Family-friendly holiday rentals in Captain Cook

4.98 out of 5 average rating, 206 reviews

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.

Home in Captain Cook

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.

4.88 out of 5 average rating, 160 reviews

The pool area is highlighted by a water slide and surrounded by palm trees under a colorful sunset sky. The shimmering water reflects vibrant hues, creating a serene atmosphere. Lounge chairs are positioned nearby, overlooking the expansive view of the ocean and landscape.

Guest house in Keauhou

180 degree ocean view, private pool

Family friendly, NON SMOKING PROPERTY has a cottage with a 180 degree ocean view & beautiful pool. Enjoy incredible sunsets from the large deck, outdoor showers in the ginger garden & relaxing evenings in the hot tub. We welcome guests of all Races, religions, and sexual orientation! THERE IS NO LIFEGUARD ON DUTY NO DIVING IN THE POOL PLEASE THE SLIDE IS FEET FIRST ONLY! WE INVITE YOU TO PLEASE READ THROUGH THE FOLLOWING SECTION AS THERE IS OTHER PERTINENT INFORMATION FOR YOU AND YOUR FAMILY

Guest house 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.

4.93 out of 5 average rating, 190 reviews

Garden Cottage Ohana

Welcome to your small slice of paradise! Newly redone kitchen, LR, and bathroom! The garden cottage is surrounded on three sides by dense forest. Enjoy coffee and sunsets on your private porch overlooking our tropical fruit farm, the ocean, and stargazing skies. Birds singing, a chorus of frogs, and a wild rooster’s crow are just some of the “sounds of the jungle” that will surround you. The cottage sits between two beautiful bays that host some of the best snorkeling of the Hawaiian Islands.

Farm stay in Captain Cook

A sweeping view of the landscape is showcased, featuring lush greenery with palm trees lining a pathway. The vibrant hues of the sunset illuminate the horizon, with the calm ocean visible in the background, creating a serene natural setting.

4.97 out of 5 average rating, 184 reviews

Coffee Farm Retreat

咖啡庄园 Five acre coffee farm, elevation 1500', about one mile up mountain from Highway 11 south Kona. The road is all weather, paved in some places, a little bumpy, worth the 5 min ride. This is Hawaii farm country, not your suburban street with lights and sidewalks. 100 people will visit, 99 love it, one person will complain about the road. Not for everyone. The best views in Kona, quiet, plenty of room. Out of the way, but not isolated. Two bed rooms and a private loft with views.

4.9 out of 5 average rating, 157 reviews

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.

Home in Captain Cook

Main Hale on Ohia Malu Sanctuary in South Kona

We are on the South side of Kona, nestled on a 5 acre retreat. Most of the 5 acres have an Ohia forest with native birds singing. We are close to great beaches, snorkeling, (Best Snorkeling on the Island) kayaking, paddle boarding, hikes, coffee shops, restaurants, and much more. If you are interested in receiving a Reiki healing session while you are here, our property manager, Cory, would be happy to help you relax and rejuvenate. She can be reached at 808-765-7200 for more info

4.99 out of 5 average rating, 125 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 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!!

4.95 out of 5 average rating, 617 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 Captain Cook

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.

Guest house 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, 838 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, 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, 11% TAT and 4.5% GE .

4.95 out of 5 average rating, 192 reviews

A bright living area features a comfortable sofa with accent pillows, paired with two woven chairs. A wooden coffee table sits at the center, complemented by a colorful area rug. Large windows allow natural light and offer views of the surrounding greenery, enhancing the spaciousness.

Flat in Kealakekua

Professional Design Ocean View Private Apartment

Designed by Twin Islands Interior Design Group - Escape to Big Island and indulge in the tropical paradise of Hawaii with this charming 1 bedroom, 1 bathroom Airbnb property. Enjoy an ocean view from your breezy porch and sleep peacefully in a comfortable queen-size bed. AC unit in apartment, evenings and mornings are cool due to elevation. Spend lazy afternoons on the porch and soak up the jungle energy. Experience the magic of Big Island Kealakekua for yourself!

4.94 out of 5 average rating, 326 reviews

A traditional palapa equipped with a thatched roof is illuminated by string lights, creating a cozy atmosphere. A hammock hangs between the support beams, surrounded by lush tropical plants and an outdoor seating area on a concrete surface.

Flat in Captain Cook

BLUE BLISS: Hip Hideaway w/Hawaiian Gardens

Laid-back and retro-inspired yet ultra-comfy, this unique space offers a stylish, authentic Hawaiian escape. Just 20 minutes from Kona, South Kona’s relaxed pace provides the perfect retreat. Warm breezes flow through your screened living area and lanai, while vinyl records spin and a classic cruiser awaits. The calming blue hues reflect the nearby ocean, giving you all the beach vibes you crave. Long-term discounts available—stay and soak it all in!

