Family-friendly vacation rentals in Kailua-Kona

4.96 out of 5 average rating, 276 reviews

A tranquil saltwater pool is surrounded by a well-maintained lawn and lush tropical landscaping. Sun loungers and umbrellas are arranged nearby, inviting relaxation. In the background, a two-story villa features solar panels and a charming balcony, set against a sunny blue sky.

Guest suite in Holualoa

Family-Friendly Retreat Guest Suite-Pool & Lanai!

Escape to paradise in the heart of coffee country! This private guest apartment in a family home in Holualoa is just 7 miles from Kona. A peaceful retreat for families looking to get away from it all, yet just a scenic 20 minute drive to the conveniences of Kona town. Come back and unwind, enjoy our gardens and take a sunset dip in the pool after a fun-filled day of island adventures. Your Big Island home away from home awaits! Please read the entire listing prior to booking. TA-125-991-5264-01

A vibrant sunset casts rich orange and purple hues across the sky, reflecting on the ocean's surface. Palm trees frame the view, while soft outdoor lighting accentuates the lush landscaping below. The tranquil scene invites relaxation and contemplation.

4.95 out of 5 average rating, 223 reviews

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

Best unit at Kailua-Kona’s popular Sea Village and one of the only with A/C! Captivating ocean views, breezes, tropical sights and sounds greet you in this easily accessible ground floor unit. Start your day on the private lanai watching the spinner dolphins and end it with a glass of wine watching sunset over the ocean. This fully updated, turn-key condo boasts open concept living and is 5 minutes to downtown. An ideal base for an individual, couple or small families to explore the Big Island!

5 out of 5 average rating, 246 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.

A wooden sign carved with the word 'ALOHA' is displayed against a backdrop of dark volcanic rocks. Colorful hibiscus flowers are painted on either side of the sign, adding a tropical touch to the natural surroundings.

4.96 out of 5 average rating, 255 reviews

Tiny House in Kona - 5 Minute Walk to the Beach!

Mahalo nui for your Interest! After a short break, I am happy to be back hosting this wonderful space ~ Click my profile to check my 1400+ 5-Star Reviews and book with Confidence! This is a real Tiny House on Wheels with an additional connected open air and fully screened kitchen for dining and relaxing. You'll love this "rustic" and private experience in an upscale neighborhood just 4 miles south of downtown Kona! And, you are only a 5 Minute Walk to Magic Sands - the best beach in town!

A colorful quilt covers a spacious bed, complementing the serene atmosphere of the room. A wall-mounted television displays a scenic image. Large glass doors provide access to a private lanai with ocean views, creating a bright and inviting space.

4.99 out of 5 average rating, 367 reviews

Your Big Island Escape - King Bed & A/C

Kona sweet spot with private lanai, amazing ocean view, ideal temperatures & personal parking spot. Devoted Super-hosts on-site to maximize your accommodations & experience. Very safe neighborhood. Lots of amenities / beach gear. Only 6 minutes to beaches & great snorkeling, 10 minutes to downtown for diverse food options, shopping & historic sites. Exquisite Kohala beaches 30 minutes north. Popular Walua Trail just 2 blocks away to stroll or jog. * Please no 3rd party bookings. Mahalo.

A cozy sleeping area featuring a queen size bed adorned with a patterned blanket. Handcrafted wood accents complement the space, with natural light filtering in through a sliding glass door. The ceiling showcases a woven design, enhancing the room's warm aesthetic.

4.88 out of 5 average rating, 404 reviews

3 blocks to Turtle beach and Ali'i Dr

A small space with a big punch and a Hawaiian vibe. This cozy, “bungalow” is perfect for a couple or the solo traveler. Enjoy the handcarved mahogany doors and the newly tiled shower with a killer shower bar. This space is just three blocks to the ocean and a 10 minute car ride to old town Kona. Your space includes: Queen size bed, A/C. Hi speed Wi-Fi, Cable/Smart TV. Check out our other listings! airbnb.com/h/treetop-kona airbnb.com/h/guestwing-kona airbnb.com/h/hawaiianretreat-kona

A vibrant tropical garden surrounds a modern villa, nestled within lush greenery and mature palm trees. A serene pool glimmers in the sunlight, creating a peaceful focal point amidst the rich landscaping. The sky above is bright with scattered clouds, enhancing the tranquil atmosphere.

