Family-friendly vacation rentals in Captain Cook

4.96 out of 5 average rating, 247 reviews

A charming greenhouse cabin is set against a backdrop of greenery and a gentle rainbow arching overhead. Vibrant flowers and well-placed pots line a red mulch pathway leading to the rustic wooden door, enhancing the connection with nature.

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!

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

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.

Guest suite in Captain Cook

A covered patio area is depicted, featuring a small round table and two chairs, overlooking a lush green landscape. The view extends towards the ocean in the distance, framed by trees and farm vegetation, while a light breeze appears to gently sway the surroundings.

4.83 out of 5 average rating, 165 reviews

Studio on coffee farm with ocean view lanai

Retreat to Hale 'Io (named after the Hawaiian hawk residing near by), a studio apartment tucked away on a vibrant and lush coffee farm in Captain Cook! You've a private bath and kitchenette, queen size bed. Fruits, vegetables, coffee, and herbs galore. A wonderful sweetheart escape for the adventurous, set just 2 miles from Kealakekua Bay a marine preserve with spectacular snorkeling and hiking. And 2.5 miles from the City of refuge. The perfect headquarters for your Big Island explorations.

Guesthouse in Kailua-Kona

A wooden sign carved with the word 'ALOHA' is displayed against a backdrop of dark volcanic rocks. Colorful hibiscus flowers are painted on either side of the sign, adding a tropical touch to the natural surroundings.

4.96 out of 5 average rating, 242 reviews

Tiny House in Kona - 5 Minute Walk to the Beach!

Mahalo nui for your Interest! After a short break, I am happy to be back hosting this wonderful space ~ Click my profile to check my 1400+ 5-Star Reviews and book with Confidence! This is a real Tiny House on Wheels with an additional connected open air and fully screened kitchen for dining and relaxing. You'll love this "rustic" and private experience in an upscale neighborhood just 4 miles south of downtown Kona! And, you are only a 5 Minute Walk to Magic Sands - the best beach in town!

4.96 out of 5 average rating, 107 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.

Apartment in Kailua-Kona

Suite Magic Sands Beach

Save money & time! Ho'omalu located just off of Alii drive "Ironman Route" is only an 11 minute walk to magic sands beach and many more hot spots. In a private and tranquil gated community this modern day Villa awaits where sophistication meets relaxed Hawaiian living. The inviting pool enveloped with mature tropical landscaping is the centerpiece to this compound and features upscale finishes and flooring. The apartment is on the second level. Ask about our car rental fleet discounts.

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, 820 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 .

4.88 out of 5 average rating, 292 reviews

A cozy, white Lotus Dome tent is viewed from the entrance, revealing a simple interior layout. Wooden shelves are seen inside, and natural light streams in, creating a welcoming ambiance. The outdoor space features a green carpet and a partially shaded area for relaxation.

Tiny home in Ocean View

Ecolodge, Cozy Lotus experience with ocean view

On the lava fields surrounded by Ohia trees you will find our cozy Lotus Dome. Embracing atmosphere with covered lanai, ocean view, a million stars at night, comfy Queen size bed and kitchen. At 50 feet outdoor bathhouse with shower, sink and toilet. Furnished Japanese style, a room with a view! Close to South point, Green & black Sand beach & snorkelfun bays. Kahuku volcano park is close, at 10 min, great hiking! Anyone is welcome, we are happy to receive you with a warm Aloha.

4.96 out of 5 average rating, 583 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.

4.91 out of 5 average rating, 324 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

4.91 out of 5 average rating, 159 reviews

A glamping structure features a large window showcasing a sunset reflection. Two wooden chairs are positioned on a deck in front of the building, surrounded by grass and a landscaped area. The sky presents varied shades of orange and gray, illuminating the simple construction.

Tiny home in Naalehu

Kanaloa

Kanaloa (God of the Sea creatures) over looks the Ocean, this room is 140 sq ft, with a queen bed, small table with chairs, no kitchen, large window to view Milky Way, sunrises, all while laying in bed. Kanaloa has its own private composting toilet 25’ from the room, bathroom sink, beach shower. A glamping room for short stays for those wanting a lower nightly price, clean, comfortable, getaway, close to Green Sand Beach and other popular place.

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, 145 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.

4.89 out of 5 average rating, 307 reviews

A charming guest house is nestled amidst lush greenery, featuring a welcoming wooden door and a simple stone pathway. Two green chairs are positioned on the porch, offering a serene spot to enjoy the surrounding nature.

Guesthouse in Ocean View

Ocean View with a view

Our little slice of paradise is located in Ocean View Hawaii half way between Kona and Hilo. A beautiful place to enjoy the island flow free from crowds and filled with peace. We have views of south point the most southern point of The United States. At night the you can experience millions of twinkling stars as we are in one of the special places on earth free of light pollution allowing views of the stars rarely seen with the naked eye

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, 111 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 - No Cleaning Fee!

