Culture serves as a major force shaping the way people conceptualize the self, think about happiness, and cope with difficulties and upheavals in life. The present paper starts with a conceptual analysis of traditional Chinese and modern Western views of the self, to contrast the social-oriented versus individual-oriented nature of the self embedded in the two cultural traditions. These culture-specific modes of self construction can then shed light on the diverse meanings people hold for happiness and well-being in different societies. Building on the social-oriented view of the self, which emphasizes relatedness, fluidity, morality, self-constraint, harmony, and sensitivity to others, subjective well-being for the Chinese is construed around fulfilling one's obligations and maintaining homeostasis (dialectical balance). In contrast, emanating from an individual-oriented view of the self, which emphasizes independence, self-determination, consistency, and personal striving, happiness is a prize to be fought over, and entirely one's responsibility to accomplish this ultimate goal of life. Similarly, culture-specific preferences in individual-society and/or interpersonal alignment mirror the two contrasting views of the self, and link up with the collaborative project of pursuing happiness.