20 Best Things To Do and Eat in Kailua, Waimanalo, Hawaii Kai | ULTIMATE EAST OAHU TRAVEL GUIDE

Published 2023-10-24
The Eastside of Oahu is also known as the Windward Coast. East Oahu roughly covers Kailua, Waimanalo, and Hawaii Kai. In the last video, I showed you my hometown of Kaneohe. Now, I want to show you the rest of the Eastside.

I'll be your local Hawaiian guide and show you the 20 best things to do and eat in East Oahu! We start with the city of Kailua to Waimanalo and end at Hawaii Kai. Did I mention that we have some of the best beaches in the world, attractions, scenic routes, and hikes? I'm always hungry too, so join me for some best local foods in the area. Are you ready to go on this adventure? Then let’s go!! Oh and please hit the like button and leave a comment!:)

Aloha 🤙I’m Sean Kaleponi, let's be friends!

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Timestamps Ultimate East Oahu Travel Guide:
Intro - 0:00
- KAILUA
1. Kailua Beach - 1:00
2. The Food Company - 1:47
3.1 Lanikai Beach - 3:51
3.2 Lanikai Pillbox Hike - 4:24
4. Over Easy - 6:16
5. Mānoa Chocolate & Wine Bar - 7:34
6. Boots & Kimo's Homestyle Kitchen - 9:32
7. Olomana Trail (Three Peaks) - 11:59
8. Uahi Island Grill - 14:02
9. Cinnamon's Restaurant Kailua - 14:34
- INTERMISSION - 15:45
- WAIMANALO
10. Waimanalo Country Farms - 16:30
11. Waimanalo Beach - 17:32
12.1 Makapuʻu Lookout - 18:00
12.2 Makapuʻu Point Lighthouse Trail - 18:40
13. Hawaiian Island Café - 20:31
14. Sea Life Park Hawaii - 23:09
- HAWAII KAI
15. HanaPa'a Market - 24:30
16. Koko Head Hike - 27:39
17. Koko Crater Botanical Garden - 30:01
18. Halona Blowhole - 31:08
19. Hanauma Bay Nature Preserve - 34:01
20. Uncle Clay's House of Pure Aloha - 35:41
Ending - 37:50

#hawaii #oahu #kailua #waimanalo #hawaiikai #ultimate #travel #guide #thingstodo #foodspots

Places are listed in order of appearance in this video…

1) Kailua Beach Park
Parking is free but limited on the weekends and holidays.
Hours: Every day from Sunrise to Sunset.

2) The Food Company
Website: foodcompanykailua.com
Hotyah Chicken $12.95
Pie $6.95
Peanut Butter Cookies (4 pieces) $5.50

3) Lanikai Beach and Pillbox Hike
Everyday Sunrise to Sunset.
Parking is free but limited on the weekends. Please be mindful of the Lanikai residents.

4) Over Easy
Metered street parking is available. Website: easyquehi.com and Instagram: @overeasyhi.
Kalua Pig Hash- $19.00
Ube Cream Cheese
Lemon White Chocolate Scone $3.50

5) Manoa Chocolate & Wine Bar
Website: manoachocalate.com. Please book a Chocolate tour on their website. $25.00 per person. There is metered parking but they will supply you with coins if you bring cash.

6) Boots and Kimo’s Homestyle Kitchen
Website: bootsnkimos.com
Original Fullstack Pancakes with Macadamia Sauce - $18.99
Onolicious Fried Rice Omelette- $16.95

7) Olomana Three Peaks Hike
Hours: Every day from Sunrise to Sunset
Street Parking is available off-property and limited.

8) Uahi Island Grill
Website: uahiislandgrill.com. Please see this video for a full food tour:    • HAWAIIAN UNIQUE FOOD TOUR P2 - Best o...  

9) Cinnamon’s Restaurant: Address
Website: cinnamons808.com
Short Stack of Red Velvet- $12.00 (extra sauce $3.50)
Hawaiian Omelette- $19.95
Cinnaroll Mac Nut- $6.25

Intermission: Mike’s Barber Shop- Address: 317 Hahani St, Kailua, Hi

10) Waimanalo Country Farms
Website: WaimanaloCountryFarms.com and Instagram: @waimanalocountryfarms. Please see the website and IG for updated hours for this activity is seasonal.

11) Waimanalo Beach Park
Hours: Every sunrise to Sunset.

12) Makapu'u Beach, Lookout, and Hike
Hours: Every sunset to Sunrise.

