| Retriever Property Management Limited | Real estate | 2020 |
| Richmond Grange Freshwater Management Company Limited | Households | 2015 |
| RJF Homes Limited | Real estate | 2020 |
| Robertson Foster Limited | Professional & scientific | 2013 |
| Rosemary (Isle of Wight) Management Company Limited | Households | 2003 |
| Rowan Services ( I.O.W.) Ltd | Construction | 2008 |
| Ruddington Court Management Company Limited | Administrative & support | 2009 |
| RVN Building Supplies Limited | Wholesale & retail | 2008 |
| S D Ross Ltd | Information & communication | 2018 |
| SAY Care Limited | Health & social care | 2005 |
| Sheldon Cleaning Services Ltd | Administrative & support | 2024 |
| Silcombe Court (Freshwater I.W.) Management Company Limited | Households | 2001 |
| Small Horse Farm Management Company Limited | Households | 2015 |
| Southern Coffee Ltd | Wholesale & retail | 2021 |
| Southern Coffee Machines Company Ltd | Other services | 2019 |
| ST MS Management Ltd | Households | 2012 |
| Stanhope Lodge (Cowes) Management Company Limited | Households | 2004 |
| Talos Luxury Panels Ltd | Manufacturing | 2026 |
| TD Homecare Services Limited | Health & social care | 2017 |
| Teasdale Marine Ltd | Transport & logistics | 2017 |
| Teemill Tech Ltd | Information & communication | 2009 |
| THE Castle Inn (Newport) Limited | Hospitality | 2018 |
| THE Natural Curl Company Limited | Other services | 2025 |
| THE Wake Collective Ltd | Education | 2020 |
| Tides of Cowes Limited | Wholesale & retail | 2018 |
| Tradexim (U.K.) Limited | Real estate | 1971 |
| Ultraswim 33.3 Limited | Arts & recreation | 2023 |
| Walk, Care, Love Ltd | Administrative & support | 2019 |
| Waves of Colour Ltd | Construction | 2025 |
| West Heath Limited | Education | 1950 |
| West Wight Drilling & Piling Limited | Administrative & support | 1993 |
| West Wight Liveries Limited Ltd | Agriculture & fishing | 2020 |
| West Wight Motor Group Ltd | Wholesale & retail | 2024 |
| White's Cladding and Construction Limited | Construction | 2024 |
| Whittle Storage Solutions Ltd | Other services | 2023 |
| Wight Primary Partnerships Limited | Health & social care | 2014 |
| Wightsupport Ltd | Information & communication | 2011 |
| Yarmouth Guide & Scout Supporters Association | Other services | 2001 |
| Yarmouth Storage Limited | Other services | 2021 |