Since you are already homeschooling him for preschool, any thoughts on homeschooling for Kinder and beyond? There are several options now for homeschooling.
Our public charter school (www.classicalacademy.com) has 3 options. Track A attends full day on Mon and Wed. Track B attends on Tues and Thurs. You homeschool the other 3 days using the curriculum provided or other school approved curriculum...they are pretty flexible with this. Track C you full time homeschool, but you have the option to attend what are called C'lective classes (up to 6 a week) on Wed or Thurs. All students have the option to attend Friday Labs which are for fun/interest only classes on select Fridays throughout the semester. The charter school way might be a good compromise for you and your hubby since your son would get the in school experience and would also get to homeschool with you. As a family you would have more control of your sons education and you could tailor the curriculum to your sons needs.
Some elementary schools offer a homeschool track as well.
You can fully homeschool on your own which gives you the greatest flexibility to tailor your son education to his needs. There are lots of homeschool support groups to help with this. Many of these groups also offer Co-op classes that are both academic and pure interest as well.
I am a new homeschooling Mom. NEVER in a million years thought I would be one, but here I am loving it! My is in Kindergarten and attends the charter school Mon and Wed from 8-230pm. I homeschool him Tues, Thurs and Friday. He loves being in class and all the fun things they get to do there (Computer lab, music class, art, spanish language class, science, plus all the major subjects...don't get these classes in most elementary schools much less on a daily basis like my son gets) just as much as he loves being homeschooled by me 3 days a week so I feel that he gets the benefits of both worlds.
I know my crazy, super smart, easily bored, very active little boy would do "fine" in regular school. But I know for him he needs to be physically and mentally challenged at the same time or he gets bored and restless and starts getting into mischief which would then get him into trouble in a regular school setting. His teacher groups the kids into 3's or 4's by academic level for each subject. She has 3 or 4 stations with "projects" related to the subject being studied. Each group moves to a different station every 15 to 20 minutes. This style of learning works great for my son because he is always moving and learning at the same time. At home, the only two things that are set in stone is that we do schoolwork Tues, Thurs and Fri and that we get started by 930am. Because I can't simulate the work stations since there is only one of him, I change up the location and rotation of subjects to continuously make it fun and challenging for him. We are usually done by 11 or 1130am. So no having to cram in 1-2 hrs of homework (my best friends Kindergartener has to do this) at the end of a long day of public school. Once we are done with schoolwork, we are done. We can move as fast or as slow through the curriculum as HE needs to. By 12pm we are usually having fun at the park, running errands, going to the movies, zoo, museum, etc.
I just wanted to put the thought of homeschooling for elementary school in your ear. I know our charter school's registration for new students is also in early Feb so I would imagine that charter schools in HI will also register around the same time.
OT: My whole family comes from Hawaii and mostly live on Oahu now. Small world!
FYI: I belong to a really good Christian based homeschool support group called CFS (Christian Family Schools of San Diego).
Here are some links to homeschooling resources in HI
http://homeschooling.gomilpitas.com/regional/Hawaii.htm
http://www.hawaiihomeschoolassociation.org/
http://www.christianhomeschoolersofhawaii.org/
http://www.hcsao.org/pages/schools list of charter schools in HI.
Sorry if I totally went OT from your original question.....getting back to it...
I think that for some students who are born later in the year, especially the more timid/shy/clingy students, they benefit from that extra year in Jr. K or PEPP (as it called here in San Diego). Just gives them a chance to academically and socially mature a little more before having to deal with the higher social and academic pressures of FT kindergarten. She opted to send her two oldes through PEPP. Her daughter is very shy and is born in Oct. Her son is a highly emotional (very easy to cry), small is stature for his age, and slightly behind academically compared to other kids entering Kinder at the same age, and his birthday is mid Sept. Her daughter is now in 1st grade and flourishing academically. Socially she still has problems with kids trying to bully her, but she has grown a lot socially in the last year. Her son is still emotionally a bit immature, and a tad bit behind academically, but doing well in PEPP. But FYI: She is going to try homeschooling them through Classical Academy next year because she is not totally happy with all the academic and social issues that her kids are going through.
If you have any questions about homeschooling, feel free to PM me. Good luck with your decision. Any choice you make will be the right one for your son. And if you try Kinder out at first and it doesn't work after a month or so, you can always move him back to Jr. K. If you try homeschooling and it isn't a good fit for your family, you can always put him back in regular school. And if regular school doesn't work for you, you can always start homeschooling him...at any point in the year...that's how flexible homeschooling can be :).
I was in your same position this time last year...trying to figure out what would be best for my son and my family as a whole. I know a few families who fully homeschool one kid, send one kid to the charter school and one kid goes to regular school. These parents are doing what they feel is best for each child.