The World Wide Web (WWW) is intended for humans to create and share documents. However, it does not support machine-processable data and automated processing. The Semantic Web is an extension to the WWW and can overcome its shortcomings. The Semantic Web provides the technology for creating and sharing data in machine-processable semantics. As a result, the data can be used and shared in effective ways between cross applications. In this thesis, we investigate the Semantic Web technologies for context-based hyperlink creation and personalization. Two different contributions are presented using Semantic Web technologies. First, we introduce and implement a novel personalized Semantic Web-enabled portal (known as a semantic portal), which is called SEMPort with the aim of improving information discovery and information sharing using the Semantic Web technologies. We also provide different Adaptive Hypermedia (AH) methods using ontology-based user models. In our second contribution, we introduce and implement a novel personalized Semantic Web browser, called SemWeB which is a browser that augments Web documents with metadata. It creates and personalizes context-based hyperlinks and data using ontologies. We have also developed a new behaviour-based user model for Web-based personalization which supports different AH methods. In addition, a novel semantic relatedness measure is proposed. The evaluations showed that our contributions to the development of hypertext systems using Semantic Web technologies are successfully applied for context-based link creation and personalization.