Family-friendly vacation rentals in Kailua-Kona

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Popular amenities for Kailua-Kona family-friendly rentals

Family-friendly home rentals with a pool

Guest favorite
A well-maintained outdoor pool area is surrounded by vibrant tropical vegetation. Lounge chairs and dining tables are positioned under large red umbrellas, offering shaded seating. The building in the background features balconies, and ocean views are visible beyond the lush landscaping.
Condo in Kailua-Kona
4.82 out of 5 average rating, 196 reviews

Kona Paradise with Oceanfront views!

LizRating, 5 stars2 months ago
Marina's condo was exactly as listed and shown. It was clean with up dated amenities and in a great location! The pool and hot tub were clean and beautiful. Everyone in the area was very friendly and instructions for check in and out were very easy.
Guest favorite
An oceanfront pool area is highlighted by tropical palm trees swaying gently in the breeze. Lounge chairs are positioned around the pool, offering spaces for relaxation. The glistening water reflects the blue sky, creating a serene atmosphere perfect for leisure.
Apartment in Kailua-Kona
4.79 out of 5 average rating, 183 reviews

WAVES! WAVES! ON THE OCEAN! BOUTIQUE COMPLEX

JohnRating, 5 stars3 weeks ago
Great location with beautiful sunset view from the pool area. Kathie had a ton of recommendations for dining and activities and was very friendly.
Guest favorite
Condo in Kailua-Kona
4.93 out of 5 average rating, 166 reviews

Hawaiian Vacation Starts Here!

GailRating, 5 stars3 weeks ago
Vicki thought of everything with her rental. Super well stocked with kitchen appliances and utensils and beach towels, chairs, etc. Vicki even left us a bottle of wine and greeting card upon arrival. She was also very accommodating for our later check-out time. Some have mentioned road noise, but I barely noticed during the day and not at all after quiet time. Was lucky to meet Vicki and she’s just as nice in person! Highly recommend!
Superhost
The image displays a tranquil pool area with clear water, bordered by a stone deck. A multi-story building featuring large windows and a grassy area is positioned nearby, with palm trees creating a tropical ambiance. The sky is softly illuminated with hues of dusk.
Condo in Keauhou
4.77 out of 5 average rating, 264 reviews

THE Ultimate Oceanfront Location at Magic Sands

KirkRating, 5 stars2 months ago
Part of a condo group, next to (unpretentious) Beaches restaurant - which locals stated was "the best in Kona" - and only steps away from Magic Sands Beach. View out the double wide slider was to clear ocean surf, full of yellow tang and black trigger fish visible in most swells. There is no A/C but the fans (there were 5 but we really only need the two large ceiling fans) kept it very comfortable.) This was April and daytime temperatures were low 80's. All in all a very nice place hanging out or as a home base. Great location for Kona and the beaches north. About .1 mile to La'aloa St, which takes you up to Hwy 11 (bypass highway for north or south travel. I recommend for a group of 2.
Guest favorite
A spacious pool area features a bright blue saltwater pool surrounded by lounge chairs and umbrellas. The multi-level building is visible in the background, framed by palm trees under an evening sky. The gazebo with a thatched roof adds to the inviting atmosphere.
Condo in Kailua-Kona
4.75 out of 5 average rating, 136 reviews

Kona 60% last minute discount Free AC,WiFi,Park

EmilyRating, 5 stars2 weeks ago
Joanne was really helpful and gave us lots of good recommendations and tips on planning. The condo is a walkable distance to lots of places and very clean and pretty :) This was our favorite stay in our hawaii visit
Superhost
A well-maintained pool area features a clear blue pool and a hot tub surrounded by a spacious deck. Lounge chairs are arranged for relaxation under shade umbrellas, while the adjoining building displays multiple balconies with sliding doors, contributing to a welcoming atmosphere.
Condo in Kailua-Kona
4.87 out of 5 average rating, 430 reviews

☀ Live on the Ocean along Famous Ali'i Drive + ☀

HeidiRating, 5 stars1 week ago
Great location. Close to everything. Had everything we needed. Watched surfer surfing every morning. Highlight of the stay, saw a turtle at the beach right in front of the house two mornings in a row.
Guest favorite
Condo in Kailua-Kona
4.84 out of 5 average rating, 557 reviews

Kona Islander Inn #135

PaulRating, 5 stars2 months ago
Location is everything in Kona and this place has it. Centrally located in Kona with easy walking access to tons of restaurant, bars and shopping options. Kona can be a busy place at times so to be able to leave the car behind and walk to nearby options is a HUGE advantage. The condo was as described and is perfect for two adults. The condo complex provided lush landscaping, nice pool area and a very helpful front desk in case you are in need of something during your stay.
Top guest favorite
An inviting swimming pool is framed by smooth concrete deck and surrounded by lounge chairs, creating a relaxing outdoor atmosphere. Tropical foliage and palm trees enhance the backdrop, while a soft sunset hue paints the sky, providing a tranquil setting.
Condo in Keauhou
4.96 out of 5 average rating, 101 reviews

Stunning 5 Star Ocean View Condo!

