Family-friendly holiday rentals in Holualoa

4.91 out of 5 average rating, 415 reviews

A sparkling swimming pool is surrounded by tropical plants, lounge chairs, and shaded umbrellas. The inviting water reflects the vibrant greenery and the house sits gracefully in the background, framed by palm trees and a clear blue sky.

Guest suite in Holualoa

Cozy Couples Retreat- Guest Suite w/ Pool & Patio

Perched above Kona on a serene hillside, the Monkeypod Villa offers a peaceful escape on a private country estate. Nestled off the beaten path & away from tourist crowds, you're just a scenic 7-mile drive from downtown Kona and pristine beaches. Wake to the gentle chorus of birds and sip your morning coffee beneath the shade of a magnificent monkey pod tree. After a day of exploring the Big Island, take a refreshing dip in the pool & unwind as the sky transforms with a stunning Hawaiian sunset.

5 out of 5 average rating, 250 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.

4.95 out of 5 average rating, 442 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.

4.93 out of 5 average rating, 400 reviews

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

Holualoa Ekahi -Country guest house,Taxes included

Aloha! Holualoa Ekahi is close to Holualoa Village, Kailua-Kona town, the ocean and beaches, airport, shopping and restaurants. We love the quaint, cool and country atmosphere here in Holualoa. This is a cozy home with comfy king bed and furnishings, spacious walk-in shower, large covered lanai to enjoy the outdoors, smart TV, Wifi, washer & dryer and amenities. Ideal for singles or couples, with a sofa sleeper for a third guest if needed. Come experience the island charm of Holualoa Ekahi.

4.94 out of 5 average rating, 394 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

Mountain retreat "Tiny-home" cottage with loft, attached to the main house but entirely private. Complete with Air Conditioning! This is a peaceful escape from the hustle & bustle of town, surrounded by nature- 15 minutes from the center of Kona. You must be able to climb a ladder up to the loft bed. We have fresh eggs from our hens and seasonal Avos, Lemons, Papaya, Lychee, Mamaki Tea, Pineapple, etc. Great for a solo-traveler or couple to call "home-base" while exploring the Big Island.

4.93 out of 5 average rating, 152 reviews

A spacious studio room features a light blue couch adorned with decorative pillows, positioned next to a coffee table. A California King bed is visible in the background, with natural light filtering through the sliding door that opens to an outdoor view.

Cottage in Holualoa

LUCKY LIVIN (Taxes Included)

Lucky Livin is designed to be a chic and unique bridal studio, honeymoon suite, or just a great place to come and stay while on vacation! Located in beautiful Holualoa, this studio sits higher in elevation and is nestled in nature with stunning views of Kona's coast, the surrounding native vegetation, and our farm animals on property. This unit is stocked with everything you will need for your memorable and enjoyable stay and is only a 10-15 minute drive to all Kailua town has to offer!

4.97 out of 5 average rating, 115 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.

Guesthouse in Kailua-Kona

A view from the property showcases lush grass leading to a path. Beyond the neatly trimmed hedges, the ocean sparkles in the distance under a clear blue sky, complemented by scattered clouds and greenery along the hillside.

4.97 out of 5 average rating, 401 reviews

Spectacular Views of Kailua-Kona

Aloha and e komo mai to our Ohia Guest House in beautiful Kailua-Kona. Ohia Guest House is your well equipped home away from home, it has everything you will need for a comfortable holiday on The Big Island. We live at a cooler elevation of 1000 feet with pleasant tropical breezes. Our property is on 1.5 acres of tropical landscaping. Ocean views abound, perfect for sunset watching and seeing real-time surf conditions. In the evenings enjoy stargazing and the sounds of the tropics.

4.98 out of 5 average rating, 265 reviews

A cozy living area features a comfortable gray couch positioned across from two woven chairs. A round coffee table with decorative items sits in the center. Natural light filters through two windows adorned with blinds, while a plush rug adds warmth to the wood floor.

Apartment in Holualoa

Anuhea House Akau - Beautiful custom-built studio

Relax in this beautifully designed custom built studio as you feel the Anuhea (a cool fragrant mountain breeze) coming down Hualalai mountain. Enjoy the high end finishes of hewn teak flooring, mahogany trim, custom built accents and natural stone bathroom. Located in the heart of Holualoa we are a 5 minute walk to Holualoa town with its local artist galleries and coffee shop. We are a 10-15 minute drive to Kailua-Kona and its beautiful beaches. Follow us on IG @anuheahouse!

Guesthouse in Kailua-Kona

A private lanai features a glass-topped table surrounded by four black wicker chairs. A suspended swinging chair adds a relaxed touch. Lush tropical foliage frames the space, creating a serene and green environment, with hints of palm trees visible beyond the railing.

4.99 out of 5 average rating, 100 reviews

Fresh & Bright Tropical Getaway- Ocean View

Aloha and Welcome to our cozy ohana. You can expect clean, comfy, modern, with lots of light in this spacious guest suite. The accommodation is in a quiet and safe neighborhood with convenient parking. At a higher elevation, the area is much cooler and breezier than staying in town and you can fall comfortably asleep in our comfortable queen-sized bed, listening to the sounds of coqui frogs and waking up to the beautiful sound of birds. We hope you enjoy your stay with us!

