Family-friendly holiday rentals in Waikoloa Village

Guest suite in Waikoloa Village

A wooden bench with a green pillow is positioned in a garden filled with vibrant flowers and lush plants. A large twisted tree casts shade, while the expansive lawn is bordered by various tropical foliage, creating a serene outdoor scene.

4.96 out of 5 average rating, 158 reviews

Tranquillity

Aloha and E Komo Mai! (Welcome) Our Tranquililty Ohana is beautifully decorated in vintage tropical style in a very quiet neighborhood and offers you your own private and cozy space to kick back and relax. Window seats offer a nice nook for reading. Wake up to birds singing and enjoy morning coffee or tea on your own private lanai while enjoying the beautiful garden landscape. Please enjoy using our beach gear at the most beautiful white sand beaches on the island, as close as 15 minutes away.

5 out of 5 average rating, 308 reviews

The tiny house, painted in green, is situated amidst a lush garden. Surrounding trees and banana plants create a natural, tranquil setting. The entrance features large windows, and a small porch adds to the inviting outdoor space, enhancing the tiny house's secluded atmosphere.

Tiny home in Waimea

Welcome House (Hale e Komo Mai) A corner of heaven

This lovely hale li'i (tiny house in Hawaiian) is a perfect private little get away place! The place is fully furnished and has a kitchenette complete with a single burner induction cooktop, microwave, refrigerator, coffee maker, blender and toaster. There is no oven but the large lanai (veranda) is fully equipped for barbecueing and lounging around! The coup de grâce is the bathroom shower which is very spacious with a skylight and features a custom tile mosaic mural created by the host!

4.94 out of 5 average rating, 239 reviews

The exterior of the home is illuminated under a starry night sky, showcasing a well-maintained yard with a stone walkway leading to a spacious patio. Comfortable seating arrangements are visible, with solar panels positioned on the roof, contributing to the home's modern appeal.

Home in Waikoloa Village

1+ Acre private resort, 4 bed, 3 bath, 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.

Townhouse in Waikoloa Village

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.

4.9 out of 5 average rating, 103 reviews

Hawaii Big Island Waikoloa Beach Luxury Villa

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!

Guest suite in Waikoloa Village

A bright bedroom features a spacious bed dressed with a light-colored patterned quilt. Nightstands with lamps are placed on either side, and sheer curtains allow natural light to filter in, creating a calm atmosphere. A ceiling fan is installed for air circulation.

4.96 out of 5 average rating, 103 reviews

Comfortable Clean 1-bedroom with A/C

Connect with loved ones in this family-friendly space. Private downstairs entrance with small lanai perfect for sipping coffee or relaxing. Brand new unit, natural light, fully stocked kitchenette, ice cold A/C (a must in the village), queen size bed in main room and queen pull out bed in living room. 20 min to the best white sand beaches, 7 miles from resorts, snorkeling and hikes. 40 min to Kona **This unit is connected to our home. We are a family of 8 (2 adults 6 kids) + a golden doodle.

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.

4.99 out of 5 average rating, 106 reviews

Beautiful Villa ... walk to most everything!

Location, Location, Location! Fairway Villas is walking distance to most everything you could want in a Hawaiian Vacation. 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. You can walk to the grocery store, most restaurants in Waikola within 5 to 10 minutes, A-Bay Beach, Lava Lava Restaurant & Bar, Starbucks, the Hilton Waikoloa Village, etc.

Superhost

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.

Townhouse in Waikoloa Village

4.87 out of 5 average rating, 187 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

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, 154 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.

Apartment in Waikoloa Beach Resort

A comfortable living area features a beige sofa, complemented by colorful cushions. A wooden coffee table sits at the center, with a decorative bowl on top. In the background, a modern kitchen and dining space are visible, creating an open and inviting layout.

4.95 out of 5 average rating, 151 reviews

Enjoy lush tropical lifestyle in Waikoloa Resort

Enjoy your stay at this serene ground floor, remodeled in 2023, 1 bedroom 1 bath corner unit condominium in one of the best location of Waikoloa Beach Resort. * Lush tropical landscaping with ponds and waterfalls * Next to pool, tennis court, BBQ and fitness center * Walk to beach, shops, restaurants, entertainments and Grand Hilton * Free fast WiFi. Central A/C. Washer and dryer. * Spectrum Cable and Roku streaming TVs * Private Parking spot 50 yards from the front door

4.98 out of 5 average rating, 240 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

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 barbecue grill.

Guest suite in Waikoloa Village

A guest bedroom featuring a queen size bed with a teal blanket, complemented by decorative pillows. Natural light enters through multiple windows, framed by patterned drapes. A standing lamp and small plant add subtle accents to the space, enhancing the serene atmosphere.

4.9 out of 5 average rating, 147 reviews

Waikoloa Village Private Ohana

Private & tranquil setting, set away from the busy hotels & condos with sunny outdoor seating areas. An ideal place to come home to while traveling, whether you’re here to visit family & friends, on business, explore the island, or just relax. Great central island location to Mauna Kea, Volcano National Park, Hilo, or Waimea -5 mins to grocery store, post office, gas station & coffee shop -15 mins to beaches & restaurants -30 mins to Kona Airport (KOA)

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, 139 reviews

Condo with A/C, Pool, Spa & Golf Course Views

Unwind in this chic, newly renovated corner-unit condo in Waikoloa Village’s Fairway Terrace, featuring abundant natural light, modern furnishings, and serene golf course views from a private lanai. Perfectly equipped for comfort, it offers access to a community pool, spa, and gym. Just 20 minutes from top beaches, and close to shopping, dining, and activities, this bright, tranquil retreat is ideal for relaxing after a day of island adventures.

