WiFi

Kailua-Kona

8% off
S$12,795
for 7 nights, 1 home
S$1,828 per night
includes taxes & fees
Luxury Private Vacation | 180° Ocean View | AC | Pool | WiFi
Interior
Pool
Room
Interior
Exceptional
(111 reviews)

Enjoy Panoramic Ocean Sunset Views From Your Private, Gated Residence

Kailua-Kona

10% off
S$14,596
for 7 nights, 1 home
S$2,085 per night
includes taxes & fees
Enjoy Panoramic Ocean Sunset Views From Your Private, Gated Residence
Master Bedroom
Sunset over Family pool and cabana area taken from the Master lanai.
Living Room
Complex waterfalls
Exceptional
(50 reviews)

Villa On The Ocean - One Of Largest Condos On Alii Drive. Directly Oceanfront.

Kailua-Kona

11% off
S$10,748
for 7 nights, 1 villa
S$1,535 per night
includes taxes & fees
Villa On The Ocean - One Of Largest Condos On Alii Drive. Directly Oceanfront.
View from Lani
This can be your getaway Too
Bed Room again
Large Lanai
Wonderful
(36 reviews)

Oceanfront Condo Near Kona's Banyan Surf

Kailua-Kona

10% off
S$2,325
for 7 nights, 1 apartment
S$332 per night
includes taxes & fees
Oceanfront Condo Near Kona's Banyan Surf
A quiet tropical garden where the day slows down—sunlight through the palms, the gentle hush of the ocean beyond, and just enough shade to sit, breathe, and let the island settle in.
Spacious covered lanai with dining and lounge seating, overlooking the garden—perfect for relaxing, reading, or enjoying Kona’s warm evenings.
Spacious great room with seating, dining, and a dedicated workspace—ideal for longer stays or working remotely in comfort.
Sun, water, and nowhere to be—just slip into the pool, stretch out under the palms, and let the day unfold at its own pace.
Exceptional
(19 reviews)

Walkable Kona Condo Oceanfront Pool Private Lanai

Kailua-Kona

7% off
S$2,729
for 7 nights, 1 apartment
S$390 per night
includes taxes & fees
Walkable Kona Condo Oceanfront Pool Private Lanai
Private kitchen
Living area
Living area
Exterior
Exceptional
(5 reviews)

LUXURY/MOST POPULAR SNORKELING & SURFING BEACH ! Turtles!

Kailua-Kona

7% off
S$8,699
for 7 nights, 1 home
S$1,243 per night
includes taxes & fees
LUXURY/MOST POPULAR SNORKELING & SURFING BEACH ! Turtles!
Property grounds
Property grounds
Interior
Living area
Exceptional
(34 reviews)

Hale He'e - Octocondo at Alii Drive

Kailua-Kona

6% off
S$2,649
for 7 nights, 1 apartment
S$378 per night
includes taxes & fees
Hale He'e - Octocondo at Alii Drive
Room
Living area
Living area
Private kitchen
Exceptional
(8 reviews)

Oceanside King Bed, Private Beach Access, Pool & Lanai in Kona

Kailua-Kona

7% off
S$3,051
for 7 nights, 1 apartment
S$436 per night
includes taxes & fees
Oceanside King Bed, Private Beach Access, Pool & Lanai in Kona
Marina
Dining
Pillow top bed will have you sleeping like a baby!
Thermal pools
Exceptional
(23 reviews)

Relaxing and Romantic Kona Getaway with Ocean Views + 5 min Walk to the Beach

Kailua-Kona

7% off
S$2,759
for 7 nights, 1 apartment
S$394 per night
includes taxes & fees
Relaxing and Romantic Kona Getaway with Ocean Views + 5 min Walk to the Beach
Kitchen
Outdoor dining
Property grounds
Living room
Exceptional
(41 reviews)

Dragonfly Healing Farm

Captain Cook

7% off
S$1,849
for 7 nights, 1 cottage
S$264 per night
includes taxes & fees
Dragonfly Healing Farm
HUGE LANAI,  OPEN SPACE, ONE OF THE FAVORITE SPOTS. FIRST IMPRESSION IS WOW!!!
HISTORICAL DISTRICT OF KAHALU'U. PLACE. SURF, CANOEING, AGRICULTURAL OF CHIEFS.!
HAPPY PLACE,  HISTORIC RESIDENCE OF HAWAIIAN CHIEFS. CANOE LANDING, SURF.
Palm Tree lined 15 yards, driveway. Sits atop the hill for Privacy. Breezy!!
Exceptional
(110 reviews)

FABULOUS BEACH HOUSE!! OCEAN FRONT VIEW! 4 MINUTE WALK TO KAHALUU BEACH PARK!!

