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.

  • Luxury Home With Amazing Ocean View Above Kealakekua Bay -BIG lanai with HOT TUB

    Newly built LUXURY designer home including a 6-person HOT TUB and an amazing view of the ocean. The living space on the top floor is 2300 sq. ft. including a covered lanai of 1150 sq. ft. Bedrooms with attached bathrooms are 30 ft. apart with ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 5
    Hawaii> Captain Cook
    from $493 
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  • Purple House in Paradise


    Our 700 sq. foot 2 story home, Miloli'i Beach Bungalow, is located 33 miles south of Kona in Miloli'i. If you are looking to get away from the hustle and bustle of the city, you've come to the right place. Our little house in paradise, ...

    • 2 bedroom
    • 2 bathroom
    • Sleeps 6
    Hawaii> Captain Cook
    from $275 
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  • Makai Hideaway 600ft from Ocean Giant Deck/GameroomnAsk about 10 day special

    Ask about 10 day specials/ 2 person stays and 8th night free if you book a 7th night stay!!!!
    https://www.youtube.com/watch?v=VigSB3M4z3w
    The above is the link to a video of my house.
    Makai Hideaway is quiet and peaceful. Unwind and ...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 10
    Hawaii> Captain Cook
    from $368 
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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
    from $182 
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  • Absolute Ocean Front Home at Sea Level Hale Hokulani "House of the Heavenly Star

    HAWAII LAW COMPLIANT !!
    We received the original and the renewals of the highly sought after short term vacation rental seal of approval/certificate from the County of Hawaii meeting all their stringent requirements. When you rent our home ...

    • 2 bedroom
    • 1 bathroom
    • Sleeps 5
    Hawaii> Captain Cook
    from $259 
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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
    from $1,168 
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  • Maka Nui Estate private family resort style home.

    Aloha,

    And welcome to Maka Nui! The name means Big view which you will see when you enter the gate to our paradise. The home sits on a cliff overlooking an undeveloped and historic coastline including Kealakekua Bay and Pu'uhonua o' ...

    • 5 bedroom
    • 6 bathroom
    • Sleeps 10
    Hawaii> Captain Cook
    from $1,231 
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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
    from $191 
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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
    from $672 
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  • Relax and Enjoy! Five Star Accommodations at Affordable Rates!

    If you are adventurous and free spirited, but still require all the amenities a luxury rental home has to offer then Pu`uhonua ('Place of Refuge') is the place for you. Experience tropical Hawaii at it’s finest in this unique pole house ...

    • 4 bedroom
    • 3 bathroom
    • Sleeps 10
    Hawaii> Captain Cook
    from $773 
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  • Ocean Front Home with Pool and Spectacular Views

    Aloha and Welcome to Ocean Song!
    This vacation home is located right on the edge of the crystal clear waters in the Kealakekua Bay. Situated at the end of a plumeria lined lane, Ocean Song offers privacy and seclusion in a lush tropical ...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 6
    Hawaii> Captain Cook
    from $963 
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  • On the Ocean at Kealakekua Bay. Where the Dolphins Play.

    'Okika Lani sits at the south end of Kealakekua Bay on a private road with spectacular views of the Pacific Ocean, the Captain Cook Monument, and crescent shaped, white sand Ke'ei Beach.

    Enter the gate at 'Okika Lani and walk into an ...

    • 3 bedroom
    • 3 bathroom
    • Sleeps 6
    Hawaii> Captain Cook
    from $923 
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  • Minutes From Kealakekua Bay In The Midst Of Kona Coffee Country

    The property is a one-acre lot with a small mango orchard (30 trees), fruit trees (lime, lemon, orange and avocado) and a beautifully manicured landscape. The cottage is separate from the main house, so your privacy is assured. There is a ...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Captain Cook
    from $165 
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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
    from $218 
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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
    from $526 
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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
    from $644 
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  • Beautiful Home w/Ocean Views! Walk to Manini Beach! Enjoy a Cultural Experience!

    Book now and enjoy an incredible adventure on beautiful Hawaii Island!
    Manini Point House is the perfect location for friends and family of all ages. Manini Point House is located in a village with folks from around the world. Guests to this ...

    • 3 bedroom
    • 4 bathroom
    • Sleeps 6
    Hawaii> Captain Cook
    from $590 
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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
    from $167 
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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
    from $285 
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  • 1000 Ft Elevation Overlooking The Beautiful Pacific Ocean

    'HALE GEDIMINAS' vacation rental is in a lush tropical setting on sunny Kona Coast. Spectacular sunsets on private lanai with ocean view overlooking Ili-Ili beach, which is 5 min down by car. The unit is studio like with private entrance, has a...

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    Hawaii> Captain Cook
    from $129 
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