HTML SitemapExplore

Windward Watersports — Local services in Oʻahu

Name
Windward Watersports
Description
Nearby attractions
Nick Kuchar Art & Vintage
629 Kailua Rd #120, Kailua, HI 96734
Aesthetic Hawaii Gallery Kailua
602 Kailua Rd #102, Kailua, HI 96734
Kailua Seasoning Company
402 Uluniu St, Kailua, HI 96734
Lauren Roth Art
131 Hekili St, Kailua, HI 96734
Kailua District Park
21 S Kainalu Dr, Kailua, HI 96734
Kailua Skate Park
17-037 S Kainalu Dr, Kailua, HI 96734
Nearby restaurants
Moke's Bread & Breakfast
27 Hoolai St, Kailua, HI 96734
Kailua Town Pub and Grill
26 Hoolai St #1100, Kailua, HI 96734
ChadLou's Coffee Roasters
45 Hoolai St Suite B, Kailua, HI 96734
Kalapawai Cafe & Deli
750 Kailua Rd, Kailua, HI 96734
Gaslamp
26 Ho'olai St, Kailua, HI 96734
Cafe Kopi
45 Kihapai St, Kailua, HI 96734
Steak Rave
49 Oneawa St, Kailua, HI 96734
Planet Pho
43 Oneawa St Suite # 3, Kailua, HI 96734
Easy ‘Que
767 Kailua Rd #106, Kailua, HI 96734
Lemongrass Vietnamese and Thai Cuisine
20 Kainehe St, Kailua, HI 96734
Nearby local services
32 Kainehe St
32 Kainehe St, Kailua, HI 96734
Windward Ford of Hawaii
725 Kailua Rd, Kailua, HI 96734
Anytime Fitness
26 Hoolai St, Kailua, HI 96734
Manuhealii Inc
5 Hoolai St, Kailua, HI 96734
Olive Boutique
43 Kihapai St, Kailua, HI 96734
Blue Lani Hawaii
45 Hoolai St Suite B, Kailua, HI 96734
Good Clean Food Hawaii
35 Kainehe St #108, Kailua, HI 96734
Foodland Kailua
108 Hekili St, Kailua, HI 96734
Coconut Grove Aesthetics
43 Oneawa St Suite 214, Kailua, HI 96734, United States
Mana Home Services
74 Kihapai St Suite 1, Kailua, HI 96734
Nearby hotels
Related posts
Keywords
Windward Watersports tourism.Windward Watersports hotels.Windward Watersports bed and breakfast. flights to Windward Watersports.Windward Watersports attractions.Windward Watersports restaurants.Windward Watersports local services.Windward Watersports travel.Windward Watersports travel guide.Windward Watersports travel blog.Windward Watersports pictures.Windward Watersports photos.Windward Watersports travel tips.Windward Watersports maps.Windward Watersports things to do.
Windward Watersports things to do, attractions, restaurants, events info and trip planning
Windward Watersports
United StatesHawaiiOʻahuWindward Watersports

Basic Info

Windward Watersports

33 Hoolai St, Kailua, HI 96734
4.4(61)
Save
spot

Ratings & Description

Info

Outdoor
Adventure
Family friendly
Pet friendly
attractions: Nick Kuchar Art & Vintage, Aesthetic Hawaii Gallery Kailua, Kailua Seasoning Company, Lauren Roth Art, Kailua District Park, Kailua Skate Park, restaurants: Moke's Bread & Breakfast, Kailua Town Pub and Grill, ChadLou's Coffee Roasters, Kalapawai Cafe & Deli, Gaslamp, Cafe Kopi, Steak Rave, Planet Pho, Easy ‘Que, Lemongrass Vietnamese and Thai Cuisine, local businesses: 32 Kainehe St, Windward Ford of Hawaii, Anytime Fitness, Manuhealii Inc, Olive Boutique, Blue Lani Hawaii, Good Clean Food Hawaii, Foodland Kailua, Coconut Grove Aesthetics, Mana Home Services
logoLearn more insights from Wanderboat AI.
Phone
(808) 261-7873
Website
windwardwatersports.com

