The Top 20 Attractions around Kailua
There are plenty of places to see and visit around Kailua. Whether you love hiking or cycling, Kailua is a region where 20
hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.
hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.
Last updated: November 13, 2025
Koko Head Stairs
Highlight • Trail
Koko Head Stairs includes over 1,000 steps before you finally reach the top of Koko Crater. While climbing the stairs of the abandoned railway, you will gain about 880 feet …
Tip by
Manoa Cliff Trail
Highlight (Segment) • Trail
Manoa Cliff Trail leads from its trailhead along Round Top Drive, up to the intersection where the trail meets Pauoa Flats Trail and Puʻuʻohiʻa Trail. Here you can decide to …
Tip by
Sign up now to discover places like this
Get recommendations on the best single tracks, peaks, & plenty of other exciting outdoor places.
Sign up for free
Rope Scramble on Olomana Trail
Highlight • Climb
Attempt with caution, this area is considered highly challenging and suitable only for experienced hikers and those comfortable and confident scrambling with ropes. This popular trail features stunning views, but …
Tip by
Makapuʻu Lighthouse Trail
Highlight (Segment) • Trail
The Makapuʻu Lighthouse Trail is one of the most famous and popular trails on Oʻahu. Along the paved trail, you will experience amazing views of the coastline and Makapuʻu Beach and see interesting places like the old military pillboxes.
Tip by
Kailua Beach Park
Highlight • Beach
A tip from locals: If you want to escape the hustle and bustle of Waikiki, drive across the ridge to the other side of Oahu. The beach of Kailua is …
Translated by Google •
Tip by
Koko Crater Railway Trail
Highlight • Trail
This section of the climb is flat but holds another challenge. The bridge crosses a 40 feet drop, so if you're afraid of height, you better take the bypass that was created for those who want to avoid the bridge.
Tip by
Mount Olympus Summit
Highlight • Summit
With an elevation of more than 2,500 feet, Mount Olympus is one of the highest peaks on Oʻahu. The hike to the summit if very popular, so you probably won't …
Tip by
Hawaiʻi Nature Center
Highlight • Rest Area
The Hawaiʻi Nature Center is located in the north of Makiki and serves as the trailhead for various Makiki Valley trails. The Nature Center teaches about Hawaiʻi's environment and rises awareness for a responsible interaction with nature.
Tip by
Makapu'u Lighthouse Parking and Trailhead
Highlight • Parking
Free parking can be very busy on weekends, parking along the main street is not a problem.
Translated by Google •
Tip by
Makiki Valley Trail
Highlight (Segment) • Trail
Makiki Valley Trail is a relatively short trail in the valley of the same name, that leads through dense forest. You will be hiking along beautiful ferns and through tree …
Tip by
Ka'au Crater Trail
Highlight (Segment) • Trail
Attention: Here it is VERY slippery when wet
Translated by Google •
Tip by
Sign up for free to discover even more attractions around Kailua.
Sign up for free
Already have an account?
Most popular attractions around Kailua
Get inspired with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures around London and beyond.
Explore more
Still not found the Highlight you’re looking for? See guides of the top attractions in other regions:
East HonoluluUrban HonoluluWaimanaloWaimanalo BeachMaunawiliKaneoheHeeiaHalawaKaneohe BaseHickam HousingAhuimanuRound Top Forest ReserveKahaluuAieaWaimaluPearl CityWaiahole-WaikanePupukeaKawela BayHaleiwaMokuleiaWaialuaKahukuMakahaMakaha ValleyLaieWaipioWaipahuWaianaeWaikeleMailiMililani TownMililani MaukaNanakuliPunaluuHauulaWaipio AcresKaaawaSchofield BarracksKaena Point State Park - Keawaula SectionEwa GentryEwa BeachMakakiloKoko Head Regional ParkIroquois PointWahiawaOcean PointeRoyal KuniaKo OlinaEast KapoleiDiamond Head State MonumentHelemanoWhitmore VillageEwa VillagesWheeler AfbWest Loch EstateKalaeloaKapolei
Get ready to conquer new peaks
Sign up for Free