My Insight is a 2000, and it's probably not my first recommendation, but it's the perfect car for me. Some points to know about them:
-They're 2 seaters.
-The automatic transmissions are garbage. Most made were manuals, which are bulletproof and get much better mileage.
-Most will be on their 2nd battery now, the first of which were likely replaced for free by Honda. Unlike other hybrids, the original Insight drives perfectly well with a failed or removed hybrid battery. Acceleration is significantly reduced and it's not as fun a car to drive but it won't ever leave you stranded.
-It's old enough that nearly all of the electronics are analog - the hybrid system is controlled by variable voltages and PWM signals, rather than CANBUS, so you can troubleshoot with a voltmeter if anything ever does go wrong.
-it's made entirely of aluminum, so it won't rust out. Only brake and clutch lines, and exhaust, are affected by salt.
-There are a handful of small issues that consistently happen to all of them: The driver window switch fails, but there's a 3d printed version which fixes the design flaw and costs around $2. The electric trunk button quits, due to a common very slow water leak above the passenger door causing corrosion on a connector, which is easily accessed. Solution is to clean the connector and seal the deal with a bead of caulk. Stuff like that.
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Below $8000, for most friends and family I recommend a Prius or Honda Fit. Both are bulletproof. The Fit is bigger on the inside than outside, fun to drive, crazy reliable, and parts are cheap as dirt.. Taxi companies often use Priuses, if that says anything about their cost effectiveness. There are some articles out there talking about 600,000 mile Priuses which still run great.
If you want a plug-in, the Chevy Volt is a great choice. Their batteries have proven to last. Many with more than 200k miles report zero measurable battery degradation, and they can go 35-50 miles on a charge before switching to gasoline, at which point they're good for about 40mpg. They also have very useful hatches. You might also look at the C-Max and Fusion, though their long term reliability is less known to me.