As I said in our private correspondence, this is a perfectly legitimate question and received in precisely the good spirit and good taste with which it was posted.
A bit of background first. Generalizations are always somewhat tricky but I think it fair to realize that within Israel there are two general categories – those who speak of the "occupied territories" and those who speak of "Judea and Samaria", the first by the use of that term defining themselves as politically to the left, the second to the right.
As part of that, there is to many a major distinction between the Golan Height and others of the territories. The Golan Heights poses an interesting geo-political controversy because before the 1967 war its "ownership" was never fully defined by any international body, only Syria claiming it as part of their land. It may well be that the Golan will have to "return" to Syria in order for a possible peace to be reached but the vast majority of the Israeli citizens living on the Golan (many for three generations now) will give up that land in the hope of peace. The large population of Druze living on the Golan are frankly torn between wanting to stay "part of Israel" or of returning to Syria. Giving up the Golan will be sad for for many others but it is a price that may have to be paid in that hope. On the other hand, those in (choose one) Judea and Samaria/The West Bank/The Occupied Territories, settled there for idealistic and religious reasons and, as we have seen in other cases will not give up easily and may even offer armed resistance to the Israeli army if called on to leave. Not all, but many.
To the wine issues. Indeed, the very best winery in the country (The Golan Heights Winery) is located on the Golan as are several excellent medium-sized and boutique wineries (including among those Chateau Golan, Pelter, Assaf, Bazelet haGolan, Odem Mountain, etc). I think that even the most left oriented people in Israel do not consider the Golan as "occupied territory" and purchase these wines with no moral compunctions whatever. As to percentage of wines produced on the Golan, I would estimate about 15% of Israel's total production. Interestingly, because of the soil, various micro-climates (call that terroir if you will), and talent pool, many of the wines produced on the Golan Heights are among the best in the country.
As to the other areas in question, indeed wine production there has blossomed in recent years with one medium-sized winery (Hevron Heights Winery) and at least twenty boutique-artisanal wineries, those wines ranging in quality from excellent to poor. Despite the number of wineries, however, production in those territories accounts for less than 0.5% of the total production of wines that might be considered "Israeli".
As to consumers – within Israel, no-one that I know (but I am sure there are a few) has any moral objections to buying wines that come from the Golan but a large number do have a problem and will not purchase wines produced in "the occupied territories". On the other hand, others perceive those territories as part of the "Biblical land of Israel" and buy those wines with pride. Abroad, although several countries have banned importation of wines from those territories (including in two cases even from the Golan), others have largely Jewish audiences that diligently hunt out these wines.
As for me as a professional critic - in my annual Rogov's Guide to Israeli Wines, wines are included regardless of whether from "Israel proper" (that is to say, the pre-1967 borders) or "greater Israel". In my book I do mention more or less precisely where every winery is located, that allowing the reader/potential consumer to make his/her own decisions as to what purchases they might consider moral or otherwise. Considering that I write about wine and not politics, I think that is about as far as I can go (one does, after all, have to have a certain level of faith in the intelligence of one's reading audience). I also think it only reasonable to write about all wines that are, shall we say "made by Israelis either in Israel or its contingent areas" as those wines are of interest to my readers. My safeguard in writing about these wines and not letting any possible political bias is that I taste these wines blind, always matched by wines from other regions within Israel and abroad.
As to personal policies, as has been discussed on my old forum, I will not travel to what I consider the occupied territories until there is an independent Palestinian state and my invitation comes from a Palestinian citizen. That poses no problem for me, as I gladly meet winemakers and winery representatives in Tel Aviv or Jerusalem both to do tastings and to break bread, and I do obtain all of those wines for blind tasting purposes. If the truth be told, as good as some of these wines may be (and I obviously exclude the Golan for reasons given earlier), I will not purchase them for my personal drinking.
As I have also said, some of our members will disagree with me – even very strongly - on these issues. I hope they know me well enough to know that their own reactions, no matter how far from mine they may be, will be most welcome additions to this thread. These issues do arouse strong emotions. As always, all that I ask is that our reactions be based on reason and posted in a civil tone. Please note, Alex, that your own reactions to what I have said here are also most highly invited.