Kid-friendly vacation rentals in Kailua-Kona

A spacious game room is showcased, featuring a billiards table with a purple felt surface. Ceiling fans circulate air in the room, which includes large sliding glass doors that lead to a lush garden area. A bulletin board and cue racks are also visible.

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.

4.89 out of 5 average rating, 168 reviews

A spacious balcony features a round table adorned with a floral tablecloth, offering a clear view of the vibrant blue ocean and distant green hills. Lush greenery surrounds the scene, creating a serene atmosphere for relaxation.

Home in Captain Cook

Oceanfront Home, Kealakekua Bay - Hale Hoʻolana

Our home Hale Ho’olana is a cozy Ohana (Family) style home located in historic Kealakekua Bay. The wraparound deck captures cool breezes & stunning oceanfront views offering comfort and serenity to its guests. Locals and visitors enjoy swimming, snorkeling and kayaking activities in the Bay. Manini Beach Park is a short stroll away with ocean access, a grassy area to picnic and provides a path to the coastline to view the most beautiful sunsets. E Komo Mai (Welcome) a nānea mai (relax)

4.87 out of 5 average rating, 149 reviews

The pool area is highlighted by a water slide and surrounded by palm trees under a colorful sunset sky. The shimmering water reflects vibrant hues, creating a serene atmosphere. Lounge chairs are positioned nearby, overlooking the expansive view of the ocean and landscape.

Guesthouse in Keauhou

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

Condo in Waikoloa Village

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, 130 reviews

Casa Chilin 2bd/2bth@Waikoloa Resort Walk To Beach

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.

Top guest favorite

A spacious deck surrounds a clear blue pool, providing a stunning vantage point of the vast ocean and colorful sunset. Lush greenery frames the scene, and comfortable seating areas are evident, inviting relaxation amidst the beautiful landscape.

Apartment in Kailua-Kona

5 out of 5 average rating, 138 reviews

Peaceful Pristine Paradise in Kailua-Kona, Hawaii

Experience ALOHA in this spacious, ocean view gem providing a place of delight and relaxation! 2 miles to downtown Kona & cooler at 500 ft. above sea level. Comfortable, clean, sun-kissed and welcoming - perfect for unwinding after a day of island sight-seeing. The charming, stylish space has a private entrance and is located on the ground floor of a large two-story home. You will experience all the comforts of home including a kitchen, living area, bbq, and lovely, large outdoor lanai.

4.78 out of 5 average rating, 261 reviews

A green beach umbrella shades two folding chairs set up on a sandy beach. A cooler with a floral design rests on the sand nearby. Gentle waves lap at the shore, and the clear blue ocean stretches to the horizon under a clear sky.

Condo in Keauhou

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.

A decorative sign featuring a cut-out leaf design is displayed prominently, indicating the entrance to Kona Kai. The sign is framed in wood and sits among lush landscaping, with flowers blooming in shades of pink and green surrounding its base.

4.74 out of 5 average rating, 203 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.

A private patio area features a small pool surrounded by decorative stone accents. Sun loungers and a dining set are positioned beneath two large umbrellas, with lush greenery providing a natural backdrop. Elegant stone planters enhance the tropical ambiance.

4.8 out of 5 average rating, 163 reviews

Ocean Front Family Condo across from Lyman's Cove

Perfect for families enjoying Kona - stocked with beach equipment, towels, toys, boogie boards, beach chairs and a pack n play. Across street from the ocean, at Lyman's Cove - a famous surfing destination. Listen to the sounds of the ocean from your lanai and be amazed by the breath-taking views. Located just minutes away from beautiful White Sands Beach and shopping. Enjoy central air conditioning (A/C) that will make your stay more relaxing on those hot Hawaiian days.

The bright sleeping area features a spacious bed with decorative pillows, accompanied by wooden bedside lamps. A woven wall hanging adds texture to the pale blue walls. A low wooden bench with woven baskets is positioned at the foot of the bed, enhancing the room's inviting design.

4.85 out of 5 average rating, 173 reviews

Ocean Views, Family-Friendly, WiFi, Kitchen, W/D

Aloha Friends and Welcome to KONA LANDING Located on iconic Ali'i Drive, our modern oasis offers ocean views from the lanai, a sparkling pool, and gas BBQs just downstairs. Steps from top restaurants, bars, and the ocean, you can sip Mai Tais while watching the sunset and feeling the ocean breeze. We provide a full beach setup with chairs, snorkeling gear, and towels, along with family-friendly amenities for a comfortable stay. Book now to enjoy the best of Kona!

4.88 out of 5 average rating, 137 reviews

A private yard features a heated pool surrounded by lush greenery, creating a serene outdoor space. Palm trees sway gently in the background, and two white lounge chairs are positioned near the water, inviting relaxation in the warm sun.

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.

Top guest favorite

The setting sun casts a vibrant orange glow across the sky, reflecting on the tranquil ocean surface. Multiple clouds are visible in the distance, framing the horizon where the sun descends, creating a serene and picturesque seascape.

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.

Top guest favorite

A designated corner showcases a white storage bin containing various beach towels and mats in vibrant colors. Framed signs detailing pool rules and a directional sign to the pool are displayed on the wall above the bin, providing clear guidance for guests.