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, 164 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, 246 reviews

A spacious wooden deck surrounds a geodesic dome, offering a serene outdoor setting. Two hanging egg chairs are positioned for relaxation, while a portable heater is located nearby. The dome features a transparent facade that reflects sunlight, surrounded by lush greenery.

Dome in Holualoa

The Dome at Ulu Inn: Luxury Couples Retreat, Kona

Overlooking the beautiful Kona Coast...The Dome at Ulu Inn says: "Aloha...let's Disconnect, to Reconnect" Nestled within a gated 5 acre estate, Settle into our exclusive Geodesic Dome suite...experience elevated glamping, designed for ultimate relaxation and ensured seclusion from the outside world. THE DOME & neighboring unit THE CUBE, are an ample distance apart, providing privacy from each other. You may get up close and personal with our Goats, Pigs, Geckos & wild birds that roam freely.

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.

4.96 out of 5 average rating, 142 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.

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.

4.93 out of 5 average rating, 152 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

Townhouse in Waikoloa Village

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.

4.87 out of 5 average rating, 191 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

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.

4.82 out of 5 average rating, 101 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.

4.96 out of 5 average rating, 160 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.

Condo 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, 155 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, 248 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, 149 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)

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, 182 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.

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, 144 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

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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

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, 39 reviews

Vibe by the Ocean, Halii Kai Waikoloa Beach

Guesthouse 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, 67 reviews

Ohana With Private Pool & Jacuzzi

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, 108 reviews

Beautiful Villa ... walk to most everything!

Condo 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.

4.93 out of 5 average rating, 45 reviews

Hilton Pool Pass, Lux Penthouse, Views, Walk2Beach

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.

4.96 out of 5 average rating, 105 reviews

Ocean View Paradise! 5 star Reviews!

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, 103 reviews

Fairway Villas F33, Penthouse 2 bedroom & Loft

4.95 out of 5 average rating, 78 reviews

A sandy beach is bordered by clusters of tall palm trees swaying gently in the breeze. Sunbathers can be seen lounging on the sand, while crystal blue waters extend into the distance. A few boats are anchored offshore, complementing a clear, sunny sky.

Condo in Waikoloa Beach

Luxury Beach & Golf Resort Incredible Sunset View

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 266 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.

Apartment in Kailua-Kona

Great Location, In Town, Modern and Clean

4.93 out of 5 average rating, 183 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, 478 reviews

Convenient Island Stay Near Airport and Beaches

4.92 out of 5 average rating, 100 reviews

A living area is furnished with a dark sectional sofa and a coffee table. Light wood flooring extends throughout the space. A dining area featuring a table and four chairs is visible in the background, illuminated by natural light from two windows.

Townhouse in Kailua-Kona

7 min walk to the Ocean & Ali'i

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, 404 reviews

3 blocks to Turtle beach and Ali'i Dr

4.97 out of 5 average rating, 157 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, 138 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

4.83 out of 5 average rating, 538 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

Family-friendly home rentals with a pool

Apartment in Waikoloa Village

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.

5 out of 5 average rating, 25 reviews

Luxury Kolea | Beach, Hilton Pool & Golf Passes

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, 34 reviews

Golf Course View Waikoloa Colony Villas Townhouse

The open-concept living area features large windows framing scenic views of lush greenery and the golf course. Comfortable sofas and a wooden coffee table create a relaxed atmosphere for gathering. Natural light fills the space, highlighted by bright, flowing curtains.

5 out of 5 average rating, 13 reviews

Hilton Pool Pass incl - Spacious & Relaxing Resort

4.96 out of 5 average rating, 85 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 Waikoloa Village

Gorgeous Private Home with Pool and Spa in Waikolo

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.

4.93 out of 5 average rating, 42 reviews

Boho Island Paradise - Remodeled 2BR/2BA

A private lanai is featured with low lounge furniture, including two white armchairs and a round coffee table. A small woven ottoman is positioned nearby. Lush greenery and expansive ocean views are visible beyond the railing, under a sky with soft clouds.

4.97 out of 5 average rating, 67 reviews

NEW Ocean View Retreat-Pickleball/Golf/Tennis/Pool

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