Luxury Vacation Rentals for Large Groups in Kailua-Kona

Luxury Vacation Rentals for Large Groups in Kailua-Kona

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 2 large group vacation rentals – enter your dates for availability.
Welcome to your large group retreat in Kailua-Kona

Welcome to your large group retreat in Kailua-Kona

Bring everyone together on Hawaii Island with our luxury large-group vacation rentals in Kailua-Kona. Our collection features spacious ocean-view homes with multiple primary suites, generous sleeping options, and fluid indoor to outdoor living so the whole crew can relax without ever feeling crowded.
Enjoy hotel-grade comforts that keep groups happy, with many homes offering private pools and hot tubs, outdoor kitchens, oversized dining areas, and media lounges. Ultra fast WiFi, dedicated workspaces, pristine cleaning, and 24/7 concierge support come standard. Book a Wander for the rare mix of beautiful design, reliable operations, and room for every guest to spread out in style.

Highlights in Kailua-Kona

Discover a tropical paradise perfect for large groups, offering everything from historic sites and coffee plantations to unforgettable ocean adventures.
Ali'i Drive
Kailua Pier
Hulihe'e Palace
Kona Coffee Living History Farm
Kealakekua Bay State Historical Park
Pu'uhonua o Hōnaunau National Historical Park
Magic Sands Beach 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.

View all homes

Most popular amenities for large group vacation rentals in Kailua-Kona

More popular large group destinations near Kailua-Kona

Other popular amenities & vacation types in Kailua-Kona

Discover more large groups activities in Kailua-Kona

Discover more large groups activities in Kailua-Kona

Kailua-Kona sits on the sunny side of Hawai‘i Island, where lava fields meet clear, calm water and sunsets light up the coast. Spend days snorkeling in sheltered bays, chartering a deep-sea boat from Honokohau, or tasting world-famous Kona coffee grown on the slopes of Hualālai. When evening falls, watch for manta rays gliding under the stars.
With easy access from KOA airport, championship golf nearby, and a laid-back town center along the bay, it is an effortless base for groups seeking sun and variety year-round. This is why Wander's luxury large-group vacation rentals in Kailua-Kona are the perfect choice, whether you're traveling for work or leisure.

FAQs: Vacation Rentals in Kailua-Kona

Why should I book a Wander in Kailua-Kona over other large group vacation rentals?

Wander offers a level of consistency and quality you won’t find with most large group vacation rentals.
Every home in Kailua-Kona 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 large group vacation rentals in Kailua-Kona?

Some of our most popular large group vacation rentals in Kailua-Kona include Wander Kona Bay Shores, Wander Big Island Cove, and Wander Kona Bay Shores. 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 large group vacation rentals does Wander have available in Kailua-Kona?

Wander offers 2 large group vacation rentals in Kailua-Kona, 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 large group vacation rentals in Kailua-Kona?

You can check-in to Wander large group vacation rentals in Kailua-Kona after 4.00pm and check-out before 10.00am.

Do Wander’s large group vacation rentals in Kailua-Kona have WiFi access?

Yes. Every Wander home in Kailua-Kona 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.
ExploreGet the app