Superhost

A dome tent is illuminated by string lights, surrounded by lush greenery. A wooden outdoor cooking area with a table and chairs is adjacent to the tent, creating a cozy atmosphere. The night sky enhances the tent's unique structure and inviting ambiance.

Dome in Naalehu

4.87 out of 5 average rating, 299 reviews

Luxury Glamping Dome w/ Outdoor Bathtub

Explore the southernmost part of the US while staying in a unique dome tent. Get away from the hustle of life & enjoy the great outdoors without sacrificing on comfort . The dome features a concrete outdoor bathtub, a queen sized bed, a full bathroom with a hot shower, and an outdoor cooking area. Relax by the fire or enjoy a hot bath under a starry night sky. This is an experience you will never forget.

4.91 out of 5 average rating, 600 reviews

An open-air living space features a cozy seating area with a day-bed and wicker chairs, illuminated by soft lighting. Tropical plants are arranged throughout, while a decorative 'LOVE' sign adds a welcoming touch. The layout encourages relaxation and connection to nature.

Cottage in Captain Cook

Enchanting Eco-Hideaway: Bohemian Retreat

~ Open-Air Living on a lush mango farm ~ 1 mile from best snorkeling in Kealakekua Bay ~ King bed, hammock, fully-equipped kitchen, BBQ ~ Unique Balinese Bohemian Treehouse style ~ Indoor-Outdoor, Open-Air, Nature-Based Experience ~ 180° views from the Master Bedroom (screened in) ~ Private outdoor shower surrounded by Plumerias

Popular amenities for Captain Cook family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5 out of 5 average rating, 124 reviews

An inviting outdoor space features a private pool surrounded by lush tropical plants. The soft glow of pool lighting highlights the stone patio, while lounge chairs are positioned for relaxation. Tall palm trees are visible against a colorful evening sky.

Home in Keauhou

Mollie’s Paradise Resort Home & Private Pool

The image captures a panoramic view of a private heated swimming pool surrounded by lush greenery. Lounge chairs are positioned around the pool, and a shaded gazebo adds to the outdoor space. In the background, the vibrant blue ocean stretches under a clear sky.

4.99 out of 5 average rating, 103 reviews

Exceptional Oceanview Home - Pool & Stunning View

An infinity-edged hot tub sits perched on a hillside, offering expansive views of the ocean and Kona below. The clear water reflects the sky, while the surrounding lush foliage adds a serene natural setting.

4.96 out of 5 average rating, 295 reviews

Piece of Paradise Coffee Farm

4.87 out of 5 average rating, 191 reviews

Cottage in Papa Bay

The Pineapple Express ~ Ocean Views ~ New Hot Tub Nov 2025

4.98 out of 5 average rating, 251 reviews

A spacious bedroom features a king-sized bed adorned with soft linens and decorative pillows. Natural light filters through large glass doors, offering views of lush surroundings. Wooden accents, a cozy area rug, and a potted plant enhance the serene atmosphere.

Home in Keauhou

Kona Sanctuary · Ocean View Hot Tub · A/C

A serene pool area reflects the vibrant colors of a sunset, with palm trees lining the background. Floating pool loungers are visible, adding a sense of relaxation. The surrounding scenery showcases a tranquil atmosphere, enhancing the peaceful ambiance of the private outdoor space.

4.96 out of 5 average rating, 172 reviews

Private Pool - 180° Ocean View - Minutes to Beach

A spacious home is depicted against a lush green backdrop, featuring a large deck with a hot tub. The structure showcases multiple solar panels on the roof, white railings, and an elegant staircase leading to the ground level, surrounded by vibrant tropical foliage.

4.92 out of 5 average rating, 142 reviews

Kona Mountain Home, 3/2, lanai, hot tub, sleeps 8

4.88 out of 5 average rating, 145 reviews

A serene oceanfront view is framed by swaying palm trees and vibrant greenery. The blue ocean stretches to the horizon, meeting frothy white waves that break against dark volcanic rock along the shore. The lush grass adds to the inviting landscape.

Apartment in Keauhou

OCEANFRONt 3+2.5 FREE AC Pickelball BeachGear

Family- and pet-friendly home rentals

Superhost

A spacious room is furnished with a king bed and a twin bed. Natural light enters through two windows dressed with light curtains. A small seating area with a patterned armchair is present beside a bedside table and a lamp, creating a cozy ambiance.

