Obey the Orders of Captain Cook

Vacations aren’t supposed to be intimidating, but the challenge of crafting the perfect getaway can sometimes be a little daunting. You want to get it right the first time – these are your hard-earned vacation days, after all – so toss those cares away and put your hopes in the hands of Captain Cook.


After settling on Hawaii (millions of tourists per year can’t be wrong), and even going so far as to hone in on the Big Island (again, in command of a very good reputation), what comes next? It would be difficult to go wrong even if you were to close your eyes and pick a random spot on the map, but if you’d like some guidance, try Captain Cook on for size. This destination has it all; legend, scenery and the opportunity to play in the sand and surf like you’re a carefree kid. One more attractive feature: tension can’t survive for long in the warm Hawaiian sun.


Get face to face with the tropical fish during a snorkeling session, hike through the lush rainforest, amble through a valley bursting with coffee plants and breathe deeply; you’ve finally arrived. Proximity to Pebble Beach, Volcanoes National Park and Kailua Kona are definite bonuses, but take a close look at your immediate surroundings first.


From your perfectly elevated vacation rental you’ll have an incredible view of Kealakekua Bay (also known as Pathway of the Gods), which means your private lanai might top your list of favorite spots in Hawaii. That’s not to say that golfing, sailing, shopping and traditional luaus won’t grab your attention at some point, but it will be a reflection of your tranquil mood that staying close to “home” will be the most appealing thing you can think of.


The southern Kona coastline is your gateway to vacation nirvana, so rise above the usual suggestions and go for a spot that will leave you anything but grounded.

Destination: Search

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Vacation Rentals in Captain Cook

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Beautiful Home with Panoramic Ocean View, Large Pool, Hot Tub. – Property 379086

  • Captain Cook rental - house, 4 bedrooms, sleeps 6, 1 bathroom, 1 half bath, pets considered, Hot Tub
  • Calendar Last Updated On: Apr 16, 2014
This is a beautiful, very private home copied from a Frank Lloyd Wright design and modified to provide convenience and openness.

Very private and secluded ocean view cottage on Coffee Estate - see reviews – Property 310074

  • Captain Cook rental - cottage, sleeps 2, 1 bathroom, accept credit card, wheelchair accessible
  • Calendar Last Updated On: Apr 15, 2014
From the moment you enter our gated estate, you will feel you have come to the Garden of Eden. The cottage was built in 2003 and is located on our 4 acre coffee...

Swim with Dolphins on the Kona Coast – Property 913447

  • Captain Cook rental - house, 2 bedrooms, sleeps 8, 2 bathrooms, Near The Ocean, Internet
  • Calendar Last Updated On: Apr 15, 2014
Hale Honu (Turtle House) is our place of refuge, and it can be yours as well. Situated on the Big Island of Hawaii just twenty miles south of Kailua-Kona, Hale Honu...

180 Degree Ocean View! Steps to Beach! From $125/night + Fees! – Property 964317

  • Captain Cook rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, accept credit card, Beach, Rural
  • $875/week
  • Calendar Last Updated On: Apr 17, 2014
Experience Real Hawaii! Away from the city traffic and lights! Enjoy casual island style living at our peaceful and private home with 3 large bedrooms, 2 full...

Dreams Do Come True - Beautiful Ocean View – Property 381474

  • Captain Cook rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, accept credit card, Beach, Near The Ocean
  • Calendar Last Updated On: Apr 14, 2014
Our clean and spacious, 1800-square-foot, three bedroom, two-bath home, is located in beautiful and tropical Kona Paradise/Captain Cook on the Big Island of Hawaii,...

Private Home Overlooking the Kona Coast – Property 967162

  • Captain Cook rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, accept credit card, Beach, Near The Ocean
  • $950 - $1,300/week
  • Calendar Last Updated On: Apr 15, 2014
Private home on 5 acres,180 degree ocean view, 2000+ square feet, 3- bedroom, 2 1/2 baths. 1500 square feet of lanais ( decks) for great outdoor living.

Feel the Breeze and Watch the Ocean - Hale Kumu Kai – Property 377085

  • Captain Cook rental - house, 4 bedrooms, sleeps 8, 3 bathrooms, accept credit card, Hot Tub
  • $1,000 - $1,300/week
  • Calendar Last Updated On: Apr 16, 2014
Ocean view, 2300 square feet of beautiful living space, located in Kona Paradise, just far enough away from the hustle and bustle of the city and a great location...

