About us

Dreamy Vacation LLC is a family business: two condos on Maui that we bought for ourselves, and rent out until we can live in them. Not an agency, not a portfolio — two places we know well enough to tell you which one suits your trip.

The two condos

West Maui

Royal Kahana

Oceanfront lanai · Studio, 1 bath · Sleeps 3

Second-floor oceanfront lanai with views of Lāna‘i and Moloka‘i.

South Kihei

Haleakala Shores

Beach across the street · 2 bed, 2 bath · Sleeps 6

The beach is across the street, and the resort pool is a minute from your door.

They are genuinely different trips. Kahana is on the water in West Maui; South Kihei is a two-bedroom a road’s width from the sand, with the calmer, drier weather that side of the island is known for. Ask us which fits and we’ll tell you honestly, even when the answer is the cheaper one.

The lawn and beach in front of Haleakala Shores, looking out over the ocean

Hi, we’re a family business.

We first came to Maui in 2016 and never quite got over it. Both of these condos were bought with the idea of retiring to them one day — that is still the plan.

Until then they would rather be lived in than sit empty, so we rent them out and look after them the way you look after somewhere you intend to move into yourself.

Dreamy Vacation LLC is family owned and family run. There is no front desk and no management company standing between you and us: messages reach us directly, and we answer them ourselves.

Why book direct

No platform fee
The same condo, without the service fee Airbnb or Vrbo add at checkout.
You reach us, not a queue
Questions come straight to the people who own the condos and answer them themselves.
Licensed in Hawaiʻi
Each condo is registered with the state and its licence and parcel numbers are printed on this site.
Secure payment
Bookings and payments are handled through OwnerRez and Stripe.
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