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The favorite places, spaces and things of an early 30s traveler from the mainland. Enjoy your time somewhere over the rainbow!

Good for
  • Nature Lover
  • Foodie
  • Beach Goer
  • Like a Local

13 Places

2 City Tips

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Map

13 Places

Lanikai Beach

Beaches

Waimanalo Beach

Beaches, Parks

macky's kahuku sweet shrimp truck

Restaurants

Hula Dog Hawaiian Style Hot Dogs

Restaurants

Sweet Home Waimanalo

Restaurants

Jack's Restaurant

Restaurants

Leonard's Bakery

Restaurants

Lanikai Pillboxes

Parks, Hiking Trails

Makapuu Lighthouse Trail

Historic Walking Areas, Hiking Trails

North Shore

Points of Interest & Landmarks

Matsumoto Shave Ice

Restaurants

Buzz's Original Steak House

Restaurants

Hanauma Bay Nature Preserve

Nature & Wildlife Areas, Bodies of Water

jennifer_0290's City Tips

  • Going to Oahu and only seeing Honolulu is a severe injustice to this beautiful island. Rent a car and go, go, go!
  • Don't bother bringing any fancy clothing or high heels with you - the dress code is casual, everywhere!
  • Save
    Lanikai Beach
    Beaches
    See more photos
    jennifer_0290 Says:

    This beach is rated as one of the best in the world. As soon as you see it, you will absolutely know why. It looks like a post card. Clear water, soft sand, less touristy, great view and you can also snorkel here if you swim a bit out (although not known for snorkeling). There is also a place where you can rent kayaks and paddle out to the twin islands.

    Good for
    • Must See
    • Beach Goer
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Plan to stay:
    More than 3 hours
    From the community
    Ranked #2 of 41 things to do in Kailua
    Certificate of Excellence 2014
    • One of the most beautiful beaches in the world 14/08/2018
    • Guys... 13/08/2018
    • Lanikai Beach
  • Save
    Waimanalo Beach
    Beaches, Parks
    See more photos
    jennifer_0290 Says:

    This beach is situated in a residential area so make sure you're not blocking any driveways or property when you park. It is truly worth it to visit as its almost like your own private beach. Its so beautiful.

    Good for
    • Peace and Quiet Seeker
    • Must See
    • Beach Goer
    • Hidden Gems
    • Like a Local
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Plan to stay:
    More than 3 hours
    From the community
    Ranked #3 of 17 things to do in Waimanalo
    Certificate of Excellence 2014
    • Very pretty beach 11/08/2018
    • Nice long beach 26/07/2018
    • Waimanalo Beach
    Address:
    41 Kalanianaole Hwy
    Waimanalo, Oahu, HI 96795-1299
  • Save
    macky's kahuku sweet shrimp truck
    Restaurants (Seafood)
    See more photos
    jennifer_0290 Says:

    If you eat nothing else ever again, you must eat Macky's Shrimp Truck. Its a small food truck, only takes cash and its in the parking lot of a 711. It. Is. So. GOOD. I still dream about it. Get the garlic shrimp.

    Good for
    • Foodie
    • Must See
    • Hidden Gems
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • Garlic Shrimp!
    Plan to stay:
    Less than 1 hour
    From the community
    Ranked #0 of 0 restaurants in
    • Best shrimp ever 24/11/2017
    • Amazing! 27/11/2016
    • macky's kahuku sweet shrimp truck
    Address:
    66-632 Kamehameha Hwy
    Haleiwa, Oahu, HI 96712-1610
    Phone:
    +1 808-780-1071
    Price range:
    US$10 - US$15
    Hours:
    Mon - Fri
    9:30 a.m. - 6:30 p.m.
  • Save
    Hula Dog Hawaiian Style Hot Dogs
    Restaurants (Hawaiian)
    See more photos
    jennifer_0290 Says:

    This is no frills dining. You go to a window, order and take your food to go. This place sells Hawaiian style hot dogs that are SO GOOD. . DO NOT LEAVE WITHOUT GETTING ONE (or 4) OF THESE.

    Good for
    • Foodie
    • Thrifty Traveller
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • I like the combo of sausage, taro bread, the hot sauce, mango relish and lilikoi mustard
    Plan to stay:
    Less than 1 hour
    From the community
    Ranked #0 of 0 restaurants in
    • Amazingly awesome hot dogs! 06/11/2017
    • No longer there 28/01/2017
    • Hula Dog Hawaiian Style Hot Dogs
    Address:
    2370 Kuhio Ave
    Inside Food Pantry Waikiki
    Honolulu, Oahu, HI 96815-5053
    Phone:
    +1 808-308-4452
    Price range:
    US$5 - US$10
    Hours:
    Sun - Sat
    10:00 a.m. - 10:00 p.m.
  • Save
    Sweet Home Waimanalo
    Restaurants (Hawaiian)
    See more photos
    jennifer_0290 Says:

    This great little spot is farm to table! Everything that they serve is locally sourced from the community. Not only is that awesome, but its delicious too!

