Captain Cook vacation rentals

4.96 out of 5 average rating, 237 reviews

Farm stay in Ocean View

The Flower Bed

Welcome to The Flower Bed, a greenhouse cabin on the slopes of Mauna Loa, Big Island with everything you need for a great vacation. Relax on the outdoor patio, cozy up with a book on the loveseat, enjoy the rainfall shower. Gaze at the amazing stars and be lulled to sleep by evening nature sounds. Awake to birds in song and morning sun filtering through the window. Sample an edible flower, use a pinch of lavender for calm, and enjoy peekaboo ocean views. You won’t regret staying several nights!

4.99 out of 5 average rating, 155 reviews

An outdoor lanai features a cozy gas fire pit atop a modern table, surrounded by tropical potted plants. Unobstructed ocean and coastline views stretch into the horizon, with lush greenery visible in the foreground under a clear blue sky.

Guest suite in Naalehu

Best OCEAN VIEWS! Modern, Private Studio w/Laundry

UNOBSTRUCTED, PANORAMIC OCEAN AND COASTLINE VIEWS! Enjoy the low tourist, tranquility of the southern-most town in the USA in our private, modern studio. Convenient parking spot with private entrance, large outdoor, covered living and dining areas w/cozy gas fire-pit. King size bed, leather sofa, AIR CONDITIONING, private WASHER/DRYER, BBQ, hot plate, toaster oven, refrigerator, microwave, coffee/tea bar, electric kettle & cooking tools, fast internet, smart TV, basic toiletries & beach items.

Farm stay in Captain Cook

A serene balcony area is depicted, featuring a glass-top table surrounded by two chairs and a potted plant. The railing provides a view of lush greenery and distant hills, enhancing the tranquil setting.

4.86 out of 5 average rating, 260 reviews

Tropical Fruit Farm Retreat

Mele Ka ‘Āina Farm is a 2 acre sustainable tropical jungle homestead bursting with avocados, pineapples, lilikoi, coffee, bananas, kava and many exotic fruits on the western slope of Mauna Loa with sunset view into the ocean. Only five minutes drive to the Captain Cook Monument Trailhead that leads you to pristine marine preserve of Kealakekua Bay with exceptional snorkeling. Nearby village has shopping, dining and beaches. Outdoor jungle shower. Great for couples, friends and solo adventurers.

Farm stay in Captain Cook

The exterior of Hinu Hale is illuminated at dusk, revealing a modern glass structure nestled among lush trees. Large windows offer glimpses of the interior, while a spacious deck extends outward, seamlessly connecting the home to the surrounding nature.

4.99 out of 5 average rating, 173 reviews

Glass House near Capt. Cook Trail

Hinu Hale is a beautiful unique glass house. It is located on a gorgeous horse ranch with private access to the Ka'awaloa Trail (Captain Cook Trail). The hale (home) is newly built, custom small home. Surrounded by 360 degrees of nature, it's nestled in Kukui nut and Hau tree forest. Stunning, it is a piece of art. Lava tile floors and bathroom, all interior is wrapped wood, this place is a perfect space to enjoy a one-of-a-kind experience in the heart of Hawaii. 4WD/AWD vehicle recommended.

4.89 out of 5 average rating, 143 reviews

An expansive lanai is featured, providing sweeping ocean views. A round dining table with four cushioned chairs occupies the space, accompanied by a small refrigerator and a grill. The area is partially shaded by a ceiling, enhancing outdoor relaxation.

Home in Captain Cook

Sugarbush Nest

1 hr. drive from Kona & 1.5 hr from Hilo. Located in Ocean view on the slopes of Mauna Loa, with warm days and cool nights. Spacious one bedroom house with sweeping views of the ocean, coastline and south point! Located on 1 acre with terraced gardens of protea, mature Ohia and tropical plants and flowers. Pride of ownership shines in every aspect of this home with an open floor plan, gorgeous eucalyptus floors that add depth & warmth, and an extra large lanai overlooking the Ka’u coastline.

4.8 out of 5 average rating, 181 reviews

The cozy sleeping nook features a spacious bed adorned with a white quilt and a variety of decorative pillows. Soft lighting is provided by bedside lamps, and large windows create a bright and airy ambiance, revealing views of the lush surroundings.

Cottage in Captain Cook

Honaunau Farm Retreat- Teahouse Cottage

Honaunau Farm Wellness Retreat is a 7 acre organic, regenerative farm with sweeping views of Kealakekua Bay & lush tropical surroundings. The Teahouse provides a cozy setting for a variety of visitors, whether youʻre looking for some R&R or a spot to launch from to visit island destinations. Please visit Honaunau Farm for more details on retreat services. We are 30 min. from Kailua-Kona & 10 min. from the ocean with great swimming, snorkeling, & other activities. *CAR RENTAL AVALIBLE ONSITE*

Guesthouse in Captain Cook

A charming cottage constructed with intricate antique Bali panels is surrounded by lush greenery. The outdoor living area features seating arrangements under a partially covered roof, with soft lighting highlighting the unique decor and inviting atmosphere.

