
Family-friendly holiday rentals in Hawaiian Islands
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Top-rated family-friendly rentals in Hawaiian Islands
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Romantic Dodecagon Retreat Near a Black Sand Beach
Feel the tropical vibe as sunlight pours into a fun and unique 12-sided home with a central dome skylight and vaulted ceilings. Casual, stylish furnishings, playful textiles, beautiful Balinese hardwood floors, a well-appointed kitchen and a deep, jetted tub with an oversized rain-showerhead create an inviting interior. Outside is the irresistible allure of your own private pool surrounded by lush greenery made complete with a soothing outdoor shower. Enjoy exotic flowers, fruit trees, native plants, and a beautiful lava-rock wall landscaped to give you complete privacy. Close to Kehena Beach! The unique 12-sided architecture includes high-pitched ceilings, Balinese hardwood floors, interior cedar siding w/ Redwood rafters, four screened doors and several screened windows and two Haiku ceiling fans to offer plenty of air-flow and natural light. A large dome skylight offers views of palm trees during the day and the stars at night. With a beautiful, fully-outfitted kitchen that includes spacious, granite countertops, a six-burner gas stove, oven, large refrigerator and a central island, there is plenty of room to prepare meals and to entertain. The well-appointed furniture includes a comfortable day bed, an over-sized, cozy papasan, a custom, artisanal desk, and an organic latex queen-sized bed with 100% cotton, high-thread count sheets. Pool, outdoor shower, and laundry facilities. Dr. Bronner's Liquid Soap, Shikai Shampoo and Conditioner provided. Indoor jet-tub with oversized, rain-type shower-head. Manager (not on property) is available for assistance nearby. Pool guy comes every four days, Mondays & Thursdays around 3pm to maintain pool (will give advance notice). ‘Mahalo Kai’ is immaculately landscaped and surrounded by coconut, mango, ‘soursop’, avocado, papaya, and banana trees. ‘Kehena’ Beach, located just 2 blocks away, is a beautiful black-sand (clothing-optional) beach and is ideal for sunbathing, exploring, picnics, swimming, and body-surfing. Activities include the fun-filled Wed. Night Market at Uncle Robert’s in Kalapana, nearby Farmer's Markets and driving or biking the gorgeous "Red Road": one of THE most scenic coastal roads in the world! There is an island bus. A rental car is recommended. The pool is a 30-foot (10m) round pool with an average depth of 4 feet (1.3m) and, while temperatures can vary depending on weather, it has an average temperature of 82°F (27.8°C). It is typically warmer in the Summer months and a touch cooler in the Winter months. It is tended every three to four days by our pool caretaker. Sorry, but we do not offer a dishwasher for guest use. Please note that cell phone reception tends to be weak at our home but the WiFi is excellent and there is a landline (you will need a calling card for long distance calls.) Mahalo Kai is just a block from the black sand Kehena Beach and 5 miles from a brand new black sand beach. The natural surroundings feature coconut trees, coffee, tropical fruit, and exotic flowers. Activities include bike trails and a night market.

Jungle Haven at ReKindle Farm
Surrounded by fruit trees and lush greenery, ReKindle offers a peaceful retreat for those seeking to reconnect and restore. A 15 minute walk to the ocean, our cabin tucked in the jungle is the perfect place for guests to unwind and immerse themselves in nature. Fully sustainable, while still providing luxury and comfort. Whether you're looking to relax in a peaceful setting, learn about permaculture, or visit our farm, we have something for everyone. Jungle Haven is off grid and on solar power.

Oceanside 2-Bedroom 2-Bath Cottage, Stunning Views
Aloha, relax & enjoy stunning sunset views of the Pacific Ocean, Kepuhi Beach, and Kaiaka Rock from this private two-bedroom, two-bathroom, oceanfront cottage with a large covered lanai. This No Smoking two-Level cottage is located at the Kepuhi Beach Resort, close to pristine beaches, trails, and an oceanfront pool. The cottage is a peaceful place to work online, explore, or unplug and relax. You will experience colorful sunsets, breezes, tropical birds, beaches, and whales in the winter.

ꕥ𝙃𝙖𝙡𝙚 𝙇𝙖𝙣𝙞, charming Jungalow near Volcano, Hawaii
Welcome to ❀Hale Lani - Heavenly House (FULLY LICENSED) We are nestled in 3 lush acres of natural Hawaiian Rain forest on the Big Island of Hawaii Located only 8 miles from Volcano National Park. Enjoy the welcoming spirit of Aloha and let us host you in the style and comfort that you deserve.The unique space has all the comforts of home yet it is paired with adventure and whimsy. A Relaxing net hammock bed for star gazing, outdoor shower, outdoor soaker tub, swing bar chairs, and thatched bar

Beachfront Getaway - Hawaiian Princess Condo
Mesmerizing sunset views from this sandy beach front condo. Nothing separates you from sparkling turquoise waters but footprints in the sand. Balcony is ideal height for turtle watching. From Nov- April you may spot a whale. This vibrant land is full of surprises. Even dolphins spin by now and then. Escape the crowds of Waikiki to experience a real Hawaiian lifestyle. Snorkel, boogie board or surf right out your door. Awakening to the rhythm of the ocean can change your life forever.