    Good for
    • Foodie
    • Hidden Gems
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • Easy to miss - Its a little red barn/shack next to an empty parking lot and a McDonalds.
    • Grab the fish tacos and the hibiscus lemonade!
    Plan to stay:
    Less than 1 hour
    From the community
    Ranked #0 of 0 restaurants in
    • Closed - new restaurant at same location is even better! 28/10/2015
    • Go to the store and the outdoor cafe next door 20/10/2015
    • Sweet Home Waimanalo
    Address:
    41-1025 Kalanianaole Hwy
    Waimanalo, Oahu, HI 96795-1641
    Phone:
    +1 808-259-5737
    Other:
  • Save
    Jack's Restaurant
    Restaurants (American)
    See more photos
    jennifer_0290 Says:

    Don't let this small breakfast spot go unnoticed just because its in a strip mall. The food is yummy and makes a great morning treat.

    Good for
    • Foodie
    • Hidden Gems
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • You must try the biscuit!
    • Stop at Jack's in the morning as you are heading over to the east side of the island
    Plan to stay:
    1-2 hours
    From the community
    Ranked #648 of 2,952 restaurants in Oahu
    • Below average 28/02/2018
    • Perfect soup- Todays's Soup 25/01/2018
    • Jack's Restaurant
    Address:
    820 W Hind Dr
    Ste 119
    Honolulu, Oahu, HI 96821-1848
    Phone:
    +1 808-373-4034
    Price range:
    US$5 - US$10
    Hours:
    Sun - Sat
    6:30 a.m. - 2:00 p.m.
  • Save
    Leonard's Bakery
    Restaurants (Portuguese, Hawaiian)
    See more photos
    jennifer_0290 Says:

    This is one that will be crowded, but you must go and see all of the pastries! The malasadas are great! I have no idea how malasadas got to Hawaii, but they're so good.

    Good for
    • Foodie
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • Say yes to malasadas!
    Plan to stay:
    Less than 1 hour
    From the community
    Ranked #8 of 2,952 restaurants in Oahu
    Certificate of Excellence 2014
    • Malasadas 14/08/2018
    • Leonards lived up to it's reputation. 13/08/2018
    • Leonard's Bakery
    Address:
    933 Kapahulu Ave
    Kalanianaole Hwy/Lunalilo Home Road Intersection96825
    Honolulu, Oahu, HI 96816-1434
    Phone:
    +1 808-737-5591
    Price range:
    US$1 - US$20
    Hours:
    Sun - Thu
    5:30 a.m. - 10:00 p.m.
    Fri - Sat
    5:30 a.m. - 11:00 p.m.
    Other:
  • Save
    Lanikai Pillboxes
    Parks, Hiking Trails
    See more photos
    jennifer_0290 Says:

    This was the first hike I did in Hawaii and its still my favorite. It isn't the longest but the view is SO INCREDIBLE. There is not much parking for this one, but if you park on one of the residential blocks around it, you should be fine. After a small scramble on a dusty path you'll find yourself on a ridge making your way to the first of two WWII Pillboxes. Even if you're not a history buff you'll appreciate checking out these pillboxes where soldiers hung out to watch for enemies in the water. You have an amazing view of the east coast of the island from the top of these pillboxes. I heard that this is a great place to watch the sunrise from.

    Good for
    • Solo
    • Peace and Quiet Seeker
    • Must See
    • Friends
    • Couples
    • Nature Lover
    Tips
    • Bring water and sun screen if you go mid-day
    • This hike may not be suitable for those who are not so mobile or children
    Plan to stay:
    1-2 hours
    From the community
    Ranked #3 of 41 things to do in Kailua
    Certificate of Excellence 2014
    • Great place to hike and see Honolulu from the sky 14/08/2018
    • Currently Closed 09/08/2018
    • Lanikai Pillboxes
    Address:
    382 Kaelepulu Dr
    Aalapapa Drive
    Kailua, Oahu, HI 96734-3312
    Phone:
    +1 808-261-2727
    Other:
  • Save
    Makapuu Lighthouse Trail
    Historic Walking Areas, Hiking Trails
    See more photos
    jennifer_0290 Says:

    You will see the famous lighthouse that is in 50 First Dates on this short hike and then continue on to the top where you have an amazing view of coast and water. Along the way you'll see some WWII pillboxes and a memorial for those who lost their lives during a plane crash. Its a concrete trail that's straight up hill but not difficult to accomplish or navigate at all. You won't catch a breeze until you round the corner of the mountain so make sure to have some water with you on those steamy days.

