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, 173 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

Indoor spacesKitchenCheck-in

A tranquil pool area features a heated pool with a small waterfall and tropical landscaping. Two lounge chairs sit beside the pool, adorned with rolled towels and a refreshing drink. The vibrant greenery enhances the serene atmosphere.

4.99 out of 5 average rating, 155 reviews

Tropical villa: Heated pool, hot tub & ocean views

Beautifully updated home nestled on a private corner lot in an upscale gated community, just minutes away from the town of Kona. Immerse yourself in the resort-style backyard w/ a heated pool, a cascading waterfall, a relaxing hot tub, and lush tropical landscaping. Comfortably sleeps 8, perfect for families. Enjoy fast Wi-Fi, smart TVs, luxurious linens, updated bathrooms, a well-stocked kitchen, and plenty of beach and pool gear to make your stay truly memorable. Fully licensed: STVR-19-365351

Indoor spacesFamilyHot 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, 158 reviews

Tropical Oasis: Heated Pool, 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.

FamilyKitchenValue

5.0 out of 5 average rating, 293 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.

KitchenIndoor spacesHot tub

4.97 out of 5 average rating, 186 reviews

Farm stay in Keauhou

Kona Coffee Estate Retreat | 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 spacesFamilyCheckout

4.83 out of 5 average rating, 630 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.

Indoor spacesFamilyEV charging

The exterior of the house showcases a wooden structure with multiple levels, surrounded by lush greenery. A wide porch wraps around the upper level, providing expansive outdoor space. Stairs lead up to the entrance, flanked by tropical plants and a stone pathway.

4.89 out of 5 average rating, 159 reviews

Beautiful, Spacious Home w/Expansive Ocean Views

This is a HOSTED RENTAL and we are fully HB 108 COMPLIANT, but you won't see us unless you need us-on site or by text 7 days a week. This is not a party house. We rent to fun-loving folks who seek tranquility in paradise. Bookings made after 6/28/21 include all taxes and fees. Guests walk in and we see wow on their faces: gourmet kitchen, huge bedrooms.. "perfect for a family reunion" "cool at night, was just right" "close to the best beach in Hawaii" "amazing sunset views"

KitchenIndoor spacesWi-Fi

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, 217 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 spacesKitchenLocation

4.91 out of 5 average rating, 234 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. 🌺

KitchenFamilyDecor

Condo in Waikoloa Village

Lounge chairs are positioned under a large umbrella, offering shade and comfort. Vibrant pink flowers bloom in a pot nearby, complemented by lush green foliage. The ocean glimmers in the background under a partially cloudy sky, creating a serene outdoor environment.

4.95 out of 5 average rating, 112 reviews

Tax all included! Luxury Kolea at Waikoloa Resort

Luxury ocean front property Kolea A'Bay ! Gated community and 24/7 security with high maintenance for everything in Kolea. peaceful and centrally-located place with private pool club house right by the ocean and private road to the ocean. You can walk to the LavaLava sunset lounge on A bay and walk to the King shopping center where upscale stores are located with restaurant and grocery store.

KitchenFamilyBeach

4.92 out of 5 average rating, 626 reviews

An open-air living space features a cozy seating area with a day-bed and wicker chairs, illuminated by soft lighting. Tropical plants are arranged throughout, while a decorative 'LOVE' sign adds a welcoming touch. The layout encourages relaxation and connection to nature.

Cottage in Captain Cook

Enchanting Eco-Hideaway: Bohemian Retreat

~ Open-Air Living on a lush mango farm ~ 1 mile from best snorkeling in Kealakekua Bay ~ King bed, hammock, fully-equipped kitchen, BBQ ~ Unique Balinese Bohemian Treehouse style ~ Indoor-Outdoor, Open-Air, Nature-Based Experience ~ 180° views from the Master Bedroom (screened in) ~ Private outdoor shower surrounded by Plumerias

KitchenIndoor spacesBarbecue

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

Welcome to Mollie's Paradise! This gated resort vacation home features a beautifully crafted outdoor paradise with a private pool and spa. Your host, Mollie, has curated a vacation home experience that will exceed your expectations. Her attention to detail, quality amenities and extra clean home is loved by guests.

