Ocean Beach Home In The Heart Of Authentic Old HawaiiFrom $363/night · Sleeps 4
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.
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
Find the Charm of Captain Cook
Whether you're seeking adventure or tranquility, Captain Cook is the right 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!
Rental Listings
Captain Cook Vacation Rentals Listings
Loading rental map…
Map View · Page 1
Captain Cook Vacation Rentals Map
Ocean Beach Home In The Heart Of Authentic Old HawaiiFrom $363/night · Sleeps 4
Minutes From Kealakekua Bay In The Midst Of Kona Coffee CountryFrom $115/night · Sleeps 2
Cottage with Amazing View, Minutes to Dolphin Swimming, Very Private, AffordableFrom $220/night · Sleeps 2
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 specialFrom $214/night · Sleeps 10
Relax and Enjoy! Five Star Accommodations at Affordable Rates!From $653/night · Sleeps 10
Oceanfront Home with Pool ‘The Cove at Milolii'From $500/night · Sleeps 9
Kona Coast Original Beach Boys 9.5 acre Estate, Pool and Amazing Ocean ViewsFrom $998/night · Sleeps 12
Maka Nui Estate: Private Family Resort Style HomeFrom $1,260/night · Sleeps 10
Luxury And Aloha Await You Relaxation, Snorkeling, Farm Life Support LocalFrom $140/night · Sleeps 4
Absolute Ocean Front Home at Sea Level Hale Hokulani "House of the Heavenly StarFrom $230/night · Sleeps 5
Stunning oceanview property minutes from dolphinsFrom $269/night · Sleeps 6
Rare Beauty and Luxury at Kealakekua BayFrom $495/night · Sleeps 4
Sweet Mermaid Studio at Manini Beach, Kealakekua BayFrom $178/night · Sleeps 2
'We Loved This Romantic Getaway for Two!' - Testimonial.From $130/night · Sleeps 3
Purple House in ParadiseFrom $200/night · Sleeps 6
Ohia Cottage: Your Coastal Retreat near Napoopoo BeachFrom $139/night · Sleeps 3
Beautiful Apartment in HawaiiFrom $123/night · Sleeps 4
Quiet Paradise on Bay w/AirconFrom $284/night · Sleeps 6
Romantic cottage with stunning ocean and mountain views in Captain Cook, HIFrom $275/night · Sleeps 2
New 2 Bedroom Guesthouse with Mountain & Ocean View!From $251/night · Sleeps 4
Hawaiian Retreat w/ Ocean Views in Captain Cook!From $212/night · Sleeps 6
Kona Coast, BEST Oceanview Pool, Yoga Meditation Space, Pickle Ball Basket BallFrom $325/night · Sleeps 6
No longer available for short term rental due to county restrictionsFrom $130/night · Sleeps 4
Hi6A-ST1- The Dolphin Bay HouseFrom $483/night · Sleeps 11
Hi6-ST1- The Dolphin Bay EstateFrom $629/night · Sleeps 13
Oceanfront New House on Kealakekua BayFrom $735/night · Sleeps 7
AS SEEN on HGTV BEACH HUNTERS! Oceanfront, Amazing Whale Watching and SnorkelingFrom $308/night · Sleeps 4
Amazing Views, quick walk to bay and oceanFrom $523/night · Sleeps 7
Tropical Romantic S. Kona Cottage with Incredible OceanviewFrom $139/night · Sleeps 4
Luxury Home With Amazing Ocean View Above Kealakekua Bay -BIG lanai with HOT TUBFrom $425/night · Sleeps 5
Charming Tropical Hideaway, Best Snorkeling, Pool, Hot TubFrom $158/night · Sleeps 4
Big Island ParadiseFrom $255/night · Sleeps 6
From $363/night
Ocean Beach Home In The Heart Of Authentic Old Hawaii
Captain Cook, Hawaii
★★★★★ 10.0/10 · 300 reviews
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...
