
Holiday rentals in Captain Cook
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Top-rated holiday rentals in Captain Cook
Guests agree: these stays are highly rated for location, cleanliness and more.

Tiny House Hawaii
The Tiny House is ready to welcome you to a drop of heaven on the Big Island!🌴 Please be my guest for an exquisite experience in beauty, peace, and tranquility! The Tiny House is a separate guest quarters attached to the main house by only a breezeway. It has its own private entrance, covered lanai, and private yard. Everything you need for an amazing stay is included--- all cooking amenities, beach towels and chairs. The main house has a solar heated pool which is available for Tiny House guests, and a large deck with magnificant ocean and sunset views. Contact us at hitinyhouse@gmail.com for more information or to inquire about booking a stay.

Aloha Paradise! Remodeled with A/C & Ocean View!
Best unit at Kailua-Kona’s popular Sea Village and one of the only with A/C! Captivating ocean views, breezes, tropical sights and sounds greet you in this easily accessible ground floor unit. Start your day on the private lanai watching the spinner dolphins and end it with a glass of wine watching sunset over the ocean. This fully updated, turn-key condo boasts open concept living and is 5 minutes to downtown. An ideal base for an individual, couple or small families to explore the Big Island!

Honaunau Farm Retreat- Teahouse Cottage
Honaunau Farm is more than just a place to stay; it’s an experience of living sustainably amongst a rich botanical paradise. The farm sits on 7 lush acres with sweeping views of historical Kealakekua Bay and Honaunau National Park. Revel in the ocean views and the delicious fruit. 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. Great for singles or couples looking for peace & adventure.

Radiant Ocean View Cottage on a Coffee Farm. Very Private.
Centrally located between South Kohala's beaches, and the dining and entertainment scene of Kailua-Kona, the Kaloko Coffee Cottage is at a cool elevation making naps after adventures a...well a dream! Far from any roads, the dominant sounds are the many birds who make their homes in the surrounding trees. This is a thoughtfully furnished home with an open layout, on a coffee farm, just bring your food and clothes for which ever adventure you intend; leave the accommodations and ambiance to us.

Io’s Nest- studio on a coffee farm with ocean view
Retreat to Io's Nest (named after the Hawaiian hawk residing near by), a studio apartment tucked away on a vibrant and lush coffee farm in Captain Cook! You've a private bath, Kitchenette and king size bed. Fruits, vegetables, coffee, and herbs galore. A wonderful sweetheart escape for the adventurous, set just 2 miles from Kealakekua Bay a marine preserve with spectacular snorkeling and hiking. And 2.5 miles from the City of refuge. The perfect headquarters for your Big Island explorations.

Garden Cottage Ohana
Welcome to your small slice of paradise! Newly redone kitchen, LR, and bathroom! The garden cottage is surrounded on three sides by dense forest. Enjoy coffee and sunsets on your private porch overlooking our tropical fruit farm, the ocean, and stargazing skies. Birds singing, a chorus of frogs, and a wild rooster’s crow are just some of the “sounds of the jungle” that will surround you. The cottage sits between two beautiful bays that host some of the best snorkeling of the Hawaiian Islands.

Romantic cottage Big Island coffee farm retreat
ENJOY SPECTACULAR VIEWS OF KEALAKEKUA BAY!! The Coffee Cottage is nestled on our small coffee farm, a very romantic vacation spot! Big lanai and outdoor kitchenette for open air living with gorgeous sunsets over the ocean. Stretch out in the California king bed and check out that view! Black out curtains add to your sleeping comfort. Nearby are many attractions, amazing snorkeling and hiking, a grocery & hardware store. We look forward to sharing our slice of paradise!!

Kealakekua Bay Bali Cottage -steps from Bay
This hidden jewel is at Kealakekua Bay. Private setting in our lower backyard. Walk to nearby Manini Beach. We are located 4 miles down at the bottom of Napoopoo Rd Fully equipped outdoor kitchen. Gas stove, refrigerator/freezer. Living/Dining area and bedroom/vanity area enclosed with open area at roofline where a large ficus tree limb goes through. Outdoor shower/ wc area. Very Private. Daily pricing includes Hawaili State taxes, 11% TAT and 4.5% GE .

BLUE BLISS: Hip Hideaway w/Hawaiian Gardens
Laid-back and retro-inspired yet ultra-comfy, this unique space offers a stylish, authentic Hawaiian escape. Just 20 minutes from Kona, South Kona’s relaxed pace provides the perfect retreat. Warm breezes flow through your screened living area and lanai, while vinyl records spin and a classic cruiser awaits. The calming blue hues reflect the nearby ocean, giving you all the beach vibes you crave. Long-term discounts available—stay and soak it all in!