Plan your stay

hotel
Pet-friendly Hotels in Oʻahu
Find a cozy hotel nearby and make it a full experience.
hotel
Affordable Hotels in Oʻahu
Find a cozy hotel nearby and make it a full experience.
hotel
The Coolest Hotels You Haven't Heard Of (Yet)
Find a cozy hotel nearby and make it a full experience.
hotel
Trending Stays Worth the Hype in Oʻahu
Find a cozy hotel nearby and make it a full experience.

Reviews

Live events

Kayak and Snorkel to the Mokulua Islands
Kayak and Snorkel to the Mokulua Islands
Wed, Jan 28 • 8:00 AM
Kailua, Hawaii, 96734
View details
Explore Oahu’s top snorkel spot
Explore Oahu’s top snorkel spot
Sat, Jan 31 • 8:00 AM
Honolulu, Hawaii, 96815
View details
Snorkel with Turtles in Turtle Canyon
Snorkel with Turtles in Turtle Canyon
Wed, Jan 28 • 7:30 AM
Honolulu, Hawaii, 96813
View details

Nearby attractions of Windward Watersports

Nick Kuchar Art & Vintage

Aesthetic Hawaii Gallery Kailua

Kailua Seasoning Company

Lauren Roth Art

Kailua District Park

Kailua Skate Park

Nick Kuchar Art & Vintage

Nick Kuchar Art & Vintage

5.0

(136)

Closed
Click for details
Aesthetic Hawaii Gallery Kailua

Aesthetic Hawaii Gallery Kailua

5.0

(46)

Open until 12:00 AM
Click for details
Kailua Seasoning Company

Kailua Seasoning Company

5.0

(14)

Open until 12:00 AM
Click for details
Lauren Roth Art

Lauren Roth Art

4.7

(10)

Closed
Click for details

Nearby restaurants of Windward Watersports

Moke's Bread & Breakfast

Kailua Town Pub and Grill

ChadLou's Coffee Roasters

Kalapawai Cafe & Deli

Gaslamp

Cafe Kopi

Steak Rave

Planet Pho

Easy ‘Que

Lemongrass Vietnamese and Thai Cuisine

Moke's Bread & Breakfast

Moke's Bread & Breakfast

4.6

(580)

$

Open until 12:00 AM
Click for details
Kailua Town Pub and Grill

Kailua Town Pub and Grill

4.2

(410)

$$

Open until 1:00 AM
Click for details
ChadLou's Coffee Roasters

ChadLou's Coffee Roasters

4.6

(201)

$

Closed
Click for details
Kalapawai Cafe & Deli

Kalapawai Cafe & Deli

4.5

(615)

$

Open until 9:00 PM
Click for details

Nearby local services of Windward Watersports

32 Kainehe St

Windward Ford of Hawaii

Anytime Fitness

Manuhealii Inc

Olive Boutique

Blue Lani Hawaii

Good Clean Food Hawaii

Foodland Kailua

Coconut Grove Aesthetics

Mana Home Services

32 Kainehe St

32 Kainehe St

5.0

(70)

Click for details
Windward Ford of Hawaii

Windward Ford of Hawaii

4.5

(518)

Click for details
Anytime Fitness

Anytime Fitness

3.8

(92)

Click for details
Manuhealii Inc

Manuhealii Inc

4.4

(42)

Click for details
Get the Appoverlay
Get the AppOne tap to find yournext favorite spots!
Wanderboat LogoWanderboat

Your everyday Al companion for getaway ideas

CompanyAbout Us
InformationAI Trip PlannerSitemap
SocialXInstagramTiktokLinkedin
LegalTerms of ServicePrivacy Policy

Get the app

© 2025 Wanderboat. All rights reserved.