From $115/night
Minutes From Kealakekua Bay In The Midst Of Kona Coffee Country
Captain Cook, Hawaii
★★★★★ 10.0/10 · 224 reviews
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...
From $220/night
Cottage with Amazing View, Minutes to Dolphin Swimming, Very Private, Affordable
Captain Cook, Hawaii
★★★★★ 10.0/10 · 212 reviews
Please check out the main house on the same property for larger groups:vrbo 1542506This cottage is perfect for a couple looking to save money but...
From $140/night
Private Island Style Cottage With Ocean View And Tropical Garden
Captain Cook, Hawaii
★★★★★ 10.0/10 · 193 reviews
Beautiful island style cottage with sunset views and tropical garden. If you want to experience true Hawaiian living in an eco-friendly natural, non...
From $214/night
Makai Hideaway 600ft from Ocean Giant Deck/Gameroom Ask about 10 day special
Captain Cook, Hawaii
★★★★★ 10.0/10 · 184 reviews
10 day special in September through early December.https://www.youtube.com/watch?v=VigSB3M4z3w The above is the link to a video of my house.Makai...
From $653/night
Relax and Enjoy! Five Star Accommodations at Affordable Rates!
Captain Cook, Hawaii
★★★★★ 10.0/10 · 165 reviews
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...
From $500/night
Oceanfront Home with Pool ‘The Cove at Milolii'
Captain Cook, Hawaii
★★★★★ 10.0/10 · 158 reviews
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...
From $998/night
Kona Coast Original Beach Boys 9.5 acre Estate, Pool and Amazing Ocean Views
Captain Cook, Hawaii
★★★★★ 10.0/10 · 140 reviews
Beach Boys' Kona Estate is a 9.5-acre gated tropical retreat once owned by band members Steven and Mike Love, offering breathtaking Kona coastline...
From $1,260/night
Maka Nui Estate: Private Family Resort Style Home
Captain Cook, Hawaii
★★★★★ 10.0/10 · 132 reviews
Maka Nui Estate is a luxurious 5-bedroom, 5.5-bath oceanfront retreat perched 1,000 feet above Kealakekua Bay in Captain Cook. Set on a gated 5-acre...
From $140/night
Luxury And Aloha Await You Relaxation, Snorkeling, Farm Life Support Local
Captain Cook, Hawaii
★★★★★ 10.0/10 · 110 reviews
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...
From $230/night
Absolute Ocean Front Home at Sea Level Hale Hokulani "House of the Heavenly Star
Captain Cook, Hawaii
★★★★★ 10.0/10 · 110 reviews
HAWAII LAW COMPLIANT !!We received the original and the renewals of the highly sought after short term vacation rental seal of approval/certificate...
From $269/night
Stunning oceanview property minutes from dolphins
Captain Cook, Hawaii
★★★★★ 10.0/10 · 102 reviews
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...
From $495/night
Rare Beauty and Luxury at Kealakekua Bay
Captain Cook, Hawaii
★★★★★ 10.0/10 · 94 reviews
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...
From $178/night
Sweet Mermaid Studio at Manini Beach, Kealakekua Bay
Captain Cook, Hawaii
★★★★★ 10.0/10 · 91 reviews
Everything you might need to enjoy an exciting or relaxing vacation right by the ocean at the beautiful and world famous, "Kealakekua Bay'. This...
From $130/night
'We Loved This Romantic Getaway for Two!' - Testimonial.
Captain Cook, Hawaii
★★★★★ 10.0/10 · 87 reviews
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...
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...
From $139/night
Ohia Cottage: Your Coastal Retreat near Napoopoo Beach
Captain Cook, Hawaii
★★★★★ 10.0/10 · 42 reviews
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...
From $123/night
Beautiful Apartment in Hawaii
Captain Cook, Hawaii
★★★★★ 10.0/10 · 19 reviews
Newly refurbished apartment, attached to our family house. Separate entrance. The apartment is located in the historic and very authentic...
From $284/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...
