Small Trailer Towing
Hi genghis and welcome to the forum. I read your posts at the Honda Pilot forum and was the one who recommended you look at a 4Runner.
I heavily compared the 4Runner and Pilot when I was in the market back in 04. (A search on either foums, especially the Pilot forum goes through my experiences and observations). Needless to say, I went with the 4Runner and never had one regret. We tow a hardsided A-frame camper with our vehicle it pulls it like it isn't even there. My Chalet only weighs about 2700# loaded but it does have a tongue weight of 500# ( ouch, over the recommended 10 - 15%!
Aside from the heavy tongue weight (which is in excess of the 350# I believe the Pilolt specs), either a Pilot or 4Runner should be able to pull this weight. The 3500# limit of the Pilot sounds good until you start adding payload and occupants and then, of course, the capacity decreases rapidly.
While a 2000# trailer isn't much of a load, I personelly was concerend about the Pilot's tranny. Honda has been having transmission problesm with it's 5 spedd units across the Honda and Acura lines for the passed few years. I owned an Acoord in the past and while generally a very reliable vehicle, I did have to replace the transmisison at 60,000 miles. You would have to install tranny and power steering coolers (in order not to void the warranty) on the Pilot as well as a hitch receiver. These are standard on the 4Runner as well as the 7-pin connection and electric brake hook-ups (unless Toyota changes this in '06). Being a body-on-frame RWD based vehicle, the 4Runner would make a better tow vehicle than a unibody FWD based Pilot - regardless of AWD, 4WD, etc. Also, IMHO (as a consumer and supplier to both Toyota and Honda), Toyota in general are better built than Hondas and the 4Runner in particular is a better built vehicle than the Pilot. Nothing against the Pilot (which I would choose over countless other crossover SUVS), but the 4Runner is a tighter, more solid vehicle. Not as many issues with rattling, road noise and sagging, cracking leather seats!
I agree that a longer wheel based vehicle is always a better tow vehicle for longer trailers, but this is a moot point with a small 5' x 8' trailer. Our Chalet is 18 1/2' and we have no problems with our 4Runner. Now if I was pulling a 25'+ trailer, than a longer WB SUV or HD pickup would be my preference. The 4Runner is a great vehicle and the V8 models even have greater towing capacities than the larger Sequoia and Landcrusiers!
Either the 6 or 8 cylinder 4Runners would suffice for your small trailer. Many opt for the V8 since the cost and fuel mileage penalties are relatively small.
I think the Tahoe is overkill for your needs and IMO the decresed fuel mileage and reliability issues outweigh any possible advantages. The Envoy/Trailblazer mid-size SUVs are more appropriate to compare to the 4Runner. Although having driven both, I would also take the Tahoe/Yukon over these other offerings (more secure handling and "feel").
Get out to the dealers and test drive any and all of the vehicles you are interested in. While you won't be towing during a test drive, you may be surprised as to your observations.