First off the google map placements are hand drawn, suggested and detailed by volunteers and moderated by people from all over the world.
Having said that, the Japanese you refer to is actually for the Radisson.
That structure is actually the Curacao tower of the Holiday Inn.
Can you walk from the Surf Club to Holiday Inn yes. Can you do it with a stroller? 99% of the way. Unless there is a short cut I did not see, on my recent trip there was no way to way the concrete "boardwalk" entirely past the Holiday Inn on towards MoomBa and the Surf Club.
The walkway from Surf club goes around Hadicarri, and into Moombas Parking lot you can then cut through the parking lot of moombas onto the holiday inn property it brings you by the old half of the holiday inn that is closed now, so you come out behind tony romas(or infront depending how your looking at it) and infront of the new part of the holiday inn and YES you should be able to do a strolller... Thats the way we walked to all the shops and restaurants in front of the hotels while staying at the surf club to walk on the sand was a pain for me...because you have to walk the beach till you get to holiday inn where the boardwalk starts......