Family-friendly holiday rentals in Waikoloa Village

4.96 out of 5 average rating, 170 reviews

A serene pool area reflects the vibrant colors of a sunset, with palm trees lining the background. Floating pool loungers are visible, adding a sense of relaxation. The surrounding scenery showcases a tranquil atmosphere, enhancing the peaceful ambiance of the private outdoor space.

Home in Kailua-Kona

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

Guest suite in Waikoloa Village

A kitchenette area is featured, showcasing white cabinetry, a microwave, and a coffee maker. A cozy gray sofa is placed adjacent to a window with sheer curtains. A patterned area rug covers the tiled floor, adding texture to the space.

4.89 out of 5 average rating, 128 reviews

The Grotto

Welcome to The Grotto, an ocean inspired oasis located in Waikoloa Village. 30 minutes from the Kona airport & close to the best resorts, golf courses, beaches & snorkeling/scuba diving the Big Island has to offer. This private 2 bdrm/2 full bath space sleeps 6 with 1 queen bed, a twin size daybed w/ trundle & a full size pull out sofa +Pack n Play. Kitchenette is equipped with all basic kitchen needs. The perfect location for your relaxing tropical vacation. GE-1135409664-02 TA-1135409664-01

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, 127 reviews

Spectacular Ground Floor Condo Sleeps 5

This is an amazing 1 bedroom 1 bath ground floor unit with plenty of space. It has been fully renovated with beautiful furnishings inside and out. A golf course surrounds the property and we have a beautiful pool, barbecues, spa, tennis courts, and fitness center. We are Covid safe. Our cleaning service uses hospital grade disinfecting products. The experienced cleaning crew is meticulous to prepare our condo by cleaning all surfaces and appliances before our guest checks in. TA-171-306-803201

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, 101 reviews

Beautifully Remodeled 2 BR 2 BA & Stunning Views

This friendly, easily accessible, recently remodeled and cozy 2 BR, 2 BA non-smoking end unit is located on the ground floor with gorgeous views of the golf course and breathtaking sunsets that sleeps comfortably 4 guests with a fully equipped kitchen We are conveniently located within a short walking distance from restaurants, grocery stores and gas station In case you have any additional questions or concerns during your stay, a property manager is available 24/7 WiFi & Cable TV is provided

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, 171 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.

Guest suite in Waikoloa Village

A weathered tree trunk is displayed in the foreground against a backdrop of a serene beach scene. Gentle waves lap at the shore, while a distant canopy provides shade for visitors. The sky is partly cloudy, allowing soft natural light to illuminate the landscape.

4.76 out of 5 average rating, 202 reviews

Last-Minute Deal! Central, Clean & Cozy Stay

Aloha! Enjoy a comfortable stay in this one-bedroom, one-bath suite with a kitchenette, located in Waikoloa Village. Centrally located, it’s perfect for exploring all parts of the Big Island—just a short drive to beaches, shops, and dining. We live upstairs with our friendly dog, and shared laundry is available. This is a smoke-free home, and parking is a short 30-second jaunt away. Perfect island getaway for a traveler on the go! Space does have A/C, WiFi & private separate access via lockbox.

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.

4.91 out of 5 average rating, 106 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!

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, 105 reviews

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

Recharge and connect with loved ones in this family-friendly condo in Fairway Terrace at Waikoloa Village. Take in the majestic beauty of all the Big Island has to offer without breaking the bank. Our vacation home is newly-remodeled and furnished to make your stay peaceful and hassle-free. Condo is steps to pool, spa & rec room amenities, with easy & close golf course access. Short drive to Waikoloa resorts & beaches for a fraction of the cost. Your island retreat awaits you!

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, 172 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.

4.96 out of 5 average rating, 159 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, 255 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.

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.

4.92 out of 5 average rating, 189 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.

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

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.

