Captain Cook Vacation Rentals

Captain Cook is a small town located on the Big Island's west shore near Kealakekua Bay. Here you will find many private homes and vacation condos providing a quiet and comfortable setting. Some of the Captain Cook vacation rentals are nestled in tropical gardens and coffee farms, white others boast breathtaking panoramic views of the ocean, Mauna Loa and Kealakekua Bay. Whatever vacation rental you choose, you will enjoy a truly relaxing vacation in a secluded tropical hideaway. Find your perfect Captain Cook vacation rental below.

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  • NEW! PonoMana Oasis - The Koi Cottage

    Welcome to PonoMana Oasis. A perfect and secluded destination if you are coming to Hawaii for a personal retreat, vacation or much-needed rejuvenation.

    Our eco-friendly oasis is within minutes of some of the island’s best waters to ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Captain Cook
    4  reviews
    from $110 
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  • PonoMana Oasis - NEW!! The Serenity Cottage

    Welcome to PonoMana Oasis. A perfect and secluded destination if you are coming to Hawaii for a personal retreat, vacation or much-needed rejuvenation.

    Our eco-friendly oasis is within minutes of some of the island’s best waters to ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Captain Cook
    2  reviews
    from $146 
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  • Stunning oceanview property minutes from dolphins

    Please check out our cottage on the same property for smaller groups: Vrbo 953957

    This Unique property showcases a 153 foot ocean facing deck with luxurious indoor/outdoor Hawaiian style living. Everything is completely redone and ...

    • 2 bedroom
    • 3 bathroom
    • Sleeps 6
    Hawaii> Captain Cook
    68  reviews
    from $500 
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  • Try Wait coffee farm private downstairs unit

    DUE TO OUR AGE & MEDICAL HISTORY WE ARE ONLY ACCEPTING FULLY COVID 19 VACCINATED GUESTS! We have both had 3 shots of the Phizer vaccine, wear masks when in public and have kept our little coffee farm a safe place. We will not accept ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Captain Cook
    18  reviews
    from $140 
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  • Oceanfront*Hot Tub*Kayaks*Snorkeling*Dolphins*Gorgeous Location


    We can help you with KAYAKS! As a means to provide protection to the marine wildlife, only permitted Kayaking is allowed in Kealakekua Bay. As part of our vacation home rental you are provided complimentary use of our kayaks and launch ...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 10
    Hawaii> Captain Cook
    11  reviews
    from $675 
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  • Milolii Whale House with Spectacular Ocean View!

    The Milolii Whale House offers breathtaking, 270 degree views of the Pacific Ocean! Located 100 yards from the waves crashing on the cliff side, the Whale House offers the best views in the area. Relax on one of the 2 spacious lanai's while ...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 5
    Hawaii> Captain Cook
    1  reviews
    from $423 
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  • Ohia Cottage Close to Napoopoo 2 Bedroom, 1 Bath

    ‘Ohia Cottage is a well-appointed guest house on a secluded private farm in the heart of Kona’s coffee belt.

    How amazing would it be to wake up and smell the coffee in Hawaii?! Our cottage is a perfect setting to host honeymooners ...

    • 2 bedroom
    • 1 bathroom
    • Sleeps 3
    Hawaii> Captain Cook
    10  reviews
    from $407 
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  • Kohania Courtyard Villa - 2bd 2ba w/Kitchenette on Quiet Orchard Property

    One of three villas on a private, beautiful 5-acre orchard retreat in South Kona. Due to the elevation, the area is considered to have the best views in Kona displaying a combination of sloping hillside, shoreline and open ocean ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    Hawaii> Captain Cook
    3  reviews
    from $500 
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  • Kohania King Villa - 1bd/1ba on Quiet Orchard Property w/Pool & Ocean View

    One of three villas on a private, beautiful 5-acre orchard retreat in South Kona. Due to the elevation, the area is considered to have the best views in Kona displaying a combination of sloping hillside, shoreline and open ocean ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Captain Cook
    5  reviews
    from $350 
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  • Eco-friendly Sanctuary on Kealakekua Bay. Charming Hawaiian Style with Air Con

    A true Hawaiian-style vacation rental makes you feel welcome in this fully equipped family home. Just steps to the magical blue waters of Kealakekua Bay, you'll be able to swim, snorkel, and paddle practically in your front yard. With a ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Captain Cook
    6  reviews
    from $469 
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  • Oceanfront New House on Kealakekua Bay

    *We are only accepting 31+ day reservations*
    With construction completed during the Summer of 2020, be one of the first to enjoy the open design and simple elegance of the Dolphin House. This oceanfront house has 3 bedrooms with en-suite ...

