How do I book a condo in Hawaii County?

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 Hawaii County?

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 Hawaii County personally. You get the real home, the real price and a human who answers.

How many condos are available in Hawaii County?

4 condos are featured here right now. Inventory changes as homes are booked and new ones join, so the collection is always current.

Luxury Condos in Hawaii County

4 properties

View all with filters

Smiling House brings together 4 hand-selected luxury condos in Hawaii County — each one chosen for its setting, its design and the service around it. Hawaii County rewards travellers who want more than a hotel room: space to gather, a base to explore from, and the privacy of a home that is entirely your own. 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 Hawaii County first-hand about dates, rates and the details that make a stay effortless.

WH202 Beautiful Ocean VillaN°001

Hawaii County, USA

6 guests 3 bedrooms 3 bathrooms

From $509 per night

HK22F Big Island ParadiseN°002

Hawaii County, USA

8 guests 3 bedrooms 3 bathrooms

From $392 per night

KOL16C Hale Inu WainaN°003

Hawaii County, USA

4 guests 2 bedrooms 2 bathrooms

From $378 per night

Seasonal · Nov–Aug

HK19E Hale Ho'omana'oN°004

Hawaii County, USA

6 guests 3 bedrooms 2 bathrooms

From $349 per night

View all condos in Hawaii County with filters →

Condos in other destinations

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Frequently asked

How do I book a condo in Hawaii County?: 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 Hawaii County?: 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 Hawaii County personally. You get the real home, the real price and a human who answers.
How many condos are available in Hawaii County?: 4 condos are featured here right now. Inventory changes as homes are booked and new ones join, so the collection is always current.