The Hotel industry has been dramatically driven by tourism industry during the past few decades. Facing an intensive global competition, hotels are required to offer not just a place to live, but a kind of customer satisfaction through standardized services. Raffles Hotel Singapore is one of the interesting cases within the luxury hotels sector. Being a leader in the upscale hotel industry, it stands in a unique position, but still faces competitions from its rivalries. This paper performed a SWOT analysis, identifying the external and internal business environment of the Singapore Hotel Industry; the core competences of the Raffles; the strategic directions and the implementation of the key strategies. The aim is to improve the efficiency of Singapore Hotel Industry and address the Hotel Industry sustainability in facing a new challenge.