4.93 out of 5 average rating, 146 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.

4.96 out of 5 average rating, 189 reviews

A charming exterior of the country home is shown, featuring a small patio area with two chairs and a side table. Manicured grass and garden beds frame the entrance, providing access to the home. Two large windows allow natural light into the interior.

Guesthouse in Holualoa

Holualoa Country Home

The Holualoa Country Home is one bedroom with a queen bed, small patio area with some ocean view, cable TV, Wifi, full kitchen, bath with tub/ shower. The sofa in living area lays flat to a bed. Close to Holualoa Village, Kailua-Kona town, the ocean and beaches, airport, shopping and restaurants. Holualoa offers peaceful, country living at a cool elevation.

Popular amenities for Holualoa family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 135 reviews

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.

Apartment in Kailua-Kona

Ocean view with central location tropical paradise

A modern living area is presented with a comfortable sofa and armchair, complemented by a light wooden coffee table. A large television is positioned opposite the seating. Floor-to-ceiling windows provide views of the ocean, allowing natural light to fill the space.

4.92 out of 5 average rating, 243 reviews

Blissful paradise with epic view- Hale Mahana

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, 224 reviews

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

4.99 out of 5 average rating, 160 reviews

Updated Kona Condo • Central • <1 Mile to Ocean

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, 155 reviews

Studio condo, King bed, pool view on Alii Drive

A colorful floral-patterned couch is positioned in the corner of the studio, complemented by a nearby decorative table. A wall-mounted television and framed artwork are visible, along with a shelf holding towels and clothing. Natural light enters through a mirror reflecting the compact kitchenette area.

4.96 out of 5 average rating, 263 reviews

Private and Quiet Studio Near Magic Sands Beach

A view from the lanai captures a lush garden and pool area, surrounded by palm trees. The ocean is visible in the distance under a clear blue sky, while two neighboring buildings are framed by vibrant tropical foliage.

4.95 out of 5 average rating, 150 reviews

Oceanfront+ OceanVw Kona Makai Tropical Gdn+Pool

A spacious studio bedroom features a Cal king size pedestal bed adorned with a patterned green blanket. To the side, a small dining table with bamboo chairs is positioned near sliding glass doors that open to the ocean view. Teak-paneled walls add warmth to the space.

4.94 out of 5 average rating, 193 reviews

Deluxe Oceanfront Studio Condo@The Kona Bali Kai

Family- and pet-friendly home rentals

Superhost

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.

4.86 out of 5 average rating, 481 reviews

Convenient Island Stay Near Airport and Beaches

4.92 out of 5 average rating, 102 reviews

A living area is furnished with a dark sectional sofa and a coffee table. Light wood flooring extends throughout the space. A dining area featuring a table and four chairs is visible in the background, illuminated by natural light from two windows.

Townhouse in Kailua-Kona

7 min walk to the Ocean & Ali'i

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, 407 reviews

3 blocks to Turtle beach and Ali'i Dr

4.97 out of 5 average rating, 157 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, 546 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

4.92 out of 5 average rating, 144 reviews

The open-plan living area features a spacious kitchen with modern appliances and a large island. A comfortable sofa faces a mounted television, and large windows allow natural light. The wooden ceiling beams add character, enhancing the cozy atmosphere of the room.

Home in Holualoa

Cozy 2 Bedroom home in beautiful Holualoa town

4.79 out of 5 average rating, 359 reviews

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

4.91 out of 5 average rating, 199 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, 224 reviews

Longboard Studio at Kona Magic Sands Beach

4.92 out of 5 average rating, 159 reviews

Partial Ocean View, AC, King Bed, 2 Pools

4.97 out of 5 average rating, 197 reviews

A panoramic view of a lush outdoor space features a vibrant rainbow arching over the landscape. Tropical plants surround a solar heated pool, with lounge chairs positioned nearby. The tranquil setting offers glimpses of the ocean in the background, enhancing the serene atmosphere.

Home in Captain Cook

Tiny House Hawaii

4.93 out of 5 average rating, 107 reviews

A contemporary living space features a sectional sofa adorned with orange accent pillows and a light rug. A wooden coffee table is centered, while a mounted TV sits above a wooden cabinet. Natural light flows in through large sliding doors opening to an outdoor view.

Condo in Keauhou

The Olena at Keauhou Bay

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.

4.88 out of 5 average rating, 234 reviews

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

A spacious outdoor lanai features a large umbrella providing shade over glass-top tables and bright teal chairs. The stunning ocean view is visible in the background, along with a beautifully maintained pool and lush greenery surrounding the area.

4.98 out of 5 average rating, 321 reviews

Poolside Studio🤙🏻Ocean View / AC / King🛌10min➡️Beach

4.98 out of 5 average rating, 106 reviews

Condo in Keauhou

Ocean View Kailua-Kona Condo Near Keauhou Bay