Wailea, HI Road Trips
Drivers starting from Wailea, HI have 2 mapped routes to choose from, making it a small but connected base in Hawaii. Most drives stay under 12 miles, making this area well-suited for day trips and weekend getaways. Most routes from Wailea, HI head north, giving the route network a clear directional lean.
Photo: Wikimedia Commons
Trip Routes
7
Longest Drive
32.5 mi
Kaanapali Landing, HI
Quickest Drive
15m
Kīhei, HI
Plan Around Wailea, HI
Popular Incoming Routes
Useful if Wailea, HI is the arrival point and you want the strongest routes into the city first.
Continue From Wailea, HI
Good next legs if this city is only one stop in a longer road trip.
Trips from Wailea, HI
Driving from Wailea, HI
The typical drive from Wailea, HI covers about 12 miles and takes around 27m. The majority of routes are short drives — quick enough to finish before lunch and be back for dinner. The longest mapped route runs 17 miles (40m), while the shortest is just 6 miles.
Popular Destinations
Top road trip destinations from Wailea, HI are Wailuku, HI (17.4 mi, 40m) and Kīhei, HI (6.3 mi, 15m). Most destinations stay within the same state, perfect for exploring the local region thoroughly.
Planning & Costs
Regular gas in HI currently averages around $4.95 per gallon. For the typical 12-mile trip from Wailea, HI, budget about $2 in fuel one way, assuming 25 MPG. Longer hauls and premium fuel will cost proportionally more.
With an average drive under three hours, you have plenty of flexibility — leave whenever it suits you. Routes mostly head north. Summer trips benefit from long daylight hours, while winter departures should start early to maximize visibility.
Frequently Asked Questions
There are 2 mapped routes leaving Wailea, HI and 5 routes heading into Wailea, HI, covering 7 total connections. Distances range from 6 to 17 miles.
The longest mapped route from Wailea, HI covers 17 miles and takes approximately 40m. Shorter options start at just 6 miles.
The average route from Wailea, HI runs about 12 miles with a drive time of roughly 27m. This includes both short day trips and longer multi-day drives.
At current gas prices (about $4.95/gallon for regular), the average 12-mile trip from Wailea, HI costs roughly $2 in fuel one way, based on 25 MPG. Your actual cost depends on your vehicle's efficiency.
The most popular road trip destinations from Wailea, HI include Wailuku, HI and Kīhei, HI. Each route page has detailed drive times, fuel estimates, stop suggestions, and turn-by-turn directions.
Wailea, HI by the Numbers
Recent demographic snapshot from the US Census Bureau's American Community Survey.
Population
6,571
Median Income
$89,375
Median Home Value
$1,363,700
Median Age
55.8
Source: US Census Bureau ACS 5-year (public domain). See our methodology for details.
Trips to Wailea, HI
Nearby Hubs
Other cities within driving distance of Wailea, HI that also have route pages.
Escape Planner
Where to go from Wailea, HI?
Curated day trips, weekend getaways, and overnight routes — grouped by how much time you have and the kind of trip you want.
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