Pau Hana Coffee Plantation Guest Quarters – Property 294683

  • Captain Cook rental - studio, sleeps 2, 1 bathroom, Hot Tub, Beach, Near The Ocean
  • Calendar Last Updated On: Apr 13, 2014
Come stay with us on our beautiful, certified organic, award winning coffee estate. Indulge yourself in our new private luxurious guest quarters.

Mala a Kai 'Garden by the Sea' Beautiful Ocean Coastline View – Property 974751

  • Captain Cook rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, accept credit card, Beach, Near The Ocean
  • $1,000 - $1,300/week
  • Calendar Last Updated On: Apr 14, 2014
Mala A Kai “Garden by the Sea” is a quaint (non-smoking) three bedroom, two bath home situated forty minutes from Kailua Kona and a short two minute walk to Pebble...

A Cozy Private Home with Beautiful Coastline Views – Property 209133

  • Captain Cook rental - house, 2 bedrooms, sleeps 4, 2 bathrooms, accept credit card, Beach, Near The Ocean
  • Calendar Last Updated On: Apr 11, 2014
Watch the sun dip toward the sea painting the skies with orange, pink, red, violet, lavender, and blue, while you are relaxing in an Indonesian sling-back chair on...

Ocean Views from your Lani's or your Gardens – Property 911393

  • Captain Cook rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, accept credit card, Beach, Mountain
  • $950 - $1,250/week
  • Calendar Last Updated On: Apr 6, 2014
This is your own Kona Paradise, 180 degree Ocean View, 2150 square feet of beautiful living space. Located in Kona Paradise, just far enough away from the hustle and...

-Captain's Suite--Beautiful Ocean Views. Quiet & Tranquil – Property 204369

  • Captain Cook rental - apartment, 1 bedroom, sleeps 2, 1 bathroom, Near The Ocean, Rural, Lawn / Garden
  • $840/week
  • Calendar Last Updated On: Apr 5, 2014
We are a member of the Better Business Bureau, A+ rating. This property is an ideal couple getaway for any occasion. It is secluded on an old coffee plantation...

SK Vacation Rental – Property 220215

  • Captain Cook rental - apartment, 1 bedroom, sleeps 2, 1 bathroom, accept credit card, Beach, Near The Ocean
  • $600/week
  • Calendar Last Updated On: Apr 4, 2014
Imagine sitting at a table or reclining in a lawn chair, perched on the mountain side above Kealakekua Bay, looking over the southern Kona coastline with an...

First Class Hawaiian Get-Away – Property 3602622

  • Captain Cook rental - house, 3 bedrooms, sleeps 6, 3 bathrooms, Rural, Lawn / Garden
  • $1,350/week
  • Calendar Last Updated On: Mar 23, 2014
Our home is a perfect get-away and will guarantee a relaxing visit on the Big Island of Hawaii. We are in the Kona Paradise subdivision, at the bottom of Kaohe Road,...

'We Loved This Romantic Getaway for Two !' Testimonial – Property 902904

  • Captain Cook rental - cabin, 1 bedroom, sleeps 4, 1 bathroom, Internet, Satellite / Cable
  • Calendar Last Updated On: Mar 27, 2014
This rustic wooden mountain cabin (''Much more than a cabin!'' - Julia) is situated next to a forest, in a secluded spot away from the main house, on a 3.5 acre...

Sunset Panorama in Kona Paradise – Property 156455

  • Captain Cook rental - house, 2 bedrooms, sleeps 6, 1 bathroom, accept credit card, Near The Ocean, Rural
  • Calendar Last Updated On: Feb 26, 2014
Welcome to Kona Paradise, a true Big Island slice of paradise. Our clean and spacious home is a perfect getaway for an active family or for one or two couples.

Private, Quite and Luxurious – Property 909243

  • Captain Cook rental - studio, sleeps 3, 1 bathroom, accept credit card, Balcony
  • Calendar Last Updated On: Feb 14, 2014
Sophistication in a rustic setting! This is a perfect hideaway for two but it can accommodate a child also if a couch or lounger is ok.

Rainbow B&B - a peaceful tropical retreat – Property 908650

  • Captain Cook rental - cottage, 3 bedrooms, sleeps 20, 1 bathroom, accept credit card, Beach, Downtown, Mountain, Near The Ocean, Rural, Village
  • $534/week
  • Calendar Last Updated On: Jul 15, 2011
Rainbow Plantation B&B is located on 3.5 Acres of tropical farmland, south of Kailua-Kona near Captain Cook and Kealakekua Bay.
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