Family-friendly holiday rentals in Waikoloa Village

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

🌴 Guest Favorite - Top 10% on the Big Island Enjoy stunning ocean, mountain, sunset, and starry views from nearly every room in this cozy, family-friendly three-bedroom, two-bathroom Waikoloa Village, Hawaii home. The house includes everything you'll need on your paradise escape including a fully equipped kitchen, beach gear such as boogie boards, snorkels, coolers, umbrellas, towels and Wi-Fi. We also provide bath towels, bed linens, soaps/shampoos, coffee, children's toys, and a BBQ grill.

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A cozy living area is highlighted by a brown wicker sofa and matching chairs. Decorative pillows with marine designs adorn the sofa. A round coffee table with a woven texture is positioned on a wooden floor, while two lamps provide soft lighting. Large windows offer views of the surrounding area.

4.95 out of 5 average rating, 130 reviews

Lush Tropical Oasis at Waikoloa Shores, Big Island

Enjoy your stay at this serene 2nd floor, newly remodeled, 2 bedrooms 2 baths condominium in one of the best location of Waikoloa Beach Resort. * Elegant & comfortable * Large lanai with lounge chairs & dining table * Lush tropical landscaping with ponds & waterfalls * Next to pool, tennis court, BBQ & fitness center * Walk to beach, shops, restaurants, entertainments & Grand Hilton * Fast WiFi. Cable TV. Central A/C. Washer & dryer * Spectrum Cable and Roku streaming TVs * Private Parking spot

KitchenFamilyAmenities

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.

4.95 out of 5 average rating, 155 reviews

Casa Chilin-Waikoloa Beach Resort

Aloha and thank you for considering our home for your visit to the Big Island of Hawaii. Our recently remodeled 2bd/2bath home is walking distance from Shopping (Kings/ Queens Shops), Dining, Entertainment, A’ Bay Beach, Historic Sites. The home is stocked with all your basic necessities. 1 covered parking spot included, steps from home. Great location for couples, groups, families with kids, everyone is welcome! Enjoy the sunset and trade wind breeze from the lanai. Washer and dryer in unit.

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The resort pool area is surrounded by lush tropical landscaping, featuring tall palm trees and vibrant foliage. Loungers are positioned near the pool, providing a relaxing atmosphere. Soft clouds are visible in the sky, creating a serene outdoor environment.

4.89 out of 5 average rating, 115 reviews

Hawaii Big Island Villa | Waikoloa Beach Resort

Our spacious 3 bedroom, 2 1/2 bath villa is the perfect place to call home as you enjoy the Big Island of Hawaii. Located in the Waikoloa Beach Resort area on the sunny Kohala Coast, you will find yourself perfectly situated within all the conveniences while being in a tranquil and private setting. This beautifully appointed villa offers all the comfort and amenities of resort living. A few minutes drive out or a lovely walk away, you will find cafes, shops & restaurants. Welcome to Paradise!

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4.98 out of 5 average rating, 124 reviews

Villa in Puako

Beachfront Kolea, Garden Level, BBQ on Lanai

Welcome to our fully furnished, 2 bed and 2 bath, 1270 square foot condominium. The perfect base camp for a family, up to 6 people max. Kolea Beach Club is steps away from the condo with ample amenities. It includes a large infinity pool facing the beach, a shallow sand bottom keiki pool with a waterfall, large jacuzzi with phenomenal beach views, covered loungers, bathrooms, towel service, a workout hale, and private access to the beach. Between Marriott and Hilton, walk to shops and food.

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The image features a lagoon-style pool surrounded by tropical landscaping. Gentle lights illuminate the water, reflecting the vibrant colors of the sunset. Palm trees are visible in the background, and the ocean horizon adds a serene touch to the scene.

4.95 out of 5 average rating, 124 reviews

Hali‘i Kai Ocean View | 3BR/3BA | Sleeps 8

Spacious 3BR/3BA ocean-view townhome ideal for families and friends, with 2 king bedrooms plus a flexible 3rd bedroom. Open concept greatroom and fully-equipped gourmet kitchen. Enjoy stunning ocean and mountain views while you relax in the most spacious floor plan at Hali’i Kai. Everything during your stay will be managed personally by us…the owners. No management companies, no “we’ll get back to you’s.” Our only goal is to make your Hawaiian holiday as memorable (and easy) as possible!

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A scenic view of the heated saltwater infinity pool is presented, surrounded by palm trees and lush greenery. Guests can be seen enjoying the pool area, while a golf course and tranquil water feature are visible in the background under a clear sky.

4.98 out of 5 average rating, 128 reviews

Beautiful Villa ... walk to most everything!

Location, Location, Location! Fairway Villas is walking distance to most everything you could want. Located in beautiful Waikoloa, this condo is arguably the best unit in the entire complex. You have beautiful views of Mauna Kea, the heated saltwater infinity pool, the golf course and palm trees. Walk to A-Bay Beach & the grocery store, most restaurants are a short walk, Tommy Bahamas Restaurant, Lava Lava Restaurant, Starbucks, the Hilton Waikoloa Village. Must be 25 years old to book.