4.81 out of 5 average rating, 812 reviews

Kealakekua Bay Bali Cottage -steps from Bay

This hidden jewel is at Kealakekua Bay. Private setting in our lower backyard. Walk to nearby Manini Beach. We are located 4 miles down at the bottom of Napoopoo Rd Fully equipped outdoor kitchen. Gas stove, under counter refrigerator/freezer. Living/Dining area and bedroom/vanity area enclosed with open area at roofline where a large ficus tree limb goes through. Outdoor shower/ wc area. Very Private. Daily pricing includes Hawaili State taxes, 10.25% TAT and 4.25% GE .

4.96 out of 5 average rating, 566 reviews

Cabin in Kealakekua

Love Kona farm life *Superstar Truss Cabin!

If you like nature and animals, come and enjoy our hobby farm! It's glamping in a tiny house with the incredible view. (It is a farm, not a hotel) The loft bed with ladder as picture shown. Screened/no windows so you can enjoy breeze and view. Cute living room and big shower/restroom down stairs. Patio with outdoor grill and sink. Beautiful sunset and infinity sea/sky line from the bedroom. Galaxy and shooting stars at the night. About 20mins from many beaches, and downtown.

Guesthouse in Captain Cook

A tropical flower is showcased with intricate white petals and a distinctive purple center, surrounded by vibrant green foliage. The slender tendrils of the flower extend outward, creating a striking visual contrast that highlights the plant's unique characteristics.

4.89 out of 5 average rating, 235 reviews

Kona Paradise Ohana Studio

Enjoy epic sunset views over the ocean while surrounded by lush jungle foliage. The scent of plumeria and the gentle calls of tropical birds will never let you forget you're in paradise. While you're here you'll be a stone's throw from many wonderful places to snorkel, as well as Place of Refuge National Park. This is a terrific base camp to explore Volcanoes National Park, Mauna Kea Observatories, the most southern point of the U.S., a black sand Beach and much more!

Guest suite in Captain Cook

An outdoor covered cabana features a large dining table surrounded by six chairs and a grill. A hammock is suspended nearby. Tropical vegetation is visible in the background, while ocean views can be seen through the open design of the structure.

4.98 out of 5 average rating, 137 reviews

Ancient Trail Ohana

Newly renovated 1 bedroom apartment with beautiful ocean view off private lanai. Located in South Kona on 2 lush acres including many tropical fruit trees. Rural setting but 10 minutes to restaurants, farmers market and shopping. Short drive to amazing Kealakekua Bay and Two Step perfect for snorkeling, kayaking and stand up paddling. Easy day trip to Kilauea volcano. Our spacious unit has a king sized bed, large bathroom and full kitchen.

4.86 out of 5 average rating, 214 reviews

A spacious covered lanai features wooden flooring, a hammock, and two director's chairs. Large glass doors offer a view into the cozy interior, where natural light illuminates the seating area and decorative elements. Lush greenery surrounds the space, enhancing the sense of seclusion.

Cottage in Captain Cook

NANAINA COTTAGE. JUNGLE LOVERS DREAM

NANAINA COTTAGE. JUNGLE LOVERS DREAM AWAY FROM THE REST OF THE WORLD This is the ultimate romantic getaway for two with a million-dollar-view of the South Kona coast. It is perched on a rock cropping surrounded by mango trees. A one-minute walk along a jungle path leads you to this secluded setting.

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Popular amenities for Captain Cook vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Captain Cook

Guest suite in Captain Cook

A spacious kitchen features wooden cabinetry and a countertop with dual sinks. Natural light floods the room through large windows that offer a view of the landscape and ocean beyond. Essential cooking tools and an oven are neatly arranged within the area.

4.95 out of 5 average rating, 19 reviews

Unique Private Suite, Million Dollar View

4.97 out of 5 average rating, 124 reviews

A view of the cottage exterior features large windows and a covered patio area. Tropical plants, including papaya trees with ripening fruit, surround the space, enhancing the natural setting. A combination of green foliage and garden flowers adds to the vibrant atmosphere.

Cabin in Captain Cook

RomanticTropical Cottage-OceanView

4.64 out of 5 average rating, 44 reviews

Home in Captain Cook

House sit ( Kitty feed) /Whale watching/snorkeling

4.97 out of 5 average rating, 34 reviews

Two intricately carved wooden tiki statues stand on a sandy beach, facing the ocean. The sky above is overcast, with hints of light peeking through the clouds. The shore features dark rocks lining the water's edge.

Cabin in Captain Cook

Whalesong|Prvt Cottage|Kitchen|Bath|Outdoor Shower

Guest suite in Captain Cook

A tranquil beach scene is presented, featuring a rocky shoreline adorned with black lava rocks and smooth white stones. Palm trees frame the landscape under a clear blue sky, while gentle waves lap at the water’s edge, creating a serene atmosphere. A few people can be seen enjoying the space.

4.92 out of 5 average rating, 24 reviews

H6B-The Dolphin Bay Cottage

4.94 out of 5 average rating, 35 reviews

Two compact sheds are positioned on a rugged lava flow, with one featuring a small outdoor seating area and a round wooden table. A decorative rug adds a touch of comfort to the patio, while the backdrop showcases the vastness of the natural landscape.

Tiny home in Ocean View

Camp Ku'uipo

4.94 out of 5 average rating, 132 reviews

An outdoor seating area features colorful chairs arranged around a fire pit under a wooden pergola, accented by warm string lights. A wooden fence separates the area from the lush green grass, with vibrant flower beds adding color in the background, all beneath a cloudy sky with a rainbow.

Cottage in Holualoa

LUCKY LIVIN (Taxes Included)