Top 10 Things to do Good for Adrenaline Seekers in Kailua, Hawaii (HI)

June 18, 2021 Concepcion Newsome

Oahu's Kailua, meaning "two seas" or "two currents," is named after either the two lagoons located on the island or the two currents that run through Kailua Bay. Steady trade winds make Kailua Beach a great windsurfing and kite-flying destination. Kailua Beach Park features pristine white sand and views of the offshore island known as Moko nui or "two islands."
Restaurants in Kailua

1. Kailua Beach Adventures

Excellent
86%
Good
10%
Satisfactory
3%
Poor
1%
Terrible
0%
Overall Ratings

5.0 based on 2,120 reviews

Kailua Beach Adventures

Kailua Beach Adventures(KBA) is the most complete water sports outfitters by Kailua Beach. Specializing in guided kayak tours, kayak rentals, snorkeling, stand-up-paddling, boogie boards, surfing and bike rentals, KBA looks to share their 'stoke' for the ocean. As one of the only companies allowed to hold permits to kayak to the Mokulua "Twin Islands" and Flat Island, the choice is clear. The pro-shop carries all of the latest brands of sunglasses, UV-Shirts and beach accessories, and is located 100 yards from Kailua Beach Park. Free parking, showers and dressing rooms are available on site. Open 7 days/week from 8:00 am to 5:00 pm, including Holidays. No Kayak Rentals or Island Tours are permitted in Kailua on Sundays but we do rent paddle boards and all other equipment.

2. Segway of Hawaii- Kailua

Excellent
96%
Good
4%
Satisfactory
0%
Poor
1%
Terrible
0%
Overall Ratings

5.0 based on 195 reviews

Segway of Hawaii- Kailua

We offer an incredibly fun, eco-friendly, and easy way to see more of the beautiful Kailua and Lanikai communities. Like nothing you imagined, come explore with us how it feels to be gliding on air in perfect sync with everything around you!

3. Kailua Ocean Adventures

Excellent
95%
Good
3%
Satisfactory
0%
Poor
0%
Terrible
2%
Overall Ratings

5.0 based on 214 reviews

Kailua Ocean Adventures

We are a full service Hawaiian Outrigger Canoe Tour company. We aim to showcase the beauty of Kailua Beach Park and educate the residents and visitors of Hawaii the island's culture and history. All of our canoe tours are guided by local watermen and lifeguards who will ensure our guests safety and guaranteed experience of a lifetime. Our tours range from 1-3 hours along with snorkeling, education about the Hawaii history and ecosystem, canoe sailing, canoe paddling, and canoe surfing. Please check out our website and social media platforms for more insight on our tours!

4. We Go! Island Canoe

Excellent
99%
Good
0%
Satisfactory
1%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 129 reviews

We Go! Island Canoe

Hawaiian outrigger canoe rides and scenic paddle adventures Hawaii. Experience Hawaii's true beauty and culture beyond the clutter of hotels and tourist beaches. We will explore world famous beaches Kailua and Lanikai, the offshore Mokulua islands, and even the iconic Hawaiian crater Diamond head. Enjoy a once in a lifetime opportunity of canoe surfing, Hawaii's true roller coaster ride!

5. Aaron's Dive Shop

Excellent
83%
Good
9%
Satisfactory
1%
Poor
3%
Terrible
4%
Overall Ratings

4.5 based on 549 reviews

Aaron's Dive Shop

Aaron's Dive Shop is the oldest dive shop in Hawaii! We are proud to be celebrating our 50th anniversary in beautiful Kailua, Oahu. As a PADI 5-Star IDC (Instructor Development Center), we offer scuba diving boat charters EVERY DAY for all skill levels - including no experience. Looking to learn to scuba dive or get a new certification? Aaron's offers classes(from beginning to professional level) around YOUR schedule! With a full service dive shop, we have gear for snorkeling, freediving, scuba diving, spearfishing and swimming; as well as offering servicing for scuba gear.

6. Twogood Kayaks Hawaii

Excellent
82%
Good
10%
Satisfactory
3%
Poor
3%
Terrible
2%
Overall Ratings

4.5 based on 658 reviews

Twogood Kayaks Hawaii

Kailua's original and best Kayak tours, rentals, and retail store! If you're looking for the best water sports activity of your vacation, give us a call. Our Kayak Guides are the best trained and are all lifeguard certified, so we even take non-swimmers! They will give you a kayaking experience that you won't find with others. From Waikiki, if you don't have a rental car, NO PROBLEM, for our tours, We'll pick you up!! If you're driving, from Waikikiit's only a 30 minute drive - Take H-1 West to highway 61, which takes you over the mountains in the middle of the island. When coming down our side of the mountain, turn right at the 5th traffic light(Hamakua Dr.). We are on the left side just after the first intersection.

