Maui in the spring shoulder season is quiet, warm, and perfect for split-tempo trips. You can spend the morning hiking through the volcanic desert of Haleakala and the afternoon reading on a golden beach in Wailea. Going in April or May gets you ahead of the summer crowds and keeps the prices reasonable.
A trip like this runs about $2,900 for flights, stays, and a rental car. Instead of paying that all at once or letting it rack up high interest on a standard card, we can break it down into manageable monthly chunks.
The catch here is the deadline. This 18-month window is a strict cutoff, not free money. If you have any balance left on the Citi Simplicity® Credit Card when those 18 months are up, the standard high interest rate will hit the remaining amount immediately, which ruins the strategy.