SimoneRating, 5 stars3 months ago
Our stay at this Airbnb was absolutely fantastic! The location was perfect—close to everything we wanted to explore and offering breathtaking sunsets each evening. The space itself was thoroughly comfortable, with well-appointed furnishings and incredibly cozy beds that made it easy to relax after a day of adventure. The real highlight, though, was the array of amenities and supplies available to us. From beach chairs, towels, and umbrellas to Pickleball and tennis rackets, everything we could possibly need for a fun and active stay was provided. It was such a treat to have easy access to everything, allowing us to make the most of our time. Whether we were lounging by the beach or enjoying some friendly competition on the courts, this place had it all. We would absolutely stay here again!

Family-friendly home rentals with air conditioning

Guest favorite
A vibrant sunset casts warm hues over the ocean, reflecting off the water's surface. Silhouettes of palm fronds frame the scene, enhancing the serene coastal atmosphere. The horizon blends orange and yellow tones, creating a peaceful transition as day turns to night.
Condo in Keauhou
4.78 out of 5 average rating, 213 reviews

Absolute Oceanfront Property

LisaRating, 5 stars1 month ago
The condo was beautiful - a complete remodel with top of the line appliances and a gorgeous kitchen and bathrooms. And the view of the ocean from the back patio - unbeatable! Having our morning coffee while watching the waves crash was exactly as we had imagined it. We would never stay anywhere else!
Guest favorite
A serene view showcases clear turquoise waters meeting rocky shores. Two palm trees are positioned above a swimming pool, which is bordered by a concrete deck. The bright blue sky enhances the tranquil atmosphere of the oceanfront setting.
Condo in Kailua-Kona
4.93 out of 5 average rating, 204 reviews

Longboard Studio at Kona Magic Sands Beach

ShelbyRating, 5 stars3 months ago
Awesome location and beautiful view! We loved our stay and can’t wait to return. Barry is an amazing host, very quick to respond and instructions for check in and check out were very simple. The place was equipped with everything we needed and more. Also, a huge plus to have an assigned parking spot right outside of the unit! We loved visiting the restaurant conveniently located downstairs and we always had the pool to ourselves. The tide was a bit rough during our stay so we didn’t end up swimming at the beach just outside the complex, but we still enjoyed sitting and watching the waves.
Guest favorite
A clear pool reflects the blue sky and surrounding palm trees, featuring a gently sloping entry. Covered seating areas are visible nearby, with lounge chairs arranged for relaxation. The scene conveys a serene atmosphere ideal for enjoying the outdoors.
Townhouse in Waimea
4.92 out of 5 average rating, 171 reviews

Amazing, spacious 2BD townhome. Pool/Beach Club!

CraigRating, 5 stars1 month ago
This place is an amazing rental and i highly recommend. It's located just north of kona in a very quite and laid back atmosphere. Grocery store that is walkable from property. The rental also comes with a beach access and private cabanas that is just a short drive. Our favorite beaches are up in this area so the location is prefect. There wasn't one bug/roach on the pemises, which is very hard to achieve in hawaii, good job hosts. Our stay was amazing. beds are comfortable, amenities are all you need, spices and cooking utensils, layout of condo is great for small group/friends to just hang out and have fun. Pool and hot tub area are well maintained, and grounds are well cared and manicured. I will 100% look for this rental again next year when we come back. Thank you for an awesome week.
Top guest favorite
A spacious living area is complemented by large windows that provide views of the surrounding greenery. Comfortable seating includes an orange sofa, accent chairs, and a wooden dining set. A ceiling fan and light fixture are visible, adding to the inviting ambiance of the room.
Condo in Waikoloa Village
4.92 out of 5 average rating, 106 reviews

Spectacular Ground Floor Condo Sleeps 5

ChristinaRating, 5 stars2 weeks ago
We absolutely loved staying here! Martin & Rachelle’s place is even nicer than the photos. Martin was very responsive and provided great recommendations. He was extremely flexible and willing to work with us on check-in time. They had all you could ever need from a massive book collection and movie collection to puzzles and board games. We played multiple scrabble games outside on the Lani. You cannot beat the location. One of our favorite Air BnBs and hosts ever. Highly recommend!
Superhost
A charming home is surrounded by lush tropical landscaping with vibrant foliage. The exterior features a spacious patio area framed by tall curtains, inviting comfortable seating. A stone wall defines the boundary, adding texture and contrast to the colorful setting under a bright blue sky.
Home in Kailua-Kona
4.91 out of 5 average rating, 198 reviews

4-Bedroom Retreat, Near Magic Sands Beach!

