Family-friendly holiday rentals in Kailua-Kona

A serene beach scene captures gentle waves lapping against soft sand. Palm trees sway in the foreground, framing the clear turquoise waters extending to the horizon. A few beach chairs are visible, inviting relaxation under the bright blue sky with scattered clouds.

4.94 out of 5 average rating, 291 reviews

Walk to Magic Sands Beach! Prime Location (no AC)

Aloha and welcome to a ground floor private studio located in Kailua Kona on The Big Island of Hawaii. Enjoy all that the island has to offer while staying in a quiet residential neighborhood in an extremely desirable prime location in Kona! Walk to Magic Sands Beach and catch the beautiful Kona sunsets every night! Free beach item use: beach chairs, coolers, snorkel gear, boogie boards, and a beach umbrella. Central location close to restaurants, grocery stores, and shopping. On-site parking

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.

4.94 out of 5 average rating, 215 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, 232 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.

4.94 out of 5 average rating, 433 reviews

A charming cottage with a red exterior features large windows and a welcoming porch. Surrounded by lush greenery and native plants, a well-maintained yard is visible. A paved driveway leads up to the cottage, complemented by a stone wall in the background.

Cottage in Kailua-Kona

Radiant Ocean View Cottage on a Coffee Farm. Very Private.

Centrally located between South Kohala's beaches, and the dining and entertainment scene of Kailua-Kona, the Kaloko Coffee Cottage is at a cool elevation making naps after adventures a...well a dream! Far from any roads, the dominant sounds are the many birds who make their homes in the surrounding trees. This is a thoughtfully furnished home with an open layout, on a coffee farm, just bring your food and clothes for which ever adventure you intend; leave the accommodations and ambiance to us.

Guest house in Kailua-Kona

A private lanai is enclosed by a decorative railing, offering expansive views of the ocean and vibrant tropical plants. Wicker seating is arranged for relaxation, complementing the serene outdoor setting bathed in natural light.

4.97 out of 5 average rating, 777 reviews

Private Kona Oceanview Retreat with parking

Escape to a private oceanview retreat in North Kona! This cozy guesthouse offers breathtaking views from your private deck, surrounded by lush tropical plants. Enjoy your morning coffee while soaking in the serene ocean scenery, and unwind in a tastefully decorated interior with all essentials, a well-equipped kitchen, modern bathroom with a luxurious shower, and convenient laundry facilities. Perfect for couples or solo travelers and easy access to Kona’s attractions! Tax ID W01822068-01

A cozy sleeping area features a spacious bed adorned with a floral-patterned blanket in blue and yellow. Windows allow natural light, and a television is mounted on the wall. A decorative shelf holds towels, contributing to the room's functionality.

4.89 out of 5 average rating, 358 reviews

Jasmine Studio; King Bed, Close to Airport

Located conveniently 5 minutes from the airport and a short 15 min drive to downtown Kailua Kona. Vaulted ceilings, a cute lanai to enjoy your morning coffee, large bathroom with double vanity, and a kitchenette make this rental a real gem. The AC is powerful for when the tropical breeze isn't quite cool enough, The WIFI is reliable and there is a large screen TV with ROKU for when you just want to hang out. We offer automated check in, excellent room amenities and flexibility with booking.

A cozy suite is visible from the entrance, featuring a comfortable full bed dressed with soft linens. A bedside lamp provides warm light, and decorative plants add a touch of nature. The room is complemented by smooth wood flooring and a decorative area rug.

4.96 out of 5 average rating, 169 reviews

Bungalow Bliss Ocean & Pool View

Your home away from home after exploring the island’s many beaches, coffee farms, snorkeling/diving spots, & downtown Kailua-Kona! Sun-kissed ocean & pool views await you in this cozy, stylish space. A perfect budget-friendly, clean, cool place to rest between your island adventures! Located near downtown Kailua-Kona and 500 ft above sea level, this property offers cooler temperatures and breezes that delight guests. This suite best fits solo travelers or couples who like to be cozy!

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.

5 out of 5 average rating, 358 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, 401 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, 109 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.

Bright pink and white flowers bloom on a tree branch, creating a vibrant focal point. In the background, a small round table with two blue chairs is visible, surrounded by lush greenery and shaded by an umbrella.

4.87 out of 5 average rating, 212 reviews

Space for Couples w/ garden view near airport

Enjoy cool breezes in a garden-like setting at 860 foot elevation on our large property. Only a 5 minute drive to the Kona airport and a 15 minute drive to town. An ideal spot for couples, this updated one bedroom, one bath condo includes a king bed, large closet, free parking, Roku TV, mini-fridge, BBQ grill, beach gear and much more. A perfect place for couples to relax on the lanai w/ a cup of Kona coffee after a fun day of exploring the island.

4.93 out of 5 average rating, 135 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.

Popular amenities for Kailua-Kona family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest house in Kailua-Kona

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, 290 reviews

Kimo’s Getaway

5 out of 5 average rating, 112 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 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, 191 reviews

1 BR condo steps from Kona's premier surf break

A well-appointed room features a spacious bed with a floral bedspread. A cozy seating area is visible, comprising a loveseat and two rattan chairs around a small table. Natural light enters through a nearby window, illuminating the light-colored walls and wooden flooring.

