Luxury Vacation Rentals for Large Groups 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.

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.