Family-friendly vacation rentals in Captain Cook

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Top-rated family-friendly rentals in Captain Cook

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

A bright bathroom features a single vanity with ample counter space and wooden cabinetry. A walk-in shower with a glass door is visible, alongside a large mirror that reflects the room’s light. Neutral tile creates a clean and welcoming atmosphere.

Condo in Kailua-Kona

4.93 out of 5 average rating, 138 reviews

Condo At Magic Sands: Ocean Views-Top Floor-Quiet

Aloha and welcome to our condo at White Sands Village. Brand new to the rental market, this wonderfully appointed 2-bedroom, 2-bathroom top floor condo offers everything you’ll need to enjoy your stay in Kailua-Kona. This newly upgraded unit is located in the back of the complex, away from Alii Drive & offers beautiful ocean and mountain views, renewing sunrises and spectacular sunsets (Sept-March). You’ll enjoy the tranquility and privacy our location offers, while the beach is just steps away.

Guest favorite

A bright bathroom features a simple vanity with a white countertop and wooden cabinetry. A large mirror is mounted above, surrounded by wall-mounted lights. Soft green walls and a patterned shower curtain add a touch of color, complemented by hardwood flooring.

Guesthouse in Keauhou

4.87 out of 5 average rating, 149 reviews

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 favorite

A private solar heated pool is surrounded by tropical landscaping, featuring a waterfall cascading over black rocks. Comfortable outdoor seating is arranged nearby, with vibrant plants adding color and lushness to the serene atmosphere.

Home in Kailua-Kona

4.95 out of 5 average rating, 115 reviews

Tropical Private Oasis, Heated Pool & OceanView!

3 bedroom/2.5 bath, Sleeps 8 with Private Solar Heated Pool with Waterfall, Lanai, Gazebo with Ocean View, Tropical Yard. 5 min to downtown Kona along the water. This "model home" sits in a gated community of Kahakai with breathtaking views. It has all upgrades throughout the house for ultimate luxury. A pathway on this 1/2 acre plus property leads to an elevated private gazebo for that amazing romantic evening dinner or relaxing with your special one while looking at an amazing ocean view.

Superhost

A green beach umbrella shades two folding chairs set up on a sandy beach. A cooler with a floral design rests on the sand nearby. Gentle waves lap at the shore, and the clear blue ocean stretches to the horizon under a clear sky.

Condo in Keauhou

4.78 out of 5 average rating, 261 reviews

THE Ultimate Oceanfront Location at Magic Sands

The ultimate OCEANFRONT experience! Our condo, Honu Haven, literally 30 ft from ocean. Bamboo/teak furnishings and retro Hawaiian fabrics create a tropical vibe. Let the sound of the ocean loll you to sleep. Full kitchen, wifi, beach stuff, pool, BBQ area, FREE parking and 3.5 mi from downtown. Small, quiet complex next to Magic Sands Beach. Perfect getaway for 2 but can accommodate 4. Nightly fee INCLUDES state and local taxes of 17.75%. The resort has a few exterior security cameras.

Guest favorite

A spacious bathroom features dual vanities with granite countertops and modern fixtures. A glass-enclosed shower and a deep soaking tub are present, complemented by tasteful wall art. Natural light fills the area, enhancing the neutral tones of the tile and cabinetry.

Condo in Waikoloa Village

4.95 out of 5 average rating, 128 reviews

Newer Luxury Townhouse - Exceptional Value

Hali'i Kai is the nicest ocean front condo resort property in Waikoloa Beach and arguably along the entire Kohala Coast. The grounds & amenities are very nice and appealing to the most discerning of guests. - Ocean Club with its lagoon style pool - Sand bottom hot tub - Ocean front fitness center - Resort bar & restaurant - Tennis and basketball - Beach toys, umbrellas, chairs - Amazing beaches - 2 Pro golf courses - Outdoor shopping - More than 15 restaurants - Great snorkeling

Superhost

A decorative sign featuring a cut-out leaf design is displayed prominently, indicating the entrance to Kona Kai. The sign is framed in wood and sits among lush landscaping, with flowers blooming in shades of pink and green surrounding its base.

Condo in Kailua-Kona

4.75 out of 5 average rating, 204 reviews

Kona Kai Retreat-1.5 blocks to ocean in Kona.

