Family-friendly holiday rentals in Kailua-Kona

A serene outdoor space features a sparkling turquoise pool and a hot tub, with a stunning sunset in the background. Comfortable seating under an umbrella is arranged nearby, surrounded by lush greenery and palm trees, enhancing the tranquil atmosphere.

4.96 out of 5 average rating, 174 reviews

Private Pool - 180° Ocean View - Minutes to Beach

WOW! That’s what guests always say when they arrive at Kona Heavens Hideaway — Surrounded by lush tropical gardens, exotic fruit trees, and vibrant birds, this 1-acre property offers total privacy, stunning 180° ocean views, and comfortable breezes at 900 ft elevation. Just 4 miles from Kona town and close to beaches, it's the perfect blend of quiet country living and convenient access to everything you need. Spacious, serene, truly special — with reallyFast WiFi Hawaii Tax ID: W01435344-01

FamilyKitchenCleanliness

5.0 out of 5 average rating, 295 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.

FamilyKitchenHot tub

A private solar heated pool is surrounded by tropical landscaping, featuring a waterfall cascading over black rocks. Comfortable outdoor seating is arranged nearby, with vibrant plants adding color and lushness to the serene atmosphere.

4.96 out of 5 average rating, 160 reviews

Tropical Oasis: Pool, Spa, Waterfall, Ocean View

Welcome to Nakukui Hale, your own private Hawaiian sanctuary — a beautifully designed estate for up to 8 guests in a gated community. A resort-style waterfall spills over lava rock into a blue-tiled heated pool. Wander the lush landscape, listen to colorful birds sing, and unwind in the spa or relax in the private gazebo as the sun sets over the Pacific. Just minutes from Ali'i Drive, Magic Sands Beach, Ironman Pier and the best restaurants in Kona. This is Hawaii living at its absolute finest.

FamilyKitchenNearby

4.94 out of 5 average rating, 142 reviews

The two-story villa is surrounded by lush landscaping, showcasing a blend of tropical plants. Floor-to-ceiling windows and sliding doors invite natural light, revealing comfortable outdoor seating areas designed for relaxation. The architecture reflects a harmonious integration with the vibrant surroundings.

Villa in Holualoa

Oceanfront Kona Villa w/ Sunset Views |Pool|Tennis

Featured on Season 1, Episode 20 of Staycation! Welcome to Barefoot Kona, a direct oceanfront luxury villa in the exclusive, gated Aliʻi Point community. Enjoy front-row Hawaiian sunsets, watch dolphins pass from your lanai, and take advantage of private resort amenities—an oceanfront heated pool, hot tub, and tennis/pickleball court. Nestled between Magic Sands Beach and Kailua Village for easy dining, shopping, and snorkeling, all within a secure, gated community with peaceful island vibes.

Indoor spacesKitchenWalkability

4.96 out of 5 average rating, 188 reviews

Farm stay in Keauhou

Kona Coffee Farm Retreat with Ocean & Sunset Views

Escape to our family-friendly 3.5-acre Kona Coffee Farm, nestled in the mountains minutes from beaches, 15 min to Kailua-Kona, and 5 min to Captain Cook. Kids can feed our friendly chickens, spot geckos, and explore the lush grounds filled with coffee trees, fruit, and flowers. The 3BR, 2BA modern farmhouse includes a spacious lanai, perfect for family meals, morning coffee, and stargazing. Enjoy cool mountain breezes, a refreshing escape from the coastal heat, and the magic of Kona Coffee.

Indoor spacesKitchenHospitality

4.83 out of 5 average rating, 635 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

Two Bedroom + One bath with an amazing sunset view! Sleeps 4! Take advantage of our September 5-day discounts. We’re off on Holiday family members will be managing the apartment. Kona has the best beaches, best food, and nicest people!! We’re close to Saddle Road to Hilo and both upper and lower roads circling the Big Island. Book NOW. Read our reviews. Check out the photos. You will love how quiet the place is and private. We will also work with you on pricing for longer term rentals.