Indoor spacesFamilyValue

The Ocean Club grounds are depicted, featuring lush tropical landscaping and a lagoon-style pool surrounded by seating areas. Palm trees sway gently in the breeze, with a sunset sky adding a warm glow. Private cabanas offer shaded relaxation spots near the tranquil waters.

4.94 out of 5 average rating, 166 reviews

Newer Luxury Townhouse - Exceptional Value

Hali'i Kai is the nicest ocean front condo resort property in Waikoloa Beach and arguably along the entire Kohala Coast. The grounds & amenities are very nice and appealing to the most discerning of guests. - Ocean Club with its lagoon style pool - Sand bottom hot tub - Ocean front fitness center - Resort bar & restaurant - Tennis and basketball - Beach toys, umbrellas, chairs - Amazing beaches - 2 Pro golf courses - Outdoor shopping - More than 15 restaurants - Great snorkeling

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A serene pool area is surrounded by palm trees and landscaped gardens. Lounge chairs are positioned around the pool, inviting relaxation. The buildings in the background provide a resort-style ambiance, enhancing the tranquil setting under a clear blue sky.

4.84 out of 5 average rating, 208 reviews

Bright, airy 2 bed, 2 bath, Q sofabed, near pool!

This condo is located within the Waikoloa Beach Resort Area. It is close to the beach (A-Bay--free parking), petroglyphs, restaurants and shopping (King's Court and Queen's Marketplace). You’ll love it because of the location (a 15 min. drive to world class Hupuna Beach), the ambiance, and the relaxing outdoor Lanai with sofa and chairs. It is steps to 1 of 2 pools on the property. It's a good place for solo adventurers, business travelers, couples and families. TA-090-830-2336-01

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The cozy sleeping area features a queen bed dressed in crisp white linens, flanked by two bedside tables with lamps. A decorative throw lies across the bed, and plants add a touch of greenery to the room. Natural light filters through the sliding glass doors.

4.97 out of 5 average rating, 198 reviews

Honua Studio *Ocean Views on the Golf Course!

Unwind at Honua Studio in Waikoloa Village, nestled above the Robert Trent Jones golf course. Our cozy retreat offers air-conditioned comfort for those warm Hawaiian nights and a comfortable queen bed, perfect for a couples retreat. Take in the sweeping views of the ocean, golf course, and, on clear days, the distant allure of Maui. Embrace the easygoing vibe, soak up the beauty, and make memories at your own pace. Ready for a relaxed escape? Book your spot at Honua Studio now.

Indoor spacesKitchenComfort

An open living area features a comfortable sofa facing a round coffee table, surrounded by two armchairs. A plant provides a touch of greenery. The space transitions seamlessly to the kitchen area, with sliding doors leading to a lanai visible in the background.

4.93 out of 5 average rating, 204 reviews

Entire Condo -Spacious 2b/2b full kitchen Waikoloa

This vacation condo has a bright and open floor plan with a laid back, 'don't rush me, I'm on vacation' feel. Sliding panels between the living room and master bedroom. Sliding glass doors along the entire lanai. Beach towels, boogie boards and folding chairs for your beach outings. Complete kitchen, Cable TV, WiFi, Smart TV allows for login to Netflix, Amazon Prime, etc. Minutes away from the beautiful Kona coast beaches, shopping and fine dining.

Indoor spacesFamilyNearby

4.89 out of 5 average rating, 154 reviews

Home in Waikoloa Village

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

Beautiful view home 4 bedrooms, Heated Pool! Big private yard, gourmet kitchen, 2 car garage, BBQ. Each bedroom leads out to the lanai(s) through French doors. Comfortably sleeps 8 in beds but can accommodate up to 10 maximum. Less than 10 minutes to awesome beaches, shopping, and restaurants. We now offer air-conditioning for a nominal fee. Please let us know if you would like to add this option to your reservation, the cost is $20/night.

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Popular amenities for Waikoloa Village family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An open living area is displayed, featuring a comfortable sofa and armchair with tropical print. A wooden coffee table is centered in the space. Large windows provide views of the outdoor patio, where a dining set is visible, and natural light fills the room.

4.98 out of 5 average rating, 123 reviews

Fairway Villas F33, Penthouse 2 bedroom & Loft

Indoor spacesFamilyAir conditioning

The lanai is furnished with a seating area featuring a wooden table and comfortable chairs. A ceiling fan provides airflow, while palm trees frame the sunset view over the horizon. Soft lighting and a calming ambiance are present, creating an inviting outdoor space.

4.95 out of 5 average rating, 103 reviews

Hale Honu -Turtle House Oceanview Luxury Penthouse

Indoor spacesFamilyAccuracy

A tranquil pool area is surrounded by lush greenery and tropical plants. Sun loungers are positioned on the deck, and gentle waves can be seen in the distance. Bright flowers add a pop of color alongside palm trees swaying under a clear blue sky.