Forest Hale Cabin @ Permaculture Farm, Waterfall
A beautiful get-away surrounded by nature on a cacao farm! One-bedroom + loft cabin, full kitchen, bathroom, w/d, sunny lanai, on our Big Island off-grid permaculture farm. Cabin is nestled in a food forest a few hundred feet from a stunning waterfall with swimming hole in a peaceful bamboo grove. One king-size bed in bedroom, two twin beds in loft, which has low ceiling & is accessed by steep narrow stairs. Free entrance to botanic garden. Organic eggs, homemade chocolate at farmstand!

Peace of Paradise at Kepuhi Beach Resort #2224
(TA#086363955201) Molokai oceanfront condo. View amazing sunsets, beautiful grounds and occasional whale sightings from our 2nd floor lanai. Updated with custom art, fresh linens, full size futon, gel topper for the king size bed, fully equipped kitchen and vanity areas. Ceiling fans and trade winds will keep you cool and comfortable. Washer/dryer, stereo, flat screen TV, free Wi-Fi all add to your comfort. Spend idyllic days lounging at the beach/pool or off on an island adventure!

Horses and Waterfalls
E komo mai - welcome! When you need or want complete relaxation with your own private waterfalls, pools and ocean view stay at Horses and Waterfalls and enjoy Hawai’i style country living at its best! During your stay I highly recommend the Papaaloa Country Store and Restaurant just down the road. They have great pizza and fresh locally grown foods and local style menu. They usually have live music 3 nights a week . Hope to see you on our calendar soon ! Aloha - Keith and Ashley

Oceanfront Estate Retreat 1 - Carriage w/ Horses
Experience unmatched luxury in a one-bedroom apartment of a world class, $10+M gated oceanfront estate perched on a dramatic cliff edge with a pool. Wake up to breathtaking sunrises, panoramic ocean views in your spacious apartment that features a private lanai, separate living and sleeping rooms, full kitchen, bathroom with walk-in rainfall shower, bidet, and custom furnishings. This property offers privacy, elegance, and stunning surroundings for singles, couples, or honeymooners.

Sweet Upstairs Corner Ocean View Studio on Molokai
Top floor corner unit at Kepuhi Beach Resort, on the special island of Molokai....in between Maui and Oahu! Vaulted open ceilings, spacious and airy. Completely remodeled and freshly outfitted. Close to beach and ocean-side pool, views of Kaiaka Rock, ocean surf, vivid sunsets. Fully equipped kitchen, luxurious King sized bed. Fast wireless , 40” SmartTV. Perfect setting to unplug, hike or bike the red dirt trails, explore beaches, and experience Molokai fully.

Kehena Beach Loft
Rural Beautiful space across street from serene black sand beach. One hour from Volcano National Park. Take it easy at this unique and tranquil getaway. Kehena Beach loft is part of an one acre luxury estate. You will have your own private separate corner of property, you wont see another person. We are remote, tranquil, one with nature. A great place to unplug, listen and watch ocean waves come ashore. Near several local markets , black sand beach.

Breathe in Beauty, Peace and Light
A place for solitude, rest and relaxation, from which to enjoy the wonders of Puna and the east side of the Big Island. Come experience the raw beauty of a lava eruption. The land has been transformed. Fissure 8 and the hardened lava flow is a 10- minute walk from our home. This is destruction & creation; We and the surrounding community of Puna have been transformed by this experience Our guests leave restored and in awe of the magic of this area.
Popular amenities for Hawaiian Islands family-friendly rentals
Family-friendly home rentals with a hot tub

~The Surfshack~ with breathtaking ocean views!!

Beachfront oceanside condo paradise AC/pool/HT 247

Aloha Paradise! Remodeled with A/C & Ocean View!

Ohia Hideaway Bed & Breakfast

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Little Rainbow Kauai | Beachfront, AC, Ocean View

Enjoy Perfect Stay at Luxury Beach Front Resort.

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☀ Private Garden w/ Ocean Views → Green Sands ☀

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Inn a Volcano

JJ’s Hāna Hale - Farm Style Cottage STHA2021/0001

Tropical Hideaway Near Volcano & Shoreline

Hana Maui Luxe Manini Cottage

Come sleep in the jungle Glamping Experience
Family-friendly home rentals with a pool

One bedroom suite, private pool and ocean views.

Slice of Paradise-Studio-Sleeps 4-same$ for 2 as 4

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Top Floor Beautiful Ocean View Studio

Million Dollar view in paradise-A , free parking

Stunning ocean view, heated pool at home by Wailea

Ocean view Studio in Hotel complex - Kauai

Absolute Paradise, Near Kehena Beach, Ocean View
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