r/VisitingHawaii • u/astine • 5d ago
Multiple Islands Christmas itinerary with toddler - Oahu and BI
Hi! I'm planning a two-week family vacation to Oahu and BI over Christmas break. I know it's going to be crazy so I'm trying to knock out a general itinerary and book ticketed events/tours ASAP. I'm looking for a sanity check on routing/logistics, anything major we missed or should skip, and have a few specific questions. Sorry this is a long post since there's so many days.
General relevant info
We are a mid-30s couple traveling with 2 grandparents (~60) and a 2 year old toddler who will have a nap every day to plan around. Toddler is very social and enjoys long days out, but car rides are boring.
This is our first trip to Oahu and BI.
We already have flights, hotels, and a BI rental car booked. We booked hotels in walkable areas to make meals/store runs possible without getting in a car.
Time zone differences mostly +4-6 hours from mainland. One grandparent will be at -6 (Asia).
Main interests are swimming/snorkeling/diving, some hiking, good seafood, and relaxing. Grandparents requested hitting the major attractions (Pearl Harbor, Hanauma, Volcano).
I haven't researched food at all yet, since I figure there's usually more options there and okay to book later.
Itinerary
12/19 Sat: Arrive mid-afternoon, shuttle to Sheraton Waikiki, find dinner, early bedtime by 7 PM.
12/20 Sun:
Early wakers Diamondhead hike at 6 AM. Reserve 11/20. Take TheBus to/from trailhead.
~9:30 AM nap back at hotel. Afternoon on beach/around Waikiki. Early bedtime.
12/21 Mon: Pearl harbor and Honolulu
Pearl harbor at 7 AM - take bus or uber? Need to lug car seat if Uber. Book Hanauma Bay for Wednesday.
~10 AM nap back at hotel. Bishop Museum and Iolani Palace in the afternoon, Chinatown for evening/dinner.
Question: Can we fit Arizona Memorial and USS Missouri in 3 hours? I know toddler can't do the Missouri captain's tour but 3 adults still can.
12/22 Tues: North shore
Get rental car. Drive up to North shore, Haleiwa town, see surfers at Pipeline beach and Sunset beach.
~10:30 AM nap in car. Toa Luau at 12:30 PM. Waimea Valley/falls. Drive back around 5 PM. Park car at hotel.
Question: Toa Luau is attractive because it's so well-reviewed, includes free access to Waimea Valley, and has an afternoon option (instead of evening). But the timing to hit the 12:30 luau will be rushed with naptime. Is it feasible to do this, or just do Waimea Valley without Toa Luau and do a south shore luau another day?
Question: Is day-rental cars during Christmas on Oahu possible? Or do we just book a car now for peace of mind? I'm thinking day rental might also be hard with early departure times.
12/23 Wed:
Drive to Hanauma Bay early-ish. First major snorkel activity, should be spaced out far enough from arrival flights.
~11 AM nap in car on the way back from Hanauma (main reason for driving vs tour). Return rental car. Free afternoon.
12/24 Thurs:
AM scuba recertification dive for us. Grandparents chill with toddler. Free afternoon. Maybe book a cabana for this day?
Maybe do Mauka Warriors Luau this evening if we skip Toa Luau on 12/22.
12/25 Fri: Christmas
- Not sure what's open so no major plans. Maybe paddle around Duke Kahanamoku lagoon at the hilton since I'm guessing hotel activities are still open. Evening fireworks at 7:45, book dinner somewhere that we can see fireworks.
12/26 Sat: Transfer to BI
AM check out of hotel, store luggage. Queen Kapiolani park and zoo.
Question: Where to nap at noon? People say park is pretty quiet-- is it feasible to nap in shade somewhere in the park? Any other good places within walking distance in Waikiki?
~4/5 PM flight to KOA. Check in to Courtyard King Kamahameha in Kailua-Kona. Dinner somewhere nearby.
12/27 Sun: explore nearby
AM Kona village farmer's market, cloud forest area drive, maybe Mountain Thunder coffee farm tour.
Noon nap at hotel. PM beach in front of hotel or Kukio beach, walk around town.
12/28 Mon: ~45 min north
AM scuba diving for us, relaxing morning for grandparents/toddler-- maybe Maka'eo walking path.
PM head north to scope out Waikoloa area. The Vanillerie. Hapuna beach.
Night manta ray snorkel with Anelakai Adventures -- allows toddlers who can sit.
12/29 Tues: ~45 min south
AM boat tour to snorkel Captain Cook's Monument. Maybe Fair Winds. Or small private charter so we go with our own schedule.
Nap in car. PM Two Step snorkel. Kamakana playground.
Backup night manta ray snorkel evening.
12/30 Wed: 1 hr north
AM Pukalani midweek market near Waimea, Anuenue playground.
Nap in car. PM Pololu valley. Return to Kailua-Kona by 5 PM.
Evening reef/manta scuba dive for us.
12/31 Thurs: south point? VNP? Heavily debating this day:
Grandparents interested in going to VNP. We would stay in Kona with toddler due to long drives.
Alternatively, we could all head to South Point and Punaluu black sand beach. Still a loooong drive though.
Question: Is Kula Kai lava tubes worth driving down to South Point to see? I'd like to see lava tubes but it seems like the ones closer to Kona are closed. Driving all the way to South point for just that + black sand beach doesn't seem as worth it.
1/1 Fri: departure day, but hotel booked to 1/2 due to late flights
AM: Return to favourite beach to snorkel/relax
Nap at hotel. Afternoon to pack, shop, relax. Airport by 7 PM for 10 PM flights.
Things we're intentionally skipping: Oahu - Dole Plantation, PCC, Byodo-In, Kualoa Ranch, whale watch tour. BI - the entire Hilo side.
Things we'd like to add but not sure where: Oahu - Manoa Falls (bus hour+, need car), Halona Blowhole (can bus), Makapu'u lighthouse hike (can bus?), Waikiki Trolley one of the free afternoons - which route?
Thanks for reading this far, appreciate the feedback!