The first stop on this tour is a visit to Kapiolani Park where you can have a breakfast picnic before embarking on the long day ahead. If you do, you’ll dine with views of Diamond Head, a dormant volcano in the background. 

Hours: 5am–12am, DAILY

Before we visit Diamond Head, one of Oahu’s most popular hikes, we’ll stop at Diamond Head Lookout to check out views of a popular local surf stop. Take a second to watch the surfers at the beach below. 

Diamond Head is one of Waikiki’s most iconic landmarks. If you’ve seen a picture of Waikiki, you’ve most likely seen Diamond Head in the backdrop. This dormant volcano was formed from a massive eruption thousands of years ago. The crater is now the site of a 1.6-mile, family-friendly hike. Once you reach the summit you’ll get views of Honolulu, and Oahu’s southeastern coast. 

Please note: All non-Hawaii resident visitors to Diamond Head State Monument will be required to purchase both entrance and parking. Parking costs $10 per car and entrance is $5 per person - entrance fee is credit card only. 

Pull over for a quick scenic spot at Koko Head Lookout. Here, you’ll see Koko Head Crater, a dormant volcano that’s now a popular hike for it’s intense incline! 

Formed from a series of volcanic eruptions, Hanauma Bay is now a marine life sanctuary. This historic bay was used by Hawaiian royalty for fishing and recreation. It was aptly named Hanauma, which means curved bay, in Hawaiian.

Now, it’s a popular snorkel spot for its variety of marine life and large coral reef. If you want to snorkel at Hanauma Bay you can rent gear for a fee or pack your own to save. 

UPDATE: You now need reservations to enter Hanauma Bay. You can make reservations here. 

• Hanauma Bay is closed on Mondays and Tuesdays
• Open 6:45AM - 4PM with NO entry after 2 pm
• There is a $3 cash-only parking fee 
• Entry fee is $25 for adults (per person), residents and kids 12 & under are free

Pull over and park to witness waves crash into a volcanic rock formation resulting in a geyser-like eruption of water into the air at Halona Blowhole. 

Sandy’s is famous for its shorebreak, which is when waves break directly onshore. If you stop at Sandy’s, you should skip swimming (it’s one of the most injury-prone beaches on Oahu). Instead, just watch the bodyboarders; daring adventurers that don’t use a board at all -- just fins and their bodies to ride the waves. 

Prepare to see some of the bluest water you’ve ever set your eyes on while walking Makapu’u Point Lighthouse Trail. This hike was formed on the site of an inactive volcano that overlooks the southeast shores of Oahu. On a clear day you can even see Moloka’i and Maui! And, if you’re hiking in the winter, you might see Humpback whales. Makapu’u is considered easy and is paved the entire way. 

COVID-19 Update:
Kaiwi State Scenic Shoreline, including the Makapuʻu Point Lighthouse Trail, is OPEN for day use subject to Covid-19 restrictions and social distancing protocols. Parking & Access Gates will be OPEN DAILY and locked at 6:45 pm.

If you want to skip the hike, head over to Makapu’u Scenic Lookout for a view of the historic lighthouse. The giant lens of the Makapu’u Lighthouse is the largest of its kind and is still in operation today – the lens was even exhibited at the 1893 Chicago World’s Fair. 

Waimanalo Bay or as we locals call it, Sherwood Forest, is one of the best beaches on our tour today, and was recently rated the number one best beach in America. This beach is perfect if you are looking to get away from the crowds and enjoy some quality beach time.

No one knows for sure how Waimanalo Bay got the nickname of Sherwood Forest. It’s said that in the old days locals would steal from tourists like Robin Hood – stealing from the rich and giving to the poor. Hence, the name Sherwood Forest.

The best view of the beach is by following the signs to the camping area to your left. Here there is ample parking and a short walk to the beach. The public restrooms here are surprisingly clean.

At around the halfway mark of the drive today there is a great local style ice cream place that you got to check out called dave’s ice cream. Here you will find tropical  flavors like macadamia nut,  taro, coconut, Kona coffee, mango, and lychee. You name it and they have it. 

Hours: 
10am–9pm, DAILY, TAKE OUT ONLY

UPDATE: Please see link below for Safety and Guidance
https://kailuatownhi.com/covid-19-update

This beach-side town is home to quaint eateries, mom-and-pop shops, and local art galleries. Go for a walk around the town to shop for unique souvenirs from one of the many unique stores before grabbing lunch at a cute cafe or coffee shop! 

Kailua Beach Park was voted the best beach in 2019 by Dr. Beach, Kailua has soft white sand, clear turquoise water, and gentle waves. This makes it perfect for kayaking or stand-up paddle boarding. If you’d like to give either sport a try, you can rent gear in town. Other Kailua pros: there’s free parking, picnic tables, and public restrooms. 

COVID-19 Updates: 

Kailua Beach Park Closures

• Comfort Station (Closed from 10:00 p.m. - 5:00 a.m.)
• Parking Lots (Closed from 10:00 p.m. - 5:00 a.m)

Note: This heiau is currently closed

The Ulupo heiau may have been used for agricultural ceremonies to promote crop fertility and later dedicated to promoting wartime successes.  

Follow the small path to right of the rock platform and you can explore a traditional taro patch. Taro is an important part of Hawaiian culture. It represents the origin of humankind and is used to make poi - a beloved local food. Remember, a heiau is a sacred place for Hawaiians, and must be treated with respect.

At Ho’omaluhia Botanical Garden lush greenery fills this garden oasis while the Koʻolau Mountain Range provides a scenic backdrop. Ho’omaluhia is one of Oahu’s largest gardens at 400-acres. There are a variety of plants from all around the world including, Africa, Polynesia, Sri Lanka, India and of course Hawaii. Ho’omaluhia means “to make a place of peace and tranquility,” and we hope this is exactly what you find here. 

On your way home, stop at the Pali Lookout. You’ll see the spot where King Kamehameha fought to seize the island of Oahu to make form one united Hawaii. While here, you’ll see placards detailing the history of this spot that has sprawling views of Oahu’s Windward side. 

Please note, Pali Lookout has a small parking fee. 

UPDATE:
See COVID 19 updates here: 
http://www.oahuhike.com/old-pali-highway

If you’re looking to hike one more time before you drive home for the day, head to the Judd Trail. This one-mile path runs parallel to Old Pali Road, a small stretch of the original roadway that connected Honolulu to Oahu’s west side. You’ll walk through a jungle trail, passing streams and small waterfalls along the way.

Once you reach the end of the trail you’ll come across a swimming hole -- feel free to jump in! This hike is family friendly, but you’ll have to cross a stream to get there and it can get muddy and slippery if it’s been raining. 

NOTE: This hike has only side street parking. Please use caution in preventing theft by taking valuables with you.