Minutes from the ocean & only blocks from main tourist area in heart of Kona. Enjoy this remodelled 2 bedroom condo with pool and laundry facilities. Make this your home away from home. All you need is here including priceless sunsets. Well equipped for infants & children. Window A/C unit in each bedroom to keep cool. Designated parking. We also have a 1 bedroom next door for extended families. Call/text to inquire. This property is registered with State of Hawaii.

Top guest favorite

The living room showcases a bright orange accent wall, complemented by white built-in shelves filled with books and decorative items. A cozy seating arrangement includes a light-colored sofa with blue cushions and a wooden coffee table. A comfortable armchair and a desk area are also visible.

Home in Holualoa

4.91 out of 5 average rating, 177 reviews

Mini Plantation with a View

2300 sq.ft home on over an acre is perfect for time with family & friends. 10 minutes from downtown Kona, in Holualoa, with organic coffee, fruit trees, and flowers. There is a roof-top games with ping-pong room overlooking the garden. Paddle boards, snorkeling gear, basketball, and lots of games are also provided. Entertaining is easy on the huge lanai with bbq and a kitchen equipped with cooking staples and equipment. Home is on-property hosted.

Guest favorite

The image showcases a spacious home with a covered second-floor balcony overlooking a heated pool. Lush greenery surrounds the well-maintained lawn, while a few lounge chairs are situated near the water's edge, inviting relaxation. Palm trees and tropical foliage frame the scene.

Home in Waikoloa Village

4.88 out of 5 average rating, 139 reviews

Big Family Home, Pool, Views, Yard, Lanai, Clean!

Beautiful view home 4 bedrooms, Heated Pool! Big private yard, gourmet kitchen, 2 car garage, BBQ. Each bedroom leads out to the lanai(s) through French doors. Comfortably sleeps 8 in beds but can accommodate up to 10. Less than 10 minutes to awesome beaches, shopping, and restaurants. We now offer air-conditioning for a nominal fee. Please let us know if you would like to add this option to your reservation, the cost is $20/night.

Top guest favorite

The setting sun casts a vibrant orange glow across the sky, reflecting on the tranquil ocean surface. Multiple clouds are visible in the distance, framing the horizon where the sun descends, creating a serene and picturesque seascape.

Condo in Kailua-Kona

4.93 out of 5 average rating, 278 reviews

Ocean Front Million Dollar View Home. Sea Village

Hale Kamaka Honu. Please read all details. No infants or travelers under the age of six years old permitted. Absolutely no late check out which is 11AM FIRM and check in is 4PM. As a reminder, cleaning fee, HI GE and TA tax or the fee Airbnb charges travelers , which we have no control over, will be reflected in your confirmed reservation. Welcome to the Sea Village No AC, no elevator. Rainbow friendly.

Guest favorite

A cozy sleeping area features a well-made bed adorned with a light-colored quilt featuring palm leaf patterns. Natural light enters through multiple windows, while a door leads to the exterior. A small TV and a folding chair add to the room's functionality.

Guest suite in Kailua-Kona

4.92 out of 5 average rating, 298 reviews

2 Room Private Treetop Suite

Nestled in the trees with a view of the ocean and a deck to enjoy both. The home is located 3 blocks from Ali'i Dr and walking distance to Da Poke Shack and Turtle Beach. Check out our other listings! airbnb.com/h/guestwing-kona airbnb.com/h/turtlebeach-kona airbnb.com/h/hawaiianretreat-kona

Top guest favorite

Townhouse in Keauhou

4.95 out of 5 average rating, 198 reviews

Tiki Hale Lua, a tropical paradise steps to ocean!

Beautifully updated 2 BR / 2 BA/ 2 story Townhouse with AIR CONDITIONING at Keauhou Kona Surf & Racquet Club. Our townhouse, in this oceanfront complex, exudes pride of ownership with items for beach use and the Aloha spirit in every room creating a home designed for comfort and relaxation.

Guest favorite

A serene pool area is surrounded by palm trees and landscaped gardens. Lounge chairs are positioned around the pool, inviting relaxation. The buildings in the background provide a resort-style ambiance, enhancing the tranquil setting under a clear blue sky.

Townhouse in Waikoloa Village

4.88 out of 5 average rating, 175 reviews

Spacious, light, roomy condo! Sleeps 6

Our place is close to restaurants and dining (King's Court and Queen's Marketplace. You’ll love it because of the location, the ambiance, and the outdoor Lanai. My place is good for couples, solo adventurers, business travelers, and families (with kids). TA-090-830-2336-01