Big Island Memory Making: Mapping it Out
Here's the 'Table of Contents' for this Substack
Aloha!
Our publishing cadence will be once a week on Mondays.
We’ve laid out a high level ‘Table of Contents’ for the Substack. Check it out here. We’d love any feedback!
Part I: Why Choose a Multi-Family VRBO vacation in Waikoloa
Why multi-family trips make legendary memories
Why VRBO > hotel or timeshare
Why Hawaii (vs. Caribbean, Tahiti, SE Asia)
Why the Big Island (vs. Oahu, Maui, Kauai, Lanai)
Why Waikoloa/North Kohala (vs. Kona, Hilo, Waimea, Volcano)
Part II: Designing Your Trip
Who to invite (kids, teens, grandparents, friends)
The perfect VRBO: bedrooms, bathrooms, pools, kitchens
Best VRBO areas in Waikoloa/North Kohala (Hilton, Ainamalu, Kamilo, Kulalani)
Airline awareness: mainland & inter-island (Southwest vs. Hawaiian)
Timing your trip (high vs. low season, whales, mangoes)
Memory making adventures
Memory making
beaches
Memory making photos
Memory making meals
Memory making rest
Part III: Enjoying Your Trip
Making jam out of jet lag
Mauna Kea adventures
Volcano visits
Roadtrips to Waimea, Waipio Valley, Waterfalls
Hilo half day trip
Around the island
Hapuna Beach how to
Hapuna Beach parking hack
Black Sand Beach 49 (and how to find it)
Mauna Lani beach club
Swim with Dolphins
Manta ray magic
Sun safety: rash guards
Coffee culture (Kona vs. Hamakua vs. Ka’u)
Costco run: first stop after landing
Grocery store guide (Costco, Island Gourmet, Foodland, KTA)
Farmers markets (Waimea, Kona, Hilo)
First meal magic: what to eat post-flight
Merriman’s
Four Seasons Hualalai
Kohala Burger and Taco
Poke paradise
L&L party platters
Different desserts like Pudgee Panda
Smash Burger
Ototo (pop up)
Private chef experience (Chef Chris Galindo)
In-home massages and rejuvenation
Professional photographer/family portraits
Part IV: Coming Back and Creating Vacation Capital
Why we keep coming back
Hawaii Prep Academy summer programs
When a timeshare actually makes sense
Buying a Big Island rental property (pros & cons)
Living part-time on the Big Island (home & relationship logistics)
Turning vacation expense into an appreciating, income producing asset
We’d love any comments you have! We will use those to prioritize and edit.



