Family-friendly holiday rentals in Kailua-Kona

4.94 out of 5 average rating, 276 reviews

Walk to Magic Sands Beach! Prime Location (no AC)

Aloha and welcome to a ground floor private studio located in Kailua Kona on The Big Island of Hawaii. Enjoy all that the island has to offer while staying in a quiet residential neighborhood in an extremely desirable prime location in Kona! Walk to Magic Sands Beach and catch the beautiful Kona sunsets every night! Free beach item use: beach chairs, coolers, snorkel gear, boogie boards, and a beach umbrella. Central location close to restaurants, grocery stores, and shopping. On-site parking

4.88 out of 5 average rating, 219 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.

5 out of 5 average rating, 219 reviews

Dome in Holualoa

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.

Farm stay in Captain Cook

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.

Superhost

4.87 out of 5 average rating, 328 reviews

Olena Studio; King bed, Close to Airport

Located conveniently 5 minutes from the airport and a short 15 min drive to downtown Kailua Kona. Vaulted ceilings, a cute lanai to enjoy your morning coffee, large bathroom with double vanity, and a kitchenette make this rental a real gem. The AC is powerful for when the tropical breeze isn't quite cool enough, The WIFI is reliable and there is a large screen TV with ROKU for when you just want to hang out. We offer automated check in, excellent room amenities and flexibility with booking.

Guesthouse in Kailua-Kona

4.97 out of 5 average rating, 376 reviews

Spectacular Views of Kailua-Kona

Aloha and e komo mai to our Ohia Guest House in beautiful Kailua-Kona. Ohia Guest House is your well equipped home away from home, it has everything you will need for a comfortable holiday on The Big Island. We live at a cooler elevation of 1000 feet with pleasant tropical breezes. Our property is on 1.5 acres of tropical landscaping. Ocean views abound, perfect for sunset watching and seeing real-time surf conditions. In the evenings enjoy stargazing and the sounds of the tropics.

4.98 out of 5 average rating, 296 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.

4.91 out of 5 average rating, 379 reviews

Cottage in Holualoa

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.

4.99 out of 5 average rating, 122 reviews

Guesthouse in Keauhou

Kona Guesthouse ❤ Ocean Views | Kitchen | Patio

Enjoy all the comforts of home with sweeping views of Kailua Kona. Start your day with a brisk morning walk in our friendly neighborhood walking trail. When you are ready to get out and explore, you are minutes away from attractions that bring people to the island. Snorkel amidst turtles and reef fishes in Kahaluu Beach. Try night diving among Manta Rays in Keauhou Bay. Drive south to Kealakekua Bay and snorkel in one of the best spots known for its spectacular coral reefs.

4.95 out of 5 average rating, 603 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.

Guesthouse in Kailua-Kona

4.98 out of 5 average rating, 328 reviews

Aloha Kona Ohana - 2min from Ali’i Drive

This modern studio is the perfect place for relaxing after a long day of exploring the Big Island. This cozy and clean private Ohana has everything you need for your vacation getaway. A close 2 minute drive or 10 minute walk to downtown Kona’s Ali’i Drive, we are located “Makai” side of Queen Ka'ahumanu Hwy, on a quiet, no through road.