The Easy Way to Do Maui and Lanai With Kids and Grandparents
A quiet beach moment from our Hawaii trip. Photo supplied by the author.
Two Hawaiian islands can look like one simple beach vacation. The transfers take planning. Our family of five paired Lanai with a long stay in Wailea, leaving room for slow mornings and time together.
Sleep near Maui’s airport first, spend four nights on Lanai, then return to Wailea. Plan one outing a day. Confirm every traveler’s room occupancy, flight assistance and transfer needs before booking.
What Most Families Miss
A resort’s accessible-room label does not describe every bathroom or route. Ask Grand Wailea or Four Seasons Maui about the exact shower, walking distances and pool access you need.
Maui County requires mineral sunscreen unless prescribed otherwise. Check active ingredients for zinc oxide or titanium dioxide. NOAA recommends staying at least 10 feet from sea turtles, on land and in water.
The Flight and Drive Itinerary

Illustrated route based on our trip notes. Scenic artwork is schematic, not for navigation; flight connections are not shown.
Follow our hotel sequence, with these optional outings adapted to your family’s energy.
|
Dates |
An easy pace |
|---|---|
|
Mar 31 |
Arrive at OGG. Rest at Courtyard Maui Kahului Airport. |
|
Apr 1 to 4 |
Fly to Lanai April 1. Stay four nights; alternate short beach visits with resort time. |
|
Apr 5 to 8 |
Fly back to Maui; drive to Grand Wailea. Choose one pool or beach session daily. |
|
Apr 9 to 13 |
Move to Four Seasons Maui. Consider Maui Ocean Center one afternoon; keep other days flexible. |
|
Apr 14 to 15 |
Drive to OGG April 14 and fly home. Arrival is April 15, Wednesday. |
Goldie’s Table of Travel Products
Choose what your family needs. Check current labels, sizing and compatibility; baby supplies are optional.
|
Product |
Why it helps or what to check |
Where to learn more |
|---|---|---|
|
First Alert smoke and CO detector |
Optional extra alarm; confirm travel suitability. |
|
|
Apple AirTag and protective holder |
For belongings, with a compatible iPhone. |
|
|
UPPAbaby single or double stroller |
Rest for little legs; check folded size. |
|
|
LÍLLÉbaby All Seasons carrier |
Hands-free carrying; check child sizing and fit. |
|
|
Vilebrequin adult and kids rashguards |
Covered-skin sun protection; check UPF labels. |
|
|
Insect Shield clothing |
Check garment protection and care labels. |
|
|
Hawaiian Tropic SPF 70 |
Use only if exact formula meets Maui rules. |
|
|
Babyganics mineral SPF 50 |
Check ingredients and age labeling. |
|
|
Baby thermometer |
For illness checks; follow pediatrician guidance. |
|
|
Nasal aspirator and refill filters |
Follow cleaning and use instructions. |
|
|
Folding toddler toilet seat |
Familiar seating for unfamiliar toilets; check fit. |
|
|
Diapers or Pull-Ups |
Pack familiar sizes and spares. |
|
|
Baby wipes |
For diaper changes and messy hands. |
|
|
Swim diapers |
Follow pool rules; change promptly. |
|
|
Child life jacket |
Choose Coast Guard-approved fit; supervise constantly. |
|
|
Nursing cover |
Optional privacy; keep baby visible. |
|
|
Outlet covers |
For exposed outlets; select child-resistant designs. |
|
|
Blue painter’s tape |
For labels; not a childproofing device. |
|
|
Bandages and rolled gauze |
Pack clean first-aid supplies. |
|
|
Mosquito net |
Confirm lodging needs before packing. |
|
|
OFF! DEET repellent |
Follow age limits and label directions. |
|
|
Waterproof phone pouch |
Phone protection; check limits before water use. |
|
|
Maui Jim polarized sunglasses |
Choose a comfortable fit. |
|
|
D-Link water sensor |
Optional; check setup requirements. |
|
|
EPICKA universal adapter |
Usually unnecessary for mainland US devices. |
|
|
USB-A to USB-C cable |
Match your rental car’s charging port. |
|
|
Apple USB-C EarPods |
For compatible USB-C devices. |
|
|
Cellphone plan |
Maps and family calls; confirm Hawaii coverage. |
Bottom Line
Memories are priceless. Choose a pace that lets grandparents and children enjoy being together. You worked hard for this time; leave room to enjoy it.
Disclaimer: GoldieCircle may recommend third-party products and services based on internal evaluation. Such recommendations do not constitute a warranty or guarantee of performance, suitability, or lifespan. All products and services are subject to their respective providers’ terms and conditions. GoldieCircle assumes no liability for any claims or damages arising from the use of any recommended product or service.

💡 Have a question for John? Use “Questions from readers” just above — John usually answers within the hour. Comments here are for sharing with other members (but John reads them too).
Loading comments…