Family-friendly vacation rentals in Kailua-Kona

An outdoor hot tub is positioned beside a well-maintained lawn, with lush green foliage nearby. Several lounge chairs face the ocean, providing a relaxing spot to enjoy views of the turquoise water and palm trees swaying gently in the breeze.

4.97 out of 5 average rating, 131 reviews

Kona Dolphin and Whale House. Rare Oceanfront. Spa

Beautiful Private Ocean Front Home On Lyman's Bay, one of Kona's most beautiful bays/ popular surf spots. Spectacular views. Ocean only 20' from private Lanai's. Everything you want and a Massage Chair and outdoor Hot Tub facing ocean &more. 3 Bedrooms have ocean views. Pocket Doors and Central AC with smart Alexa thermostat. Modern kitchen glass top cook top sub-zero fridge microwave and granite top counters. Secure coded front door lock. All Guests Bound By Rental Agreement in House Manual

Guest suite in Kailua-Kona

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.

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.

4.94 out of 5 average rating, 200 reviews

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

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!

5 out of 5 average rating, 215 reviews

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

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

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.

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.

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.

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.

5 out of 5 average rating, 124 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

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.

4.92 out of 5 average rating, 153 reviews

The exterior of a modern split-level home is showcased, featuring a spacious pool in the foreground. Tropical palm trees surround the property, while a shaded seating area with an umbrella is visible beside the pool. The expansive deck offers steps leading to the entrance of the home.

Home in Keauhou

Tropical Oasis Home with Pool and Steps to Beach

Experience this tropical oasis, conveniently located in Keauhou. With a 2 minute walk to the ocean - watch the breathtaking sunset, stargaze at night , and fall asleep to the ocean waves crashing into Heeia Bay! Awake to the wild song birds as you sip on your Kona coffee, and plan your Big Island adventure. Enjoy an afternoon cocktail by the pool, perfect for yoga, reading a book, or cooling off. Walk 5 minutes to nearby delicious restaurants, or a 10 minute drive to downtown Kona.

The spacious home features natural wood accents, a wide balcony, and large windows that reflect the tropical landscape. Surrounding gardens with lush greenery create a serene atmosphere, while a small pond with a waterfall adds a soothing element to the exterior.

4.99 out of 5 average rating, 142 reviews

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai and Balinese architecture, and ornate, hand-carved wood. Floor-to-ceiling windows and skylights showcase the beauty of the Big Island. The kitchen and living rooms connect to spacious bedrooms with a covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys a cooler breeze than busy downtown while not being far from the action.

A serene pool area reflects the vibrant colors of a sunset, with palm trees lining the background. Floating pool loungers are visible, adding a sense of relaxation. The surrounding scenery showcases a tranquil atmosphere, enhancing the peaceful ambiance of the private outdoor space.

4.96 out of 5 average rating, 159 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.

4.91 out of 5 average rating, 378 reviews

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

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.