Sports in Kailua

Select Local Merchants

Windward Watersports

On the windward side of Oahu, the majestic Mokulau Islands embellish the sun-drenched horizon that faces Kailua, a beach town nestled directly below the Koolau Mountains. Here the aptly named Windward Watersports makes its home, under the direction of Jeff Tobias, a professional kitesurfer who helped to pioneer the sport locally. He and his staff leave the region's fragile ecosystem undisturbed as they lead passengers in exploring it via kayak, kiteboard, standup paddleboard, or surfboard. Patrons can rent the vessels for self-guided adventures into a bay teeming with as many sea turtles as a marine biologist's bathtub, or follow guides on kayak tours to surrounding points of natural splendor such as the "Mokes," only 45 minutes away. Strategically located, Windward Sports takes advantage of year-round trade winds and a temperature perpetually hovering around 80 degrees. Kailua serves as the ideal spot for kitesurfing, standup paddleboarding, and surfing lessons. Jeff and his sporty employees craft lessons that cater to all abilities and focus on safe, fun recreation atop frothy crests.

33 Hoolai St
Kailua,
HI
US

A hidden world resides off Honolulu's coast. Beneath the water's surface, endangered sea turtles weave between schools of tropical fish, and vibrant coral covers the ocean's original hardwood floors. This is the destination for Aaron's Dive Shop's scuba exhibitions. A PADI five-star IDC center, Aaron's trains divers with a PADI curriculum that offers open-water certification programs.

Under the leadership of the owner, Jack, and the course director, Larry, Aaron's Dive Shop's PADI instructors guide their students through a natural progression of coursework. They start with time in the classroom, move on to train within confined swimming pools, and then eventually dive out in the Pacific Ocean. The dive masters can also develop more nuanced techniques such as night diving, wreck diving, and underwater photography. And when they're not underwater, the staff members can be found at their dive shop, which stocks gear from brands such as Aqualung and Oceanic.

307 Hahani St
Kailua,
HI
US

Endless Adventures Hawaii combines water-equipment rentals with a knowledge of local breaks and secret spots to create memorable experiences. Its kayaks, standup paddleboards, surfboards, and snorkels get people out in the salty blue. For those who prefer a guided expedition, tours explore the Mokulua twin islands, which are protected as a bird sanctuary, and Kailua Beach. Guides also lead snorkeling expeditions around Lanikai to spot coral reefs and sea-turtle habitats and set out under the stars on a Glow Paddle tour with paddleboards equipped with LED lights to illuminate the water.

248 North Kalaheo Avenue
Kailua,
HI
US

One hundred feet beneath the surface of Maunalua Bay, the Corsair⎯a World War II airplane—rests on a sandy floor. Its massive shell and magnetism for schools of soldier fish lures deep-sea explorers to the site every year. As divers propel themselves alongside the plane's wing and fuselage, they get an up-close look at the wreck's current residents, which range from colorful goatfish to reclusive moray eels.

With more than 30 years of experience, the scuba instructors at Waikiki Diving Center lead daily dives for certified divers to submerged sites such as the Cosair wreck. Earning a five-star Instructor Development Center designation from the Professional Association of Diving Instructors, the center's team coordinates parties of 12–14 people and takes them out on one of two customized dive boats—The Submariner or Snoopy V—for adventures ranging from snuggling sea turtles to earning PADI open-water certifications. To enhance visitors' experiences, Waikiki Diving Center's crew arranges complimentary shuttle service to and from Waikiki hotels.

424 Nahua St
Honolulu,
HI
US

When Jeff Chang and Karen Lar Rieu—the brother-sister team behind Wet Feet Hawaii—aren't scrawling on the ocean's waves with their paddles, they're usually in their shop chatting with customers about their experiences. Behind their counter, they sell and rent gear, and orchestrate a team of paddleboard racers, an ocean conservationist, and water enthusiasts as they lead lessons and tours.

During the eco tour, a conservationist—who was the first woman to cross the Molokai Channel on a standup paddleboard—teaches the basics while leading tour members to conservation areas to expound on the problem of plastics in the ocean. On the downwind tours, some of Hawaii’s top standup-paddleboard racers guide and coach guests to tackle the infamous downwind runs of Oahu. With four different levels to suit all experiences and 5- to 12-mile runs, tour members can challenge themselves without challenging every dolphin they see to a race. In recognition of their service to the sport and the community, Honolulu magazine named Wet Feet Hawaii Best Standup Paddle Shop in Honolulu for 2010.

820 W Hind Dr, Ste 106
Honolulu,
HI
US

Hawaiian WaterSports set up shop with the intention of equipping residents and visitors with everything they need to enjoy the aqua waves and waterways of Hawaii. The shop realized that goal with two locations, each stacked to the gills with surfboards, kiteboards, kayaks, snorkeling equipment, and books on how to beat mermaids at Marco Polo. Hawaiian WaterSports is an official IKO kiteboarding center and its IKO-certified instructors teach students wind theory and the skills necessary to set up, launch, and ride their own kiteboard. Expert surfers on staff can also take squads of aquatic adventures out into the curling sea for lessons specifically designed to get beginners hanging ten and perfecting balancing technique for future limbo competitions.

415 Kapahulu Ave
Honolulu,
HI
US