Hey everyone. We will be visiting for a week at the end of May. Staying near Waikiki beach and have a rental car. Some of the days we want to explore the island and check out some places of interest. At a minimum we want to visit the north shore area, Pearl Harbor, and Diamond Head. We are two active, in-shape 40 somethings, and are OK with walking/short hiking a decent distance if need be.
A former co-worker said if I ever get to Oahu to check out Waimea Bay. For the north shore area, we'd like to relax on a beach for a while, but also check out some towns for shopping and grabbing something to eat. Considering Waimea Bay and Haleiwa for shopping and grabbing some food. Looking for parking suggestions and how thoughts on how early we should leave to get to the area. Any places on the way back to checkout (short hikes with a view, waterfalls, etc.)?
Will be booking USS Arizona Memorial tickets soon. Also considering Battleship Missouri and the USS Bowfin. Any suggestions on times to get tickets, when to leave, etc.?
Planning on getting tickets for the 10AM to 12PM slot at Diamond Head, not sure if there is anything that would go good with this day after the visit is over.
We also enjoy botanical gardens, small museums, light houses, short hikes (especially with scenic views or maybe a waterfall or two). Dole Plantation looks neat but not sure if we will have the time.
Thanks for any information, suggestions, tips, etc.
You're visiting Oahu with the perfect mindset — active, curious, and ready to see the highlights while still enjoying the island's slower moments. Below is a detailed breakdown to help you plan your North Shore day, Pearl Harbor visit, and Diamond Head hike, plus ideas for gardens, museums, lighthouses, and short scenic hikes.
Since you're staying in Waikiki and have a rental car, you'll have flexibility, but timing matters a lot on Oahu. Traffic and parking availability change your day significantly, so recommendations below focus on how to flow your days comfortably and efficiently.
Below is a structured, detailed guide to each major section of your trip.
1. NORTH SHORE DAY (Waimea Bay + Haleiwa + short hikes)
The North Shore is best visited early to avoid traffic and secure parking. Waimea Bay is absolutely worth visiting — huge in winter for surf, calm and swimmable in late spring and summer with that iconic rock jump (if the water is calm).
Haleiwa Town
A great place for shops, local art, surf stores, coffee, and food trucks. After your beach time, arrive late morning or early afternoon.
Short hikes / scenic stops on the way back:
Beautiful easy walk through botanical gardens to a swimmable waterfall. Takes ~1.5–2 hours.
Overlooks Pipeline and Sunset Beach. Good views, shaded at times.
No real hike, but stunning overlook of Waimea Bay and valley.
One of the most scenic gardens in Hawaii. Drive-through is easy; short walks available.
This makes for a very full but well-balanced North Shore day.
2. PEARL HARBOR (USS Arizona + optional Missouri + Bowfin)
You’re smart to book your USS Arizona tickets early. Time matters depending on what other attractions you’re pairing with it.
When to go:
Best sequence:
Time estimates:
Doing all three in one day is entirely realistic for active travelers.
3. DIAMOND HEAD (10AM–12PM reservation)
Diamond Head is a great hike — moderate, steady incline, well-maintained, and incredible summit views.
Time needed: Typically 1.5–2 hours total.
What pairs well with Diamond Head afterward:
A great short scenic hike with paved path and ocean views, about 25 minutes from Diamond Head.
A quick stop for views if you’re in the area.
A beautiful and peaceful cultural site that pairs well with a half-day schedule.
4. BOTANICAL GARDENS & LIGHTHOUSES (beyond Diamond Head)
Oahu has several excellent gardens and lighthouse hikes that fit your interests perfectly.
Huge, dramatic Ko‘olau cliffs, easy walking, peaceful. Best for scenery.
Closer to Waikiki; historic, smaller but very manageable.
Jungle-like, lots of shade, short walks and longer hikes, great pairing with Manoa Falls.
Paved, moderate incline, 1–1.5 hours round trip with whale-watching views in season.
5. WATERFALLS & SHORT HIKES
You have several great options that fit your activity level:
Short (1.7 miles round trip), muddy at times, but lush and scenic. Pairs well with Lyon Arboretum.
Easy garden walk to swimming waterfall.
Shorter but requires paying close attention to trail markings.
6. DOLE PLANTATION — worth it?
Dole Plantation is more of a family-friendly attraction than a must-see. If you enjoy pineapple treats and touristy attractions, it’s fun for a short visit. But given your interests (gardens, hiking, scenery), you might prefer:
These offer deeper and more beautiful experiences.
7. SAMPLE ITINERARY IDEAS FOR YOUR TRIP
You have plenty of time to enjoy all your main goals — North Shore, Pearl Harbor, Diamond Head — and still add several gardens, hikes, and scenic spots. The key is leaving early for any major attraction and grouping activities by geography.