JoeRating, 5 stars1 month ago
House was as advertised. Very easy walk to Magic Sands Beach. Plenty of beach chairs and beach equipment. Great restaurants nearby. Kitchen was stocked with everything you need to cook at the house. Grill worked good. We very much enjoyed winding down each night on the front patio. Individual ac units in each room with lots of ceiling fans made it very comfortable.
Guest favorite
A private entrance is framed by lush tropical foliage and tall palm trees lining the driveway. The smooth pavement leads through the green gates into the serene setting of the property, offering a glimpse of the vibrant gardens that surround the villa.
Apartment in Kailua-Kona
4.92 out of 5 average rating, 197 reviews

Relaxing Tropical Retreat close to Kailua Kona

JonghyunRating, 5 stars1 week ago
We had a fantastic stay at Adam’s peaceful home near Kona. The property is quiet, beautifully maintained, and just a 7-minute drive to town — the perfect mix of nature and convenience. The space was spotless and fully stocked with everything we needed. We especially appreciated the beach chairs, towels, umbrella, and the relaxing hot tub. Honestly, the hot tub was even more soothing than an onsen we’ve experienced in Japan — especially with the surrounding sounds of birds and rustling trees. The full kitchen made it easy to cook, and we loved having dinners outside under the stars. The deck and garden felt like a private retreat — calm, lush, and peaceful. Nature’s sounds at night were magical. Adam was an amazing host — warm, responsive, and thoughtful. And his sweet dog and cat made us smile every time we saw them — they added a lovely, homely touch. We highly recommend this place to couples looking for a quiet, cozy escape on the Big Island. We’d love to return. Mahalo!
Guest favorite
The spacious bedroom features a large bed with a white coverlet, flanked by two lamps on nightstands. Tropical-themed artwork adorns the walls, and a rattan chair with floral cushions adds a touch of comfort. Soft light filters through sheer curtains, enhancing the gentle ambiance.
Apartment in Kailua-Kona
4.86 out of 5 average rating, 427 reviews

Spacious Retreat in Kona - Paradise near Kona

JenniferRating, 5 stars2 weeks ago
Caryl was a really good host, communication was easy and she made sure we had a good stay. A big advantage is the extra gears available (snorkeling, beach towels, etc) and the garden which makes the stay even more pleasant. Would recommend this place.
Superhost
A bright living area is presented featuring a light-colored tile floor and large glass doors offering views of lush greenery. A comfortable sofa with tropical patterns is complemented by two armchairs and a wooden coffee table. Soft lighting is provided by two table lamps.
Condo in Kailua-Kona
4.83 out of 5 average rating, 100 reviews

FREE Wifi, Garage Park, 2 Ocean Pools,#1 Kona SALE

ShrutiRating, 5 stars3 weeks ago
Great stay for a couple! The place was nice and had everything we needed. The host was super accommodating and kindly extended our checkout time, which made it so much easier for our late night flight. Would definitely recommend!

Family-friendly home rentals with a kitchen

Guest favorite
An expansive covered lanai offers comfortable seating with plush blue cushions, overlooking the ocean and lush landscape. A large dining table and barbecue grill add to the outdoor space, enhancing the inviting atmosphere of relaxation and scenic views.
Home in Captain Cook
4.88 out of 5 average rating, 170 reviews

The White Kona Whale House -Amazing New View House

EricaRating, 5 stars1 month ago
This place is more beautiful than the photos could ever possibly justify! The first day on the trip the smoke alarm started beeping and it was fixed before I even returned to the house Mikael was so sweet and proactive! This place was peaceful and quiet and the view was breath taking. There are notes left around the house but I personally found them so helpful! It helped me navigate the home as if it was my own! And the black stone pizza up the road was the most incredible place I’ve ever been. 10/10 would stay here over and over!
Guest favorite
A spacious studio cottage features a romantic king-size canopy bed draped in sheer white fabric. Richly colored bedding complements the hardwood furniture. The seating area includes a wicker loveseat and coffee table, with tropical plants enhancing the serene atmosphere. Natural light enters through large windows.
Cabin in Captain Cook
4.97 out of 5 average rating, 124 reviews