Kailua-Kona

6% off
S$5,339
for 7 nights, 1 home
S$763 per night
includes taxes & fees
FABULOUS BEACH HOUSE!! OCEAN FRONT VIEW! 4 MINUTE WALK TO KAHALUU BEACH PARK!!
Outdoor dining
Beach
Pool
Exterior
Exceptional
(93 reviews)

Ocean Views/Mountain Views!! HUGE LANAI Directly across the road from the BEACH!

Kailua-Kona

8% off
S$4,405
for 7 nights, 1 apartment
S$629 per night
includes taxes & fees
Ocean Views/Mountain Views!! HUGE LANAI Directly across the road from the BEACH!
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Secluded Captain Cook will entice you

The island views and surrounding scenery provide a peaceful ambience to your holiday home in Captain Cook. Renowned for its snorkelling, dolphin watching and coral reefs, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Captain Cook

Do you want to find things to do while you're in town? You'll be sure to enjoy Captain Cook for its snorkelling and dolphin viewing. Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Captain Cook a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Kona Le'a Plantation (21.1 mi / 34 km)
  • Kona Community Aquatic Center (25.3 mi / 40.7 km)
  • Hula Daddy Kona Coffee Plantation (27.2 mi / 43.8 km)
  • Bay View Farm (10 mi / 16.1 km)
  • Kona Joe Coffee Farm (16.9 mi / 27.1 km)
  • Kona Country Club (19.2 mi / 30.9 km)

Exploring the natural landscape of Captain Cook

Travellers enjoy Captain Cook for its island views, tropical setting and seaside. Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Captain Cook is a great place to get out in nature. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Hawaii Volcanoes National Park (17.5 mi / 28.2 km)
  • Puʻuhonua o Honaunau National Historical Park (9 mi / 14.5 km)
  • Kealakekua Bay (13 mi / 20.9 km)
  • Keauhou Bay Beach (19.3 mi / 31 km)
  • Kahalu'u Beach Park (20.5 mi / 33 km)
  • Mauna Loa (21.6 mi / 34.7 km)

How to get to and around Captain Cook

The nearest airport is in Kailua-Kona, HI (KOA-Kona Intl.), located 32.3 mi (52 km) from the city centre.

Frequently asked questions

What is the best area to stay in Captain Cook when booking a holiday rental?
If you're planning a Captain Cook trip, Honaunau-Napoopoo is one of the most desirable places to stay. Whether you choose a cottage, chalet or different property type, you'll always have the whole place to yourself.
What is the most popular type of holiday rental accommodation in Captain Cook?
Houses are the most popular style of holiday rental in Captain Cook, according to our data. Even if you have something different in mind, Vrbo has holiday homes in many sizes and shapes. Look over our options to find your ideal match.
How much does it cost to rent a holiday rental in Captain Cook?
Length of stay, season and property type are among the factors that can influence the price of a holiday home. Simply enter your travel dates to find your ideal escape. From homey country cottages to sprawling villas, all Vrbo holiday rentals offer amazing value.
How much does it cost to rent a beach house in Captain Cook?
Prices for beach houses in Captain Cook may vary depending on the size and style of the property and when you're travelling. Just enter your travel dates into Vrbo and the number of guests to view your holiday rental options and prices. From there you can use our filter tool to narrow down your search by nearby activities, amenities, ratings and more.
What are popular rental amenities in Captain Cook?
When it comes to rental amenities that people are searching for in Captain Cook, a fireplace, a firepit and mountain views are at the top of the list. With Vrbo holiday rentals, you'll enjoy choices to match your taste and style, whether you're on a trip with your partner, your family or even pets.
What are the top attractions for families in Captain Cook?
Keep your kids occupied at these awesome family-friendly attractions in Captain Cook:
  • Hookena Beach Park
  • South Kona Beaches
  • Pebbles Beach
Can I find two-bedroom holiday rentals in Captain Cook?
Gather your loved ones and relax in total privacy and comfort in one of the 30 two-bedroom holiday rentals Captain Cook has to offer.
Are there holiday rentals with WiFi in Captain Cook?
Take your pick of 44 holiday rentals with WiFi in Captain Cook. If you'd like to disconnect from daily life on your holiday, but still want to be connected to the web, these properties have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How old do you have to be to rent a holiday rental in Captain Cook?
The minimum age allowed can vary across properties on Vrbo, so be sure to look at the rules of the holiday rental in Captain Cook you want. But typically, it's 16, 18 or 21.
How long can I rent a holiday rental in Captain Cook for?
How long you can book a holiday rental in Captain Cook is down to the property. Just enter your selected dates to look at a list of options offering extended stays. With many amenities such as kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to discover the perfect place to call your home away from home in Captain Cook.

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