Choosing a DAC is also an exercise in system matching, while picking one with the features you want and need.
Technical factors to consider (that affect price as well)
1) quality of the power supply. (battery > linear PSU > switching PSU)
2) input options - spdif (coax, optical, AES), I2S, USB, FireWire. (quality and quantity)
3) DAC chip implementation (several popular chips, with different ways to use) {"quality" of the sound can be determined here}
4) output stage (tubes, chips, coupling caps v transformers) {"sound" of the Dac easily shaped here}
5) output option - single ended (RCA) balanced (XLR)
Obviously it would be best to hear the DAC first, but if you look at the components in the DAC, you will start to see similarities, especially at the different price points. The new Sabre chips can sound very different depending on setup.USB implementation can also vary from the ubiquitous USB 1.0 (16/44only, but easily recognized in almost all computers) to the XMOS based systems which can be individually programmed by the DAC maker. Some of the DAC chips are almost household names here on HeadFI, and have their own proponents and detractors.
Then you get into NOS (not over sampled) and over sampled DAC. Different sounds, depending on the set up.
Lastly, most of the newer DACs include digital filtering, trying to remove artifacts left over from the D to A converting.
I am currently using the well reqarded Wyred4Sound DAC2, and will be building a tube based AudioNoteKits DAC 4.1over the next couple of months. (I am a slow builder) Other than a quality PSU in each, they are at either end of the technology spectrum, with the DAC2 consisting of some of the newest technology, and the DAC 4.1 having a brute force simplicity of NOS, power supply, and tubed/ transformer output all using some of the highest quality components.
I hope to present some thoughts on the sounds of both this summer.