7. Windward WaterSports

Excellent
85%
Good
8%
Satisfactory
2%
Poor
0%
Terrible
5%
Overall Ratings

4.5 based on 59 reviews

Windward WaterSports

Windward Watersports offers a full range of ocean activities, including: Kaying, snorkeling, surfing, standup paddleboarding, bike rentals and kiteboarding! Come in today or checkout our website for more information!

8. Olomana Three Peaks Trail

770 Auloa Rd, Kailua, Oahu, HI 96734-4648
Excellent
67%
Good
19%
Satisfactory
8%
Poor
3%
Terrible
3%
Overall Ratings

4.5 based on 132 reviews

Olomana Three Peaks Trail

Reviewed By riverbenthic - Los Angeles, United States

Here's the deal - this hike is extremely dangerous. You're risking your life to get a photo on top of the first peak. Past that it get's even riskier. I read all of the reviews before my wife and I hiked it, and came to the faulty conclusion that all of the extreme danger came into play if you went past the first peak and attempted the second and third peaks. That is false. There is a section where you risk your life to make it to the top of the first peak. It is a cool hike, and you get a great workout because it's all uphill. But you end up having to make a ridiculous choice at the end of the hike. There are four or five roped sections because the incline is so steep - nearly vertical in some places. If you fall on one of these sections, there's a high probability that you'll break a bone. Of course, if you hit your head, it could be fatal. That's pretty bad, but just wait... The most dangerous section is at the very, very end. When you're about 20 to 30 feet from the top of the first peak, you have to climb a giant rock section to summit in order to get your picture. It's nearly vertical, and if you would slip and fall, you will die. There is no rope, and the fall is hundreds of feet down. You're on the knife-edge of the ridge, and you have to do short section of straight-up free climbing. It's ridiculously dangerous. Of course, you'll want to risk it to get your picture since you hiked for hours to get there, and you're just about there. And you've seen all of the pics online of the folks who have summited. And you can't get the view and picture from the spot you're in. Maybe there's even some folks coming down from the peak - they did it, so why can't you? So we scaled that section to get the picture, but the whole time I knew that it was stupid and risky. Coming down from the peak is even worse because you can clearly see that you will absolutely die if you slip even once. Your nervousness does not help. Then coming down the roped sections becomes worse too because you can see that you'll break a limb or crack your head open if you fall. The fact that so many people summit the first peak without fatal consequences must show that when your life is on the line, you will tend to rise to the challenge out of an instinctive will to live. But why take that chance for a picture? But make no mistake, you are risking your life and the lives of your family/friends/partner/etc.,... if you do this hike. That last pitch to the first peak should technically only be attempted with a harness, ropes, and a belay partner. It's true rock-climbing with deadly consequences. Obviously, we made it back o.k but I told myself that I'd write a review to warn others that you do indeed have to risk your life to summit the first peak. It's just stupid. Attempting the second and third peaks is even more dangerous. Google Olomana Trail/Olomana Mountain to read all of the stories of people losing their lives or having to be rescued with helicopters. There are other hikes on Oahu that give you spectacular views of the ocean from up high. Even though it's also an intense workout to get to the top of the other hikes, you don't have to risk death to get the picture and have a great day. I would recommend choosing one of the pillbox hikes instead. We did those too, and I think that the pictures are even better. (I rated this hike with five stars in the hope that more people would read it).

9. Lanikai Pillboxes

382 Kaelepulu Dr Aalapapa Drive, Kailua, Oahu, HI 96734-3312 +1 808-261-2727
Excellent
69%
Good
23%
Satisfactory
5%
Poor
2%
Terrible
1%
Overall Ratings

4.5 based on 916 reviews

Lanikai Pillboxes

Reviewed By jamesml2018 - Luzerne County, United States

Have done this hike a few times. Parking can be a challenge, as it’s street parking. The entrance is well marked, and the onset is up a dirt hill which can be tricky when wet. It opens up to an amazing view of Lani Kai and the bay, and from there you follow the exposed ridge to the pill boxes. Some steep area with poor footing, with loose first and rocks. This first part is often crowded, and then end point for many folks. You can continue on through brush and tress, partly covered, but exposed areas continue with amazing views of Kailua, Waimānalo, and the Ko’olaus. The descent to Kano Kai Drive is via a gulley and requires careful navigation, due to loose rocks. There are branches to use to hold onto.

10. Hawaiian WaterSports Kailua

Excellent
81%
Good
6%
Satisfactory
0%
Poor
6%
Terrible
7%
Overall Ratings

4.5 based on 31 reviews

Hawaiian WaterSports Kailua

Retail store that sells equipment for surfing, stand up paddling, skim boarding, bodyboarding, body surfing, freediving, snorkeling, kayaking, windsurfing, kitesurfing, and foiling for surf and wind sports. Hawaiian WaterSports works with Pa’ani Wai Hawai’i, an 501(c)3 educational non-profit whose mission is to teach ocean safety & conservative/stewardship to Locals & Visitors, but especially to children.

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