Family-friendly vacation rentals in Kailua-Kona

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

Entire rental unit Kona Ohana

Welcome to our beautiful home located at Kailua Kona. Our house is nestled in a peaceful gated neighborhood, offering a serene and relaxing atmosphere for your stay. Entire guest suite attached to the main house, separate entrance. Private one bedroom with 2 king size beds full bath with a full kitchen, washer and dryer, etc. We live next door with our children. We are an active family and you will likely hear us living our happy life :) We wake fairly early and are in bed by 11 most nights.

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.

Exceptional Oceanview Home - Pool & Stunning View

Exceptional quality, unobstructed panoramic Oceanview, three-bedroom home with AC and a heated pool located in Kailua-Kona. As you walk through the door and see the deep blue ocean, you have arrived in Hawaiian paradise! The home features wide pocket doors that seamlessly expand the living space out to a large balcony (lanai). Relax in your own private oasis swimming pool, lounge in the shade under a poolside gazebo, unwind in your own hot tub! All just minutes from restaurants & shopping.

Tropical Oasis: Heated Pool, Waterfall, Ocean View

Welcome to Nakukui Hale, your own private Hawaiian sanctuary — a beautifully designed estate for up to 8 guests in a gated community. A resort-style waterfall spills over lava rock into a deep blue-tiled heated pool. Wander the lush landscape, listen to colorful birds sing, and unwind in the elevated private gazebo as the sun sets over the Pacific. Just minutes from Ali'i Drive, Magic Sands Beach, Ironman Pier and the best restaurants in Kona town. This is Hawaii living at its absolute finest.

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.

Kona Ocean Front Cottage on Keauhou Bay

Waterfront cottage on private, gated 1 acre estate. Close as you can get to an over the water bungalow in Hawaii. Direct ocean access to swim, surf, kayak, snorkel and watch dolphins. Walk to manta ray, snorkeling, kayak, whale and dolphin tours, golf, restaurants, movie theater, and outdoor market. Two room suite. Queen bed. Living room with 50 in TV. Large covered deck with seating area, kitchenette, dining table, lounge chairs. Outdoor shower. Couples and solo travellers only. No smoking.

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.

Love Kona farm life *Superstar Truss Cabin!

If you like nature and animals, come and enjoy our hobby farm! It's glamping in a tiny house with the incredible view. (It is a farm, not a hotel) The loft bed with ladder as picture shown. Screened/no windows so you can enjoy breeze and view. Cute living room and big shower/restroom down stairs. Patio with outdoor grill and sink. Beautiful sunset and infinity sea/sky line from the bedroom. Galaxy and shooting stars at the night. About 20mins from many beaches, and downtown.

Magic Sands Beach Bungalow

Stay a short walk from Magic Sands Beach in this complete home. This three bedroom and three and half bath house includes an outdoor shower and bathroom, a ping pong table, and your own tree house. This is a legal and permitted vacation rental with no agency and on-island owner hosts. You can hang out in a hammock on the lanai while you BBQ your dinner after the beach. The perfect spot to explore Hawai'i island and only three miles from downtown Kailua-Kona.

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.

Ocean View 2BR Condo in Kailua-Kona

Kona Reef A1 places you right on the Kona coastline, where ocean views, easy beach access, and the relaxed energy of Kailua-Kona set the tone for a memorable island stay. This inviting 2-bedroom, 2-bath condo offers 905 square feet of comfortable living space and is thoughtfully designed for up to 6 guests, making it a great fit for families, couples traveling together, or small groups seeking a scenic Big Island escape.