4.88 out of 5 average rating, 112 reviews

You Found It. Kolea's Hidden Gem—Read Our Reviews

FamilyIndoor spacesBarbecue

A modern living area is featured, with a gray sofa and round coffee table at its center. A large television stands on a wooden console. Soft light enters through sheer curtains, illuminating decorative elements such as a potted plant and wall art.

4.83 out of 5 average rating, 115 reviews

Newly renovated, top floor 2 BR condo w/ pool/spa

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Apartment in Waikoloa Village

The exterior of a two-story condo is showcased, featuring a light blue and beige color scheme. Lush green grass surrounds the pathway leading to the entrance, with tropical plants and vibrant flowers adorning the landscape. A peaceful atmosphere is suggested by the trees in the background.

4.98 out of 5 average rating, 120 reviews

Affordable family condo near Hapuna beach

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An outdoor dining area is surrounded by lush greenery, featuring a table with a decorative surface and four cushioned chairs. A bottle of champagne and glasses are prepared on the table, set against a backdrop of colorful foliage and a well-maintained garden.

4.98 out of 5 average rating, 156 reviews

Luxurious 3 bedroom at The Fairways at Mauna Lani

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An infinity pool glistens in the sunlight, surrounded by lush tropical landscaping. Steps lead from the pool area to a relaxing hot tub, both offering views of palm trees and the nearby golf course. The serene setting invites restful moments and leisure activities.

4.81 out of 5 average rating, 169 reviews

Waikoloa Beach Fairway Villas

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A clear view of a community pool surrounded by palm trees, with lounge chairs set up on the side. The sun shines brightly on the water, creating a refreshing atmosphere. In the background, a clubhouse structure is visible, enhancing the poolside experience.

4.94 out of 5 average rating, 159 reviews

Corner Lanai·Golf Views·Pool·Top 10% Island

Indoor spacesKitchenHot tub

Family- and pet-friendly home rentals

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

KitchenIndoor spacesAmenities

4.83 out of 5 average rating, 629 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

FamilyKitchenCleanliness

4.97 out of 5 average rating, 186 reviews

Farm stay in Keauhou

Kona Coffee Estate Retreat | Ocean & Sunset Views

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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, 539 reviews

Convenient Island Stay Near Airport and Beaches

FamilyIndoor spacesHeating

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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4.92 out of 5 average rating, 109 reviews

Home in Holualoa

Kona retreat with Hot Tub, Tiki Bar & Pickleball

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4.97 out of 5 average rating, 187 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

KitchenIndoor spacesAmenities

4.91 out of 5 average rating, 217 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

FamilyIndoor spacesQuiet

Family-friendly home rentals with a pool

A comfortable living area is furnished with a woven sofa and armchairs, complemented by a glass coffee table. Large sliding doors allow natural light to fill the space, revealing views of the golf course and lush surroundings.

4.98 out of 5 average rating, 108 reviews

Beautifully Remodeled 2 BR 2 BA & Stunning Views

KitchenFamilyLocation

4.97 out of 5 average rating, 39 reviews

An infinity pool is surrounded by palm trees and tropical landscaping, including vibrant blooming flowers. Comfortable lounge chairs are arranged around the pool, offering a relaxing atmosphere. Steps lead down to the water, creating a welcoming space for relaxation and enjoyment.

Apartment in Puako

Luxury Kolea | Beach, Hilton Pool & Golf Passes

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The master bedroom features a spacious bed with light-colored bedding, complemented by a dresser and a smart TV. Double sliding doors lead to a private lanai with views of the outdoors. Light curtains frame the windows, allowing for natural light to fill the room.

4.83 out of 5 average rating, 65 reviews

Waikoloa Condo

KitchenFamilyQuiet

4.92 out of 5 average rating, 91 reviews

NEW Stunning OceanView Retreat/NEW AC/Best Beaches

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Luxe

The exterior view showcases a spacious two-story residence surrounded by lush greenery and palm trees. A private pool is visible, along with a hot tub and outdoor seating, providing an inviting space for relaxation in the warm Hawaiian climate.

Home in Puako

5.0 out of 5 average rating, 10 reviews

Mauna Lani Luxury 3 BR Bliss : Pool, Beach Club

Indoor spacesFamilyOutdoor spaces

4.94 out of 5 average rating, 18 reviews

Home in Waimea

Ocean Views, 3BD/3BA - Mauna Kea, Wai'ula'ula I101

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Apartment in Waikoloa Village

A contemporary living area is shown, featuring a brown sofa bed and a light orange armchair. A wooden coffee table sits adjacent to an ottoman. The kitchen area is visible in the background, showcasing modern appliances and a dining table with place settings.

4.73 out of 5 average rating, 48 reviews

Waikoloa Cozy Condo

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An inviting pool area is surrounded by lounge chairs arranged neatly on the concrete deck. Lush tropical foliage offers a natural backdrop, while shaded gazebos provide space for relaxation nearby. The clear blue water of the pool reflects the sunshine, creating a refreshing atmosphere.