    • 4 bedroom
    • 4 bathroom
    • Sleeps 7
    Hawaii> Captain Cook
    1  reviews
    from $625 
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  • New 2 Bedroom Guesthouse with Mountain & Ocean View!

    This comfy, stylish guesthouse is located near Kealakekua Bay and the Captain Cook Monument. Here you can enjoy snorkeling, hiking, kayaking, boat tours and scuba diving. Our Guesthouse offers 2 bedrooms with queen beds, a full-size kitchen, ...

    • 2 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Captain Cook
    2  reviews
    from $348 
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  • Papa Belle 3.5 Acre Estate w/Pool, Spa, Epic Ocean Views, and Orchard

    The moment you enter the Royal Palm lined driveway of this gorgeous estate, you'll know you have arrived at your new sanctuary! Papa Belle Estate is a 3.5 acre oasis on the South Kona coast offering breathtaking views, wonderful amenities, and ...

    • 2 bedroom
    • 3 bathroom
    • Sleeps 4
    Hawaii> Captain Cook
    10  reviews
    from $750 
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  • Spacious charming private cottage on tropical Coffee Farm with ocean views

    Peaceful 5 acre farm, stunning views of ocean, sun sets, night sky. Sprawling tropical surroundings, fruit trees and working coffee farm in a neighborhood with sheep, goats, chickens. Beaches within 20 minutes. Half hour from Captain Cook’s ...

    • 3 bedroom
    • 1 bathroom
    • Sleeps 5
    Hawaii> Captain Cook
    3  reviews
    from $185 
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  • Captain Cook Hide Away

    About this space
    1 bedroom 1 bath unit in small neighborhood.

    The space

    B & B style cute and homey 1 bedroom 1 bath downstairs apartment, newly remodeled, 800 sq. ft. of interior space. Has its own laundry room with washer, ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Captain Cook
    3  reviews
    from $178 
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  • Beautiful oasis located on 3 arces

    Experience the 'Aloha Spirit' at this 2 bedroom, 1 bath vacation rental in the Capitan Cook/Naalehu area. This roomy, remodeled guesthouse, with a private entry, also has a fully equipped kitchen.
    Stroll around our 3 enchanting acres of ...

    • 2 bedroom
    • 1 bathroom
    • Sleeps 5
    Hawaii> Captain Cook
    3  reviews
    from $117 
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  • Romantic cottage with stunning ocean and mountain views in Captain Cook, HI

    Enjoy spectacular views of Kealakekua bay in the newly built Coffee Cottage in Captain Cook, Hawaii! Situated amongst the coffee trees at a pleasant 1350 ft. elevation, it’s a perfect temperature year round.
    Stretch out in the California ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Captain Cook
    1  reviews
    from $210 
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  • Rare Beauty and Luxury at Kealakekua Bay

    Your hosts Tammy and Joe are committed to providing a 5-star experience. The home is maintained in immaculate condition with the highest levels of spotless cleaning before you check in.

    The property is very private with secure gated ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    Hawaii> Captain Cook
    65  reviews
    from $595 
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  • Kona Coast Original Beach Boys 9.5 acre Estate, Pool and Amazing Ocean Views

    Kona recalls the Beach Boys playing their pop hits by the pool. The band left but the good vibrations linger. Situated on 9.5 gated acres, gated for with an amazing Hawaiian plantation-style home with separate sleeping quarters and a guest ...

    • 5 bedroom
    • 5 bathroom
    • Sleeps 12
    Hawaii> Captain Cook
    97  reviews
    from $850 
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  • Incredible Views!!!

    Sun Tracks Across the Water ---
    Sun Tracks Cross the Water
    Beautiful panoramic sunset views across the curvature of the earth. Close enough to watch whales, away from crowds and the beaten tourist path, your vacation starts here. This ...

