Captain Cook holiday rentals

We found 2,588 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:8 Jan - 15 Jan

Private oceanfront estate on Ali’i Drive — rare and secluded
Pool
Seamless indoor-outdoor living with panoramic ocean views
Seamless indoor-outdoor living with panoramic ocean views
Exceptional
(43 reviews)

Private Kona Oceanfront Estate · Infinity Pool & Spa

Kailua-Kona

8% off
S$32,110
for 7 nights, 1 home
S$4,587 per night
includes taxes & fees
Private Kona Oceanfront Estate · Infinity Pool & Spa
Pool & waterfall
View of Gazebo from Lanai
Large indoor living/dining room
View of the house from the yard
Exceptional
(60 reviews)

Ultra private oceanfront gated compound with pool & spa just minutes from town.

Kailua-Kona

8% off
S$45,325
for 7 nights, 1 villa
S$6,475 per night
includes taxes & fees
Ultra private oceanfront gated compound with pool & spa just minutes from town.
Washer & Dryer in Kitchen Area
Waling to the BBQ and outdoor dinning Area
Morning Yoga
Bedroom with window's blinds drawn
Exceptional
(89 reviews)

Gorgeous Oceanfront Unit! Ground Floor! Greatly Updated!

Kailua-Kona

7% off
S$4,039
for 7 nights, 1 apartment
S$577 per night
includes taxes & fees
Gorgeous Oceanfront Unit! Ground Floor! Greatly Updated!
Exterior
White Sands Beach (located across road)
Pool
Outdoor dining
Exceptional
(54 reviews)

Beach Just Steps Away/Breathtaking Mountain Views - 2 Bed/2 Bath - GREAT VALUE!!

Kailua-Kona

9% off
S$4,534
for 7 nights, 1 apartment
S$648 per night
includes taxes & fees
Beach Just Steps Away/Breathtaking Mountain Views - 2 Bed/2 Bath - GREAT VALUE!!
Pool
Interior
Dining
Private kitchen
Exceptional
(34 reviews)

Kona Keauhou Newly Remodeled Home, Quiet private home on Golf course with Pool.

Kailua-Kona

8% off
S$6,106
for 7 nights, 1 home
S$872 per night
includes taxes & fees
Kona Keauhou Newly Remodeled Home, Quiet private home on Golf course with Pool.
Lanai
Sunset over Family pool and cabana area taken from the Master lanai.
Living Room
Master Bedroom
Exceptional
(50 reviews)

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

Kailua-Kona

11% off
S$10,766
for 7 nights, 1 villa
S$1,538 per night
includes taxes & fees
Villa On The Ocean - One Of Largest Condos On Alii Drive. Directly Oceanfront.
Interior
Property grounds
Exterior
Property grounds
Exceptional
(163 reviews)

Unbelievable OCEAN Views- Voted TOP 1 % of VRBO

Captain Cook

11% off
S$3,318
for 7 nights, 1 home
S$474 per night
includes taxes & fees
Unbelievable OCEAN Views- Voted TOP 1 % of VRBO
Living area
Living area
Private kitchen
FABULOUS OCEAN VIEW FROM DINING/KITCHEN/LIVING ROOM/OUTDOOR DINING LANAI
Exceptional
(5 reviews)

LUXURY/MOST POPULAR SNORKELING & SURFING BEACH ! Turtles!

Kailua-Kona

8% off
S$9,266
for 7 nights, 1 home
S$1,324 per night
includes taxes & fees
LUXURY/MOST POPULAR SNORKELING & SURFING BEACH ! Turtles!
Room
Outdoor dining
Living area
Interior
Exceptional
(123 reviews)

Romantic Penthouse Oceanfront Condo with AC and Fabulous Views

Kailua-Kona

7% off
S$4,358
for 7 nights, 1 apartment
S$623 per night
includes taxes & fees
Romantic Penthouse Oceanfront Condo with AC and Fabulous Views
The large tide pool in front of the condo complex with fish, eels & turtles
Dining on the lanai above the crashing waves; it just doesn't get any better.
Master bedroom has smart TV, USB connections for devices, safe, dresser, lamps
Well-equipped kitchen with utensils, pots, pans, dishes, glasses, knives, spices
Exceptional
(288 reviews)

Kona Oceanfront Penthouse Condo: Remodeled, AC, Crashing Waves, Sunsets, Turtles

Kailua-Kona

8% off
S$4,884
for 7 nights, 1 apartment
S$698 per night
includes taxes & fees
Kona Oceanfront Penthouse Condo: Remodeled, AC, Crashing Waves, Sunsets, Turtles
Terrace/patio
Property grounds
Exterior
Room
Exceptional
(13 reviews)

Upscale Kona home in peaceful setting, ready for family gatherings.

Kailua-Kona

7% off
S$6,832
for 7 nights, 1 home
S$976 per night
includes taxes & fees
Upscale Kona home in peaceful setting, ready for family gatherings.
Pool
Living area
Private kitchen
Room
Exceptional
(7 reviews)

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

Kailua-Kona

7% off
S$3,310
for 7 nights, 1 apartment
S$473 per night
includes taxes & fees
Oceanside King Bed, Private Beach Access, Pool & Lanai in Kona
Living area
living room with fold-out sofa bed couch & TV
Interior
Private kitchen
Exceptional
(27 reviews)

Beach house with ocean view and large deck, walking distance to Magic Sands!

Kailua-Kona

7% off
S$3,876
for 7 nights, 1 home
S$554 per night
includes taxes & fees
Beach house with ocean view and large deck, walking distance to Magic Sands!
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$5,349
for 7 nights, 1 home
S$764 per night
includes taxes & fees
FABULOUS BEACH HOUSE!! OCEAN FRONT VIEW! 4 MINUTE WALK TO KAHALUU BEACH PARK!!
Pool
Exterior
Outdoor dining
Living area
Wonderful
(65 reviews)

Beautiful Views With Truly Oceanfront Condo!

Kailua-Kona

5% off
S$4,710
for 7 nights, 1 apartment
S$673 per night
includes taxes & fees
Beautiful Views With Truly Oceanfront Condo!
All Rooms are Lovingly Decorated with Pieces by Local Artists
Spectacular Views from Your Lanai
Relax in Your Spacious Living Area
Hole #9 of the Kona Country Club Golf Course is Right in Front of the Property
Exceptional
(7 reviews)

Hale Hahalua - Serenity and Ocean Views in Kailua-Kona at Keauhou Akahi

Kailua-Kona

7% off
S$3,638
for 7 nights, 1 apartment
S$520 per night
includes taxes & fees
Hale Hahalua - Serenity and Ocean Views in Kailua-Kona at Keauhou Akahi
Pool
Beach
Living area
Outdoor dining
Exceptional
(93 reviews)

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

Kailua-Kona

8% off
S$4,411
for 7 nights, 1 apartment
S$630 per night
includes taxes & fees
Ocean Views/Mountain Views!! HUGE LANAI Directly across the road from the BEACH!
Interior
Kona Sunset, taken from your private lanai.
Beautifully Landscaped Grounds
Private kitchen
Wonderful
(71 reviews)

OCEANFRONT CONDO TOTAL REMODEL 2025 2 POOLS KONA SUNSETS PRIVATE LANAI A/C

Kailua-Kona

7% off
S$3,876
for 7 nights, 1 apartment
S$554 per night
includes taxes & fees
OCEANFRONT CONDO TOTAL REMODEL 2025 2 POOLS KONA SUNSETS PRIVATE LANAI A/C
  • 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.

More holiday ideas