4.96 out of 5 average rating, 112 reviews

Suite Magic Sands Beach

Save money & time! Ho'omalu located just off of Alii drive "Ironman Route" is only an 11 minute walk to magic sands beach and many more hot spots. In a private and tranquil gated community this modern day Villa awaits where sophistication meets relaxed Hawaiian living. The inviting pool enveloped with mature tropical landscaping is the centerpiece to this compound and features upscale finishes and flooring. The apartment is on the second level. Ask about our car rental fleet discounts.

4.93 out of 5 average rating, 471 reviews

A captivating sunset is visible over the ocean, with the sun's reflection creating a shimmering pathway on the water. Soft clouds are scattered in the sky, and silhouettes of palm trees contrast against the vibrant hues of orange and pink.

Apartment in Kealakekua

Hale's Hale

This one-bedroom apartment with an ocean view is the perfect space for you to relax and unwind after a day of fun! It has it’s own private entry and includes a queen bed, a sofa bed, a fridge, a microwave, a cooktop, A shared washer/dryer and BBQ grill! Our home sits at a cool 1300' elevation with stunning sunsets. For our fellow adventurers, It’s only 10 minutes from Keauhou Bay, 15 minutes from Kona town to the North or 2 Step snorkeling to the South.

4.93 out of 5 average rating, 143 reviews

The exterior features a wooden deck, offering easy access to the entrance. A gentle overhang provides shelter, and string lights are visible, suggesting a cozy ambiance. The white facade of the tiny house is complemented by surrounding greenery and a pebbled walkway.

Tiny home in Kailua-Kona

Lilikoi Loft

Introducing a private oasis of comfort and charm, our newly renovated tiny house. This simple retreat is a testament to minimalist luxury and offers a convenient escape near Kona International Airport and downtown Kailua Kona. The exterior of the tiny house is a harmonious blend of rustic charm and simple design, featuring a quaint porch, perfect for sipping your morning coffee or working on the computer while gazing at the pacific ocean.

4.93 out of 5 average rating, 553 reviews

A charming residence is nestled within lush greenery and vibrant floral gardens. Solar panels are visible on the roof, and a cozy deck with an umbrella invites relaxation. The expansive lawn complements the tranquil setting, with glimpses of the ocean beyond.

Guest suite in Keauhou

Hale Walua Ocean View Artist's Ohana

Welcome to Hale Walua. We love sharing our Ohana and aloha with fellow travelers. Your apartment has a private entrance, ocean view, gorgeous garden dining areas abundant with flowers and fruit, comfy queen bed, kitchenette, lounge room, wifi, tv and full bath along with all the beach toys you'll need during your visit to Hawaii's Big Island. Beauty and peace abounds. Several world premier beaches are within a 10- 25 minute drive.

The cottage is seen nestled among a vibrant flower garden, featuring a variety of colorful blooms including sunflowers. Lush greenery surrounds the area, enhancing the natural setting and providing a serene atmosphere.

4.96 out of 5 average rating, 371 reviews

Cottage with Ocean and Sunset view

Situated on the island's western side at a cool 1300ft elevation, this small cottage is suitable for two people. Privacy is the keyword. This is a quiet, clean, peaceful place with A/C. It is near the airport, town, and beautiful beaches, located in a safe, affluent neighborhood. After the lava eruption on the other side of the island in 2018 subsided, we are now thrilled to have the best air quality and blue skies since 2007!

A dining table with a tiled top is surrounded by four cushioned chairs under a large umbrella. Lush greenery and a panoramic ocean view can be seen in the background, creating a serene outdoor setting on the lanai.

