Family-friendly vacation rentals in Kailua-Kona

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Top-rated family-friendly rentals in Kailua-Kona

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Guest favorite

A green lawn is bordered by stone walls and surrounded by tall trees. In the background, an ocean view is visible, framed by the lush greenery and under a clear blue sky.

Guest suite in Kailua-Kona

4.88 out of 5 average rating, 225 reviews

Cozy cloud forest Ohana

Cozy lower level Ohana apartment, with ocean view, in our home on our 4 acre family farm in the Ohia cloud forest of Kaloko Mauka. We are located at 2,000 feet up enjoying cooler weather and a unique microclimate just above Kona. We are a 10 minute drive to the nearest beach, 8 minutes to Costco and restaurants, and 15-20 minutes to Kona town. It is a private one bed, one bath with its own separate entrance and parking. It has a kitchenette with full fridge/freezer, and a mini washer and dryer.

Top guest favorite

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.

Condo in Kailua-Kona

4.94 out of 5 average rating, 208 reviews

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

Best unit at Kailua-Kona’s popular Sea Village and one of the only with A/C! Captivating ocean views, breezes, tropical sights and sounds greet you in this easily accessible ground floor unit. Start your day on the private lanai watching the spinner dolphins and end it with a glass of wine watching sunset over the ocean. This fully updated, turn-key condo boasts open concept living and is 5 minutes to downtown. An ideal base for an individual, couple or small families to explore the Big Island!

Top guest favorite

A spacious wooden deck surrounds a geodesic dome, offering a serene outdoor setting. Two hanging egg chairs are positioned for relaxation, while a portable heater is located nearby. The dome features a transparent facade that reflects sunlight, surrounded by lush greenery.

Dome in Holualoa

5 out of 5 average rating, 226 reviews

The Dome at Ulu Inn: Luxury Couples Retreat, Kona

Overlooking the beautiful Kona Coast...The Dome at Ulu Inn says: "Aloha...let's Disconnect, to Reconnect" Nestled within a gated 5 acre estate, Settle into our exclusive Geodesic Dome suite...experience elevated glamping, designed for ultimate relaxation and ensured seclusion from the outside world. THE DOME & neighboring unit THE CUBE, are an ample distance apart, providing privacy from each other. You may get up close and personal with our Goats, Pigs, Geckos & wild birds that roam freely.

Guest favorite

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.

Farm stay in Captain Cook

4.99 out of 5 average rating, 184 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.

Top guest favorite

The image captures a rocky beach at sunset, with the sun dipping below the horizon, casting warm hues across the sky. Dark rocks and scattered seashells are visible in the foreground, framed by gentle waves lapping at the shore.

Condo in Kailua-Kona

4.97 out of 5 average rating, 149 reviews

Ocean Views~by Honl's Beach~Heart of Kona~AC

ENJOY OCEAN VIEWS from a newly renovated Stylish condo in one of Kona's most desirable locations. Condo is an apx 6 to 8 min walk to a variety of Ocean Side Restaurants, entertainment and a quick walk to Honl's Beach. No rental car is needed as you are a short walk into town. The condo looks directly out to the Pacific Ocean and is on the ground floor so (no long stairs to climb). Free dedicated parking spot, which is so IMPORTANT in KONA now! 65" SMART TV, AC, the SOFA folds to a 2nd bed.

Top guest favorite

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

5 out of 5 average rating, 138 reviews

Romantic Kona Hideaway | Modern + Private Hot Tub

Tucked away in a peaceful native Hawaiian forest, this modern hideaway offers the perfect romantic escape just 10 miles from Kona’s beaches, airport, and town. Thoughtfully designed for couples, honeymooners, and those craving serenity, this stand-alone retreat blends minimalist style with beauty. Unwind in the private hot tub surrounded by nature, watch sunsets from the lanai, or grill under the stars. Inside, enjoy 384 sq. ft. of creative space that captures luxury, nature and seclusion.

Top guest favorite

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

4.96 out of 5 average rating, 105 reviews

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.

Superhost

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.

Guesthouse in Captain Cook

4.81 out of 5 average rating, 818 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 .

Top guest favorite

A spacious outdoor lanai features a large umbrella providing shade over glass-top tables and bright teal chairs. The stunning ocean view is visible in the background, along with a beautifully maintained pool and lush greenery surrounding the area.

Guest suite in Kailua-Kona

4.98 out of 5 average rating, 306 reviews

Poolside Studio🤙🏻Ocean View / AC / King🛌10min➡️Beach

A gorgeous remodeled studio featuring an ocean view lanai with a pool right outside. The lanai has a huge umbrella and bbq, and is a fully enclosed dining area with a self-closing gate to keep your kids safely away from the pool. The interior is all freshly renovated in 2020 with stylish and comfortable furniture. Covered parking is steps from the entry and plenty of quality beach gear is available for you to use anytime. Ice-cold A/C and Apple TV make relaxing inside just as nice.

Superhost

A charming cottage is surrounded by lush greenery and vibrant banana plants. Large windows allow natural light to fill the space, while a shaded deck offers a relaxing spot to enjoy views of the ocean in the distance. The grassy yard provides ample outdoor enjoyment.

Cottage in Holualoa

4.9 out of 5 average rating, 391 reviews

Holualoa Sunset Cottage

Artists cottage in the Kona upcountry town of Holualoa. Surrounded by coffee farms and quaint shops, galleries and restaraunts, you will find peace and quiet and breathtaking views of the ocean down below. We have cooler temps and a charming town, which is walkable from the cottage... yet only 10 minutes away from the beach. The best of both worlds! Our guest cottage is secluded from the main home on the property, so guests will have a very private experience during their stay.

Guest favorite

The exterior features a wooden deck, offering easy access to the entrance. A gentle overhang provides shelter, and string lights are visible, suggesting a cozy ambiance. The white facade of the tiny house is complemented by surrounding greenery and a pebbled walkway.

Tiny home in Kailua-Kona

4.92 out of 5 average rating, 124 reviews

Lilikoi Loft

Introducing a private oasis of comfort and charm, our newly renovated tiny house. This simple retreat is a testament to minimalist luxury and offers a convenient escape near Kona International Airport and downtown Kailua Kona. The exterior of the tiny house is a harmonious blend of rustic charm and simple design, featuring a quaint porch, perfect for sipping your morning coffee or working on the computer while gazing at the pacific ocean.

Top guest favorite

A dining table with a tiled top is surrounded by four cushioned chairs under a large umbrella. Lush greenery and a panoramic ocean view can be seen in the background, creating a serene outdoor setting on the lanai.

Guest suite in Kailua-Kona

4.95 out of 5 average rating, 620 reviews

Cozy, Private Studio with an Incredible View!

Just 10 minutes from Kona International Airport, this private studio is perfectly situated as the start for your Big Island adventure. The space is bright and airy with French doors that open to the lanai for an even more spacious feel. There is a closet, a private washer and dryer, basic amenities, a 65” smart TV, and USB outlets. There is a queen bed and a comfortable couch. Transient Accommodation License TA-018-066-6368-01