    Good for
    • Peace and Quiet Seeker
    • Thrifty Traveller
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    • Nature Lover
    Tips
    • Make sure to bring water and wear a hat
    Plan to stay:
    1-2 hours
    From the community
    Ranked #20 of 349 things to do in Honolulu
    Certificate of Excellence 2014
    • Great hike in the morning 14/08/2018
    • Beautiful Views! 13/08/2018
    • Makapuu Lighthouse Trail
    Address:
    Near the Hawaii Kai Golf Course on Kalanianaole Highway
    Honolulu, Oahu, HI
    Other:
  • Save
    North Shore
    Points of Interest & Landmarks
    See more photos
    jennifer_0290 Says:

    The North Side of the island is known for surfing as this is where the biggest waves are found! If you visit during the winter time, you may be able to catch a surfing competition or two. Compared to the east and west sides of the island, I found that this area was filled with tourists and traffic, but you still need to go!! Just take your patience with you :)

    Good for
    • Foodie
    • Beach Goer
    • Solo
    • Friends
    • Couples
    • Senior
    • Shopping Fanatic
    • Family
    • Nature Lover
    Tips
    • There is a little surf town called Haleiwa which is the main attraction up there where you'll find most of the tourists. Cute shops and good eats!
    Plan to stay:
    More than 3 hours
    From the community
    Ranked #33 of 570 things to do in Oahu
    Certificate of Excellence 2014
    • Peacful 08/08/2018
    • Amazing 22/07/2018
    • North Shore
    Address:
    North Shore
    Oahu, HI 96712
    Phone:
    +1 808-637-2977
    Hours:
    Sun - Sat
    12:00 a.m. - 11:59 p.m.
  • Save
    Matsumoto Shave Ice
    Restaurants (Hawaiian)
    See more photos
    jennifer_0290 Says:

    I'll be transparent in telling you that this is a tourist trap, but I'm including it as I feel like its a rite of passage to the north side of the island. The line is super long, and the people that work there are rude, but you have to have this really sweet treat!

    Good for
    • Foodie
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • Opt to have yours made with condensed milk for an extra twist
    Plan to stay:
    Less than 1 hour
    From the community
    Ranked #136 of 2,952 restaurants in Oahu
    Certificate of Excellence 2014
    • So good!! 14/08/2018
    • Amazing 11/08/2018
    • Matsumoto Shave Ice
    Address:
    66-087 Kamehameha Hwy
    Haleiwa, Oahu, HI 96712-1411
    Phone:
    +1 808-637-4827
    Hours:
    Sun - Sat
    9:00 a.m. - 6:00 p.m.
    Other:
  • Save
    Buzz's Original Steak House
    Restaurants (American, Bar, Seafood, Hawaiian)
    See more photos
    jennifer_0290 Says:

    A great old-school place to go after being at Lanakai beach all day for traditional American steakhouse fare. This place has tons of character and history on the island.

    Good for
    • Foodie
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • Don't pass on the artichoke surprise and or the ribs
    Plan to stay:
    2-3 hours
    From the community
    Ranked #248 of 2,952 restaurants in Oahu
    Certificate of Excellence 2014
    • Excelent food, great service 12/08/2018
    • Nice, friendly lunch stop 08/08/2018
    • Buzz's Original Steak House
    Address:
    413 Kawailoa Rd
    Kailua, Oahu, HI 96734-3134
    Phone:
    +1 808-261-4661
    Price range:
    US$0 - US$40
    Hours:
    Sun - Sat
    11:00 a.m. - 3:00 p.m.
    4:30 p.m. - 9:00 p.m.
    Other:
  • Save
    Hanauma Bay Nature Preserve
    Nature & Wildlife Areas, Bodies of Water
    See more photos
    jennifer_0290 Says:

    A must for snorklers! You are guaranteed to see ocean life here!

    Good for
    • Beach Goer
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    • Nature Lover
    Tips
    • A bit touristy – you have to get there pretty early to get in… but well worth it.
    Plan to stay:
    More than 3 hours
    From the community
    Ranked #4 of 349 things to do in Honolulu
    Certificate of Excellence 2014
    • A paradise 14/08/2018
    • Hanauma Bay 14/08/2018
    • Hanauma Bay Nature Preserve
    Phone:
    +1 808-396-4229
    Other:
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