Family-friendly holiday rentals in Waikoloa Village

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.

4.99 out of 5 average rating, 270 reviews

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.

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, 211 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.

5 out of 5 average rating, 281 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.

4.95 out of 5 average rating, 150 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.

4.9 out of 5 average rating, 113 reviews

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.

Townhouse in Puako

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 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, 156 reviews

Corner Lanai·Golf Views·Pool·Top 10% Island

Guest Favorite - Top 10% on the Big Island Wake up to golf course views from your private lanai in this bright, renovated corner-unit condo — best-positioned in Fairway Terrace, flooded with natural light. Modern furnishings, fully stocked kitchen & king bed. A/C or open the windows to catch Waikoloa’s evening breezes. Steps from a resort-style pool, hot tub, and gym. Hapuna Beach and A-Bay are 20 min away — world-class snorkeling, surf, and sunsets. Shopping and dining are minutes away.

4.98 out of 5 average rating, 189 reviews

The spacious home features natural wood accents, a wide balcony, and large windows that reflect the tropical landscape. Surrounding gardens with lush greenery create a serene atmosphere, while a small pond with a waterfall adds a soothing element to the exterior.

Home in Holualoa

Stunning Serene Bali Retreat [Pool/AC/Ocean View]

Experience true island living! This 2,000 sq ft home features indoor/outdoor living, Thai/Balinese architecture, hand-carved wood everywhere, and ample windows/skylights that showcase the beauty of the Big Island. The kitchen/living rooms connect to the owner's retreat via covered dining lanai stretching back to the private pool. Perched on a hill with 180º ocean views, this secluded retreat enjoys a quiet atmosphere and cooler temps than busy downtown while not being far from the action.

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, 120 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.

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, 188 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.

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, 165 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

A bright and airy living space features a comfortable sofa adorned with blue cushions. A large window allows natural light to fill the room, offering views of the outdoor scenery. A flat-screen TV is positioned opposite a wooden bar with seating for three.

4.97 out of 5 average rating, 150 reviews

ONE OF A KIND STUDIO!~ON THE FAIRWAY~OCEAN VIEWS!

ONE OF A KIND!! CORNER STUDIO ~ ON THE FAIRWAY ~ WITH OCEAN, MOUNTAIN, AND COASTLINE VIEWS! Unit provides excellent privacy, while at the same time giving 180 degree views and a birds-eye view over the 2nd, 3rd and 4th Fairway. Over looking the fairway, the complex offers a BBQ / picnic area and is perfectly located on a cul-de-sac directly across the street from the Golf Clubhouse/restaurant, swimming pool, and tennis courts.

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.

4.93 out of 5 average rating, 270 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!

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

4.93 out of 5 average rating, 15 reviews

2BR Condo | Ocean & Mountain Views, Pool & Hot Tub

4.93 out of 5 average rating, 198 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 Puako

Spacious Fairways 2BD townhome. Pool/Beach Club!

4.73 out of 5 average rating, 37 reviews

A contemporary living area is shown, featuring a brown sofa bed and a light orange armchair. A wooden coffee table sits adjacent to an ottoman. The kitchen area is visible in the background, showcasing modern appliances and a dining table with place settings.

Flat in Waikoloa Village

Waikoloa Cozy Condo

An oceanfront pool area is surrounded by lush tropical landscaping and swaying palm trees. The clear blue water reflects the sky, while a nearby restaurant and bar offer shaded seating under a roof. Comfortable lounge chairs are positioned around the pool, inviting relaxation.

4.98 out of 5 average rating, 86 reviews

Pristine Ocean View Unit at Stunning Hali’i Kai!

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, 104 reviews

Ka Hale O Malie

A scenic view of the ocean is framed by lush greenery and vibrant tropical plants. The rocky shoreline contrasts with the blue waters and the clear sky above. Palm trees sway gently, enhancing the serene coastal atmosphere.

4.99 out of 5 average rating, 102 reviews

Flawless ocean view stay @ Hali’i Kai at Waikoloa

The exterior of the home is presented with a spacious yard adorned with native plants and landscaping. Large windows invite natural light, while a lanai is positioned at the upper level, offering potential views of the surroundings.

4.88 out of 5 average rating, 121 reviews

Catch the Sunset! Island Hale w/ *A/C* and Hot Tub

5 out of 5 average rating, 3 reviews

Villa in Puako

NEW Luxury Villa | Mauna Lani Beach Club | Sunset

Family- and pet-friendly home rentals

4.85 out of 5 average rating, 171 reviews

A spacious room is furnished with a king bed and a twin bed. Natural light enters through two windows dressed with light curtains. A small seating area with a patterned armchair is present beside a bedside table and a lamp, creating a cozy ambiance.

Guest suite in Holualoa

Golden Hale North Ohana w/ Pool. Blocks to beach!

4.93 out of 5 average rating, 275 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

4.9 out of 5 average rating, 334 reviews

Guest suite in Holualoa

2 Room Private Treetop Suite

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, 518 reviews

Convenient Island Stay Near Airport and Beaches

4.9 out of 5 average rating, 124 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

4.97 out of 5 average rating, 178 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, 145 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, 601 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

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, 87 reviews

NEW! Expansive OceanView Retreat/Best Beaches/ AC

A jacuzzi tub is surrounded by neatly trimmed hedges and palm trees, creating a serene environment. The clear blue water is gently bubbling, inviting relaxation. A sign nearby outlines the spa rules, ensuring a peaceful experience.

4.62 out of 5 average rating, 118 reviews

Modern and Clean island home

A clear blue sky envelops a scenic view of the ocean and distant mountains. The foreground includes a residential area with a house featuring solar panels. Lush greenery and palm trees are visible, enhancing the natural landscape.

4.89 out of 5 average rating, 115 reviews

Island Views Hale

The image showcases a spacious home with a covered second-floor balcony overlooking a heated pool. Lush greenery surrounds the well-maintained lawn, while a few lounge chairs are situated near the water's edge, inviting relaxation. Palm trees and tropical foliage frame the scene.

4.89 out of 5 average rating, 152 reviews

Big Family Home, Pool, Views, Yard, Lanai, Clean!

5 out of 5 average rating, 78 reviews

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.

Guest house in Puako

Ohana With Private Pool & Jacuzzi

5 out of 5 average rating, 84 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

4.89 out of 5 average rating, 19 reviews

Spacious 3BR condo in Waikoloa, HI.