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.

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Walk 3 minutes to Kealakekua Bay to see dolphins

I swim and see dolphins many times a week, the reason I chose to live at Kealakekua Bay. The "Ohana"-guest apartment for rent is on the GROUND floor. It is completely separate from the two floors where I live upstairs. You can walk down the street to enter Kealakekua...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Captain Cook, Hawaii

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...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Captain Cook, Hawaii

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. Spinner dolphins,...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Captain Cook, Hawaii

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.In the evening, watch the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Captain Cook, Hawaii

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.Has its own beach where you...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Captain Cook, Hawaii

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. Decorated with...

🛏 5 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Captain Cook, Hawaii

Romantic Tropical Retreat, 150 yds from the Ocean!

Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Captain Cook, Hawaii

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,...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Captain Cook, Hawaii

Peaceful Haven: Oceanfront Views - Steps from Pebble Beach~

Our home is steps from Pebble Beach which provides great access to the ocean - whether it be swimming, snorkeling, oceanside hiking; plus this area is perfectly located to explore the Big Island of Hawaii. You will have exclusive use of a 3 bedroom, 2 full bath, 2 car...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Captain Cook, Hawaii

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. This cottage sits on 1/3...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Captain Cook, Hawaii

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. Coffee plants, bananas, loquats, pineapples, liliquoi, 5 kinds of citrus, ground cherries, dragon fruit, and more... (fruit is not available year round so please...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Captain Cook, Hawaii

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

Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Captain Cook, Hawaii

Cottage-like Duplex in South Kona on the Big Island.<br>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...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Captain Cook, Hawaii

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. Unwind beside...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Captain Cook, Hawaii

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 &...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Captain Cook, Hawaii

Charming 2-bedroom house in Captain Cook with WiFi and AC

Make yourself at home in this brilliant 2-bedroom Captain Cook retreat. This superb house offers WiFi, a hair dryer, a washing machine, and AC for your convenience. With 2.5 bathrooms, this pleasant space is perfect for families or friends looking to relax and unwind...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Captain Cook, Hawaii

Luana Inn Bed and Breakfast - Oceanview Hilltop Accommodation in Kealakekua Bay

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...

🛏 5 Bedrooms
🛁 1 Bathroom
👤 Sleeps 1
📍 Captain Cook, Hawaii

Belle Vue Kona B&B Orchid Suite - Breathtaking Views and Island Comfort

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. Set on a lush four-acre...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Captain Cook, Hawaii

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...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 13
📍 Captain Cook, Hawaii

Hi6A-ST1- The Dolphin Bay House

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...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Captain Cook, Hawaii

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! 1.5 hr driveCliff diving! 30 minHiking Fun! Hideaway Beaches! 15 minsLive Turtle Beaches! 35 minsFull Kitchen cooking! Woohooo 0 minsLocal recommendations tours, restaurants,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Captain Cook, Hawaii

Charming 2-bedroom apartment on beautiful farm in Honaunau with WiFi

Honaunau Farm Wellness Retreat is a 7-acre organic, regenerative farm with sweeping views of Kealakekua Bay & lush tropical surroundings.The Ohana house has a full kitchen, living room, & covered patio with access to our retreat area with infrared sauna, outdoor shower,...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Captain Cook, Hawaii

South Kona Farm House - 30 day minimum rental

Summary:Remodeled ocean-view custom-built home nestled on 2.2 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...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Captain Cook, Hawaii

Belle Vue Kona B&B Rose Garden Suite - Breathtaking Views and Island Comfort

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. Set on a lush four-acre...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Captain Cook, Hawaii

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