Vacation rentals in Captain Cook

A panoramic view of a lush outdoor space features a vibrant rainbow arching over the landscape. Tropical plants surround a solar heated pool, with lounge chairs positioned nearby. The tranquil setting offers glimpses of the ocean in the background, enhancing the serene atmosphere.

4.97 out of 5 average rating, 189 reviews

Tiny House Hawaii

The Tiny House is ready to welcome you to a drop of heaven on the Big Island!🌴 Please be my guest for an exquisite experience in beauty, peace, and tranquility! The Tiny House is a separate guest quarters attached to the main house by only a breezeway. It has its own private entrance, covered lanai, and private yard. Everything you need for an amazing stay is included--- all cooking amenities, beach towels and chairs. The main house has a solar heated pool which is available for Tiny House guests, and a large deck with magnificant ocean and sunset views. Contact us at hitinyhouse@gmail.com for more information or to inquire about booking a stay.

4.8 out of 5 average rating, 183 reviews

An open living space features bamboo flooring and elegant wood beams. A cozy seating area is highlighted by a low coffee table, with a decorative rug beneath. Near the window, a king-size bed is positioned above a small dining table and chairs, blending comfort with functionality.

Cottage in Captain Cook

Honaunau Farm Retreat- Teahouse Cottage

Honaunau Farm is more than just a place to stay; it’s an experience of living sustainably amongst a rich botanical paradise. The farm sits on 7 lush acres with sweeping views of historical Kealakekua Bay and Honaunau National Park. Revel in the ocean views and the delicious fruit. 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. Great for singles or couples looking for peace & adventure.

4.92 out of 5 average rating, 325 reviews

A spacious bedroom is furnished with a bold patterned bedspread covering a large bed. A decorative guitar is mounted on the wall. Natural light filters through the sliding doors leading to a balcony, while a small seating area and a wooden cabinet enhance the room's functionality.

Guest suite in Holualoa

Peaceful Cottage, Jungle & Mountain Vibes

A peaceful mountain retreat with creative vibe, private entry, balcony and big comfy king-size bed! This is the perfect place to escape the hustle.. less than 15 minutes from the ocean and the center of Kona. We are surrounded by tropical nature, flowers, and mature fruit trees. Your private porch has a hanging swing, a perfect little nook to enjoy your morning coffee or a good book. The kitchen is simple but has all you need! You'll feel right at home here... this is a true Hawaii experience!

Farm stay in Captain Cook

The custom glass house is surrounded by lush greenery, featuring large windows that provide views of the forest. The structure is elevated with a small deck, blending into its natural surroundings. Soft lighting highlights the exterior, creating a serene evening ambiance.

4.99 out of 5 average rating, 179 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.

The living area features rich wooden floors and a cozy arrangement with a patterned sofa and armchair. Natural light filters through the windows, illuminating the space. A large television is positioned near the entrance, with a bright pink door adding a touch of character.

4.89 out of 5 average rating, 152 reviews

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.

4.99 out of 5 average rating, 102 reviews

A vibrant rainbow arches over the green landscape, accentuating the charming Coffee Cottage with its mint-green roof. Lush foliage surrounds the cottage while the serene ocean is visible in the background under a partly cloudy sky.

Cottage in Captain Cook

Romantic cottage Big Island coffee farm retreat

ENJOY SPECTACULAR VIEWS OF KEALAKEKUA BAY!! The newly built Coffee Cottage is nestled on our small coffee farm, a very romantic vacation spot! Big lanai and outdoor kitchenette for open air living with gorgeous sunsets over the ocean. Stretch out in the California king bed and check out that view! Black out curtains add to your sleeping comfort. Nearby are many attractions, amazing snorkeling and hiking, a grocery & hardware store. We look forward to sharing our slice of paradise!!

Guesthouse in Captain Cook

A well-lit kitchenette area features a refrigerator, microwave, and a hot plate, accompanied by open shelving displaying kitchenware. A dining table with four chairs sits adjacent, while large windows offer a view of the coastline and surrounding greenery.

4.98 out of 5 average rating, 121 reviews

Pebble Beach House - 2 Minute Walk to the Beach!

Come enjoy our guest house with Pebble Beach just a 2 minute walk down the road! Our piece of paradise is located in a peaceful neighborhood where you can see and hear whales spouting and slapping their tails (in season) and enjoy ocean sunsets. Pebble Beach is a great place to snorkel, kayak, or start a hike along the Kings Trail to volcanic formations or a hidden black sand beach. We are located approximately 45 minutes south of Kona, and 75 minutes to Volcanoes National Park.

4.96 out of 5 average rating, 574 reviews

A unique architectural structure is set among lush greenery, featuring a sloped roof that contrasts with the blue sky. The tranquil ocean view is framed by trees, highlighting the serene natural surroundings of the property.

