Family-friendly holiday rentals in Waikoloa Beach Resort

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.

KitchenFamilyPool

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, 123 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.

Indoor spacesFamilyCheck-in

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

Feel at home in paradise with this two story coastal townhome located on the Waikoloa Beach Golf Course with breathtaking views of the Kohala Mountains! Our townhome is located within steps to an infinity pool and hot tub, and within a short walk to the beach or any shops and restaurants that you could want. The location of this home lets you enjoy the beauty of Hawaii in peace and quiet, or provides convenient access to hula shows, restaurants, shopping and endless activities steps away.

Indoor spacesFamilyBackyard

A serene landscape displays a vibrant sunset with hues of purple and orange reflecting on calm water. Silhouetted palm trees line the shore, and boats can be seen docked in the background, enhancing the tranquil atmosphere.

4.79 out of 5 average rating, 164 reviews

Large 1 BR, minutes from the beach in Waikoloa

Unit 137 at the Shores at Waikoloa is beautiful! It is walking minutes from Anaeho’omalu Bay which boasts a stunningly scenic sand beach, especially at sunset. 'A' bay is also steps from the Marriott and the Lava Lava beach club. Our condo is equally close to the shops and restaurants at the Kings and Queen malls. Golf at the King's course is just across the way in Waikoloa or you can head up to the Village a few miles and play up there. This is a very walkable area and worth exploring.

Indoor spacesFamilyQuiet

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 spacesFamilyBeach

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, 165 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

KitchenFamilyAccuracy

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.

4.96 out of 5 average rating, 172 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

Indoor spacesFamilyWi-Fi

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

Located amongst the best of the Kohala Coast's resorts, championship golf, and world class beaches. Booking our townhome will provide you with access to the exclusive private beach club located a few minutes drive away. The townhome and community feature all of the amenities you will need for your stay in Hawaii. There is wifi, cable tv, an outdoor propane grill, and incredibly comfortable living spaces. The Fairways is the perfect gateway to all The Big Island has to offer.

FamilyIndoor spacesCleanliness

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

Ocean View Paradise! 5 star Reviews!

Our townhome features an open concept greatroom, fully-equipped gourmet kitchen w/new amenities, 3 bedrooms (2 with kingsize beds). Great for families! 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!

KitchenIndoor spacesAir 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

Welcome to Hale Hunu – Penthouse Paradise at Vista Waikoloa! This renovated 3rd-floor suite offers ocean, pool, and mountain views from a tiled wraparound lanai. Just a 7-min walk to A-Bay, shops, dining, and more. Enjoy 2BR/2BA, a full kitchen, washer/dryer, Smart TVs, Wi-Fi, and beach gear. Nestled on lush grounds near Hilton Waikoloa, with scenic walking paths. Peaceful, stylish, and perfect for up to 4 guests. Book now and enjoy your Big Island escape!

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Popular amenities for Waikoloa Beach Resort family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 139 reviews

Spectacular Ground Floor Condo Sleeps 5

Indoor spacesFamilyAir conditioning

4.97 out of 5 average rating, 86 reviews

A spacious home with a modern design features solar panels on the roof, surrounded by lush landscaping. The backyard showcases a large swimming pool and spa, accompanied by chaise lounge seating. Nearby, vibrant tropical flowers enhance the serene outdoor environment.

Home in Puako

Luxury Home w/Pool + Spa | Sleeps 10 | Waikoloa Re

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A resort area is seen with a large blue pool at the center, surrounded by lounge chairs and umbrellas. Lush gardens and palm trees frame the space, enhancing the tropical atmosphere. The villa's amenities and a Hilton Pool Pass are highlighted with icons indicating guest capacity and features.

4.85 out of 5 average rating, 39 reviews

Hilton Pool Pass Incl. Luxe Condo, Walk to Beach

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5.0 out of 5 average rating, 14 reviews

NEW Sunset & Ocean Side | Hilton Pass | King beds

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4.9 out of 5 average rating, 10 reviews

A covered lanai features comfortable seating arranged around a central coffee table adorned with decorative shells and tropical flowers. Lush greenery and palm trees provide a serene backdrop, enhancing the inviting atmosphere of this outdoor space.

Home in Puako

PiH Blue Sunset ~ Steps to Beach - Hilton passes

Indoor spacesFamilyNearby

An aerial view of a serene coastal landscape is presented, featuring a sandy shore lined by palm trees. The calm blue water reflects the sky, while boats are anchored in the distance. Lush greenery is visible along the shoreline, creating a tranquil setting.

5.0 out of 5 average rating, 48 reviews

Waikoloa Beach Condo-2BDR/2BA

KitchenIndoor spacesAccuracy

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.

4.96 out of 5 average rating, 73 reviews

Hilton Pool • Designer Penthouse • Walk2Beach

FamilyKitchenQuiet

4.97 out of 5 average rating, 90 reviews

A community pool is highlighted by clear blue water and surrounded by lush tropical landscaping. Palm trees sway gently in the background, while colorful flowers frame the pool area, creating a serene and inviting atmosphere for relaxation.

Apartment in Puako

Peaceful and clean tropical retreat

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Family- and pet-friendly home rentals

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, 203 reviews

Spacious Fairways 2BD townhome. Pool/Beach Club!

Indoor spacesKitchenHiking

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

FamilyKitchenHospitality

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, 537 reviews

Convenient Island Stay Near Airport and Beaches

FamilyKitchenBreakfast

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

FamilyKitchenLaundry

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

Indoor spacesKitchenAccuracy

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

KitchenIndoor spacesLocation

4.94 out of 5 average rating, 110 reviews

Home in Holualoa

Pool, 6 mins to Beach, Ocean View, H7

FamilyKitchenTV

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

Indoor spacesFamilyNearby

A lagoon-style pool is framed by lush greenery and palm trees, creating a serene outdoor setting. Sun loungers are positioned around the pool area, inviting relaxation. The blue sky overhead complements the tranquil escape, while a manicured lawn adds to the inviting landscape.

4.88 out of 5 average rating, 59 reviews

Beachfront Waikoloa Condo: Pool & Family Fun!

Indoor spacesKitchenBeach

5.0 out of 5 average rating, 25 reviews

Apartment in Puako

Hawaiian Luxury at Mauna Lani Point

KitchenIndoor spacesCleanliness

A modern dining area is positioned adjacent to a spacious living room, featuring a wooden table set for six. Light grey upholstered chairs surround the table. A large artwork with blue tones adorns the wall, complementing the neutral furnishings and providing a bright atmosphere.

4.99 out of 5 average rating, 79 reviews

LuxVilla: Private Beach Club & Hilton Pool Passes

Indoor spacesKitchenPool

4.95 out of 5 average rating, 99 reviews

Views! 1/2 mi to beach! Hilton Pass - entire stay!

Indoor spacesFamilyView

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.

4.86 out of 5 average rating, 92 reviews

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

KitchenIndoor spacesPool

4.85 out of 5 average rating, 27 reviews

Hilton Waikoloa Pool Pass for 2026! 14A Kolea

Indoor spacesFamilyWi-Fi

A comfortable outdoor seating area features four cushioned chairs arranged around a wooden coffee table. The space opens to a lush green lawn and offers views of palm trees against a clear blue sky, creating a serene and inviting atmosphere.