Captain Cook Vacation Rentals

Captain Cook, located in South Kona, offers a peaceful Hawaiian retreat with panoramic ocean views, historic landmarks, and vibrant marine life. Vacation rentals in this area include charming cottages and oceanview homes nestled among coffee farms and tropical foliage. Enjoy easy access to snorkel spots like Honaunau Bay and Kealakekua Bay, visit Pu'uhonua o Honaunau National Historical Park, and explore local culture away from resort crowds. It's the ideal destination for travelers seeking a mix of adventure and serenity on the Big Island.

Escape to the scenic beauty of South Kona with our exclusive collection of Captain Cook vacation rentals. This peaceful area of the Big Island offers an authentic Hawaiian experience, with lush coffee farms, panoramic ocean views, and a relaxed, local vibe. Choose from charming cottages, oceanfront homes, and tropical hideaways perfect for exploring famous spots like Kealakekua Bay and Pu'uhonua o Honaunau National Historical Park. Our rentals provide a private retreat while keeping you close to popular beaches like Two Step Beach, ideal for snorkeling and swimming with dolphins.

Whether you're seeking adventure or tranquility, Captain Cook is the perfect base for discovering the Big Island's wonders. Spend your mornings touring nearby coffee farms, your afternoons at Honaunau Bay, and your evenings stargazing from your private lanai. Browse our full selection of Captain Cook vacation rentals and find your dream Hawaiian escape today. With easy access to Kailua-Kona vacation rentals as well, you'll have the flexibility to explore even more of the island's breathtaking beauty!

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Dragonfly Healing Farm

Cozy Ohana, located on a beautiful 5 acre working avocado farm.

Picture perfect ocean views away from the hustle and bustle of Kona, but close enough to have a great day in town to return home to your quiet piece of paradise. Your 300 sq ft lanai has an unobstructed view of Kona coast.

2 bedroom
1 bathroom
Sleeps 6

from $183

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Steps to the Ocean at Manini Beach at Kealakekua Bay! Konakays

Steps to the Ocean at Manini Beach at Kealakekua Bay! Konakays

Kealakekua Bay (which means Pathway to the Gods) has one of the Big Island's most spectacular coral reefs. Because it is a Marine Life Sanctuary, the fish are plentiful and swarm over the well developed reef that slopes from the shores into the ocean.

2 bedroom
1 bathroom
Sleeps 4

from $165

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South Kona House with Spectacular Ocean View

South Kona House with Spectacular Ocean View

Exceptional vacation house with ocean view. 33 miles south of Kailua-Kona on the Big Island of Hawaii. Located near the village of Milolii. From here, travel to Volcano National Park, beaches, ancient ruins, Kona plantations, and Kailua-Kona.

2 bedroom
2 bathroom
Sleeps 4

from $280

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Stunning ocean views guest house in Kona Paradise, quiet & safe neighborhood.

Stunning ocean views guest house in Kona Paradise, quiet & safe neighborhood.

Kona Paradise is located towards the south part of the island, 45 mins from Kona, offering stunning views to the ocean, and a quiet neighborhood.
The house is surrounded by gardens, and in a cul de sac, so tranquility and peace is a guarantee.

1 bedroom
1 bathroom
Sleeps 2

from $187

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South Kona Ocean View Luxury 4+ Br Pool, Sleeps 10

South Kona Ocean View Luxury 4+ Br Pool, Sleeps 10

Christmas Bookings must depart by Saturday the 28th. Puhala Hale is a lovely coastal hillside home boasting stunning panoramic ocean views of the South Kona Coast, offering a pool to lounge, and a recreation room with billiard table and tiki bar.

5 bedroom
2 bathroom
Sleeps 10

from $660

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Romantic Tropical Retreat, 150 yds from the Ocean!

Romantic Tropical Retreat, 150 yds from the Ocean!

Kona Dreams sleeps 4 adults. Walk 150 yards to the ocean. 2 bed/2 bath tropical home in a quiet neighborhood. Chef’s kitchen, laundry, beach gear, use of kayak. Free phone, wireless, cable, off-street parking. Hiking and beach on-site. Maid service with an extra fee.

2 bedroom
2 bathroom
Sleeps 4

from $350

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Spectacular Oceanfront! 20' from the Sea

Spectacular Oceanfront! 20' from the Sea

Hale Kai means 'Home by the Sea' and sits only 20' from the ocean. Step outside this home onto your own private white sand under the shade of your palm tree garden. Hale Kai sits 32' above the water on a pali and within a few minutes of the house, one can snorkel, swim, scuba dive, hike, surf and kayak and enjoy the pristine beauty of a quiet, serene and romantic ocean side setting.

3 bedroom
2 bathroom
Sleeps 6

from $442

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Peaceful Haven: Oceanfront Views - Steps from Pebble Beach~

Peaceful Haven: Oceanfront Views - Steps from Pebble Beach~

Our home is steps from Pebble Beach which provides great access to snorkeling, hiking and is perfectly located to explore the Big Island of Hawaii. You will have exclusive use of a 3 bedroom, 2 full bath, 2 car garage house in the Kona Paradise Subdivision, 25 miles south of Kona.

3 bedroom
2 bathroom
Sleeps 6

from $364

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$Romantic Sea Side Cottage known as \"POI*13\"$

Romantic Sea Side Cottage known as "POI*13"

This romantic seaside cottage will steal your heart. Positioned in the small village of Milolii, (the LAST fishing village in Hawaii) in Captain Cook on The Big Island.
Boasting superior views of the sea just a stone's throw away from the ocean.

