Family-friendly holiday rentals in Kalaoa

A serene outdoor space features a sparkling turquoise pool and a hot tub, with a stunning sunset in the background. Comfortable seating under an umbrella is arranged nearby, surrounded by lush greenery and palm trees, enhancing the tranquil atmosphere.

4.96 out of 5 average rating, 174 reviews

Private Pool - 180° Ocean View - Minutes to Beach

WOW! That’s what guests always say when they arrive at Kona Heavens Hideaway — Surrounded by lush tropical gardens, exotic fruit trees, and vibrant birds, this 1-acre property offers total privacy, stunning 180° ocean views, and comfortable breezes at 900 ft elevation. Just 4 miles from Kona town and close to beaches, it's the perfect blend of quiet country living and convenient access to everything you need. Spacious, serene, truly special — with reallyFast WiFi Hawaii Tax ID: W01435344-01

4.92 out of 5 average rating, 115 reviews

Adorable 2-bedroom modern cottage

Newly remodeled 2 bedroom gated cottage at a cool elevation providing gentle tropical breezes. Enjoy nature's sounds and the lush mauka beauty of our island, (ear plugs will be provided should you find you prefer more silence). Easy 10-minute drive to airport, beaches, shopping, restaurants and parks. Beach chairs and towels provided. Cottage is furnished and decorated as pictured. Bedrooms have A/C and queen beds. Owner occupies front home though you have full driveway access and privacy.

A cozy seating area is highlighted with a white mattress and colorful throw pillows featuring pineapple designs. The space is sheltered and overlooks a well-maintained pool surrounded by tropical greenery, with warm light and blue skies enhancing the inviting ambiance.

4.96 out of 5 average rating, 100 reviews

Fully Equipped Lush Kona Home • AC • Pool • Lanai

This private, peaceful and centrally-located home is perfect for the ultimate relaxation & fun Hawaiian getaway. The updated home features a custom gated entry that leads to a lush tropical garden. The well maintained pool has ample patio seating for sunbathing & space under a covered cabana for lounging by the water. Adjacent to the large lanai that overlooks the pool has a BBQ area perfect for prepping & cooking the catch of the day. The home is well furnished with plush bedding for comfort.

5 out of 5 average rating, 290 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.

4.83 out of 5 average rating, 623 reviews

A vibrant sunset sky stretches across the horizon, featuring shades of orange and pink amidst scattered clouds. Silhouetted trees frame the scene, enhancing the peaceful ambiance of this natural view.

Apartment in Kailua

Amazing Kona Sunset View - Sleeps 4

Two Bedroom + One bath with an amazing sunset view! Sleeps 4! Take advantage of our September 5-day discounts. We’re off on Holiday family members will be managing the apartment. Kona has the best beaches, best food, and nicest people!! We’re close to Saddle Road to Hilo and both upper and lower roads circling the Big Island. Book NOW. Read our reviews. Check out the photos. You will love how quiet the place is and private. We will also work with you on pricing for longer term rentals.

Guest suite in Kailua-Kona

A spacious living area features a teal sofa with decorative pillows and a wooden coffee table. Natural light floods in through three windows, offering views of the surroundings. A flat-screen TV is mounted on the wall, and a ceiling fan is positioned above for comfort.

4.97 out of 5 average rating, 149 reviews

A Delightful Beach Loft with Panoramic Ocean View

7 minutes from the airport, 9 miles from downtown Kona, and a short drive to nearby beaches, this delightfully chill guest loft is perfectly situated for exploring all the island has to offer! The bright, tasteful decor is a nod to a musical paradise of yesteryear with both mid-century flare and rustic beach shack charm. It has a kitchen, queen bed, 55” smart tv, private lanai with a panoramic view of the Kona coast and a shared bbq. The Loft sits above the carport on the 2nd floor.

Guesthouse in Kailua-Kona

A spacious living area features large windows with stained glass accents, allowing natural light to fill the room. A comfortable seating area is situated beside a wooden coffee table, and a staircase leads to the upper level. Sliding glass doors provide access to the outdoor environment.

4.99 out of 5 average rating, 242 reviews

Romantic Treehouse Cabin: Birdwatching Hike Yoga

Tucked high above Kailua-Kona in Hawaii’s enchanting cloud forest, this peaceful retreat invites you to slow down and reconnect with nature. Wake to song birds, sip coffee surrounded by lush tree ferns, and enjoy cool mountain air for sleeping( (no air conditioning needed!) Stunning glowing sunsets. Perfect for romantic escapes, creative retreats, or quiet relaxation, this serene hideaway blends tropical beauty, privacy, and cozy comfort into an unforgettable island experience.

Superhost

A dining table is set with white bowls, glasses, and plates, arranged around a centerpiece of fresh fruits including pineapple, bananas, and an orange. The table overlooks a panoramic view of the ocean, with a palm tree visible in the background.

Condo in Holualoa

4.98 out of 5 average rating, 124 reviews

Beautiful Oceanfront Two Bedroom Condo with AC! #203

Imagine - warm tropical climate, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - is there anyway else to experience Hawaii? This two-bedroom, two-bath condominium gives you all of that and more! Updated and Air-conditioned throughout including guest room, fully stocked modern kitchen, comfortable beds and furniture, and a fabulous lanai where you have front row seats to the surfers all day!

Guest suite in Kailua-Kona

A cozy sleeping area features a spacious bed adorned with a floral-patterned blanket in blue and yellow. Windows allow natural light, and a television is mounted on the wall. A decorative shelf holds towels, contributing to the room's functionality.

4.89 out of 5 average rating, 436 reviews

Jasmine Studio; King Bed, Close to Airport

Conveniently located just 5 minutes from the airport and 15 minutes to downtown Kailua-Kona, this inviting space offers comfort and ease. Enjoy vaulted ceilings, a cozy lanai for morning coffee, a spacious bathroom with double vanity, and a well-equipped kitchenette. Stay cool with powerful A/C or relax with the tropical breeze. Reliable WiFi and a large Roku TV make it easy to unwind. Automated check-in and flexible booking ensure a smooth, stress-free stay.

A large lap pool is surrounded by a wooden deck and tropical landscaping. Poolside loungers are positioned for relaxation, with views of the ocean and distant trees. The area is bathed in natural light, creating a serene outdoor atmosphere.

4.97 out of 5 average rating, 216 reviews

Halia Hale

Escape to your own private Kona retreat, perfect for couples or friends. This gated and fully fenced home sits among 500+ mature Kona coffee trees and seasonal fruit like mango, papaya, banana, tangerine, orange, and avocado. Relax by the lap pool, detox in the commercial-grade sauna, or sip fresh coffee on the lanai. Just minutes from Kona’s beaches, shops, and dining, yet peaceful and secluded—an ideal spot to recharge and enjoy the spirit of Hawai‘i.

4.91 out of 5 average rating, 188 reviews

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

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.