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 Captain Cook - A Hidden Gem in South Kona
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.
Key Features of Captain Cook Vacation Rentals
- Oceanfront cottages and homes with stunning views
- Access to Honaunau Bay, Kealakekua Bay, and Two Step Beach
- Located near historic landmarks such as Pu'uhonua o Honaunau National Historical Park
- Private retreats amidst tropical foliage and coffee farms
- Ideal for both adventure and relaxation with hiking, snorkeling, and stargazing opportunities
Discover the Charm of Captain Cook
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!
Oceanfront - Dolphin Retreat - KAYAKS INCLUDED
On the shores of Kealakekua Bay, a Protected Marine Conservation area, is an enchanting, 4 bedroom/3 bath, water front house called the Dolphin Retreat. This open and airy private home has all the amenities one would desire for a tropical vacation. The property is...
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...
Oceanfront Kealakekua Bay Retreat w/ Breathtaking Views from Every Room
Manini Beach Breath TakerOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in Kealakekua Bay, a protected marine sanctuary and an ideal spot for snorkeling, diving, and...
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,...
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...
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...
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...
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...
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,...
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...
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...
South Kona Ocean View Luxury 4+ Br Pool, Sleeps 10
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 beautiful Hawaiian art throughout, the open floorplan with...
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...
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...
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...
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 &...
Beautiful Apartment in Hawaii
Newly refurbished apartment, attached to our family house. Separate entrance. The apartment is located in the historic and very authentic neighborhood of Captain Cook, 2 minutes drive to the beginning of the famous Captain Cook monument trail, and 15 minutes drive to...
Idyllic Getaway with Ocean Views in Captain Cook, Hawaii
This self-catering idyllic getaway is located in Captain Cook, Hawaii, and can accommodate up to four guests. There are two bedrooms and two full bathrooms. The master bedroom showcases a comfy queen-size bed and an ensuite bathroom. The second bedroom has a four-poster...
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...
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...
Stylized Captain's House
This Stylized Captain's House is located minutes away from family friendly scenic Kealakekua Bay beaches, the national park Pu'uhonua O Honaunau, & the island's best snorkeling spot "Two Step".An ideal setting for tropical adventures of all kind, offering spacious...
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,...