KitchenIndoor spacesTV

4.94 out of 5 average rating, 284 reviews

Huge Kona Home • Ocean View • Pool • 4 bdrms • AC

Bringing the whole crew—or two families? This breezy 4BR, 3BA Kona home is built for fun and flexibility. Two stories mean plenty of space to gather—or sneak off for quiet time. With two kitchens, two living rooms, A/C, smart TVs, and indoor laundry, everyone gets room to relax. Take in an almost 180° ocean view of Kona bay, lounge on breezy lanais, fire up the BBQ, or float in the pool. Pick fresh mangoes and starfruit on-site. Just 5 mins to Kona town—your perfect island escape awaits.

KitchenIndoor spacesLocation

4.94 out of 5 average rating, 528 reviews

Lush foliage frames a stunning ocean view under a bright blue sky. The scene is accentuated by a canopy of green leaves and trees, creating a serene and natural atmosphere. Towering trees and various tropical plants enhance the vibrant landscape.

Guesthouse in Holualoa

Treehouse Ohana

The Ohana in a tropical jungle setting will be your home while visiting the Big Island. We are located at 1000ft elevation, and it's a nice few degrees cooler than downtown Kona. In 10 minutes you can get to the closest beaches by car. Start your day with a freshly brewed cup of James Bean Coffee from our farm. You have your own private entrance to the Ohana and free parking for 1 car. Enjoy the jungle & animal sounds and ocean view. No A/C, no self check-in. Cats & dogs on premises.

KitchenFamilyHospitality

4.98 out of 5 average rating, 375 reviews

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.

Guest suite in Holualoa

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

A gorgeous remodeled studio featuring an ocean view lanai with a pool right outside. The lanai has a huge umbrella and bbq, and is a fully enclosed dining area with a self-closing gate to keep your kids safely away from the pool. The interior is all freshly renovated in 2020 with stylish and comfortable furniture. Covered parking is steps from the entry and plenty of quality beach gear is available for you to use anytime. Ice-cold A/C and Apple TV make relaxing inside just as nice.

KitchenFamilyAccess

4.94 out of 5 average rating, 509 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.

Indoor spacesKitchenWalkability

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.

4.91 out of 5 average rating, 219 reviews

Mini Plantation with a View

2300 sq.ft home on over an acre is perfect for time with family & friends. 10 minutes from downtown Kona, in Holualoa, with organic coffee, fruit trees, and flowers. There is a roof-top games with ping-pong room overlooking the garden. Paddle boards, snorkeling gear, basketball, and lots of games are also provided. Entertaining is easy on the huge lanai with bbq and a kitchen equipped with cooking staples and equipment. Home is on-property hosted.

Indoor spacesKitchenOutdoor spaces

4.91 out of 5 average rating, 237 reviews

Home in Kahaluu-Keauhou

Family-Friendly 4BR Oasis by Magic Sands

Escape to this spacious island retreat featuring an open-concept living area, gourmet kitchen, and beautifully designed coastal interiors. Relax on the covered lanai with outdoor dining, lounge seating, BBQ, and a lush tropical backyard. The home offers luxurious king suites, a spa-inspired primary bath with a Jacuzzi tub, and is just minutes from Kona's best beaches, snorkeling, shopping, and dining. 🌺

KitchenIndoor spacesBeach

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

4.95 out of 5 average rating, 156 reviews

Lush green lawn stretches out under clear blue skies, framed by swaying palm trees. In the background, manicured homes line a serene body of water, with hints of distant mountains adding depth to the landscape.

Condo in Puako

Casa Chilin-Waikoloa Beach Resort

KitchenFamilyLayout

4.88 out of 5 average rating, 163 reviews

The pool area is highlighted by a water slide and surrounded by palm trees under a colorful sunset sky. The shimmering water reflects vibrant hues, creating a serene atmosphere. Lounge chairs are positioned nearby, overlooking the expansive view of the ocean and landscape.

Guesthouse in Keauhou

180 degree ocean view, private pool

KitchenFamilyAccuracy

4.94 out of 5 average rating, 198 reviews

A bright and airy living room is showcased, featuring a comfortable blue sofa and armchairs. Large glass doors open to the outdoor seating area, revealing views of the ocean. Decorative items are neatly arranged on the built-in shelves, enhancing the space.

