The Sanctuary ($328 to $1,200 per night) or Kiawah Island Golf Resort Villas ($250 to $600 per night) serve as the base for both nights. A rental car is necessary: the airport, the resort, and Charleston are not connected by transit, and ride-share availability on Kiawah is limited. Kiawah is a gated community, and resort guests receive a gate pass on booking. April through May and October through November are the ideal months, when temperatures sit in the 60s and 70s, the wind is present but not punishing, and the courses are at peak condition. March opens peak season with azaleas in bloom and green fees at their highest. A weekday arrival can save you $100 or more on the Ocean Course green fee compared with weekend rates.