Short Walk to Magic Sands Beach!
Aloha and Mahalo for your Interest! After a short break, I am happy to be back hosting this wonderful space ~ Click my profile to check my 1400+ 5-Star Reviews and book with Confidence! You will be a 5 Minute Walk to Magic Sands Beach and Ali'i Drive! You’ll Love the comfy Queen bed in this Private Suite (with air conditioning!) The space also has a kitchen area with refrigerator, hot plate, countertop oven, toaster and coffee maker. Aloha Nui

Ancient Trail Ohana
Newly renovated 1 bedroom apartment with beautiful ocean view off private lanai. Located in South Kona on 2 lush acres including many tropical fruit trees. Rural setting but 10 minutes to restaurants, farmers market and shopping. Short drive to amazing Kealakekua Bay and Two Step perfect for snorkeling, kayaking and stand up paddling. Easy day trip to Kilauea volcano. Our spacious unit has a king sized bed, large bathroom and full kitchen.

Enchanting Eco-Hideaway: Bohemian Retreat
~ Open-Air Living on a lush mango farm ~ 1 mile from best snorkeling in Kealakekua Bay ~ King bed, hammock, fully-equipped kitchen, BBQ ~ Unique Balinese Bohemian Treehouse style ~ Indoor-Outdoor, Open-Air, Nature-Based Experience ~ 180° views from the Master Bedroom (screened in) ~ Private outdoor shower surrounded by Plumerias
Popular amenities for Captain Cook holiday rentals
Other great holiday rentals in Captain Cook

Your Big Island Escape - King Bed & A/C

Farm style tiny house in beautiful Captain Cook.

Unique Private Suite, Million Dollar View

Magical stay w oceanview | shared kitchen & bath

Keauhou Garden - Ocean view - Walk to Harbor

Main Hale on Ohia Malu Sanctuary in South Kona

Hoku Hale on Wings of Aloha

2 Mins to Private Beach,Dolphin Whale Watching,H6B
When is the best time to visit Captain Cook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $221 SGD | $235 SGD | $214 SGD | $214 SGD | $195 SGD | $202 SGD | $183 SGD | $202 SGD | $197 SGD | $212 SGD | $209 SGD | $226 SGD |
| Avg. temp | 6°C | 6°C | 6°C | 7°C | 9°C | 10°C | 9°C | 9°C | 9°C | 9°C | 7°C | 6°C |
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 50 house rentals with wifi in Captain Cook. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Captain Cook have a bbq area?
Absolutely! We offer over 30 house 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 house rentals in Captain Cook?
Experience the best of Captain Cook with our house rentals, starting at about $40 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!
Quick stats about holiday rentals in Captain Cook

Total holiday rentals
Explore 160 holiday rentals in Captain Cook

Nightly prices starting at
Captain Cook holiday rentals start at $63 SGD per night before taxes and fees

Verified guest reviews
Over 15,490 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
150 of Captain Cook holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Captain Cook rentals

4.8 Average rating
Captain Cook stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Flat rentals Captain Cook
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- Apartment rentals Captain Cook
- Rentals with outdoor seating Captain Cook
- House rentals Captain Cook
- Rentals with breakfast Captain Cook
- Family-friendly rentals Captain Cook
- Rentals with a patio Captain Cook
- Rentals with a washing machine and dryer Captain Cook
- Private suite rentals Captain Cook
- Beachfront rentals Captain Cook
- Rentals with a firepit Captain Cook
- Rentals with a hot tub Captain Cook
- Pet-friendly rentals Captain Cook
- Rentals with beach access Captain Cook
- Hapuna Beach
- Waikoloa Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Papakōlea Beach
- Kona Country Club
- Makalawena
- Spencer Beach Park
- Kilauea
- Mauna Kea
- Mauna Lani Beach Club
- Big Island Retreat
- Magic Sands Beach Park
- Kilauea Lodge Restaurant
- Manini'owali Beach
- Punaluu Black Sand Beach
- Waialea Beach
- Sea Village
- Kaloko-Honokohau Nat'l Hist Park
- Puʻuhonua o Hōnaunau National Historical Park
- Hapuna Beach State Recreation Area
- Volcano House
- Captain James Cook Monument
- Kua Bay




