if was harder for us since we don't ride except really on vacation. Everwhere we went there were always bike racks etc to lock up you bikes, we rode to the beach, grocery stores, mall, around the pier area, etc with no problems. Spent alot of time on the bikes. Hope this helps. There are bike paths everywhere, and an access area under the highway to the beach side of the road.
HH is about the most user friendly place I've seen for cycling. If your up to the distances, and it seems you likely are, you can hit almost all of the island on bike paths and certainly the areas you'd want to go. Do a search on the internet for the HH bike paths, I know I've seen maps before. You'll have to pay for the Sea Pines area on a daily basis.
I'm not sure the bike fee, Last I saw it was $5 per car. We get free bike passes when we stay at Grande Ocean. If you rent, ask if they have sea pines bike passes. Just be aware that the paths are made more for recreation, they are not they type that are conducive to speed. Most rental bikes are the one speed cruisers.
Since it's a short stay we had planned on getting the bikes right at the DVC resort. I know the bikes are cruisers and that's okay. We will likely do one ride around the island to see everything but the rest of the time on the bikes will just be to get between A and B.
That has not been my experience. We've been turned away or else would have had to pay a fee at the secondary gate. Grande Ocean gets X number of bicycle passes per week. This was true as of 2 summers ago. I'm sure enforcement is variable.
I'm thinking it was $3 per bike but am not certain.
I don't think any of the others charge but they would require an appropriate reason to enter. See if the bike rental at the resort has passes.