Popular amenities for Waikoloa Village family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Apartment in Waikoloa Beach

The villa is set against a vibrant sunset, surrounded by lush greenery and palm trees. Tall grasses sway gently in the foreground, with a manicured lawn leading to the picturesque golf course. The building features a warm, inviting facade that complements the natural beauty.

4.85 out of 5 average rating, 72 reviews

Beach, Surf, Golf, Shop! Comfy beds &streaming TVs

A modern kitchen is equipped with stainless steel appliances, including an oven, microwave, and dishwasher. The spacious countertop features a sink with a stylish faucet. Pendant lights hang above, casting a warm glow on the white cabinetry and sparkling backsplash, while a dining area is visible in the background.

5 out of 5 average rating, 14 reviews

Hilton Pool Pass Waikoloa Beach Resort Ocean View

Guest house in Waikoloa Village

A private outdoor area is showcased with a clear swimming pool and a jacuzzi, both surrounded by a stone patio. A gazebo is positioned nearby, with comfortable seating visible. Lush greenery borders the space, and the sky is partially covered by clouds.

5 out of 5 average rating, 65 reviews

Ohana With Private Pool & Jacuzzi

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.

4.99 out of 5 average rating, 89 reviews

Affordable family condo near Hapuna beach

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.

5 out of 5 average rating, 56 reviews

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

Apartment in Waikoloa Beach Resort

A spacious living area features soft cream-colored sofas arranged for comfort. Natural light fills the room through large windows, while a warm, woven pendant light hangs above. A wooden side table holds a cup, complementing the relaxed atmosphere.

4.92 out of 5 average rating, 39 reviews

Hilton Pool Pass, Lux Penthouse, Views, Walk2Beach

A modern kitchen features gray cabinetry and stainless steel appliances. A central island with two bar stools offers space for dining or meal prep. Bright lighting enhances the open layout, while a bowl of fresh fruit adds a touch of color to the countertop.

4.98 out of 5 average rating, 41 reviews

Beautifully remodeled condo

A covered lanai features a comfortable outdoor seating area with plush cushions and a coffee table. Two glasses are placed on the table alongside a decorative display of flowers. Lush greenery and palm trees are visible in the background, contributing to a serene atmosphere.

5 out of 5 average rating, 31 reviews

Walk to Beach, Golf, Shopping and Restaurants!

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 259 reviews

A modern kitchen area is showcased, featuring dark cabinetry and stainless steel appliances. Two wooden stools are positioned at the counter, which is equipped with a sink and cooking essentials. A comfortable living space is visible to the left, accompanied by natural light from the entrance.

Flat in Kailua-Kona

Great Location, In Town, Modern and Clean

4.93 out of 5 average rating, 181 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 Waimea

Spacious Fairways 2BD townhome. Pool/Beach Club!

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, 470 reviews

Spacious Apartment Near Airport and Beaches

Guest suite in Kailua-Kona

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, 400 reviews

3 blocks to Turtle beach and Ali'i Dr

4.97 out of 5 average rating, 152 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, 532 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.

Flat in Kailua

Amazing Kona Sunset View - Sleeps 4

4.91 out of 5 average rating, 198 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

Superhost

A panoramic view captures the vast expanse of the ocean under a bright blue sky, scattered with white clouds. Lush greenery is visible in the foreground, adding to the serene landscape that stretches towards the horizon.

Guest suite in Kailua-Kona

4.79 out of 5 average rating, 353 reviews

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

Family-friendly home rentals with a pool

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, 60 reviews

NEW Sweeping Ocean View Retreat/Golf/Pool/PB Court

A serene infinity pool spills into a hot tub, framed by lush tropical foliage and palm trees. In the background, a vibrant green expanse of golf course is visible, under a clear blue sky, inviting relaxation in a tranquil setting.

4.98 out of 5 average rating, 56 reviews

Luxury Waikoloa Beach Condo | Pool, Beaches, Golf

A well-maintained townhouse community is showcased, lined with palm trees and vibrant landscaping. The two-story buildings feature a mix of garage doors and windows, creating a welcoming entrance. A paved driveway leads up to the residences, framed by lush green grass.

5 out of 5 average rating, 30 reviews

Golf Course View Waikoloa Colony Villas Townhouse

A modern kitchen features sleek stainless steel appliances and quartz countertops. The space is complemented by a decorative backsplash and stylish light fixtures. A spacious island with bar seating provides an inviting area for casual dining. Ample cabinetry and storage are also present.

4.92 out of 5 average rating, 39 reviews

Boho Island Paradise - Remodeled 2BR/2BA

A table on the lanai is set with three wine glasses, a bottle of white wine, and a platter featuring cheese and grapes. The backdrop showcases a vibrant sunset illuminating the sky, creating a serene evening atmosphere.

4.95 out of 5 average rating, 20 reviews

Luxury Ocean View Oasis with Golf & Tennis Access

A living room is furnished with a comfortable blue sofa adorned with decorative pillows, and complemented by a coffee table and a decorative bowl. Natural light flows in through sliding glass doors, leading to an outdoor patio area. A ceiling fan enhances airflow in the space.

5 out of 5 average rating, 36 reviews

Vibe by the Ocean, Halii Kai Waikoloa Beach

A scenic view of a heated infinity-edge saltwater pool and hot tub is presented, surrounded by lush tropical landscaping. Palm trees sway gently in the breeze, and distant mountains can be seen under a bright sky with scattered clouds.

4.96 out of 5 average rating, 50 reviews

Fairway Villas~ Waikoloa Beach Resort Ground Floor