Posts

Kapuaola GellertKapuaola Gellert
Renting bikes from Windward Watersports was one of the best parts of this trip home to Kailua. I saw parts of Kailua that I missed in all the years of living there. We rode on the Kawainui marsh and the Lanikai loop. We saw amazing views. The guys that work at Windward Watersports are fun and helpful:) They are committed to helping you have the best time while in Kailua whether it be through biking, SUP or other water sports. I highly recommend Windward Watersports for any of the equipment you may need to rent for your adventures while visiting Hawai`i. Call Windward watersports to plan your next adventure whether you live in Hawaii or are planning a vacation there.
Eva LiaoEva Liao
One of the most flexible and laidback rentals I’ve experienced, highly recommended! We rented the kayak online for the next day trip to chinaman’s hat, and they were able to accommodate us. The standard tandem kayak package comes with seats, life jackets and paddles, and we rented a dry bag on top of that. Staff was super helpful. He helped us load and unload the kayak on site and instructed us on the correct way to do it ourselves when we were out. He also gave us detailed information about where to park and what to look out for on the island. We had a lot of fun, thanks for the great service!
Trader JoeTrader Joe
The best place for cheap and good Kayak rentals. It is located 19 mins (car drive) from the dock. The half day costs around 60$ and the staff is super helpful as well as friendly. Everything was explained very clearly, they give you equipment and attach the Kayak safely on the roof of your car. You will also receive life vests, an anchor for the kayak and paddles, as well as clear instructions where to park, which path to take when you kayak to the sandbars and what to look out for. We had an amazing time and want to thank the Watersports team for making this happen. Mahalo!
See more posts
See more posts
hotel
Find your stay

Pet-friendly Hotels in Oʻahu

Find a cozy hotel nearby and make it a full experience.

Renting bikes from Windward Watersports was one of the best parts of this trip home to Kailua. I saw parts of Kailua that I missed in all the years of living there. We rode on the Kawainui marsh and the Lanikai loop. We saw amazing views. The guys that work at Windward Watersports are fun and helpful:) They are committed to helping you have the best time while in Kailua whether it be through biking, SUP or other water sports. I highly recommend Windward Watersports for any of the equipment you may need to rent for your adventures while visiting Hawai`i. Call Windward watersports to plan your next adventure whether you live in Hawaii or are planning a vacation there.
Kapuaola Gellert

Kapuaola Gellert

hotel
Find your stay

Affordable Hotels in Oʻahu

Find a cozy hotel nearby and make it a full experience.

Get the Appoverlay
Get the AppOne tap to find yournext favorite spots!
One of the most flexible and laidback rentals I’ve experienced, highly recommended! We rented the kayak online for the next day trip to chinaman’s hat, and they were able to accommodate us. The standard tandem kayak package comes with seats, life jackets and paddles, and we rented a dry bag on top of that. Staff was super helpful. He helped us load and unload the kayak on site and instructed us on the correct way to do it ourselves when we were out. He also gave us detailed information about where to park and what to look out for on the island. We had a lot of fun, thanks for the great service!
Eva Liao

Eva Liao

hotel
Find your stay

The Coolest Hotels You Haven't Heard Of (Yet)

Find a cozy hotel nearby and make it a full experience.

hotel
Find your stay

Trending Stays Worth the Hype in Oʻahu

Find a cozy hotel nearby and make it a full experience.