4.8 out of 5 average rating, 190 reviews

Poolside 1Qbed, 1QSofabed, Sm Kitchen, remodel7/21

A spacious sleeping area features a large bed dressed with neatly arranged white linens and towels. Soft lighting from bedside lamps complements the artwork depicting a coastal sunset on the wall. A full-length mirror reflects the room's inviting ambiance.

4.94 out of 5 average rating, 135 reviews

Downtown | AC | Pool | Kitchen | WFH | 1 Gig | BBQ

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, 459 reviews

Plantation Hale

Superhost

A spacious bed is adorned with patterned bedding and a decorative yellow pillow. Framed by two pendant lights, a nature-themed artwork hangs above the headboard. A bench with tufted upholstery is positioned at the foot of the bed, complementing the room's serene design.

4.81 out of 5 average rating, 149 reviews

Studio condo, King bed, pool view on Alii Drive

A comfortable sleeping area features a spacious queen bed adorned with a white quilt. A cozy sitting area is visible with a light green couch and a small coffee table. Warm light from a lamp illuminates the room, complemented by tropical artwork on the walls.

4.99 out of 5 average rating, 353 reviews

Oceanfront/Hawaiian Charm W/Modern Amenities

Family- and pet-friendly home rentals

Superhost

A spacious room is furnished with a king bed and a twin bed. Natural light enters through two windows dressed with light curtains. A small seating area with a patterned armchair is present beside a bedside table and a lamp, creating a cozy ambiance.

4.84 out of 5 average rating, 158 reviews

Golden Hale North Ohana w/ Pool. Blocks to beach!

A modern kitchen area is showcased, featuring dark cabinetry and stainless steel appliances. Two wooden stools are positioned at the counter, which is equipped with a sink and cooking essentials. A comfortable living space is visible to the left, accompanied by natural light from the entrance.

4.93 out of 5 average rating, 262 reviews

Great Location, In Town, Modern and Clean

4.93 out of 5 average rating, 181 reviews

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

Spacious Fairways 2BD townhome. Pool/Beach Club!

A living area is shown, featuring a futon sofa, a wooden coffee table, and a light blue armchair. A flat-screen TV is mounted on the wall. Natural light enters through several windows. A small dining table with chairs is visible in the background.

4.87 out of 5 average rating, 470 reviews

Spacious Apartment Near Airport and Beaches

4.95 out of 5 average rating, 464 reviews

A spacious outdoor living area is surrounded by lush greenery, showcasing a comfortable seating arrangement with a round table. A hammock hangs nearby, and peeking ocean views can be seen in the background, complemented by a partly cloudy sky.

Apartment in Kealakekua

Aka'ula House

4.97 out of 5 average rating, 153 reviews

An open-concept living area features a kitchen island with a blue base and white countertop. Large windows provide views of the ocean, while a dining table is surrounded by black chairs. Tropical plants add greenery to the space, enhancing the bright and airy atmosphere.

Home in Kailua-Kona

Hale Aka'ula, House of the Red Sunset

4.83 out of 5 average rating, 533 reviews

A vibrant sunset sky stretches across the horizon, featuring shades of orange and pink amidst scattered clouds. Silhouetted trees frame the scene, enhancing the peaceful ambiance of this natural view.

Flat in Kailua

Amazing Kona Sunset View - Sleeps 4

4.91 out of 5 average rating, 198 reviews

The horizon is adorned with a vibrant sunset, where warm hues of orange and yellow transition into soft clouds against a backdrop of the ocean. Silhouettes of palm trees frame the scene, enhancing the tropical ambiance.

Home in Holualoa

Mini Plantation with a View

Family-friendly home rentals with a 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, 219 reviews

Longboard Studio at Kona Magic Sands Beach

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, 159 reviews

1-Bedroom Suite with Private Pool and Garden Lanai

Superhost

A view from the lanai features lush green vegetation in the foreground with a glimpse of the ocean in the background. The landscape is dotted with palm trees and includes nearby buildings, showcasing a peaceful setting.

4.84 out of 5 average rating, 320 reviews

Kailua Village Condo in the Heart of Kona

A cozy living area features a large window with views of a sunset, showcasing silhouetted palm trees. Two chairs are positioned on a private lanai outside the window, with a minimalist white cabinet and a decorative surfboard accenting the room's decor.

4.96 out of 5 average rating, 134 reviews

Ocean view with central location tropical paradise

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, 221 reviews

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

4.88 out of 5 average rating, 181 reviews

An outdoor area is presented with a spacious pool surrounded by lounge chairs and umbrellas. A wooden gazebo offers shaded seating, with palm trees framing the view. Sunlight casts a warm glow over the scene, enhancing the vibrant greenery and tranquil atmosphere.

Apartment in Keauhou

Kona Getaway at Kahalu'u Bay 2 Bed 2 Bath Condo

A table set for two features a bottle of wine, glasses, and a vibrant fruit arrangement, including pineapples and flowers. The backdrop consists of stunning ocean views and rocky shoreline, viewed from the condo's lanai.

4.97 out of 5 average rating, 234 reviews

Right-on-Ocean; Renovated; Walk to Beach/Town, A/C