    • 2 bedroom
    • 1 bathroom
    • Sleeps 3
    Hawaii> captain cook
    79  reviews
    from $125 
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  • Ocean Beach Home In The Heart Of Authentic Old Hawaii

    STVR 19-360891, NUC 19-1179

    From home to ocean in under a minute! This newly built custom home is just 200 feet from the ocean and located in the heart of authentic Old Hawaii - Captain Cook locale on the Big Island of Hawaii. An ...

    • 2 bedroom
    • 3 bathroom
    • Sleeps 4
    Hawaii> Captain Cook
    220  reviews
    from $312 
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  • Sweet Mermaid Studio at Manini Beach, Kealakekua Bay

    Everything you might need to enjoy an exciting or relaxing vacation right by the ocean at the beautiful and world famous, "Kealakekua Bay'.
    This private location is perfect for adventuring around our quaint neighborhood, with quiet walks, ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Captain Cook
    52  reviews
    from $190 
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  • Lawai'a Sea Lodge Cottage - Ocean Front - Hosted - KAYAKS INCLUDED


    The secluded Cottage unit offers 1 bedroom (Queen & Twin), 1 bath and a full kitchen just foot steps away from the ocean where you can swim with dolphins and whales! There is a private Sun Deck with a breath-taking view of the bay and a ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 3
    Hawaii> Captain Cook
    21  reviews
    from $255 
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  • Ocean Views from Private Lanai 1 bed/1 bath Cottage on a 100% organic Farm!



    Kona Mauna Kai is a working farm on the slopes of Mauna Loa on the Big Island of Hawaii. Mauna Kai means mountain and ocean and that’s exactly what you get on our farm. 180 degree views of the beautiful Kona coastline.
    On the farm, ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Captain Cook
    21  reviews
    from $168 
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  • Quiet get-away in Lush Tropical Setting- 5 min walk to snorkeling beach!

    Experience spinner dolphins, sea turtles, hump-back whales (in winter), manta rays, amazing fish and coral reefs at pristine Kealakekua Bay, a protected marine sanctuary.

    Enjoy glorious sunsets through the palm fronds from the lanai or ...

    • 3 bedroom
    • 2 bathroom
    • Sleeps 7
    Hawaii> Captain Cook
    114  reviews
    from $309 
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  • 'We Loved This Romantic Getaway for Two !' - Testimonial.

    This rustic wooden mountain cabin is situated next to a forest, in a secluded spot away from the main house, on a 3.5 acre farm. At an elevation of 2,100 feet, it avoids the summer heat at sea level ('Cool and peaceful..' - Teri), yet is close ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 3
    Hawaii> Captain Cook
    72  reviews
    from $145 
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  • Private Island Style Cottage With Ocean View And Tropical Garden

    Beautiful island style cottage with sunset views and tropical garden. If you want to experience true Hawaiian living in an eco-friendly natural, non smoking environment this is your place. Have a soak in the tub, pick fresh herbs, veggies and ...

    • 2 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Captain Cook
    142  reviews
    from $130 
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  • Cottage with Amazing View, Minutes to Dolphin Swimming, Very Private, Affordable

    Please check out the main house on the same property for larger groups:
    vrbo 1542506

    This cottage is perfect for a couple looking to save money but still have a million dollar view. In Kealakekua Bay, just 3 minutes from some of the ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Captain Cook
    149  reviews
    from $225 
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  • Luxury And Aloha Await You! Relaxation, Great Snorkeling, Large Unit

    South Kona Hideaway is near some of the best snorkeling Hawaii has to offer. We are situated between Honaunau (Place of Refuge) and Kealakekua Bay at an elevation of 900 ft. Your beautifully decorated suite has a living room with a queen sofa...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    Hawaii> Captain Cook
    95  reviews
    from $140 
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  • Oceanfront Home with Pool ‘The Cove at Milolii'

    Front row views of Kona sunsets

    Our two-story oceanfront home has views from every room and tropical breeze flowing from roof top cupola through every window and door. The main living area is upstairs with 4 bedrooms and 3 ...

    • 4 bedroom
    • 4 bathroom
    • Sleeps 9
    Hawaii> Captain Cook
    110  reviews
    from $450 
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