Family-friendly holiday rentals in Kailua-Kona

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Top-rated family-friendly rentals in Kailua-Kona

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Superhost

Condo in Kailua-Kona

4.81 out of 5 average rating, 351 reviews

Charming Condo in the Heart of Kona, Pool & A/C

Pull up a lounger on the stone pool patio for a spectacular ocean sunset. This redesigned condo features a peaceful, neutral palette against rich mahogany flooring. Each morning is a perfect one on a private balcony off the dreamy white bedroom. Our 1 bedroom 1 bath condo comes with a stocked kitchen and bathroom for up to four guests. In the master bedroom you will find a new 14" queen memory foam mattress, new A/C unit and new 40" smart television with Netflix. In the living room there is a new queen sofa sleeper. We provide free Wifi, beach towels, assigned parking stall and coin-op laundry facility on site. Guests have access to the beautifully redone pool at the waters edge, community bbq to grill up your daily fresh catch and coin-op laundry facility for your convenience. This condo is in Kona Shores, an oceanfront complex located on the scenic Ali'i Drive. It is family friendly, with both full-time and vacation tenants. While here, enjoy the farmers and craft markets, local cuisine, amazing sunsets and whales. Kona Shores is located within walking distance to Kona Town. You do not need a car for this location if you are the walking type. Our condo is within one mile of restaurants, farmers markets, beaches, shopping and tour companies to help you plan your ideal Hawaiian vacation.

Guest favourite

Guest suite in Kailua-Kona

4.88 out of 5 average rating, 217 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.

Guest favourite

Guest suite in Kailua-Kona

4.97 out of 5 average rating, 224 reviews

Walk to Magic Sands Beach! Prime location

Aloha and welcome to your 1st floor large private suite 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 a beautiful Kona sunset at 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.

Guest favourite

Condo in Kailua-Kona

4.93 out of 5 average rating, 176 reviews

Downtown Kona! Ocean View<1/2mi to Beach!

Say ‘Aloha’ to the good life when you book one of the best located condos in downtown Kailua-Kona! Located in the heart of downtown, this modern loft style home is just a 5-10 minute walk to the beach, the famous Alii Drive, restaurants, and on-the-water fun. Equipped with a private lanai and community amenities, you’ll have everything you need to enjoy Kona to it's fullest. Walk to the best downtown Kona Beach for a fun family-friendly day of sun, white sand, turquoise waters, and snorkeling!

Top Guest favourite

Dome in Holualoa

5 out of 5 average rating, 215 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 favourite

Farm stay in Captain Cook

4.99 out of 5 average rating, 177 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 favourite

Home in Kailua-Kona

4.95 out of 5 average rating, 122 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.

Top Guest favourite

Home in Kailua-Kona

4.96 out of 5 average rating, 158 reviews

Private Pool - 180° Ocean View - Minutes to Beach

This is real Hawaii (except we have fast reliable Wi Fi). Located at 900 ft. elevation, 4 miles to the center of town where there are many restaurants to choose from and just minutes to the nearest beach where the sea turtles are sunning themselves on the shore. This is on one acre in Kona's safest and most desirable neighborhoods. It is the downstairs of a large home where I live quietly upstairs. You share nothing, the pool and spa are yours exclusively while you are here.

Guest favourite

Cottage in Holualoa

4.91 out of 5 average rating, 378 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.

Top Guest favourite

Apartment in Kealakekua

4.93 out of 5 average rating, 455 reviews

Hale's Hale

This one-bedroom apartment with an ocean view is the perfect space for you to relax and unwind after a day of fun! It has it’s own private entry and includes a queen bed, a sofa bed, a fridge, a microwave, a cooktop, A shared washer/dryer and BBQ grill! Our home sits at a cool 1300' elevation with stunning sunsets. For our fellow adventurers, It’s only 10 minutes from Keauhou Bay, 15 minutes from Kona town to the North or 2 Step snorkeling to the South.

Superhost

Guest suite in Kailua-Kona

4.87 out of 5 average rating, 448 reviews

Hale Tutu; No Cleaning Fee. Cozy 1BD apartment

Five minutes to the airport and ten minutes to Kailua Kona town. This charming floor unit is well lit, cozy and private with a beautifully tiled bathroom. Complete with: - King Size bed - Sleeper / pull out sofa - Washer and Dryer - Gas stove range - Strong AC with remote control Families welcome! Full disclosure: We have children (11 and 8) upstairs that play, jump, laugh, play music (Piano and Ukulele)... the double ceiling helps but not 100%.

Top Guest favourite

Apartment in Kailua-Kona

4.98 out of 5 average rating, 133 reviews

Safe Harbor Kona- stunning large one bedroom

Spacious, remodeled home welcomes you to the magic of this island! This stylish home is perfect for your Hawaiian vacation. The host welcomes you to share in the majestic waterfalls, rainforest trails and other infinite delights of nature. Furnishings were carefully selected for comfort, relaxation and appeal. Enjoy a partial view of the ocean from the bedroom and living room. Located near Kona, the airport and numerous beaches.