Captain Cook Vacation Rentals

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 Hōnaunau 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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Charming Historic Home Near Captain Cook on Big Island

Charming Historic Home Near Captain Cook on Big Island

Experience the charm of a colorful 100-year-old home nestled in the historic heart of Captain Cook on the Big Island. This cozy 1-bedroom, 1-bath house offers a perfect blend of history and comfort, ideal for travelers seeking an authentic Hawaiian escape.

1 bedroom
1 bathroom
Sleeps 2

from $193

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Manini Beach Breath Taker Oceanfront in Kealakekua Bay

Manini Beach Breath Taker Oceanfront in Kealakekua Bay

Experience the breathtaking beauty of Manini Beach Breath Taker, a charming plantation-style home situated directly on the water in Kealakekua Bay, a protected marine sanctuary renowned for snorkeling, diving, and kayaking. This 2-bedroom, 2-bath oceanfront retreat, affectionately named Kaikanani (the beautiful sea), offers stunning ocean views from every bedroom and living space, creating an idyllic setting for a memorable Hawaiian getaway.

3 bedroom
2 bathroom
Sleeps 6

from $450

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Cozy Ohana with Ocean Views on Kona Farm

Cozy Ohana with Ocean Views on Kona Farm

Escape to Cozy Ohana, nestled on a picturesque 5-acre working avocado farm with breathtaking ocean views. Located conveniently between Kona and the volcano, at 2200 feet elevation, it offers a cool, tranquil retreat away from the busy town but close enough for day trips.

2 bedroom
1 bathroom
Sleeps 6

from $183

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Hale Kai Oceanfront Home with Sunset Pool

Hale Kai Oceanfront Home with Sunset Pool

Experience the magic of Hale Kai, a stunning home perched just 20 feet from the ocean, offering breathtaking views and direct access to pristine beaches. This 3,000 sq ft plantation-style retreat is nestled on a pali, providing an exclusive sanctuary where you can unwind and explore the natural beauty of Hawaii.

3 bedroom
4 bathroom
Sleeps 6

from $442

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Charming Kealakekua Bay Rental Near Marine Sanctuary

Charming Kealakekua Bay Rental Near Marine Sanctuary

Escape to the peaceful shores of Kealakekua Bay, known as the Pathway to the Gods, where vibrant coral reefs and abundant marine life await. This well-equipped, fully furnished 2-bedroom home offers a serene retreat just steps from one of the Big Island's most spectacular Marine Life Sanctuaries.

2 bedroom
2 bathroom
Sleeps 4

from $165

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Ocean View Vacation House Near Kailua-Kona

Ocean View Vacation House Near Kailua-Kona

Discover this exceptional vacation house nestled on Hawaii's Big Island, just 33 miles south of Kailua-Kona near the charming village of Milolii. This home offers breathtaking ocean vistas and easy access to a variety of attractions including Volcano National Park, pristine beaches, ancient ruins, and Kona plantations.

2 bedroom
2 bathroom
Sleeps 4

from $280

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Spacious Puhala Hale with Ocean Views & Pool

Spacious Puhala Hale with Ocean Views & Pool

Puhala Hale is a charming coastal hillside home offering breathtaking panoramic views of the South Kona Coast. 5 bath retreat is situated on a private 1-acre lot, providing a peaceful escape from crowded tourist areas. The open floorplan features expansive covered lanais perfect for relaxing and entertaining, with views from almost every room.

5 bedroom
3 bathroom
Sleeps 10

from $660

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Kona Paradise Ocean View Retreat with Private Beach

Kona Paradise Ocean View Retreat with Private Beach

Kona Paradise offers a serene escape on the south side of Hawaii Island, just 45 minutes from Kona town. Surrounded by lush gardens and located in a quiet cul-de-sac, this home guarantees peace and privacy.
The property features stunning ocean views and access to a private beach where you can enjoy snorkeling, kayaking, and swimming in crystal-clear waters.

1 bedroom
1 bathroom
Sleeps 2

from $187

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Kona Dreams Ocean-View Tropical Retreat for 4

Kona Dreams Ocean-View Tropical Retreat for 4

Kona Dreams offers a peaceful escape in South Kona, perfect for up to 4 guests. This charming 2-bedroom, 2-bath home is just a short 150-yard walk to the ocean, providing easy access to black lava pebble beaches, turtle sightings, and the chance to spot a monk seal.

2 bedroom
2 bathroom
Sleeps 4

from $350

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Romantic Seaside Cottage in Milolii, Hawaii

Romantic Seaside Cottage in Milolii, Hawaii

This romantic seaside cottage is a true Hawaiian treasure, nestled in the small village of Milolii, known as the last fishing village in Hawaii. Positioned just a short stroll from the ocean, the property offers breathtaking views of the sea from almost every room.

2 bedroom
2 bathroom
Sleeps 5

from $322

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Kona Paradise Beachfront Home with Ocean Views

Kona Paradise Beachfront Home with Ocean Views

Experience the ultimate Hawaiian getaway at our spacious 3-bedroom, 2-bath Kona Paradise home, located just steps from the serene Pebble Beach. This beautifully furnished residence offers a perfect blend of comfort, natural beauty, and outdoor adventure.

