Luxury Condos in Big Island

Luxury Condos in Big Island

13 properties

View all with filters

Smiling House brings together 13 hand-selected luxury condos in Big Island — each one chosen for its setting, its design and the service around it. Hawaii's Big Island is the archipelago's largest and most varied, pairing the resort coastline of Kohala with volcanoes, rainforest and snorkelling bays. From intimate hideaways for two to expansive homes for family and friends, every condo is booked directly with our team — no middle-man, no surprises. Browse the homes below, then speak to a concierge who knows Big Island first-hand about dates, rates and the details that make a stay effortless.

Condos in other destinations

Frequently asked

How do I book a condo in Big Island?
Choose a home below and send an enquiry, or ask to book directly. A Smiling House concierge confirms availability and rates with the owner and handles the booking end to end — you deal with our team, not a faceless platform.
What's included when I rent a condo in Big Island?
Every home is fully furnished and privately yours for the stay. Concierge support, and often housekeeping and local recommendations, come as standard; specific services vary by property and are listed on each home's page.
Is it cheaper to book direct with Smiling House?
Booking direct removes the platform mark-ups that sit on OTA listings, and puts you in touch with a team that knows Big Island personally. You get the real home, the real price and a human who answers.
How many condos are available in Big Island?
13 condos are featured here right now. Inventory changes as homes are booked and new ones join, so the collection is always current.