The south-east coastline is ideal if you are looking for a classic British seaside holiday - but not if you are looking for privacy and peace. Sandown and Shanklin are packed full of hotels with sea views, the beaches are sandy and the sea is clean for swimming.Their esplanades are full of amusements, minigolf courses and cafes offering chips with everything. Some Islanders find Sandown and Shanklin a little twee and crowded during the summer but for young children or nostalgic adults they are probably the best bet.
The south (Ventnor, St Lawrence, Bonchurch, Blackgang and Niton) has seen a mini-renaissance in recent years, with posh hotels/restaurants such as The Hambroughand events likeVentnor Fringe Festival. It feels even more 'other worldly' and slow paced than other parts of the Island.
The west is the least developed part of the Isle of Wight. There is much less coastal accommodation and the only nightlife is the moon, but if you are after somewhere quiet to stay then Yarmouth, Freshwater, Totland, Colwell and Brighstone are worth a look. I adore the beaches along the military road. The coastal walks are great for ramblers but terrible for buggies. If you are after peace and quiet and you fancy a campsite then the West Wight is perfect.
Newport and Ryde are the main towns and so are the best equipped with supermarkets, cinemas and restaurants. They both have nice parts and Newport is excellent for accessing other parts of the Island but they aren't as pretty as the other options in my view. Ryde has some good seafront attractions for children (bowling alley, swimming pool, canoe lake, paddling pool, playgrounds) and the beach is sandy and huge (read the blog about our trip to Ryde).