Outbound Collective logo

Kailua, Hawaii

Top Spots in and near Kailua

  • Honolulu, Hawaii

    Koko Crater Arch via Halona Blowhole Lookout

    4.5
    0.92 mi / 371 ft gain
    Park at the Halona Blowhole lookout and carefully cross the highway.. Walk west, towards Hawai'i Kai, and in a hundred feet or so you will pass mile marker 15, the trail starts on the rocks just past this marker. Carefully make your way up the rocky hill and onto the ridge, here you will find a t...
    Read more
  • Honolulu, Hawaii

    Halona Cove

    5.0
    When driving along the Kalonianaole Highway, traveling towards east from Hawai'i Kai, keep an eye out for the Hanola Blowhole lookout... Park at the lookout and walk out towards the highway. It is here, next to the entrance, that you will find a trail heading down into the cove. From the road it ...
    Read more
  • Honolulu County, Hawaii

    Mokoli‘i

    5.0
    0.23 mi / 13 ft gain
    Mokoli‘i is an island located off the coast of Kualoa Regional Park. You can swim, kayak, or SUP to the island. When it’s low tide, you’re actually able to walk out there, but be mindful of the tides, because the current picks up on higher tides, which makes the route back more difficult. If you ...
    Read more
  • Honolulu, Hawaii

    Snorkel at Hanauma Bay

    4.3
    With a high fish populations, calm shallow water, and white sand, Hanauma Bay is the perfect snorkeling destination on Oahu. Large reefs teeming with marine life are located a short swim from shore. The water is calm, and the bay is protected from waves, making it a great spot for beginners and a...
    Read more
  • Honolulu, Hawaii

    Foster Botanical Garden

    4.5
    0.69 mi / 98 ft gain
    Foster Botanical Garden is a loop trail that is used for walking and nature trips located near Honolulu, Oahu, Hawaii.
    Read more
  • Kahaluu, Hawaii

    Photograph Mokoli‘i from Kualoa Regional Park

    4.5
    Looking for a good photo opportunity while on Oahu? Mokoli‘i is one of the best you can find. Not only is it a scenic and unique view, but you can also have some fun with perspective. Located only 20 miles from Honolulu, hop on H1 W for about 2 miles before turning onto HI-63 N for 7 miles. Then...
    Read more
  • Honolulu, Hawaii

    Cliff Jump at China Walls

    5.0
    I was told about this spot by a friend who lived there for a little, and it turned out to be amazing. The waves break and crash right against the wall where you can catch a wave or just jump right in. No long beach to walk on, few people, and amazing blue water.Head towards Koko Kai Mini Beach Pa...
    Read more
  • Honolulu, Hawaii

    Spitting Cave

    0.27 mi / 161 ft gain
    Spitting Cave is a short loop trail located in Eastern Honolulu, Hawaii near Hanauma Bay. The trail is a little steep and rocky, sturdy shoes are recommended. This is a great location to see the sunset if you'r e near Hawaii Kai during the right time of day. 
    Read more
  • Kaneohe, Hawaii

    Relax on Secret Island

    5.0
    Secret Island is on the East side of Oahu.  It's located near the town of Kailua.  It's a great place to have a beach day and avoid the crowds of Waikiki.  The water is super calm and the background makes you feel like you are in a Jurassic park movie, which filmed just up the road.  You can get ...
    Read more
  • Honolulu, Hawaii

    Picnic at Ala Moana Beach Park

    4.0
    This is a beautiful park with palm trees, banyans, and many picnic tables.  It's a perfect place to find some shade post-beach or to enjoy a delicious poke bowl. It is located next to Ala Moana beach and has a jogging path that runs past the park and to the beach. There is ample parking, but some...
    Read more
  • Honolulu, Hawaii

    Surf the Reefs at Ala Moana Beach Park

    4.3
    Ala Moana Beach Park is a popular spot for many locals to spend the day and relax.  There are several different reefs to surf at Ala Moana Beach Park and the paddle out is quite a distance. However, you will be rewarded with fun waves, regardless of which peak you choose.  The best time to surf i...
    Read more
  • Honolulu, Hawaii

    Paddleboarding Kahanamoku Beach

    5.0
    Whether you're a paddle boarding enthusiast or it's your first time, this spot is perfect! The waves are nice and calm allowing for a relaxing time. This area is away from the main part of Waikiki so you'll still get the beautiful view of Diamond Head without the large crowd of people. You'll als...
    Read more
  • 4204 Diamond Head Road, Hawaii

    Hike to Diamond Head Overlook

    4.0
    1.6 mi / 500 ft gain
    You will start your hike at the bottom of the volcano. The cost to get into the park is 5$ per vehicle or 1$ for a walk-in or taxi. The cost of the park is absolutely worth it. On the way up the mountain you will start on a wide paved path that starts out relatively flat but gets steeper on the w...
    Read more
  • Honolulu, Hawaii

    Bodysurfing Point Panic

    5.0
    Have you seen Come Hell or Highwater? No? You should and then you should head to Point Panic on the South Shore to see some of bodysurfing's best showing off. If you're a good swimmer with a fair amount of bodysurfing experience, grab your fins and head out for a few. Make sure you're respectful ...
    Read more
  • Honolulu, Hawaii

    Diamond Head Beach Park

    4.0
    Diamond head has a couple of good breaks close to town if you're looking to get away from the crowds at Waikiki Beach. There are easy trails down to the beach and channels to paddle out in - the paddle is a little long, so mentally prepare yourself. The two main breaks are Cliffs and Lighthouse. ...
    Read more
  • Pearl City, Hawaii

    Hike to Waimano Falls

    5.0
    2.8 mi / 770 ft gain
    This is a fun hike in central Oahu that leads to multiple water falls! Bring some shoes that you don't care about because the trail is muddy and you will definitely get dirty. There is also a cliff diving spot at one of the falls. This hike is just one trail located in the Ewa Forest Preserve. Th...
    Read more