The best place for cheap and good Kayak rentals. It is located 19 mins (car drive) from the dock. The half day costs around 60$ and the staff is super helpful as well as friendly. Everything was explained very clearly, they give you equipment and attach the Kayak safely on the roof of your car. You will also receive life vests, an anchor for the kayak and paddles, as well as clear instructions where to park, which path to take when you kayak to the sandbars and what to look out for. We had an amazing time and want to thank the Watersports team for making this happen. Mahalo!
Trader Joe

Trader Joe

See more posts
See more posts

Reviews of Windward Watersports

4.4
(61)
avatar
1.0
11y

STAY AWAY !! I purchased 3 single kayak rentals on GROUPON. I made a reservation 2 days prior and was told the kayak's were available for the day of my reservation. I called the morning of the kayaking day asking for directions and was not told of any problem. I drove 45 minutes to get there with my family and when I arrived, I was told there were no single kayak's available. The receptionist told me that she has called me and left me a message, but this was a lie. She then told me I could have a triple kayak for the same money I had paid. When I asked to see the triple kayak, I was shown a 2+1 kayak which is really only suitable for 2 adults and not the 3 adults in our party. In addition, that kayak normally rents for much less than I had paid. I asked to speak to the owner, but he was not answering his phone. After about 30 minutes, I was told that there were no life jackets available so all the talk of taking a different kayak was a waste of time! I asked for a refund and was given a refund receipt, but later that night, the owner texted me to say that he could not directly provide a refund. I am still waiting on my refund. The owner also called me to apologize and offer a free rental, but if a paid and reserved kayak order is not fulfilled, can you imagine what they would do with a free one !!??

It seems to me that this outfit was able to rent kayaks at a higher rate than I had paid on Groupon and did so with no concern for me or my family. We wasted a day of our vacation which also happened to be the last day of our vacation. Despite making the reservation in advance, confirming twice in advance and paying in advance, they still gave away our kayaks and wasted our time getting there and back as well as more time trying to get us into an unsuitable kayak which in the end they didn't even have lifejackets for !! Even worse, we were provided with lies (left a message, gave a refund, etc). IMAGINE...they don't have enough lifejackets !!??

While I was in the store, there was another family there who had had the same experience as me and was there for fulfillment of their previous reservation !!

There are other outfits in Kailua that rent kayaks. DON'T waste your vacation time and money with Windward watersports. Find another reputable outfit to do business with. The prices elsewhere are the same and you don't get the lies, aggravation, wasted time, false apologies and wasted...

   Read more
avatar
5.0
6y

Do not be put off by their location or them being far away from the beach. Their prices are excellent, their customer service is excellent and we are super happy we went with them because we got the best value we could’ve hoped for (24 hour kayak (incl kayak, paddles, seats and life jackets) rental + snorkel gear (mask, snorkel and fins) for 2 people for $75.00). We had a small Nissan car rented and were a bit nervous about getting the kayak onto it and driving it to the beach ourselves but the team filled us with confidence (showed us the technique and gave us 4 soft cushion pads for the roof of the car - no rack involved), and we never had any damage or concerns about the kayak even touching the car. So much cheaper than their competitor (as you can tell by a quick google). Their kayak rental is $55 for 4 hours, $65 for 24 hours (well worth the extra $10!) and if you get snorkel gear with kayak rental it’s $5 per person. They gave us great tips about how to kayak out of the Lanikai area and we had an awesome time on the water. Word of warning about when you’re picking to go kayaking - check the surf conditions before you go out! We went in high surf conditions and...

   Read more
avatar
5.0
5y

I was lucky to be on Oahu when the wind was good, and Jeff was able to fit me in for a pretty last minute lesson. Online booking was easy, but I had stopped by the shop and would recommend you call because not all the time slots are accurate because of covid. Jeff called me within a few hours and asked me good questions about my ability and experience so he could customize the lesson. He struck me as very experienced at teaching kiters at a variety of levels. The beach spot seemed crowded and busy but the bay is enormous and beautiful. Jeff did a great job making everything really low stress despite the crowds, and the helmet mic he has was the best communication setup on the water I have experienced. I could actually hear him really well out there as he gave me great tips to help improve my riding. Once out on the water, there is so much space that any crowds were no big deal at all. I had my kiteboarding ah-ha moment and was able to stay upwind pretty well by the end of the day. If you are on Oahu and there is good wind, definitely get in touch with Jeff. You simply...

   Read more
Page 1 of 7
Previous
Next