Skip the valet lines and rideshares: Sunset Dinner Transportation offers exclusive round-trip pickup from premier Wailea resorts so you arrive at the harbor relaxed and on time. Perfect for couples, families, or anyone who prefers to focus on the sunset—not the logistics.
More ways to explore the area's outdoor wonders
Hang tight — photos are loading
This usually takes just a second.
Difficulty
easy
Duration
15–45 minutes
Fitness Level
Minimal—suitable for most travelers; mobility considerations depend on boat boarding
Wildlife
History
Wailea is a planned resort community on Maui developed in the late 20th century, concentrated along a short coastal strip of luxury hotels and beaches.
Conservation
Use reef-safe sunscreen and avoid single-use plastics; operators and resorts promote responsible marine recreation to protect coral and marine life.
Confirm Eligibility
Verify that your stay is at one of the listed resorts (Four Seasons, Grand Wailea, Fairmont Kea Lani, Andaz, Hotel Wailea, Wailea Beach Resort) before booking the transfer.
Set Exact Pickup Time
Provide your reservation details and lobby pickup location to the operator or concierge to avoid delays.
Pack Light
Bring a small bag or jacket; limiting luggage speeds boarding and keeps the transfer efficient.
Keep ID Handy
Have a photo ID and confirmation accessible—drivers and marinas may request identification at check-in.
Light jacket or windbreaker
Evening breezes off the water can be cool once the sun drops.
spring
Small daypack or tote
Keeps personal items secure and easy to load into the transfer vehicle.
summer
Photo ID and reservation confirmation
Needed for check-in with the driver and at the marina.
Reef-safe sunscreen
Protects skin while respecting local marine habitats during pre- or post-cruise shore time.
summer