Family-friendly holiday rentals in Anaehoomalu Bay

4.96 out of 5 average rating, 174 reviews

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.

Home 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

KitchenFamilyWalkability

5 out of 5 average rating, 291 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.

FamilyIndoor spacesCleanliness

Lush green lawn stretches out under clear blue skies, framed by swaying palm trees. In the background, manicured homes line a serene body of water, with hints of distant mountains adding depth to the landscape.

4.95 out of 5 average rating, 155 reviews

Casa Chilin-Waikoloa Beach Resort

Aloha and thank you for considering our home for your visit to the Big Island of Hawaii. Our recently remodeled 2bd/2bath home is walking distance from Shopping (Kings/ Queens Shops), Dining, Entertainment, A’ Bay Beach, Historic Sites. The home is stocked with all your basic necessities. 1 covered parking spot included, steps from home. Great location for couples, groups, families with kids, everyone is welcome! Enjoy the sunset and trade wind breeze from the lanai. Washer and dryer in unit.

Indoor spacesKitchenSleep quality

4.97 out of 5 average rating, 185 reviews

Farm stay in Holualoa

Kona Coffee Estate Retreat | Ocean & Sunset Views

Escape to our family-friendly 3.5-acre Kona Coffee Farm, nestled in the mountains minutes from beaches, 15 min to Kailua-Kona, and 5 min to Captain Cook. Kids can feed our friendly chickens, spot geckos, and explore the lush grounds filled with coffee trees, fruit, and flowers. The 3BR, 2BA modern farmhouse includes a spacious lanai, perfect for family meals, morning coffee, and stargazing. Enjoy cool mountain breezes, a refreshing escape from the coastal heat, and the magic of Kona Coffee.

Indoor spacesKitchenNearby

4.96 out of 5 average rating, 253 reviews

A cozy retreat features log cabin construction with high ceilings, adorned with tree-sized log beams. Natural light filters through windows with decorative curtains, illuminating the dining area and a spacious bed. A bunk bed is positioned beside the bed, creating a playful and inviting sleeping space.

Guest suite in Honokaa

OWL NEST: serene stream side retreat for 2 or 3

The Owl Nest: Family friendly. Be immersed in nature at our peaceful, cozy stream side retreat. Located next to the Waipio Lookout, our Hamakua Coast rain forest property is the perfect place for two adults with one child stays. Hear the rush of our waterfall and adventure in our private oasis. Discover the magic of the “Owl Nest”, a large spacious high-ceiling one bedroom space attached to the primary residence log cabin. Garden views from every window. Cozy, serene and fully appointed.

FamilyIndoor spacesBarbecue

Villa in Waikoloa Village

4.98 out of 5 average rating, 123 reviews

Beachfront Kolea, Garden Level, BBQ on Lanai

Welcome to our fully furnished, 2 bed and 2 bath, 1270 square foot condominium. The perfect base camp for a family, up to 6 people max. Kolea Beach Club is steps away from the condo with ample amenities. It includes a large infinity pool facing the beach, a shallow sand bottom keiki pool with a waterfall, large jacuzzi with phenomenal beach views, covered loungers, bathrooms, towel service, a workout hale, and private access to the beach. Between Marriott and Hilton, walk to shops and food.

KitchenFamilyCleanliness

The Ocean Club grounds are depicted, featuring lush tropical landscaping and a lagoon-style pool surrounded by seating areas. Palm trees sway gently in the breeze, with a sunset sky adding a warm glow. Private cabanas offer shaded relaxation spots near the tranquil waters.

4.94 out of 5 average rating, 164 reviews

Newer Luxury Townhouse - Exceptional Value

Hali'i Kai is the nicest ocean front condo resort property in Waikoloa Beach and arguably along the entire Kohala Coast. The grounds & amenities are very nice and appealing to the most discerning of guests. - Ocean Club with its lagoon style pool - Sand bottom hot tub - Ocean front fitness center - Resort bar & restaurant - Tennis and basketball - Beach toys, umbrellas, chairs - Amazing beaches - 2 Pro golf courses - Outdoor shopping - More than 15 restaurants - Great snorkeling

Indoor spacesFamilyHospitality

Condo in Waikoloa Beach Resort

A comfortable living area features a beige sofa, complemented by colorful cushions. A wooden coffee table sits at the center, with a decorative bowl on top. In the background, a modern kitchen and dining space are visible, creating an open and inviting layout.

4.96 out of 5 average rating, 171 reviews

Enjoy lush tropical lifestyle in Waikoloa Resort

Enjoy your stay at this serene ground floor, remodeled in 2023, 1 bedroom 1 bath corner unit condominium in one of the best location of Waikoloa Beach Resort. * Lush tropical landscaping with ponds and waterfalls * Next to pool, tennis court, BBQ and fitness center * Walk to beach, shops, restaurants, entertainments and Grand Hilton * Free fast WiFi. Central A/C. Washer and dryer. * Spectrum Cable and Roku streaming TVs * Private Parking spot 50 yards from the front door

FamilyKitchenTV

4.9 out of 5 average rating, 126 reviews

A private lanai offers a round table set with fresh fruit and drinks, surrounded by wooden chairs. The expansive view showcases lush greenery and distant mountains beneath a clear blue sky, creating a serene outdoor space for relaxation.

Home in Waimea

Mauna Loa Suites

Beautiful and elegant spacious suites in Kamuela, Hawaii. Spectacular panoramic ocean views along with majestic sceneries of the 2 greatest mountains on earth. Mauna Kea and Mauna Loa. Mauna Kea is the tallest mountain on earth measuring over 10,000 meters (33,000 feet) and Mauna Loa is calculated to be over 75,000 Kilometers to the 3rd. (18,000 cubic miles) which is the biggest mountain on earth. This exclusive - private rooms is a treasure for you to experience.

Indoor spacesFamilyBathroom

4.97 out of 5 average rating, 218 reviews

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.

Home in 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.

Indoor spacesFamilyParking

The exterior of a three-story condominium is showcased, surrounded by lush greenery and tropical plants. A well-manicured lawn leads to a ground-level patio with large windows, offering a view of the inviting space within. Sunlight illuminates the façade, enhancing its architectural features.

4.93 out of 5 average rating, 275 reviews

Great! 2BR/1.5BA Ground Floor Near A-Bay & Shops

Welcome to Unit 118 at The Shores at Waikoloa Beach Resort! This rare 2-bedroom, 1.5-bath ground-floor condo offers easy access and close parking—no stairs needed. Just minutes from A-Bay Beach, Queens’ Marketplace, Kings’ Shops, golf, dining, and the Hilton & Marriott resorts. Enjoy the resort-style pool, jacuzzi, fitness center, and tropical lagoons. Only 20 miles from Kona Airport—book your perfect island escape today!

Indoor spacesKitchenBathroom

Lounge chairs are positioned under a large umbrella, offering shade and comfort. Vibrant pink flowers bloom in a pot nearby, complemented by lush green foliage. The ocean glimmers in the background under a partially cloudy sky, creating a serene outdoor environment.