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

Two glasses filled with red liquid are placed on a wooden railing. A vibrant sunset casts warm hues over the ocean in the background, framed by lush greenery and a tall coniferous tree.

4.88 out of 5 average rating, 238 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!

4.91 out of 5 average rating, 316 reviews

A charming cottage is nestled among palm and coffee trees, featuring a bright red metal roof and green wooden walls. The cottage includes a covered front porch with wooden railings, allowing for relaxed outdoor seating. Gentle sunlight bathes the structure, enhancing its welcoming appearance.

Cottage in Kealakekua

Private Cottage on coffee farm, Ocean-Sunset View

Ocean-sunset views from private cottage in coffee field. Cottage is next to our plant nursery on our private country road. Located above world-famous Kealakekua Bay, the cottage is surrounded by coffee, macadamia nut, palm and avocado trees..this is our Hog Wild Homestead. Studio Cottage is used as pickers quarters during harvest season. Brand new queen mattress, full fridge, microwave, toaster oven, skillet, sink, private semi-outdoor shower, dimmable lighting

Guest suite in Captain Cook

A private lanai offers a clear view of the ocean, framed by lush greenery. A patio table with chairs is visible, complemented by a large blue umbrella providing shade. The spacious lawn extends below, with hints of nearby tropical plants creating a serene outdoor atmosphere.

4.98 out of 5 average rating, 141 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, 219 reviews

A stone staircase winds through lush tropical foliage, leading to a wooden structure nestled among vibrant greenery. The entrance features a railing and is framed by ferns and palm leaves, creating a serene and secluded atmosphere.

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.

Vacation rentals for every style

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Popular amenities for Captain Cook vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Captain Cook house rentals

4.97 out of 5 average rating, 281 reviews

A living area features a comfortable black sofa adorned with colorful patterned cushions. A round glass-top table sits on a neutral area rug. A ceiling fan and large sliding doors provide access to a private balcony with ocean views, framed by indoor greenery.

Home in Kailua-Kona

Kona Mango Ohana, AC,1 Bed, easy to get around

An expansive covered lanai offers comfortable seating with plush blue cushions, overlooking the ocean and lush landscape. A large dining table and barbecue grill add to the outdoor space, enhancing the inviting atmosphere of relaxation and scenic views.

4.88 out of 5 average rating, 172 reviews

Luxury Magic Oceanview Home – Huge Lanai & Hot Tub

The image captures a stunning sunset viewed through tall trees, with vibrant hues of orange and yellow radiating across the sky. Silhouetted foliage frames the scene, highlighting the natural beauty of the surrounding landscape.

4.9 out of 5 average rating, 148 reviews

Main Hale on Ohia Malu Sanctuary in South Kona

The three-story pole house, surrounded by vibrant foliage, showcases large windows and wraparound lanai. Warm lights illuminate the structure against a twilight sky, highlighting its modern design and inviting atmosphere.

4.9 out of 5 average rating, 168 reviews

Tropical Ocean View 4 bd + Loft Sleeps 10

A spacious balcony features a round table adorned with a floral tablecloth, offering a clear view of the vibrant blue ocean and distant green hills. Lush greenery surrounds the scene, creating a serene atmosphere for relaxation.

4.89 out of 5 average rating, 175 reviews

Oceanfront Home, Kealakekua Bay-Hale Hoʻolana

4.85 out of 5 average rating, 185 reviews

A single-story island home is set against a clear blue sky, featuring a spacious porch that stretches across the front. Lush greenery surrounds the house, enhancing its rural setting. Large windows reflect natural light, offering glimpses into the bright interior.

Home in Naalehu

Large Ocean View Home “Aloha Friday”

A two-story wooden house is set against a clear blue sky, showcasing a large front porch with stairs leading up to it. The lush landscaping features vibrant tropical plants, and an unobstructed view of the ocean is visible in the background.

4.96 out of 5 average rating, 170 reviews

Milolii Whale House With Ocean Views and Pool!

A quaint green cottage is surrounded by lush vegetation and tropical plants. A small set of wooden steps leads up to a front deck, while a satellite dish is mounted on the roof. The entrance features a large window, allowing natural light to enter.

4.85 out of 5 average rating, 127 reviews

SuGar Cottage in Papa Bay. Free Scuba Diving!

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Captain Cook condo rentals

A private lanai is featured with a wooden table and two chairs, overlooking the vibrant blue ocean. Palm trees frame the scene against a clear sky, enhancing the peaceful outdoor setting. Colorful plants in pots add a pop of red to the coastal view.

4.93 out of 5 average rating, 209 reviews

Longboard Studio at Kona Magic Sands Beach

A private lanai features a round table with two chairs overlooking the ocean. The table is set with plates and glasses, complemented by a bottle of wine. The deep blue water and rocky shoreline are visible in the background, under a clear sky.

