I went on Redfin just to spot check and if it's just 2-3 ppl, you could find a space for a reasonable price.

I live in the Chicago Metro so $250-500K is normal for anything decent depending on where you want to live. Hawaii is the same. You're paying more for a place closer to 'the action'.

But hell, a spot at the Ritz-Carlton is like a mil.

http://www.ritzcarlton.com/en/residences/waikiki-beach

And if you price that right as a vacation spot, it could pay for itself by the time you want to move there.

And yeah, owning an actual 'house' is pricey but it's in Hawaii and likely 2-15 minutes from a beach.

https://www.redfin.com/HI/Honolulu/910-Kapahulu-Ave-96816/unit-106/home/63764550
^^^2 beds, 1 bath townhouse/condo, 739 sqft, (low end), $350K

https://www.redfin.com/HI/Honolulu/4300-Waialae-Ave-96816/unit-B1205/home/88523676
^^^3 beds, 2 baths, 1368 sqft, (midrange and mid-quality), $650K

https://www.redfin.com/HI/Honolulu/4067-Keanu-St-96816/home/63933179
^^^3 beds, 2.5 baths, 2100sqft, (higher end), $1.4mil

My thing is, I'm not trying to move the whole family there right now unless I stumble upon winning lotto numbers. lol But when we ready to dip, I'll have the plan in order.

Hell, the new crib is 3500 sq ft (which we're renovating dead space to make it closer to 4K sqft) and it came with a basement (unfinished) that I get to put my touch on this spring (total finished space will be about 5500 including the basement). Had a pool and a .8 acre lot. This is in a far south suburb of Chicago. I need that for the 'big fam'. When most of the kids are off to college...won't need it.

If the living space is comfortable to come home to, I'm good. Most of my time will be spent out living and at the beach anyway. lol