Guest suite in Kailua-Kona

4.84 out of 5 average rating, 167 reviews

Golden Hale North Ohana w/ Pool. Blocks to beach!

4.91 out of 5 average rating, 492 reviews

A private porch area is visible, featuring two wicker chairs and a small table set against a backdrop of lush tropical plants. Natural light enters through sliding glass doors, leading into the living space. A shelving unit with potted plants adds a touch of greenery.

Guest suite in Naalehu

☀ Private Garden w/ Ocean Views → Green Sands ☀

Superhost

A living area is shown, featuring a futon sofa, a wooden coffee table, and a light blue armchair. A flat-screen TV is mounted on the wall. Natural light enters through several windows. A small dining table with chairs is visible in the background.

Guest suite in Kailua-Kona

4.86 out of 5 average rating, 502 reviews

Convenient Island Stay Near Airport and Beaches

4.91 out of 5 average rating, 279 reviews

A large cruise ship is anchored in the ocean, bathed in the warm colors of a sunset. The sky is filled with soft pink and orange hues, with wispy clouds creating a dramatic backdrop. Lush palm trees frame the lower part of the image.

Loft in Kailua-Kona

Roomy, In Town, Ocean View-Most Convenient Spot!

Guest suite in Kailua-Kona

A cozy sleeping area featuring a queen size bed adorned with a patterned blanket. Handcrafted wood accents complement the space, with natural light filtering in through a sliding glass door. The ceiling showcases a woven design, enhancing the room's warm aesthetic.

4.88 out of 5 average rating, 424 reviews

3 blocks to Turtle beach and Ali'i Dr

An open-concept living area features a kitchen island with a blue base and white countertop. Large windows provide views of the ocean, while a dining table is surrounded by black chairs. Tropical plants add greenery to the space, enhancing the bright and airy atmosphere.

4.97 out of 5 average rating, 169 reviews

Hale Aka'ula, House of the Red Sunset

4.82 out of 5 average rating, 582 reviews

A vibrant sunset sky stretches across the horizon, featuring shades of orange and pink amidst scattered clouds. Silhouetted trees frame the scene, enhancing the peaceful ambiance of this natural view.

Flat in Kailua

Amazing Kona Sunset View - Sleeps 4

4.86 out of 5 average rating, 216 reviews

Large windows frame sweeping ocean views, allowing natural light to fill the open space. The gentle landscape includes greenery visible through the glass, enhancing the serene atmosphere. A simple chair is positioned nearby, complementing the inviting setting.

Home in Naalehu

Large Ocean View Home “Aloha Friday”

Family-friendly home rentals with a pool

The spacious home features natural wood accents, a wide balcony, and large windows that reflect the tropical landscape. Surrounding gardens with lush greenery create a serene atmosphere, while a small pond with a waterfall adds a soothing element to the exterior.

4.98 out of 5 average rating, 180 reviews

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

4.97 out of 5 average rating, 117 reviews

A private outdoor space features a pool surrounded by tropical greenery and stone pathways. The two-story home is visible in the background, showcasing a deck with shaded seating. Solar panels are installed on the roof, and the ocean is seen in the distance under a clear sky.

Home in Keauhou

Kahaluu Bay Get-Away

4.96 out of 5 average rating, 124 reviews

A vibrant tropical garden surrounds a modern villa, nestled within lush greenery and mature palm trees. A serene pool glimmers in the sunlight, creating a peaceful focal point amidst the rich landscaping. The sky above is bright with scattered clouds, enhancing the tranquil atmosphere.

Flat in Kailua-Kona

Suite Magic Sands Beach

4.88 out of 5 average rating, 228 reviews

A spacious swimming pool is surrounded by lush tropical foliage and lounge chairs. The calm water reflects the clear blue sky, while palm trees sway gently in the background. Additionally, shaded areas from umbrellas provide comfortable spots for relaxation.

Townhouse in Keauhou

Tropical Living in Oceanfront Resort 31

4.89 out of 5 average rating, 195 reviews

An outdoor area is presented with a spacious pool surrounded by lounge chairs and umbrellas. A wooden gazebo offers shaded seating, with palm trees framing the view. Sunlight casts a warm glow over the scene, enhancing the vibrant greenery and tranquil atmosphere.

Apartment in Keauhou

Kona Getaway at Kahalu'u Bay 2 Bed 2 Bath Condo

5 out of 5 average rating, 100 reviews

Tranquil Hawaiian Pineapple Poolhouse with A/C

4.95 out of 5 average rating, 224 reviews

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.

Apartment in Kailua-Kona

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