Family-friendly holiday rentals in Kailua-Kona

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, 245 reviews

Walk to Magic Sands Beach! Prime location

Aloha and welcome to your 1st floor large private suite 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 a beautiful Kona sunset at 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.

4.8 out of 5 average rating, 189 reviews

An open living space features bamboo flooring and elegant wood beams. A cozy seating area is highlighted by a low coffee table, with a decorative rug beneath. Near the window, a king-size bed is positioned above a small dining table and chairs, blending comfort with functionality.

Cottage in Captain Cook

Honaunau Farm Retreat- Teahouse Cottage

Honaunau Farm is more than just a place to stay; it’s an experience of living sustainably amongst a rich botanical paradise. The farm sits on 7 lush acres with sweeping views of historical Kealakekua Bay and Honaunau National Park. Revel in the ocean views and the delicious fruit. The Teahouse provides a cozy setting for a variety of visitors, whether youʻre looking for some R&R or a spot to launch from to visit island destinations. Great for singles or couples looking for peace & adventure.

5 out of 5 average rating, 229 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.

Guesthouse 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, 774 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 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!

Guesthouse in Kailua-Kona

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, 248 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.

5 out of 5 average rating, 357 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.

An oceanfront sandy beach area is framed by palm trees, with lounge chairs arranged for relaxation. The ocean is visible in the background, with calm waves lapping at the shore. A gated pool area is nearby, enhancing the serene coastal setting.

4.95 out of 5 average rating, 148 reviews

Updated condo with ocean views & air conditioning

Kick back and relax at this renovated condo with partial ocean views, an oceanfront saltwater pool, and lusciously landscaped grounds. This air-conditioned unit boasts a central location just 1.3 miles from the heart of downtown Kona. Conveniently located between downtown Kona and the world-famous Magic Sands beach, this is the perfect home base to explore everything Hawaii Island has to offer. Enjoy the shared BBQs and private sandy beach area as you soak up Kona's sensational sunsets.

4.96 out of 5 average rating, 108 reviews

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.

Apartment in Kailua-Kona

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.

4.92 out of 5 average rating, 137 reviews

A colorful sunset sky is captured with vibrant hues of pink and orange blending into soft purple. Lush greenery is visible in the foreground, framing the expansive view of the horizon where the ocean meets the sky.

Home in Kailua-Kona

Peaceful island getaway near the Kona airport

Enjoy cool breezes on a large, garden-like property 5 minutes from the airport. This private 1 bedroom, 1 bath condo is a 15 minute drive to Kona-town and popular beaches. This accessible space comes with a private parking space, king bed, walk-in closet, fully stocked kitchen, beach gear, portable crib, and much more. After a fun-filled day exploring the Big Island, relax by the fire pit and cook up some local fare on the grill surrounded by a lush setting.

A nighttime view of the property features multiple buildings adorned with colorful lights, illuminating the outdoor space. A swimming pool reflects the vibrant lights, while lounge chairs are positioned nearby, inviting relaxation under the starlit sky.

4.92 out of 5 average rating, 441 reviews

Da Pool Hale - Kona Amazing Ocean Sunset

Charming, elegantly renovated Ohana in Kona Palisades. This unit has a tight modern feel with a local flair. Mahagonny trim flows throughout! Good for couples and honeymooners and families! Centrally Located in the heart of the Gold Coast of West Hawaii, 7-mile drive to downtown Kona and Kua Beach, less than 8 min from the airport. We are close to the Ocean, Rainforest, restaurants, and stores! We also have another studio unit on our property.

Popular amenities for Kailua-Kona family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guesthouse 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

4.93 out of 5 average rating, 191 reviews

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.

Apartment in Kailua-Kona

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, 189 reviews

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

4.99 out of 5 average rating, 155 reviews

Updated Kona Condo • Central • <1 Mile to Ocean

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, 457 reviews

Plantation Hale

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, 351 reviews

Oceanfront/Hawaiian Charm W/Modern Amenities

5 out of 5 average rating, 146 reviews

A modern wooden cabin is positioned on a gently sloping lawn, surrounded by native trees. A concrete path leads to the entrance, which features wooden accents. The sky is filled with colorful hues, suggesting a vibrant sunset behind the structure.

Cabin in Kailua-Kona

Romantic Kona Hideaway | Modern + Private Hot Tub

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!

4.93 out of 5 average rating, 259 reviews

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.

Apartment in Kailua-Kona

Great Location, In Town, Modern and Clean

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

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, 399 reviews

3 blocks to Turtle beach and Ali'i Dr

4.97 out of 5 average rating, 152 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

4.82 out of 5 average rating, 529 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.

Apartment 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

Superhost

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.

4.79 out of 5 average rating, 353 reviews

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

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, 158 reviews

1-Bedroom Suite with Private Pool and Garden Lanai

The image captures a serene view of palm trees swaying gently against a backdrop of the ocean. The blue waters reflect the sky's hues, and well-maintained greenery is visible amidst the condo buildings, highlighting the calm coastal atmosphere.

4.77 out of 5 average rating, 133 reviews

Beachfront Condo in Kailua

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, 220 reviews

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

The open living space features a comfortable sofa and a dining area with a round table, set against a backdrop of expansive ocean views. Light streams through large windows, with tropical decor highlighting the serene atmosphere.

4.91 out of 5 average rating, 256 reviews

Direct Oceanfront - Magic Sands Beach!

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.

Condo in Keauhou

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

4.98 out of 5 average rating, 100 reviews

The upper left image showcases a private lanai with outdoor seating and an umbrella, framed by lush greenery and a sunset view. The upper right captures a well-lit king bedroom featuring soft bedding and tropical decor. The lower left displays an inviting open-concept living area with bright decor and cozy seating. The lower right reveals a scenic ocean view, surrounded by verdant foliage.

Condo in Keauhou

Kona Ocean-View Retreat w/ A/C & Private Lanais

Lush greenery surrounds a serene view of the ocean, framed by tall palm trees. A low building with a tiled roof is visible in the foreground, emphasizing the tropical landscape under a clear blue sky.