3 bedroom
2 bathroom
Sleeps 6

from $364

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Charming Tropical Farm Stay Near Beaches in Hawaii

Charming Tropical Farm Stay Near Beaches in Hawaii

Welcome to your tropical escape on a sprawling 2-acre farm, set amidst lush greenery and vibrant fruit trees including coffee, bananas, loquats, pineapples, and citrus varieties. Experience the natural beauty of Hawaii with wild chickens roaming freely and numerous Jackson chameleons quietly blending into the surroundings—please handle them gently if you choose to interact.

1 bedroom
1 bathroom
Sleeps 2

from $48

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Charming Ocean View Home Near Pebble Beach

Charming Ocean View Home Near Pebble Beach

Escape the hustle and bustle of downtown Kona and unwind at this serene oceanfront retreat nestled on the slopes of historic Captain Cook. This charming 2-bedroom, 2-bath home offers breathtaking views of the Pacific Ocean and spectacular sunsets, providing an authentic Hawaiian island experience.

2 bedroom
2 bathroom
Sleeps 4

from $278

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Spacious One-Bedroom Cottage on Kona Farm

Spacious One-Bedroom Cottage on Kona Farm

This charming one-bedroom apartment offers a peaceful retreat on a working farm in South Kona, Hawaii. Situated in a side-by-side duplex, the cottage provides a serene setting with lush foliage, ocean, and mountain views. The elevation ensures cool temperatures, ideal for relaxation.

2 bedroom
1 bathroom
Sleeps 4

from $155

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Charming 1-Bedroom Vacation Home in Captain Cook

Charming 1-Bedroom Vacation Home in Captain Cook

Escape to paradise in this charming 1-bedroom, 1-bath vacation home located in the scenic area of Captain Cook on the Big Island. Perfectly situated near top attractions like Kealakekua Bay and Pu'uhonua o Honaunau National Historical Park, this cozy house offers an ideal base for exploring Hawaii’s natural beauty and rich history.

2 bedroom
1 bathroom
Sleeps 3

from $171

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Luxury Dolphin Bay Estate on Big Island Hawaii

Luxury Dolphin Bay Estate on Big Island Hawaii

Dolphin Bay Estate offers an enchanting escape on the pristine shores of Big Island, Hawaii. This luxurious property combines serenity, elegance, and convenience, making it the perfect Hawaiian retreat.
Nestled in the charming town of Captain Cook, the estate is just a two-minute walk from a secluded private beach, providing guests with privacy and tranquility while remaining close to the island's top attractions.

5 bedroom
5 bathroom
Sleeps 13

from $982

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Luxury Dolphin Bay Estate on Big Island Hawaii

Dolphin Bay Estate offers a luxurious escape on the beautiful Big Island of Hawaii, nestled in the charming town of Captain Cook. This exquisite property combines tranquility, elegance, and convenience, making it an ideal retreat for memorable Hawaiian holidays.

3 bedroom
3 bathroom
Sleeps 11

from $719

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Luana Inn Bed and Breakfast in Kealakekua Bay

Luana Inn Bed and Breakfast in Kealakekua Bay

Discover the tranquil beauty of Luana Inn, nestled in the scenic foothills of Mauna Loa and offering panoramic views of Kealakekua Bay. This charming bed and breakfast provides a perfect retreat with comfortable accommodations and breathtaking vistas.

5 bedroom
1 bathroom
Sleeps 1

from $1,843

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Remodeled Ocean-View Home Near Kailua Kona

Remodeled Ocean-View Home Near Kailua Kona

2 acres of tranquil countryside just 35 miles from Kailua Kona. Designed and expanded in 2022, this custom-built residence features three spacious bedrooms and three bathrooms, offering a perfect retreat to enjoy Hawaii’s natural beauty.

3 bedroom
3 bathroom
Sleeps 10

from $160

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Honaunau Farm Wellness Retreat with Ocean Views

Honaunau Farm Wellness Retreat with Ocean Views

Enjoy a tranquil escape at Honaunau Farm Wellness Retreat, a sprawling 7-acre organic and regenerative farm offering breathtaking views of Kealakekua Bay and lush tropical surroundings. The charming main farmhouse features 3 bedrooms, 2 bathrooms, a dining area, a comfortable living room, a full kitchen, and a spacious lanai perfect for relaxing while soaking in the endless ocean vistas.

3 bedroom
3 bathroom
Sleeps 6

from $444

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Belle Vue Kona B&B with Ocean Views and Coffee Farm

Belle Vue Kona B&B with Ocean Views and Coffee Farm

Discover the enchanting charm of Belle Vue Kona B&B, nestled in a unique location overlooking the historic Kealakekua Bay. This tranquil retreat offers spectacular panoramic views of the Pacific Ocean and the scenic South Kona coastline. Set on a verdant four-acre Kona coffee farm, the property features thriving avocado, papaya, and banana trees, providing an authentic taste of island life.

2 bedroom
1 bathroom
Sleeps 4

from $234

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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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