Luxury Vacation Rentals for Families in Hawaii

Luxury Vacation Rentals for Families in Hawaii

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 199 family vacation rentals – enter your dates for availability.
Welcome to family adventures in Hawaii

Welcome to family adventures in Hawaii

Our luxury family vacation rentals in Hawaii pair the polish of a five-star stay with the ease of a private home. Multi-bedroom layouts, airy great rooms, and indoor-outdoor living give everyone space to gather and space to unwind.
Settle into ocean-view villas in Princeville and Koloa, contemporary coastal homes in Kihei, or sunlit retreats in Kailua-Kona and Waimea. Expect hotel-grade amenities like ultra fast WiFi, gyms and pools, pristine cleaning, and 24/7 concierge, plus thoughtful work areas so parents can stay connected when needed.

Highlights in Hawaii

Discover a tropical paradise for all ages, where volcanic wonders, vibrant marine life, and rich cultural experiences await your family.
Pearl Harbor National Memorial
Waikiki Beach
Hanauma Bay Nature Preserve
Polynesian Cultural Center
Haleakalā National Park
Road to Hana
Hawaiʻi Volcanoes National Park
Nā Pali Coast State Wilderness Park

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.

All homes in Hawaii

Kailua Beach Escape property photo 1
Iconic

Kailua Beach Escape

5 bedrooms•5.5 baths
100,079 US dollars for 30 nights•
New

~$7,660 less than other sites

Hale Maluhia Lanikai — Private Pool, Three En-Suite Bedrooms property photo 1

Hale Maluhia Lanikai — Private Pool, Three En-Suite Bedrooms

3 bedrooms•3 baths
20,178 US dollars for 30 nights•

~$1,790 less than other sites

Estate Home at Puako Bay (74) property photo 1
Luxury

Estate Home at Puako Bay (74)

4 bedrooms•4.5 baths
10,803 US dollars for 4 nights•
New

~$815 less than other sites

Puako’s Ocean Edge Modern Estate property photo 1
Iconic

Puako’s Ocean Edge Modern Estate

4 bedrooms•5.5 baths
10,107 US dollars for 3 nights•
New

~$765 less than other sites

HaleGator property photo 1
Luxury

HaleGator

3 bedrooms•1.5 baths
16,554 US dollars for 30 nights•
New

~$1,260 less than other sites

Wailupe Seaside property photo 1
Luxury

Wailupe Seaside

4 bedrooms•4 baths
15,825 US dollars for 29 nights•

~$1,405 less than other sites

Haena Beach House TVNC#1258 property photo 1
Luxury

Haena Beach House TVNC#1258

5 bedrooms•5 baths
6,137 US dollars for 3 nights•

~$465 less than other sites

Pakui Street Estate (149) at Hualalai Resort property photo 1
Luxury

Pakui Street Estate (149) at Hualalai Resort

3 bedrooms•3.5 baths
12,281 US dollars for 5 nights•
New

~$930 less than other sites

View all homes
Discover more family fun in Hawaii

Discover more family fun in Hawaii

From Kauai’s emerald cliffs to Maui’s sunlit shores and the Island of Hawaii’s lava-carved coastlines, the state offers a rare blend of beauty and variety for all ages. Koloa’s south shore brings calm waters, Princeville reveals dramatic ridgelines and crescent bays, Kihei delivers golden beaches and easygoing days, Kailua-Kona serves up radiant sunsets, and Waimea opens to cool upcountry ranch lands.
Year-round warmth, seasonal whale sightings, stargazing skies, and a rich Native Hawaiian heritage create a setting families remember long after the trip. With convenient mainland access and smooth interisland travel, planning is simple. This is why Wander’s luxury family vacation rentals in Hawaii are the perfect choice, whether you’re traveling for work or leisure.

FAQs: Vacation Rentals in Hawaii

Why should I book a Wander in Hawaii 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 Hawaii 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 Hawaii?

Some of our most popular family vacation rentals in Hawaii include Kailua Beach Escape, Hale Maluhia Lanikai — Private Pool, Three En-Suite Bedrooms, and 4BD Estate Home at Puako Bay (74). 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 Hawaii?

Wander offers 199 family vacation rentals in Hawaii, 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 Hawaii?

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

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

Yes. Every Wander home in Hawaii 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.