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This study aimed to define “Healthy Deliciousness”—a quality believed to be a key to sustainable, healthy eating—by exploring the intersection of healthiness and deliciousness expressed in Yelp reviews. A corpus of 1,200 reviews—written by 847 Yelpers, of the 48 most popular restaurants in Hawaii—was content analyzed. Each review was divided into quotes on the basis of the specificity of menu items. Each quote was assigned a point on the continuum of healthiness (healthy, gray, or unhealthy) and deliciousness (delicious, mix, or unpleasant). A total of 383 quotes (11% of all 3,363 quotes), contributed by 240 Yelpers, were coded as “Healthy” and “Delicious.” The majority of “healthy” foods were “delicious,” while the majority of “delicious” foods were not ultimately healthy (were “gray” or “unhealthy”). This suggests that if we let ourselves be unconsciously driven by sensory pleasure and preference for fat and energy-rich foods, we might end up having unhealthy meals. Next, nine main Healthy Deliciousness categories were uncovered: Kitchen; Sense of Healthy Deliciousness; Healthy Deliciousness Detected in Consumer Behavior and Lifestyle; “Healthy” and Delicious; Testimonial and Endorsement for Healthy Deliciousness; Hygienic Deliciousness; Compromised Healthy Deliciousness; Healthy Deliciousness in One’s Heart; and Personal Signature for Healthy Deliciousness. Additional categories of Healthy Deliciousness can be created by combining the healthiness and deliciousness categories. Ultra-high-end and pricey restaurants contained a higher percentage of Healthy Deliciousness compared with inexpensive and moderately priced restaurants. Elite Yelpers were more health conscious than non-Elite Yelpers. This study contributes to the field of food studies and to the following elements in the Food Well-Being pinwheel: “Food Marketing” (positioning, new product development, and integrated marketing communication); “Food Socialization,” and “Food Literacy” (campaigns and nudges). The concept of Healthy Deliciousness involves a shift in mindset and lifestyle—realized through determination, creativity, and mindfulness. [ABSTRACT FROM AUTHOR]