RomanticTropical Cottage-OceanView

JonRating, 5 stars4 weeks ago
Very good place to stay. Highly recommend to anyone it’s a beautiful cottage. It’s destined to exceed expectations, seriously.
Guest favorite
A cozy seating area is presented with a grey couch facing large windows, allowing natural light to enhance the space. A round wooden coffee table is situated in front of the couch, while a soft rug adds comfort underfoot. Two accent chairs and potted plants complement the decor.
Apartment in Holualoa
4.92 out of 5 average rating, 350 reviews

Anuhea House Hema - Beautiful custom-built studio

SamRating, 5 stars2 weeks ago
This was our second time staying at Paka’s incredible home. Everything we loved about it from our first trip was right where we left it. Mahalo, Paka, once again, for the warm hospitality.
Guest favorite
An open-air living space features a cozy seating area with a day-bed and wicker chairs, illuminated by soft lighting. Tropical plants are arranged throughout, while a decorative 'LOVE' sign adds a welcoming touch. The layout encourages relaxation and connection to nature.
Cottage in Captain Cook
4.91 out of 5 average rating, 547 reviews

Enchanting Eco-Hideaway: Bohemian Retreat

LingRating, 5 stars1 week ago
This is my first time travel to big island. Heather ‘s place is beyond amazing. We enjoyed our stay and appreciate this special experience. I definitely loved everything about this place.
Guest favorite
The cozy bedroom features a spacious bed with crisp white linens, complemented by soft pillows. Two large windows provide ample natural light and views of the greenery outside. A comfortable armchair and ottoman invite relaxation, while a ceiling fan enhances airflow in the room.
Guesthouse in Holualoa
4.94 out of 5 average rating, 381 reviews

Holualoa Ekahi -Country guest house,Taxes included

ElissaRating, 5 stars2 months ago
We love this area. We stayed for several weeks and loved it. The bed is super comfy and the elevation is perfect - no AC needed but still just 15 minutes to most things. loved it!
Top guest favorite
A private studio space showcases a cozy layout with a spacious sleeping area featuring a patterned bedspread. A comfortable seating area with vibrant cushions is visible, along with a wooden dining table set for two. Colorful artwork adorns the walls, enhancing the artistic atmosphere.
Home in Kealakekua Bay
4.92 out of 5 average rating, 178 reviews

Mermaid Studio by Kealakekua Bay!

HRating, 5 stars1 month ago
Incredible place! Beautiful gardens. Walking distance to beach. Great location for day trips. Jill has an amazing attention to detail and the spacious studio displays all of her artistic prowess. It's truly a sanctuary to unwind and chill out. Do yourself a favor and book it for as long as your vacation allows.
Guest favorite
A spacious home is depicted against a lush green backdrop, featuring a large deck with a hot tub. The structure showcases multiple solar panels on the roof, white railings, and an elegant staircase leading to the ground level, surrounded by vibrant tropical foliage.
Home in Kailua-Kona
4.91 out of 5 average rating, 129 reviews

Kona Mountain Home, 3/2, lanai, hot tub, sleeps 8

ShannonRating, 5 stars1 week ago
We had an amazing stay at this beautiful home! The property was stunning, with a perfect blend of style and comfort. What really made it special, though, was the attention to detail - from the cozy touches to the thoughtful amenities, it truly felt like home. The private setting was a huge bonus, allowing us to relax and unwind in peace. We loved the little things, like the fully stocked kitchen and the welcoming touches throughout the home. Overall, we'd highly recommend this rental to anyone looking for a peaceful and comfortable getaway!
Guest favorite
A panoramic view captures the vast expanse of the ocean under a bright blue sky, scattered with white clouds. Lush greenery is visible in the foreground, adding to the serene landscape that stretches towards the horizon.
Guest suite in Kailua-Kona
4.78 out of 5 average rating, 328 reviews

Zen Orchid retreat, amazing view, fresh fruit! :)

IslambekRating, 5 stars2 weeks ago
Lorelle was there for us from the start, help to navigate, places to go… Always attentive to what we need. Beach towels and snorkeling gear is there and available to use.

Quick stats about vacation rentals that are family-friendly in Kailua-Kona

  • Total rentals

    1.1K properties

  • Nightly prices starting at

    G$14,645 GYD before taxes and fees

  • Total number of reviews

    30K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    930 properties have a pool

  • Rentals with dedicated workspaces

    670 properties have a dedicated workspace

Destinations to explore