Located on marvelous Maui’s west coast, Kaanapali has it all: Fabulous beaches, exceptional snorkeling, gorgeous scenery, and plenty of kid-friendly places to eat and play (plus flights to Hawaii are cheaper than ever). It’s also where you’ll find a number of full-service vacation rental condominiums, right on the beach that allows you to spread out with the family and make some meals in your own kitchen—a money-and-time saver. For full-service accommodations with a friendly price, the Kaanapali Hotel should be your number one choice. The longest standing hotel in Kaanapali, it has a prime location on the golden Pacific sands and offers complimentary Hawaiian activities for the whole family, including pineapple cutting, print making, and ukulele lessons; plus kids get points and prizes for joining in the fun diversions.
Punta Cana, Dominican Republic
Valentin Valkov/Shutterstock The beaches here—among the best surf for families anywhere—will fulfill all your warm weather dreams with warm turquoise waters, pillowy sand, and miles of uninterrupted coastline. Flanking the beach like a row of starfish are a multitude of family-friendly all-inclusive resorts; the good news about the number of properties is that they provide competition both in amenities and pricing. The bad news is you’ll need to choose one from a large number of options. With young kids, consider the Grand Palladium Bavaro—it has the largest kids club space in the entire Caribbean with programs ranging from tots to teens.