4.94 out of 5 average rating, 643 reviews

Cozy, Private Studio with an Incredible View!

Just 10 minutes from Kona International Airport, this private studio is perfectly situated as the start for your Big Island adventure. The space is bright and airy with French doors that open to the lanai for an even more spacious feel. There is a closet, a private washer and dryer, basic amenities, a 65” smart TV, and USB outlets. There is a queen bed and a comfortable couch. Transient Accommodation License TA-018-066-6368-01

Popular amenities for Kailua-Kona family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a pool

5 out of 5 average rating, 114 reviews

An inviting outdoor space features a private pool surrounded by lush tropical plants. The soft glow of pool lighting highlights the stone patio, while lounge chairs are positioned for relaxation. Tall palm trees are visible against a colorful evening sky.

Home in Keauhou

Mollie’s Paradise Resort Home & Private Pool

A private lanai is featured with a wooden table and two chairs, overlooking the vibrant blue ocean. Palm trees frame the scene against a clear sky, enhancing the peaceful outdoor setting. Colorful plants in pots add a pop of red to the coastal view.

4.94 out of 5 average rating, 221 reviews

Longboard Studio at Kona Magic Sands Beach

The image captures a rocky beach at sunset, with the sun dipping below the horizon, casting warm hues across the sky. Dark rocks and scattered seashells are visible in the foreground, framed by gentle waves lapping at the shore.

4.97 out of 5 average rating, 156 reviews

Ocean Views~by Honl's Beach~Heart of Kona~AC

A spacious bedroom features a wooden bed with a neatly made light-colored quilt, accented by colorful pillows. A decorative rug covers the floor, and a ceiling fan is visible above. A small table and a shelving unit filled with essentials are present, creating a functional space.

4.96 out of 5 average rating, 163 reviews

1-Bedroom Suite with Private Pool and Garden Lanai

4.87 out of 5 average rating, 126 reviews

A serene lanai is displayed with a view of a vibrant sunset. Lush greenery frames the scene, with palm trees and blooming flowers visible. Soft lighting is strung along the railing, adding a warm touch to the outdoor space designed for relaxation.

Condo in Keauhou

Keauhou Garden - Ocean view - Walk to Harbor

An expansive view of the ocean at sunset captures vibrant oranges and yellows illuminating the sky. A community pool is visible in the foreground, surrounded by lounge chairs. Lush palm trees frame the scene, enhancing the tropical ambiance.

4.89 out of 5 average rating, 229 reviews

Ali'i Dr w/ Ocean Sunsets next to Farmer's Market

4.95 out of 5 average rating, 111 reviews

An expansive saltwater pool is framed by a wooden deck, offering views of the ocean and colorful sunset skies. Tropical foliage partially obscures the scene, adding a serene touch. The tranquil surroundings invite relaxation and peaceful moments.

Home in Kailua-Kona

HAVEN: Poolside Sanctuary with Heavenly Views

A tranquil pool area is surrounded by lush tropical landscaping, featuring palm trees and vibrant foliage. Lounge chairs are placed around the pool, where guests are seen enjoying the water and the sunny environment. The two-story building with balconies is visible in the background.

4.9 out of 5 average rating, 464 reviews

Plantation Hale

Family-friendly home rentals with air conditioning

A coastal three-story building is situated beside the ocean, flanked by a line of palm trees swaying gently in the breeze. Waves crash against the rocky shore, while the structure displays a series of balconies overlooking the water.

4.93 out of 5 average rating, 192 reviews

1 BR condo steps from Kona's premier surf break

4.93 out of 5 average rating, 174 reviews

True Oceanfront, Top-Floor, Downtown, A/C, Parking

A spacious studio room features a king bed with light blue linens and decorative pillows, complemented by a cozy seating area with a blue couch. A sleek table sits in the center, while a mounted TV displays a scenic image. Natural light streams through multiple windows.

4.93 out of 5 average rating, 347 reviews

Modern, Clean , A/C - Walk to Beach + Beach Gear!