4.86 out of 5 average rating, 35 reviews

Hilton Pool Pass Incl. Luxe Condo, Walk to Beach

A cozy living area features ample seating provided by light-colored sofas and patterned chairs. A central round table sits on a decorative rug. Large windows with plantation shutters allow natural light to fill the space, while glass doors lead to a balcony with a view of greenery.

4.94 out of 5 average rating, 151 reviews

Comfortable and cozy condo; great views from lanai

Townhouse in Waikoloa Village

An aerial view captures the stunning coastline, featuring a sandy beach with gentle waves lapping at the shore. Crystal-clear waters blend turquoise and deep blue hues, bordered by lush greenery and volcanic rock formations. A small sailboat is visible in the distance, adding to the serene landscape.

4.98 out of 5 average rating, 160 reviews

Your 3BD Island Paradise Awaits

5 out of 5 average rating, 17 reviews

The open living area features a spacious layout with a comfortable brown armchair, elegant side tables, and a decorative coffee table holding a vase with sunflowers. Light streams in through large windows, illuminating the ceiling and staircase that leads to the upper level.

Home in Waikoloa Village

2 - bedroom Waikoloa Townhouse

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, 71 reviews

Ohana With Private Pool & Jacuzzi

5 out of 5 average rating, 68 reviews

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.

Flat in Waikoloa Village

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

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, 157 reviews

Newer Luxury Townhouse - Exceptional Value

Superhost

5 out of 5 average rating, 4 reviews

Waikoloa retreat with pool & tennis courts

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 189 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!

Superhost

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.

Guest suite in Kailua-Kona

4.86 out of 5 average rating, 494 reviews

Convenient Island Stay Near Airport and Beaches

4.9 out of 5 average rating, 120 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

4.95 out of 5 average rating, 482 reviews

A spacious outdoor living area is surrounded by lush greenery, showcasing a comfortable seating arrangement with a round table. A hammock hangs nearby, and peeking ocean views can be seen in the background, complemented by a partly cloudy sky.

Apartment in Kealakekua

Aka'ula House

4.97 out of 5 average rating, 164 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

4.92 out of 5 average rating, 141 reviews

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.

Home in Kailua-Kona

Kona Mountain Home, 3/2, lanai, hot tub, sleeps 8

4.82 out of 5 average rating, 569 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

4.93 out of 5 average rating, 157 reviews

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.

Home in Holualoa

Cozy 2 Bedroom home in beautiful Holualoa town

Family-friendly home rentals with a pool

A welcoming living room features a cozy loveseat and chair, complemented by a natural jute area rug. A television is mounted on the wall, and light enters through sliding glass doors leading to the lanai. Decorative plants and artwork add subtle character.

4.88 out of 5 average rating, 93 reviews

❤️Hale HallEAva❤️

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, 24 reviews

Hilton Pool Pass Waikoloa Beach Resort Ocean View

5 out of 5 average rating, 15 reviews

A sandy beach stretches along the coastline, dotted with tall palm trees swaying in the gentle breeze. The ocean's waves lap softly against the shore under a clear blue sky, creating a serene seascape that invites relaxation.

Townhouse in Waimea

The Surf House

A view from the property showcases a vibrant landscape with a tree in the foreground, bathed in warm sunset light. Lush green grass extends towards the horizon, where the ocean can be seen in the distance. Tropical plants frame the scene.

4.8 out of 5 average rating, 20 reviews

Big Island Stay w Views, AC, Golf, & Pickleball!

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.

4.91 out of 5 average rating, 97 reviews

Ka Hale O Malie

Guest suite in Kailua-Kona

A nighttime view of the property features multiple buildings adorned with colorful lights, illuminating the outdoor space. A swimming pool reflects the vibrant lights, while lounge chairs are positioned nearby, inviting relaxation under the starlit sky.

4.92 out of 5 average rating, 454 reviews

Da Pool Hale - Kona Amazing Ocean Sunset

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 well-maintained golf course is depicted with a smooth green expanse leading towards a distant view of the ocean under a partly cloudy sky. Trees frame the scene, providing a natural border while enhancing the tranquil setting.