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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

The image captures a panoramic view of a private heated swimming pool surrounded by lush greenery. Lounge chairs are positioned around the pool, and a shaded gazebo adds to the outdoor space. In the background, the vibrant blue ocean stretches under a clear sky.

4.99 out of 5 average rating, 112 reviews

Exceptional Oceanview Home - Pool & Stunning View

KitchenFamilyOutdoor spaces

4.93 out of 5 average rating, 276 reviews

The exterior of a three-story condominium is showcased, surrounded by lush greenery and tropical plants. A well-manicured lawn leads to a ground-level patio with large windows, offering a view of the inviting space within. Sunlight illuminates the façade, enhancing its architectural features.

Condo in Puako

Great! 2BR/1.5BA Ground Floor Near A-Bay & Shops

Indoor spacesFamilyParking

4.94 out of 5 average rating, 195 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 spacesFamilyAir conditioning

4.92 out of 5 average rating, 277 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

Indoor spacesFamilyCondition

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

FamilyIndoor spacesLayout

4.94 out of 5 average rating, 126 reviews

Condo in Kailua-Kona

Ocean View 2BR Condo in Kailua-Kona

FamilyKitchenLaundry

4.76 out of 5 average rating, 148 reviews

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.

Condo in Kahaluu-Keauhou

Beachfront Condo in Kailua

FamilyIndoor spacesBathroom

4.93 out of 5 average rating, 227 reviews

Apartment in Kailua-Kona

Gated Tropical Retreat near Kailua Kona and Ocean.

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Family- and pet-friendly home rentals

4.92 out of 5 average rating, 110 reviews

Kona retreat with Hot Tub, Tiki Bar & Pickleball

Indoor spacesKitchenWalkability

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.

4.87 out of 5 average rating, 540 reviews

Convenient Island Stay Near Airport and Beaches

KitchenIndoor spacesAir conditioning

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, 187 reviews

Hale Aka'ula, House of the Red Sunset

FamilyKitchenDecor

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

FamilyKitchenBathroom

4.9 out of 5 average rating, 126 reviews

A private lanai offers a round table set with fresh fruit and drinks, surrounded by wooden chairs. The expansive view showcases lush greenery and distant mountains beneath a clear blue sky, creating a serene outdoor space for relaxation.

Home in Waimea

Mauna Loa Suites

FamilyKitchenBarbecue

4.93 out of 5 average rating, 280 reviews

Apartment in Kailua-Kona

Great Location, In Town, Modern and Clean

Indoor spacesFamilyBathroom

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, 187 reviews

Spacious Kona Home • Sleeps 8 • Lanai + BBQ

Indoor spacesFamilyCheckout

4.94 out of 5 average rating, 204 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 Puako

Spacious Fairways 2BD townhome. Pool/Beach Club!

Indoor spacesKitchenPets

Family-friendly home rentals with a pool

4.88 out of 5 average rating, 280 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 spacesKitchenCleanliness

Guest suite in Kailua-Kona

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.

4.97 out of 5 average rating, 317 reviews

Family-Friendly Retreat Guest Suite-Pool & Lanai!

Indoor spacesKitchenParking

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

KitchenFamilyPool

4.99 out of 5 average rating, 279 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

KitchenIndoor spacesParks

4.89 out of 5 average rating, 154 reviews

Home in Waikoloa Village

Big Family Home, Pool, Views, Yard, Lanai, Clean!

KitchenFamilyCheck-in

The spacious home features natural wood accents, a wide balcony, and large windows that reflect the tropical landscape. Surrounding gardens with lush greenery create a serene atmosphere, while a small pond with a waterfall adds a soothing element to the exterior.

4.98 out of 5 average rating, 200 reviews

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

Indoor spacesKitchenLocation

4.99 out of 5 average rating, 160 reviews

A clear blue swimming pool is framed by a spacious patio, featuring multiple lounge chairs and a shaded umbrella. Lush tropical plants surround the area, providing a serene backdrop to the private home visible in the distance under a bright blue sky.

Guest suite in Holualoa

Hawaiian Getaway Brand New Pool coming 9/15/26

FamilyIndoor spacesAir conditioning