Superhost

A spacious studio apartment features a King-sized bed with blue floral bedding. Natural light filters through two large windows, and a small table with a lamp stands beside the bed. A mini fridge and microwave are positioned nearby, while a potted plant adds a touch of greenery.

4.86 out of 5 average rating, 326 reviews

Gardenia Studio; Private, Close to Airport

4.94 out of 5 average rating, 392 reviews

The exterior of the cottage is framed by vibrant greenery, featuring a welcoming entrance with a distinctive oval door. Steps lead up to a spacious porch, adorned with a surfboard, inviting guests to enjoy the surrounding natural beauty under a partly cloudy sky.

Guest suite in Holualoa

Loft Adventure Cottage, Mountain & Jungle Vibes

A fully equipped kitchenette features light blue walls, granite countertops, and wooden shelves. Glassware and plants are neatly displayed, alongside a coffee maker and toaster. The space is designed for convenience, enhancing the functionality of the studio.

4.98 out of 5 average rating, 135 reviews

Cozy Pineapple Studio 2 Blocks From The Ocean

Aerial view captures a vibrant beach scene, featuring clear turquoise waters where numerous individuals are enjoying various water activities. Palm trees line the beach, providing shade to the sandy shore, while a road with parked vehicles is visible in the background.

4.97 out of 5 average rating, 249 reviews

Walk to Magic Sands Beach! Prime location

The living area features a sleek, modern design with a comfortable sofa bed and a wooden coffee table. A small dining bar with two stools complements the compact kitchen, which is equipped with essential appliances. Light walls and decorative plants enhance the bright, inviting ambiance.

5 out of 5 average rating, 108 reviews

Hale Kamalei in Kailua Kona

Family-friendly home rentals with a kitchen

A covered outdoor patio area is shown, featuring casual seating and potted plants. A view of the ocean and surrounding palm trees is visible through the open space. The tiled flooring adds a functional element to the area, enhancing the outdoor experience.

4.91 out of 5 average rating, 294 reviews

Kimo’s Getaway

A bright bedroom features a spacious bed dressed in colorful tropical linens. Large windows allow natural light to fill the room, showcasing views of lush greenery. A cozy armchair adds comfort and invites relaxation, while sliding doors lead to an outdoor deck area.

4.9 out of 5 average rating, 416 reviews

Honu Ohana - walk to White Sands

A view of the outdoor area showcases lush tropical plants and vibrant flowers, including towering palm trees and various shrubs. The sky is a mix of blue and white clouds, framing the serene landscape that leads towards an unobstructed ocean view in the distance.

4.94 out of 5 average rating, 166 reviews

Tropical Garden Bungalow

4.95 out of 5 average rating, 284 reviews

An infinity-edged hot tub sits perched on a hillside, offering expansive views of the ocean and Kona below. The clear water reflects the sky, while the surrounding lush foliage adds a serene natural setting.

Home in Holualoa

Piece of Paradise Coffee Farm

4.98 out of 5 average rating, 217 reviews

A sunset view is captured over the ocean, with vibrant shades of orange, pink, and purple filling the sky. Silhouetted palm trees line the horizon, adding a tropical touch to the scenic landscape. The tranquil atmosphere invites relaxation.

Home in Kailua-Kona

Knox Dojo - Full House 2b/2b

4.97 out of 5 average rating, 131 reviews

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

RomanticTropical Cottage-OceanView

Guesthouse in Captain Cook

A vibrant green cottage is surrounded by lush tropical vegetation. Steps lead up to a covered porch with white railings, offering access to the main entrance. The exterior reflects a charming, rustic style, set within a serene garden brimming with diverse plants.

4.92 out of 5 average rating, 176 reviews

Garden Cottage Ohana

A comfortable sleeping area features a spacious bed dressed in a white quilt. Large windows bring in natural light and offer views of the surrounding lush vegetation. A ceiling fan is mounted above, and there are two nightstands placed beside the bed.