4.94 out of 5 average rating, 159 reviews

True Oceanfront, Top-Floor, Downtown, A/C, Parking

A modern kitchen is visible, featuring white cabinetry, sleek black appliances, and a glossy countertop. A dining area with bar seating is positioned near a cozy living space, which includes a light-colored couch and large ottoman, complemented by soft lighting along the walls.

4.96 out of 5 average rating, 272 reviews

Inna's Downtown-Walk to Beach and to Supermarket!

A spacious sleeping area is designed with a large bed featuring a textured white quilt and two blue decorative pillows. Nightstands are positioned on either side, each holding a lamp. A wide window offers a view of the greenery outside, enhancing the calm atmosphere.

4.94 out of 5 average rating, 103 reviews

Kaloko Paradise with stunning views

A small balcony table is set for two, featuring woven chairs. A simple arrangement of greenery sits in the center. The backdrop reveals the ocean with gentle waves and palm trees swaying in the breeze, under a bright blue sky.

4.9 out of 5 average rating, 134 reviews

Ocean Front Corner Condo in Paradise

A vibrant sunset casts rich orange and purple hues across the sky, reflecting on the ocean's surface. Palm trees frame the view, while soft outdoor lighting accentuates the lush landscaping below. The tranquil scene invites relaxation and contemplation.

4.94 out of 5 average rating, 204 reviews

Aloha Paradise! Remodeled with A/C & Ocean View!

4.94 out of 5 average rating, 163 reviews

A dining table is set for four on a private lanai, featuring ocean views framed by swaying palm trees. Plates, glasses, and decorative centerpieces create a welcoming atmosphere for meals by the water, with gentle waves visible in the background.

Condo in Kailua

*Oceanfront Penthouse in Kona with AC!*

A spacious lanai offers expansive ocean views, framed by lush palm trees. A dining table is surrounded by four black chairs with turquoise cushions. A tropical centerpiece of fruits is placed on the glass table, complementing the outdoor space.

4.97 out of 5 average rating, 155 reviews

On-the-Ocean; Stunning Corner Unit, Spacious, A/C!

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Other great vacation rentals in Captain Cook

4.99 out of 5 average rating, 341 reviews

A two-story building features a spacious lanai with large glass windows offering expansive views of the ocean. Lush greenery surrounds the property, while the roofline is accented by a flat, overhanging design. The sky is partly cloudy, adding a serene backdrop.

Guest suite in Holualoa

Kona Coffee Vacation Rental Holualoa

4.97 out of 5 average rating, 127 reviews

A spacious studio cottage features a romantic king-size canopy bed draped in sheer white fabric. Richly colored bedding complements the hardwood furniture. The seating area includes a wicker loveseat and coffee table, with tropical plants enhancing the serene atmosphere. Natural light enters through large windows.

Cabin in Captain Cook

RomanticTropical Cottage-OceanView

4.93 out of 5 average rating, 538 reviews

A charming residence is nestled within lush greenery and vibrant floral gardens. Solar panels are visible on the roof, and a cozy deck with an umbrella invites relaxation. The expansive lawn complements the tranquil setting, with glimpses of the ocean beyond.

Guest suite in Keauhou

Hale Walua Ocean View Artist's Ohana

4.94 out of 5 average rating, 198 reviews

A cozy sleeping area features a spacious bed adorned with tropical-themed bedding and decorative pillows. Natural light floods in through large windows framed with sheer curtains. A small seating nook beside the bed offers additional comfort, and nature-themed artwork is displayed on the wall.

Apartment in Kailua-Kona

Cozy Studio - Cool elevation with Full Kitchen

Guesthouse in Captain Cook

A vibrant green cottage is surrounded by lush tropical vegetation. Steps lead up to a covered porch with white railings, offering access to the main entrance. The exterior reflects a charming, rustic style, set within a serene garden brimming with diverse plants.

4.92 out of 5 average rating, 172 reviews

Garden Cottage Ohana

Guest suite in Captain Cook

A view of a pebbled beach is captured under a colorful striped umbrella. Gentle waves lap at the shore in the background, while a few beachgoers can be seen in the distance enjoying the day. The sky is dotted with clouds, creating a serene atmosphere.

4.91 out of 5 average rating, 185 reviews

Crow's Nest /Ocean View/ Snorkel/Beach

Guest suite in Captain Cook

A spacious living area features high wooden ceilings and large windows, allowing natural light to fill the space. A comfortable bed with floral bedding is visible, accompanied by a dining table and chairs. Light-colored curtains frame the windows, complementing the warm wood tones.

4.95 out of 5 average rating, 274 reviews

Serenity Hale (Offgrid Experience♡)