64"
25'
300"
6'
72"
6'
72"
30' 4"
364"
2'
24"
29' 1"
349"
12' 6"
150"
14'  over all, with dble end joists.
new deck projection from house.
New deck section 1
New deck section 2
15' 2"
182"
section 2 of deck would have a little less slope then section 1. We would make it start at same height with existing deck and slope to corner and pick up ledger for section 1. One small T seam at corner, this would be the case regardless of vinyl usage.
David, after a lot of thought, it seems we could make the deck start at same height as existing deck then slope to corner and start our ledger from here across the back.
We don't need to tie perfectly into the rim joist below the living room floor. We can use the studs to anchor the ledger, this would be a better transition from the existing deck, especially if you decide to enlarge that one at some time in the future.

With these deck dimension we would have almost no vinyl waste, the 3' off cut from the big deck section can be used for the walk way deck, there would be one seam in the middle of that deck running long ways (north to south)
Section one would have 2 deck seams running east to west, and 1 short one at the corner.
Vinyl 1
Vinyl 2
Vinyl 3
Vinyl 4
Vinyl 5
Vinyl seams
Vinyl seams
Vinyl needed = 3@ 33'x6'  594 sq ft
64"
25'
300"
6'
72"
6'
72"
30' 4"
364"
2'
24"
12' 6"
150"
Slope
New deck section 1
New deck section 2
15' 2"
182"
Railing detail:
East side facing water, seaview railing system, no top and bottom rail, 10mm tempered glass. 42" tall
West side 6' privacy wall, South side 6' privacy wall for 18' west to east then step down to 4' for remainder.

Note: David the step down would put the wall low in front of the hot tub area, may want to carry it 6' the whole way?
Sea view system
Dble joists from east end to chimney to accomodate hotub.
Slope
triple joist/beam hanger
Note: David on a nice new deck like this I will counter sink the vinyl seams for you, it's really a nice touch.
Gutter drop needed  here
David, after thinking about the privacy walls, I came up with this idea, much easier, more cost effective, and zero maintenance.  I just need to run the posts and a few horizontal treated lumber and attach metal siding /roofing material.

It comes in many colors and styles.
Building  pony walls on the deck and hoping they never get water penetration is not the smart way to go here I think.

These panels need no top caps or special framing, and they would be very hard to climb over because of the thin metal edge on top. Mount them vertical so they would match your siding pattern.