Luxury Vacation Rentals for Families in Waikoloa

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 24 family vacation rentals – enter your dates for availability.

Top-rated family vacation rentals in Waikoloa

Home in Waikoloa

4 bedrooms•3 baths

•

New

~$180 less than other sites

Home in Kamuela

3 bedrooms•3 baths

•

New

~$305 less than other sites

Home in Kamuela

4 bedrooms•4.5 baths

•

~$365 less than other sites

Home in Kamuela

4 bedrooms•3 baths

•

~$285 less than other sites

Luxury

Home in Kamuela

4 bedrooms•4.5 baths

•

~$585 less than other sites

Luxury

Home in Kamuela

4 bedrooms•5.5 baths

•

~$715 less than other sites

Home in Kamuela

4 bedrooms•4.5 baths

•

~$560 less than other sites

Luxury

Property in Kamuela

4 bedrooms•4.5 baths

•

New

~$865 less than other sites

Welcome to family adventures in Waikoloa

Bring everyone together at Wander’s family-friendly luxury vacation rentals in Waikoloa. Our collection pairs the polish of a five-star stay with the comfort of a private home, so you can focus on memories, not logistics.

Expect hotel-grade essentials throughout, including ultrafast WiFi, premium linens, pristine kitchens, and professional cleaning, plus 24/7 concierge. Many homes feature private pools or hot tubs, fitness spaces, and media lounges, with flexible areas that suit nap times as well as nightcaps. Thoughtful layouts keep early risers, late sleepers, and midafternoon breaks in perfect balance.

Available soon in Waikoloa

Home in Waikoloa

4 bedrooms•3 baths

•

New

~$180 less than other sites

Home in Kamuela

4 bedrooms•3 baths

•

~$285 less than other sites

Featured family vacation rentals in Waikoloa

Luxury

Home in Kamuela

4 bedrooms•4.5 baths

•

~$585 less than other sites

Luxury

Home in Kamuela

4 bedrooms•5.5 baths

•

~$715 less than other sites

Home in Kamuela

4 bedrooms•4.5 baths

•

~$560 less than other sites

Luxury

Property in Kamuela

4 bedrooms•4.5 baths

•

New

~$865 less than other sites

Home in Kamuela

5 bedrooms•5 baths

•

New

~$815 less than other sites

Luxury

Property in Kamuela

6 bedrooms•6.5 baths

•

New

~$965 less than other sites

Luxury

Property in Kamuela

6 bedrooms•6.5 baths

•

New

~$950 less than other sites

Luxury

Home in Kamuela

4 bedrooms•4 baths

•

~$1,585 less than other sites

Highlights in Waikoloa

Discover family-friendly beaches, ancient petroglyph trails, and unforgettable marine encounters along the sunny shores of Waikoloa.

Anaehoomalu Bay

Dolphin Quest Hawaii

Waikoloa Petroglyph Preserve

Hapuna Beach State Recreation Area

Queens' Marketplace

Puako Petroglyph Archaeological Preserve

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Waikoloa

Home in Waikoloa

4 bedrooms•3 baths

•

New

~$180 less than other sites

Home in Kamuela

3 bedrooms•3 baths

•

New

~$305 less than other sites

Home in Kamuela

4 bedrooms•4.5 baths

•

~$365 less than other sites

Home in Kamuela

4 bedrooms•3 baths

•

~$285 less than other sites

Luxury

Home in Kamuela

4 bedrooms•4.5 baths

•

~$585 less than other sites

Luxury

Home in Kamuela

4 bedrooms•5.5 baths

•

~$715 less than other sites

Home in Kamuela

4 bedrooms•4.5 baths

•

~$560 less than other sites

Luxury

Property in Kamuela

4 bedrooms•4.5 baths

•

New

~$865 less than other sites

View all homes

Most popular amenities for family vacation rentals in Waikoloa

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Other popular amenities & vacation types in Waikoloa

Hot tub vacation rentals in Waikoloa

Discover more family fun in Waikoloa

Waikoloa sits on the Kohala Coast, celebrated for its sunny microclimate, rust-red lava fields, and serene Pacific horizons. Golden sand and palm-fringed lagoons meet black-lava shores, creating a striking island backdrop from dawn to dusk.

Families gravitate to the calm waters of Anaehoomalu Bay, easy shoreline walks past ancient petroglyphs, and seasonal whale sightings that light up winter days. Golf, coastal paths, and effortless access to Big Island excursions make it simple to match every age and pace. This is why Wander’s luxury vacation rentals in Waikoloa are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Waikoloa

Why should I book a Wander in Waikoloa over other family vacation rentals?

Wander offers a level of consistency and quality you won’t find with most family vacation rentals.

Every home in Waikoloa delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular family vacation rentals in Waikoloa?

Some of our most popular family vacation rentals in Waikoloa include Ainamalu, Mauna Lani KaMilo #311, and 4BD KaMilo (333) Home at Mauna Lani Resort. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different family vacation rentals does Wander have available in Waikoloa?

Wander offers 24 family vacation rentals in Waikoloa, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s family vacation rentals in Waikoloa?

You can check-in to Wander family vacation rentals in Waikoloa after 4.00pm and check-out before 10.00am.

Do Wander’s family vacation rentals in Waikoloa have WiFi access?

Yes. Every Wander home in Waikoloa has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.