Apartment in Captain Cook

An outdoor patio area is shown, featuring a round dining table with four chairs surrounded by tropical greenery. A private hot tub is positioned nearby, with a gas BBQ grill visible on the side. Bright flowers enhance the garden setting.

4.84 out of 5 average rating, 227 reviews

Tropical Hideaway w/ Pool, Hot Tub

4.95 out of 5 average rating, 281 reviews

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.

Home in Holualoa

Piece of Paradise Coffee Farm

4.88 out of 5 average rating, 174 reviews

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.

Home in Captain Cook

Luxury Magic Oceanview Home – Huge Lanai & Hot Tub

4.93 out of 5 average rating, 153 reviews

Guest suite in Naalehu

Studio w/Views Green Black Sands South Point HVNP

Guesthouse in Captain Cook

A vivid sunset casts hues of red and orange across the sky, providing a stunning backdrop to the guesthouse. Silhouetted against the vibrant colors, palm leaves and the structure of the guesthouse create a serene and picturesque environment.

4.88 out of 5 average rating, 162 reviews

Mongoose Manor- Modern guesthouse / amazing views

A modern living area is presented with a comfortable sofa and armchair, complemented by a light wooden coffee table. A large television is positioned opposite the seating. Floor-to-ceiling windows provide views of the ocean, allowing natural light to fill the space.

4.92 out of 5 average rating, 230 reviews

Blissful paradise with epic view- Hale Mahana

5 out of 5 average rating, 142 reviews

A modern wooden cabin is positioned on a gently sloping lawn, surrounded by native trees. A concrete path leads to the entrance, which features wooden accents. The sky is filled with colorful hues, suggesting a vibrant sunset behind the structure.

Cabin in Kailua-Kona

Romantic Kona Hideaway | Modern + Private Hot Tub

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 196 reviews

A coastal view is presented, featuring rolling hills and a rocky shoreline. Lush coconut palm trees frame the image, while gentle waves lap against the shore. The horizon showcases the deep blue ocean under a clear sky, punctuated by distant landforms.

Home in Captain Cook

Kona Paradise Home, Hawaii

4.91 out of 5 average rating, 476 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 ☀

Guest suite in Kailua-Kona

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.

4.86 out of 5 average rating, 465 reviews

Spacious Apartment Near Airport and Beaches

Guest suite in Kealakekua

A spacious outdoor living area is surrounded by lush greenery, showcasing a comfortable seating arrangement with a round table. A hammock hangs nearby, and peeking ocean views can be seen in the background, complemented by a partly cloudy sky.

4.95 out of 5 average rating, 461 reviews

Aka'ula House

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, 396 reviews

3 blocks to Turtle beach and Ali'i Dr

4.97 out of 5 average rating, 150 reviews

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.

Home in Kailua-Kona

Hale Aka'ula, House of the Red Sunset

4.82 out of 5 average rating, 524 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.

Apartment in Kailua

Amazing Kona Sunset View - Sleeps 4

4.86 out of 5 average rating, 194 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

4.96 out of 5 average rating, 109 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

A view from the lanai features lush green vegetation in the foreground with a glimpse of the ocean in the background. The landscape is dotted with palm trees and includes nearby buildings, showcasing a peaceful setting.

4.85 out of 5 average rating, 318 reviews

Kailua Village Condo in the Heart of Kona

4.96 out of 5 average rating, 274 reviews

A tranquil saltwater pool is surrounded by a well-maintained lawn and lush tropical landscaping. Sun loungers and umbrellas are arranged nearby, inviting relaxation. In the background, a two-story villa features solar panels and a charming balcony, set against a sunny blue sky.

Guest suite in Holualoa

Family-Friendly Retreat Guest Suite-Pool & Lanai!

An expansive view of the ocean at sunset captures vibrant oranges and yellows illuminating the sky. A community pool is visible in the foreground, surrounded by lounge chairs. Lush palm trees frame the scene, enhancing the tropical ambiance.

4.88 out of 5 average rating, 217 reviews

Ali'i Dr w/ Ocean Sunsets next to Farmer's Market

Guest suite in Kailua-Kona

A nighttime view of the property features multiple buildings adorned with colorful lights, illuminating the outdoor space. A swimming pool reflects the vibrant lights, while lounge chairs are positioned nearby, inviting relaxation under the starlit sky.

4.92 out of 5 average rating, 438 reviews

Da Pool Hale - Kona Amazing Ocean Sunset

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, 212 reviews

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

4.97 out of 5 average rating, 199 reviews

A large lap pool is surrounded by a wooden deck and tropical landscaping. Poolside loungers are positioned for relaxation, with views of the ocean and distant trees. The area is bathed in natural light, creating a serene outdoor atmosphere.

Home in Kailua-Kona

Halia Hale