13) Hawaiian Island Café
Website: 808HawaiianIslandCafe.com
Mayan Mocha Latte Large $5.69
Nalo Sunrise Waffle - $11.39
Breakfast Version Gorg- $11.39

14) Sea Life Park Hawaii
Every 10am-4pm. Please see the website for admission and the different packages they offer: www.sealifeparkhawaii.com

15) Hanapa’a Market
Website: Hanapaamarket.com
Cali Crunch Bowl- $20.00
Garlic Crusted Ah Plate- $20.00

16) Koko Head Crater Railway Trail Hike
Hours: Sunrise to Sunset. Park in Koko Head District Park. Lots of parking.

17) Koko Crater Botanical Garden
Every day 7am-6pm. Parking is available right outside the entrance.

18) Halona Blowhole and Beach Cove

19) Hanauma Bay State Park
Admission. $25.00 per person. Hawaii State ID, Active Military, and Children 12 years and younger - Free. Must book in advance on the Website: HanaumaBayStatePark.com

20) Uncle Clay’s House of Pure Aloha
Large Tropical Delight with extra toppings $11.00
Large Taro Milk Tea with extra toppings $11.00

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All Comments (21)
  • @arosete3512
    Sean, you’re my favorite Hawaii food blogger. You’re just so natural. This is in my neck of the woods.
  • @zss.1589
    We rent a car everytime we visit oahu there's so much to do than stay in waikiki... we've been 3x and still not done exploring. I love Oahu❤ greetings from Texas
  • @Paosison
    Watching this makes us miss the island so much and wish we were still there ! My daughter said “that’s uncle Sean ” when yoou appeared in the video. It was awesome meeting/chatting with you at the end of our trip last week! 🤙🏻🤙🏻
  • Aloha Sean!! Another great video as always. We love the Windward side and everything it has to offer from views, to adventures, and yes let’s not forget about the ono grindz!! Added a few more spots to our never ending list of course. In Waimanalo, if you haven’t already visited them, check out Ono Steak and Shrimp Shack for some great plate lunches😋. As always mahalo nui for taking us along and reminding us of the beauty of Hawai’i⛰️🌈. Hope you and Nhi have an amazing time in Greenland and can’t wait to see your adventures there!! 🤙🏽
  • @gailsiangco5599
    Aloha Sean & Nhi ! Mahalo for sharing Eastside of Oahu ! Beautiful Lanikai beach ! I love the scones ! Sean you're so funny trying the chocolate ! I love the macnut pancake ! Be careful hiking you two ! Amazing Hawaiian Omelette ! Wow !generous plate lunches ! Awesome Sean you guys are touching hearts from all over the world ! Ending with Shave Ice ! Mahalo excellent Vlog !!!
  • Great video! I lived in Hawaii Kai from my high school years on. This was back when they didn't charge for Hanauma Bay. My best friend's father was caretaker down there and they lived in an apartment above the concession stand. We were lucky enough to spend many nights with our guitars, singing on the beach. So many memories!
  • @mrv911
    Great video! You did a good job! Love the drone shots too! I’m definitely coming back!
  • @bw5277
    Eh Nephew.....catching up with your videos. I like that you combine food reviews with hikes, beach activities , talking to locals! Retired now but still active and love to come home to beaches and hikes (easy ones!) You and your wife and mom put out great videos!
  • @jessenguyen9894
    Sean the ambassador of Hawaii thank so much for showing us how Beautiful and breathtaking Hawaii is
  • @jasnmykeats
    Aloha Sean! You already know we are watching and eager for every video. Jasmine and I renewed our vows at Waimanalo/Sherwood Beach. Nothing beats the powdery soft sand. I gotta convince J to try and conquer Olomana next time we go hiking. Hoping you and Nhi have a fun and safe trip. We'll see you folks next time. 🤙🏽🙌🏽
  • @claudiayoung4774
    Sean! We love watching your channel. Myself, my husband and my 2 boys. We can’t wait to visit Oahu again soon. We missed so much, especially after seeing this new video. Keep doing what you do. ☀️
  • @AshleyandWesley
    It was a pleasure meeting you & Nhi today!! Thanks for the great wisdom!! Maybe we can do a hike/food spot all together here soon!! 🤙🤙
  • @Adam_K_W
    You should really have your own series on the Travel Channel!
  • @janiemasters4537
    Every time I watch your videos, it makes me homesick. Love it braddah!! Keep it up and look forward to your next vlog. 😎
  • @user-qz7nu1wx6t
    What an awesome video!! It is so informative—my wife Carol and I are also planning to stop by there and your video helps out a lot! Good job!
  • @kennytam864
    You and Nhi are looking good! I love how you are combining things to do and places to eat. Have a great trip
  • @kathleenlao8693
    Aloha!! You have the best videos! So detailed, clear, and super informative!! You make my boyfriend and I want to come back to Hawaii!! Mahalo! ❤🤙🏽🌺