Things to do in Kailua, Hawaii (HI): The Best Boat Tours & Water Sports

September 12, 2021 Cedrick Jardin

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%
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1%
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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. Kailua Ocean Adventures

Excellent
95%
Good
3%
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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!

3. We Go! Island Canoe

Excellent
99%
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1%
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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!

4. Hawaiian Paddle Sports - Kailua

Excellent
100%
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5.0 based on 1 reviews

Hawaiian Paddle Sports - Kailua

Cultural and Education outrigger canoe and ocean sports on Oahu's Windward Coast of Kailua and Lanikai. FREE Digital photography with all tours. Proud to be a Certified B Corp and Certified by the Hawaii Ecotourism Association. All guides are certified Lifeguards and Marine Naturalists. Let us get you away from crowds, out in the ocean!

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%
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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. Hawaiian WaterSports Kailua

Excellent
81%
Good
6%
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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.

9. Pa'ani Wai Hawai'i

Excellent
50%
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50%
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4.5 based on 2 reviews

Pa'ani Wai Hawai'i

Ocean Safety education for specific watersports rentals, lessons & tours. We practice and teach conservation & stewardship everyday to protect the resource for future generations to enjoy. Our goal is to provide the best service, highest quality equipment at the best prices and give back to the community with regularly scheduled FREE events for kids that want to participate in the sports we love. Life Jackets, backrest seats, dry bags & paddles are included in all Kayak rentals at no extra charge. Quality name brand surfboards, Stand up Paddle boards are provided by Starboard, Focus, NSP, Surftech & TorQ. KItesurfing gear is provided by Cabrinha, Slingshot, Liquid Force, Airush & Ocean Rodeo. Windsurfing gear is provided by Hot Sails Maui, Ezzy, Chinook, Unifiber, Aerotech, JP & Starboard.

10. Hawaii Adventure Sports

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100%
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1.0 based on 1 reviews

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