South Kona Rentals Above the Bay

Captain Cook Vacation Rentals

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 right for exploring famous spots like Kealakekua Bay and Pu'uhonua o Honaunau National Historical Park. Our rentals provide a private stay while keeping you close to popular beaches like Two Step Beach, ideal for snorkeling and swimming with dolphins.

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Captain Cook Vacation Rentals Listings

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Captain Cook Vacation Rentals Map

Ocean Beach Home In The Heart Of Authentic Old Hawaii Ocean Beach Home In The Heart Of Authentic Old HawaiiFrom $356/night · Sleeps 4 Minutes From Kealakekua Bay In The Midst Of Kona Coffee Country Minutes From Kealakekua Bay In The Midst Of Kona Coffee...From $115/night · Sleeps 2 Cottage with Amazing View, Minutes to Dolphin Swimming, Very Private, Affordable Cottage with Amazing View, Minutes to Dolphin Swimming, Very Private,...From $225/night · Sleeps 2 Private Island Style Cottage With Ocean View And Tropical Garden Private Island Style Cottage With Ocean View And Tropical GardenFrom $140/night · Sleeps 4 Makai Hideaway 600ft from Ocean Giant Deck/Gameroom Ask about 10 day special Makai Hideaway 600ft from Ocean Giant Deck/Gameroom Ask about 10...From $191/night · Sleeps 10 Relax and Enjoy! Five Star Accommodations at Affordable Rates! Relax and Enjoy! Five Star Accommodations at Affordable Rates!From $577/night · Sleeps 10 Oceanfront Home with Pool ‘The Cove at Milolii' Oceanfront Home with Pool ‘The Cove at Milolii'From $500/night · Sleeps 9 Quiet get-away in Lush Tropical Setting- 5 min walk to snorkeling beach! Quiet get-away in Lush Tropical Setting- 5 min walk to...From $446/night · Sleeps 7 Kona Coast Original Beach Boys 9.5 acre Estate, Pool and Amazing Ocean Views Kona Coast Original Beach Boys 9.5 acre Estate, Pool and...From $934/night · Sleeps 12 Maka Nui Estate: Private Family Resort Style Home Maka Nui Estate: Private Family Resort Style HomeFrom $1,134/night · Sleeps 10 Luxury And Aloha Await You! Relaxation, Great Snorkeling, Large Unit Luxury And Aloha Await You! Relaxation, Great Snorkeling, Large UnitFrom $140/night · Sleeps 4 Absolute Ocean Front Home at Sea Level Hale Hokulani "House of the Heavenly Star Absolute Ocean Front Home at Sea Level Hale Hokulani "House...From $230/night · Sleeps 5 Okika Lani: Kealakekua Bay Oceanfront Home & Guest Cottage Okika Lani: Kealakekua Bay Oceanfront Home & Guest CottageFrom $630/night · Sleeps 6 Stunning oceanview property minutes from dolphins Stunning oceanview property minutes from dolphinsFrom $401/night · Sleeps 6 Rare Beauty and Luxury at Kealakekua Bay Rare Beauty and Luxury at Kealakekua BayFrom $425/night · Sleeps 4 'We Loved This Romantic Getaway for Two!' - Testimonial. 'We Loved This Romantic Getaway for Two!' - Testimonial.From $130/night · Sleeps 3
Incredible Views!!! From $167/night

Incredible Views!!!

captain cook, Hawaii
★★★★★ 10.0/10 · 86 reviews

Sun Tracks Across the Water ---Sun Tracks Cross the WaterBeautiful panoramic sunset views across the curvature of the earth. Close enough to watch...

2 Bedrooms 1 Bathroom Sleeps 3
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Purple House in Paradise From $200/night

Purple House in Paradise

Captain Cook, Hawaii
★★★★★ 10.0/10 · 48 reviews

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...

1 Bedroom 1 Bathroom Sleeps 6
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Quiet Paradise on Bay w/Aircon From $530/night

Quiet Paradise on Bay w/Aircon

Captain Cook, Hawaii
★★★★★ 10.0/10 · 16 reviews

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...

4 Bedrooms 2 Bathrooms Sleeps 6
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Beautiful Apartment in Hawaii From $99/night

Beautiful Apartment in Hawaii

Captain Cook, Hawaii
★★★★★ 10.0/10 · 15 reviews

Newly refurbished apartment, attached to our family house. Separate entrance. The apartment is located in the historic and very authentic...

1 Bedroom 1 Bathroom Sleeps 4
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Hi6-ST1- The Dolphin Bay Estate From $737/night

Hi6-ST1- The Dolphin Bay Estate

Captain Cook, Hawaii
★★★★★ 10.0/10 · 2 reviews

🐬🌊 Workcation or vacation - Dolphin Bay Estate is your scenic Captain Cook escape! Just a 2-minute stroll to a secluded beach, with A/C in every...

4 Bedrooms 4 Bathrooms Sleeps 13
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Frequently Asked Questions

What types of rentals are common in Captain Cook?

Captain Cook rentals often include cottages, guest suites, farm stays, ocean-view homes and larger private houses above South Kona.

Is Captain Cook close to Kealakekua Bay?

Many Captain Cook rentals are a short drive from Kealakekua Bay, though exact distance depends on the property. Check the map before booking.

Do visitors usually need a car in Captain Cook?

Yes. Rentals are spread across South Kona, and beaches, groceries, coffee farms and historic parks usually require driving.

Are Captain Cook rentals mostly condos or private homes?

The area leans more toward private homes, cottages and guest suites than large condo resorts. A few smaller apartment-style rentals may appear.

What should visitors check before booking here?

Check drive time to beaches, road steepness, parking, kitchen setup, cooling, laundry, Wi-Fi, outdoor space and whether the rental is closer to the bay or higher up the hillside.