Family-friendly holiday rentals in Hawaii County

4.93 out of 5 average rating, 138 reviews

Condo At Magic Sands: Ocean Views-Top Floor-Quiet

Aloha and welcome to our condo at White Sands Village. Brand new to the rental market, this wonderfully appointed 2-bedroom, 2-bathroom top floor condo offers everything you’ll need to enjoy your stay in Kailua-Kona. This newly upgraded unit is located in the back of the complex, away from Alii Drive & offers beautiful ocean and mountain views, renewing sunrises and spectacular sunsets (Sept-March). You’ll enjoy the tranquility and privacy our location offers, while the beach is just steps away.

Guest house in Kailua-Kona

4.87 out of 5 average rating, 149 reviews

180 degree ocean view, private pool

Family friendly, NON SMOKING PROPERTY has a cottage with a 180 degree ocean view & beautiful pool. Enjoy incredible sunsets from the large deck, outdoor showers in the ginger garden & relaxing evenings in the hot tub. We welcome guests of all Races, religions, and sexual orientation! THERE IS NO LIFEGUARD ON DUTY NO DIVING IN THE POOL PLEASE THE SLIDE IS FEET FIRST ONLY! WE INVITE YOU TO PLEASE READ THROUGH THE FOLLOWING SECTION AS THERE IS OTHER PERTINENT INFORMATION FOR YOU AND YOUR FAMILY

4.78 out of 5 average rating, 262 reviews

THE Ultimate Oceanfront Location at Magic Sands

The ultimate OCEANFRONT experience! Our condo, Honu Haven, literally 30 ft from ocean. Bamboo/teak furnishings and retro Hawaiian fabrics create a tropical vibe. Let the sound of the ocean loll you to sleep. Full kitchen, wifi, beach stuff, pool, BBQ area, FREE parking and 3.5 mi from downtown. Small, quiet complex next to Magic Sands Beach. Perfect getaway for 2 but can accommodate 4. Nightly fee INCLUDES state and local taxes of 17.75%. The resort has a few exterior security cameras.

Apartment in Waikoloa Village

4.95 out of 5 average rating, 129 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

4.75 out of 5 average rating, 204 reviews

Kona Kai Retreat-1.5 blocks to ocean in Kona.

Minutes from the ocean & only blocks from main tourist area in heart of Kona. Enjoy this remodelled 2 bedroom condo with pool and laundry facilities. Make this your home away from home. All you need is here including priceless sunsets. Well equipped for infants & children. Window A/C unit in each bedroom to keep cool. Designated parking. We also have a 1 bedroom next door for extended families. Call/text to inquire. This property is registered with State of Hawaii.

4.76 out of 5 average rating, 140 reviews

Home in Honokaa

Luana Ola, Ocean View Tropical Gulch near Waipio

This house is adjacent to our Luana Ola Villa & Cottages, see our reviews. Ocean view on one side & tropical gulch on the other. Light & airy 2 bedrooms, two bath in town, master bath has whirlpool tub, near restaurants, shops, groceries and theater, sleeps 5, fully equiped kitchen, crock pot, pressure cooker, blender, etc., queen size bed, wireless internet, washer/dryer, BBQ in back yard, garage, perfect location between Hilo and Kona, close to Waipio Valley, no fog.

4.91 out of 5 average rating, 177 reviews

Home in Holualoa

Mini Plantation with a View

2300 sq.ft home on over an acre is perfect for time with family & friends. 10 minutes from downtown Kona, in Holualoa, with organic coffee, fruit trees, and flowers. There is a roof-top games with ping-pong room overlooking the garden. Paddle boards, snorkeling gear, basketball, and lots of games are also provided. Entertaining is easy on the huge lanai with bbq and a kitchen equipped with cooking staples and equipment. Home is on-property hosted.

4.88 out of 5 average rating, 139 reviews

Home in Waikoloa Village

Big Family Home, Pool, Views, Yard, Lanai, Clean!

Beautiful view home 4 bedrooms, Heated Pool! Big private yard, gourmet kitchen, 2 car garage, BBQ. Each bedroom leads out to the lanai(s) through French doors. Comfortably sleeps 8 in beds but can accommodate up to 10. Less than 10 minutes to awesome beaches, shopping, and restaurants. We now offer air-conditioning for a nominal fee. Please let us know if you would like to add this option to your reservation, the cost is $20/night.

4.93 out of 5 average rating, 278 reviews

Ocean Front Million Dollar View Home. Sea Village

Hale Kamaka Honu. Please read all details. No infants or travelers under the age of six years old permitted. Absolutely no late check out which is 11AM FIRM and check in is 4PM. As a reminder, cleaning fee, HI GE and TA tax or the fee Airbnb charges travelers , which we have no control over, will be reflected in your confirmed reservation. Welcome to the Sea Village No AC, no elevator. Rainbow friendly.

4.9 out of 5 average rating, 153 reviews

Home in Hilo

Big Island Home Away From Home

Home is in the Heart of Hilo, very conveniently located. 10 Minutes from the Airport, less than 5 miles from shopping mall, groceries, Hilo Farmers Market and beautiful beaches. Our home provides a clean and comfortable living space. Downstairs has laundry facilities and second bathroom. Two car covered carport for your jeep and the convertible.

4.77 out of 5 average rating, 533 reviews

Bungalow in Hilo

Hawkins Vacation Rental--time to get away

My vacation rental is a spacious, beautifully-furnished cottage, next to my home, on 1/2 acre in a small, upscale community just two miles north of the historic whaling town of Hilo. Honolii Beach, the popular eastside surf spot, is a five-minute walk down a one-lane road. Taxes are paid upon arrival.