Home in Keauhou

Kona Surf Snorkel Paradise, Beachfront, Hot Tub

Indoor spacesFamilyBathroom

5.0 out of 5 average rating, 136 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

Indoor spacesKitchenLayout

4.79 out of 5 average rating, 196 reviews

The exterior of the Kona Islander Inn is shown, featuring a welcoming sign for vacation rentals. The building, surrounded by lush greenery and palm trees, highlights the architectural style with its balconies. The scene conveys a relaxed atmosphere, enhancing the tropical environment.

Condo in Kailua-Kona

Lovely Studio at the Kona Islander Inn

KitchenFamilyComfort

4.97 out of 5 average rating, 107 reviews

Apartment in Keauhou

High-End Ocean Sanctuary with Upgraded Interiors

FamilyIndoor spacesBarbecue

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.

Kimo’s Getaway

Indoor spacesFamilyAccuracy

4.91 out of 5 average rating, 316 reviews

4.91 out of 5 average rating, 278 reviews

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.

Condo in Holualoa

Blissful paradise with epic view- Hale Mahana

KitchenFamilyView

Family- and pet-friendly home rentals

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.

4.93 out of 5 average rating, 149 reviews

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

KitchenIndoor spacesBathroom

Guest suite in Kailua-Kona

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.

Convenient Island Stay Near Airport and Beaches

KitchenIndoor spacesTV

4.87 out of 5 average rating, 543 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.

4.97 out of 5 average rating, 188 reviews

Hale Aka'ula, House of the Red Sunset

Indoor spacesKitchenQuiet

4.93 out of 5 average rating, 282 reviews

Apartment in Kailua-Kona

Great Location, In Town, Modern and Clean

FamilyKitchenLocation

4.93 out of 5 average rating, 229 reviews

Apartment in Kailua-Kona

Gated Tropical Retreat near Kailua Kona and Ocean.

FamilyIndoor spacesLaundry

Guesthouse in Waikoloa Village

A vibrant sunset casts a warm glow over the horizon, surrounded by lush greenery and colorful flowers. The scene is framed by tropical plants, showcasing a blend of deep pinks, oranges, and purples in the sky.

Synergy Near Golf & Beach

FamilyIndoor spacesSleep quality

4.95 out of 5 average rating, 465 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.

4.92 out of 5 average rating, 188 reviews

Spacious Kona Home • Sleeps 8 • Lanai + BBQ

KitchenIndoor spacesOutdoor spaces

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.

Guest suite in Holualoa

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

FamilyKitchenAir conditioning

4.84 out of 5 average rating, 181 reviews

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 208 reviews

Condo in Kailua-Kona

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

KitchenFamilyAir conditioning

A large lap pool is surrounded by a wooden deck and tropical landscaping. Poolside loungers are positioned for relaxation, with views of the ocean and distant trees. The area is bathed in natural light, creating a serene outdoor atmosphere.

4.97 out of 5 average rating, 219 reviews

Halia Hale

FamilyIndoor spacesBeach

4.92 out of 5 average rating, 131 reviews

A spacious living area is shown with a light-colored rug and comfortable seating, complemented by ceiling fans. Large glass doors open to an outdoor space, revealing views of the adjacent garden and ocean. Natural light brightens the room, enhancing its airy feel.

Townhouse in Keauhou

Seahorse Luxury Suite at Seaspray Ocean View

KitchenIndoor spacesAccuracy

4.94 out of 5 average rating, 136 reviews

HAVEN: Poolside Sanctuary with Heavenly Views

FamilyKitchenAmenities

4.9 out of 5 average rating, 202 reviews

Condo in Kailua-Kona

The ❤️ of Kona Town! Walk to Beach Shops & Food!

Indoor spacesKitchenCondition

4.88 out of 5 average rating, 284 reviews

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.

Condo in Holualoa

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

Indoor spacesFamilyCleanliness

4.99 out of 5 average rating, 282 reviews

A panoramic view of the ocean stretches across the horizon, framed by scattered clouds in a clear blue sky. Lush greenery and rooftops are visible in the foreground, with tall trees adding height to the landscape, creating a serene scene.

Home in Waikoloa Village

Ocean, Sunset, Mountain & Celestial Views

Indoor spacesKitchenAccess