Family-friendly holiday rentals in Waikoloa Village

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

🌴 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.

Indoor spacesKitchenBeach

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, 131 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

FamilyIndoor spacesNearby

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, 156 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.

Indoor spacesFamilyValue

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.

Affordable family condo near Hapuna beach

Recent cancellation: 10/30 - 11/9, now available at discounted rate. You want an unforgettable Hawaii vacation with family and friends. But you're on a budget—we get it. That's why we've created a clean, modern, and comfortable condo with everything you need for an amazing Hawaii vacation—and more money left to enjoy it. Spend less on your stay and more on beaches, adventures, great food, and making memories. If you need anything, our local co-host, Tracy, lives nearby and is happy to help.

KitchenFamilyLaundry

4.98 out of 5 average rating, 122 reviews

4.94 out of 5 average rating, 263 reviews

A single-level home is framed by lush tropical landscaping and solar panels on the roof. A pathway of stepping stones leads to a welcoming outdoor seating area with chairs. The garden features vibrant plants, and warm light reflects off the home's exterior during sunset.

Home in Waikoloa Village

1+ Acre Private Resort | 4BD + 3BTH | Cinema | Spa

Rated in top 10 Airbnb's on the coast. Treat yourself to a vacation surrounded by unmatched landscaping, ocean view, 2000 sq/ft single level, fully stocked home with 3 bedroom, 3 bathrooms, Movie Theater; Office (or 4th bedroom), a/c in each room, waterfall, grotto, tiki torches, fruit trees, playground and so much more. Privacy of 1.2 acre flag lot, convenience of being close to groceries and best activities the island has to offer. 2 main bedrooms with king size, stern & foster mattresses.

Indoor spacesFamilyLaundry

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, 125 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!

FamilyIndoor spacesWalkability

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.

FamilyIndoor spacesCheck-in

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, 168 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

Indoor spacesFamilyQuiet

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, 199 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 spacesKitchenDecor

4.88 out of 5 average rating, 156 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.

Indoor spacesKitchenAir conditioning

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.

4.94 out of 5 average rating, 277 reviews

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

Welcome to Unit 118 at The Shores at Waikoloa Beach Resort! This rare 2-bedroom, 1.5-bath ground-floor condo offers easy access and close parking—no stairs needed. Just minutes from A-Bay Beach, Queens’ Marketplace, Kings’ Shops, golf, dining, and the Hilton & Marriott resorts. Enjoy the resort-style pool, jacuzzi, fitness center, and tropical lagoons. Only 20 miles from Kona Airport—book your perfect island escape today!

FamilyIndoor spacesParking

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.

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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

4.98 out of 5 average rating, 125 reviews

Villa in Puako

Beachfront Kolea, Garden Level, BBQ on Lanai

KitchenFamilyHiking

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, 171 reviews

Waikoloa Beach Fairway Villas

FamilyKitchenBarbecue

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, 157 reviews

Luxurious 3 bedroom at The Fairways at Mauna Lani

Indoor spacesFamilyOutdoor spaces

A sunlit living area features a spacious couch adorned with cushions and a coffee table. Large windows invite natural light, while tropical artwork enhances the ambiance. The dining area includes a high-top table with chairs, and sliding doors lead to an outdoor patio surrounded by greenery.

4.89 out of 5 average rating, 122 reviews

Bright, Spacious, 3 bedroom 3 bathroom Townhome

KitchenIndoor spacesSleep quality

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, 124 reviews

Fairway Villas F33, Penthouse 2 bedroom & Loft

KitchenIndoor spacesLayout

A spacious living area is furnished with a light beige sofa and a complementary love seat adorned with decorative pillows. A dark wood coffee table sits atop a geometric area rug, surrounded by large windows providing natural light and views of greenery.

4.92 out of 5 average rating, 111 reviews

Ka Hale O Malie

FamilyKitchenAir 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, 104 reviews

Hale Honu -Turtle House Oceanview Luxury Penthouse

Indoor spacesFamilyLayout

A spacious living area is complemented by large windows that provide views of the surrounding greenery. Comfortable seating includes an orange sofa, accent chairs, and a wooden dining set. A ceiling fan and light fixture are visible, adding to the inviting ambiance of the room.

4.94 out of 5 average rating, 141 reviews

Spectacular Ground Floor Condo Sleeps 5

Indoor spacesFamilyAir conditioning

Family- and pet-friendly home rentals

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

FamilyKitchenBackyard

4.95 out of 5 average rating, 465 reviews

4.83 out of 5 average rating, 636 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

Indoor spacesKitchenCleanliness

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.

4.94 out of 5 average rating, 205 reviews

Spacious Fairways 2BD townhome. Pool/Beach Club!

KitchenFamilyGetting around

4.96 out of 5 average rating, 188 reviews

Farm stay in Keauhou

Kona Coffee Farm Retreat with Ocean & Sunset Views

Indoor spacesKitchenCleanliness

4.94 out of 5 average rating, 114 reviews

Home in Holualoa

Pool, 6 mins to Beach, Ocean View, H7

FamilyIndoor spacesAmenities

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 spacesValue

4.87 out of 5 average rating, 544 reviews

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

Indoor spacesFamilyDecor

4.91 out of 5 average rating, 220 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

FamilyKitchenGetting around

Family-friendly home rentals with a pool

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

FamilyIndoor spacesAccuracy

A spacious lounge area is highlighted by a light-colored sectional couch, positioned to offer views through large windows. Natural light fills the space, with a textured area rug beneath a wooden coffee table. Greenery is present, enhancing the connection to the outside landscape.

4.92 out of 5 average rating, 99 reviews

NEW! Expansive OceanView Retreat/Best Beaches/ AC

FamilyIndoor spacesCheckout

4.98 out of 5 average rating, 41 reviews

Mauna Lani Point J107 Beach Club Golf Course Views

Indoor spacesKitchenCheck-in

Apartment in Waikoloa Village

A tranquil bedroom is featured with a spacious bed adorned with neutral bedding. Soft purple walls and elegant lamps add warmth, while a large decorative wall piece enhances the aesthetic. Natural light streams through sheer curtains, illuminating the inviting space.

Updated 2BR w/ King Bed, AC, Lanai, Pool, Golf

Indoor spacesKitchenValue

5.0 out of 5 average rating, 90 reviews

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.

4.93 out of 5 average rating, 59 reviews

Close to best beaches! Pool, A/C

KitchenFamilyParking

The exterior of a two-story home is displayed, featuring a stucco facade in light tones. Lush greenery surrounds the property, with tropical plants and pathways visible. Large windows and unique architectural details contribute to the inviting appearance of the residence.

5.0 out of 5 average rating, 37 reviews

Serene Fairways @ Mauna Lani, Private Beach Club

Indoor spacesKitchenOutdoor spaces

4.94 out of 5 average rating, 81 reviews

A round dining table is set for six, featuring dark plates and silverware. A modern light fixture hangs above, creating a warm atmosphere. A decorative painting is visible on the wall, and an interior doorway leads towards a kitchen space, adding to the inviting ambiance.

Home in Puako

PiH: Ocean Wave ~ Hilton Resort Access ~ Near Pool

KitchenFamilyWalkability