2 bedroom
2 bathroom
Sleeps 5

from $322

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Off grid house with almost 100 fruit and veg plants, close to green sand beaches

Off grid house with almost 100 fruit and veg plants, close to green sand beaches

Tropical 2 acre farm like setting, minus the animals except maybe for some wild chickens running around. (fruit is not available year round so please dont be upset if things are not ripe) Usually we pick whats ripe and place it in the house for guests.

1 bedroom
1 bathroom
Sleeps 2

from $48

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Kona Paradise - Stunning Ocean Views from Lanai - Captain Cook, Hawaii

Kona Paradise - Stunning Ocean Views from Lanai - Captain Cook, Hawaii

Escape from the lights and traffic of downtown Kona in this ocean side retreat. Experience breath-taking ocean views and sunsets while in the comfort of this 2 bedroom, 2 bath home. Enjoy peace and comfort while you experience the real bounty of Hawaii’s natural beauty.

2 bedroom
2 bathroom
Sleeps 4

from $278

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Cottage-like Duplex in South Kona on the Big Island.<br>Sleeps two adult guests

Cottage-like Duplex in South Kona on the Big Island.
Sleeps two adult guests

This Wonderful Spacious house-like One Bedroom apt/flat is on a side-by-side duplex building has peaceful cottage setting on a working farm in South Kona farm belt rural area, Its elevation provides cool temperatures & amazing, lush foliage with ocean and mountain view with cable TV and free wifi.

2 bedroom
1 bathroom
Sleeps 4

from $155

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$Captain Cook Home on Quiet 3 Acres w\/ Fruit Trees$

Captain Cook Home on Quiet 3 Acres w/ Fruit Trees

Escape to paradise in this 1-bedroom, 1-bath vacation rental house in Captain Cook. Located near top attractions, like Kealakekua Bay and Puʻuhonua o Hōnaunau National Historical Park, this property is the perfect home base for your Hawaiian adventures.

1 bedroom
1 bathroom
Sleeps 3

from $171

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Beautiful Home with Amazing Ocean Views Located on an Organic Farm

Beautiful Home with Amazing Ocean Views Located on an Organic Farm

Honaunau Farm Wellness Retreat is a 7-acre organic, regenerative farm with sweeping views of Kealakekua Bay & lush tropical surroundings. The main farmhouse has a charming feel and is well equipped with 3 bedrooms, 2 baths, dining room, living room, full kitchen & lanai.

3 bedroom
2 bathroom
Sleeps 6

from $444

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Hilltop Oceanview Accommodations in Kealakekua Bay, Hawaii

Hilltop Oceanview Accommodations in Kealakekua Bay, Hawaii

Nestled in the foothills of Mauna Loa mountain and overlooking beautiful Kealakekua Bay, Luana Inn bed and breakfast offers comfortable and peaceful accommodations to experience the magic of Big Island. The Napo'opo'o road location offers ever-changing breathtaking sunsets, refreshing pastel colored sunrises over the mountain, and rainbows for the dreamer.

5 bedroom
1 bathroom
Sleeps 1

from $1,843

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Hi6-ST1- The Dolphin Bay Estate

Escape to the enchanting Dolphin Bay Estate, a luxurious vacation rental nestled on the pristine shores of the Big Island, Hawaii. This exquisite property offers the perfect blend of serenity, elegance, and convenience, making it an idyllic retreat for those seeking a truly memorable Hawaiian getaway.

4 bedroom
4 bathroom
Sleeps 13

from $982

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Hi6A-ST1- The Dolphin Bay House

3 bedroom
3 bathroom
Sleeps 11

from $719

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Charming 2-bedroom farmhouse in delightful Captain Cook with WiFi

Charming 2-bedroom farmhouse in delightful Captain Cook with WiFi

Golden Goose Home-base! Stay with us we are thrilled to Host your Hawaiian Adventure.

Volcanos! 5 hr drive
Cliff diving! 30 min
Hiking Fun!
Hideaway Beaches! 15 mins
Live Turtle Beaches! 35 mins
Full Kitchen cooking! Woohooo 0 mins
Local recommendations tours, restaurants, activities, relax vaca mode

Spacious space to stay with the families making any family trip or Friend get together stay easy and sweeeet.

2 bedroom
2 bathroom
Sleeps 6

from $241

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South Kona Farm House - 30 day minimum rental

South Kona Farm House - 30 day minimum rental

2 acres of serene countryside just 35 miles away from Kailua Kona. Designed and expanded in 2022, this home boasts three bedrooms, three bathrooms, and well appointed lanai over looking the ocean. Custom finishes including solid Oak vaulted ceilings and trim, Oak luxury vinyl plank flooring, solid granite countertops, and Ohia cabinetry.

3 bedroom
3 bathroom
Sleeps 10

from $160

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Enjoy breathtaking ocean views and a genuine taste of island living.

Enjoy breathtaking ocean views and a genuine taste of island living.

Discover the magic of Belle Vue Kona B&B, a hidden gem perched in a one-of-a-kind location overlooking the historic Kealakekua Bay. Here, you’ll enjoy breathtaking views of the Pacific Ocean and the panoramic beauty of the South Kona coastline.

2 bedroom
1 bathroom
Sleeps 4

from $234

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