From $275/night
Romantic cottage with stunning ocean and mountain views in Captain Cook, HI
Captain Cook, Hawaii
★★★★★ 10.0/10 · 10 reviews
Enjoy spectacular views of Kealakekua bay in the newly built Coffee Cottage in Captain Cook, Hawaii! Situated amongst the coffee trees at a pleasant...
From $251/night
New 2 Bedroom Guesthouse with Mountain & Ocean View!
Captain Cook, Hawaii
★★★★★ 10.0/10 · 8 reviews
This comfy, stylish guesthouse is located near Kealakekua Bay and the Captain Cook Monument. Here you can enjoy snorkeling, hiking, kayaking, boat...
From $212/night
Hawaiian Retreat w/ Ocean Views in Captain Cook!
Captain Cook, Hawaii
★★★★★ 10.0/10 · 7 reviews
Indulge in the ultimate Hawaiian getaway at this stunning 3-bed, 3-bath vacation rental house in Captain Cook. Upon arrival, you’ll be greeted by 3...
From $325/night
Kona Coast, BEST Oceanview Pool, Yoga Meditation Space, Pickle Ball Basket Ball
Captain Cook, Hawaii
★★★★★ 10.0/10 · 6 reviews
Welcome to Halani — Your Serene Sanctuary on the Big IslandEscape the busyness and crowds of the resort scene and discover Halani, meaning “heavenly...
From $130/night
No longer available for short term rental due to county restrictions
Captain Cook, Hawaii
★★★★★ 10.0/10 · 5 reviews
Our home is in a rural area of the Big Island, on one acre of landscaped property with orchids, palms, banana plants, a koi pond and more. This is...
From $483/night
Hi6A-ST1- The Dolphin Bay House
Captain Cook, Hawaii
★★★★★ 10.0/10 · 5 reviews
🌺 Dolphin Bay Estate - Captain Cook Main HouseBig Island calm, big space to spread out - 3BR/3BA comfort, flexible sleeping, and an easy self...
From $629/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...
From $735/night
Oceanfront New House on Kealakekua Bay
Captain Cook, Hawaii
★★★★★ 10.0/10 · 1 reviews
*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...
From $308/night
AS SEEN on HGTV BEACH HUNTERS! Oceanfront, Amazing Whale Watching and Snorkeling
Captain Cook, Hawaii
★★★★★ 9.8/10 · 187 reviews
Welcome to Koni Kai, Hawaiian translation: Passionate Sea. Koni Kai is a beautifully designed, very comfortable oceanfront home. Considerable time...
From $523/night
Amazing Views, quick walk to bay and ocean
Captain Cook, Hawaii
★★★★★ 9.8/10 · 153 reviews
Welcome to our stunning 3-bedroom vacation home in Captain Cook! Nestled just a 2-minute walk from the serene Kealakekua Bay, this property offers...
From $139/night
Tropical Romantic S. Kona Cottage with Incredible Oceanview
Captain Cook, Hawaii
★★★★★ 9.8/10 · 127 reviews
Makalani (Heavenly View) Cottage is a delightfully romantic cottage surrounded by a tropical garden in South Kona's coffee-belt with a breathtaking...
From $425/night
Luxury Home With Amazing Ocean View Above Kealakekua Bay -BIG lanai with HOT TUB
Captain Cook, Hawaii
★★★★★ 9.8/10 · 107 reviews
Welcome to the White Kona Whale House – a newly built LUXURY designer home with a spacious 6-person HOT TUB and breathtaking 180-degree coastline...
From $158/night
Charming Tropical Hideaway, Best Snorkeling, Pool, Hot Tub
Captain Cook, Hawaii
★★★★★ 9.8/10 · 99 reviews
Tropical Hideaway is a charming Hawaii-style downstairs studio apartment in a lush garden setting, with ocean and sunset views, plus a chemical-free...
From $255/night
Big Island Paradise
Captain Cook, Hawaii
★★★★★ 9.8/10 · 89 reviews
"A Little Peace of Heaven" is an adorable picture-perfect home to experience Aloha! The sweetest place for a Romantic getaway! And just as fabulous...