Kailua

Day Trips

Make the most of your day with our curated plans, packed with Kailua's hidden gems and unique experiences!

day 1
Kailua Beach Bliss
morning
:

Start your day with a refreshing swim at Kailua Beach. Enjoy the soft sand and gentle waves as you soak up the morning sun.

afternoon
:

Take a leisurely walk along the beach and explore the local shops and cafes. Grab a bite at a nearby restaurant and savor some local flavors.

evening
:

As the sun sets, relax on the beach and watch the stunning colors paint the sky. Consider having a picnic dinner while you enjoy the serene ocean view.

day 2
Kayaking Adventure
morning
:

Rent a kayak and paddle out to the beautiful Mokulua Islands. The early hours are perfect for avoiding crowds and enjoying the calm water.

afternoon
:

Explore the islands and take a break on the secluded beaches for a picnic. Snorkel in the crystal-clear waters to discover vibrant marine life.

evening
:

Return to Kailua and indulge in a delicious dinner at a beachside restaurant. Reflect on your day’s adventures as the stars come out.

day 3
Hiking to Lanikai Pillbox
morning
:

Start early with a hike to the Lanikai Pillbox for breathtaking panoramic views. The trail is invigorating and takes about 30 minutes.

afternoon
:

After your hike, head to Lanikai Beach for a refreshing swim. Relax and enjoy the beautiful scenery and soft sand.

evening
:

Unwind with a sunset walk along the beach and take in the gorgeous views. You might want to grab dinner at a cozy local spot nearby.

day 4
Marine Life Day
morning
:

Visit the Kailua Beach Park for some morning yoga or walking along the shore. Enjoy the peaceful atmosphere while keeping an eye out for dolphins.

afternoon
:

Join a guided snorkeling tour to see diverse marine life. The vibrant coral reefs are a highlight and offer a true underwater experience.

evening
:

End your day with a beach bonfire and toast some marshmallows. Share stories and enjoy the company of friends under the stars.

day 5
Foodie Exploration
morning
:

Start your day at a local café with a hearty breakfast featuring Hawaiian specialties. Coffee in hand, explore the charming streets of Kailua.

afternoon
:

Join a food tour to sample various local dishes and immerse yourself in the culinary scene. Meet locals and learn about the influences behind the food.

evening
:

Dine at a popular restaurant that offers a mix of traditional and modern Hawaiian cuisine. Don’t forget to try a loco moco or poke bowl!

day 6
Biking the Coastline
morning
:

Rent a bike and pedal along the scenic coast of Kailua. Enjoy the cool breeze and picturesque views of the ocean.

afternoon
:

Stop off at Kailua's local parks for some leisure time and perhaps a picnic. Explore nearby neighborhoods to discover hidden gems.

evening
:

Conclude your biking adventure with a relaxing dinner at a beachfront restaurant. Savor the day's experiences while enjoying the ocean view.

day 7
Surf's Up!
morning
:

Take a surfing lesson and learn how to ride the gentle waves of Kailua. Perfect for beginners, this will set an adventurous tone for your day.

afternoon
:

Continue to practice your surfing skills or relax on the beach if you're feeling tired. Enjoy the sun and watch others catch waves.

evening
:

Wrap up your day with an exquisite seafood dinner overlooking the ocean. Relish the flavors of the island while reminiscing about your surfing successes.

day 8
Chill Day at Kailua
morning
:

Spend your morning lounging on the beach with a good book and some refreshing drinks. Take your time and soak up the sun.

afternoon
:

Go for a swim or play beach volleyball with friends. Find a shady spot to enjoy a picnic lunch from one of the local cafes.

evening
:

As the sun sets, gather around a beach bonfire for some cozy relaxation. Consider bringing along s'mores for a sweet treat under the stars.

day 9
Photography Exploration
morning
:

Capture the beauty of Kailua's landscapes at sunrise, perfect for photography enthusiasts. The early light offers magnificent opportunities for stunning shots.

afternoon
:

Explore different spots around Kailua, including parks, beaches, and scenic viewpoints. Share your photos with locals and get tips on the best locations.

evening
:

Finish your photography adventure at a local market or art gallery. Reflect on the day while discussing your favorite captures over coffee.

day 10
Culture and Heritage Day
morning
:

Visit the local historical sites and learn about Kailua's rich heritage. Experience the charm of the area through its museums and cultural displays.

afternoon
:

Take part in a workshop on Hawaiian arts and crafts, gaining insights into traditional practices. This hands-on experience will deepen your appreciation for the culture.

evening
:

Enjoy a traditional Hawaiian luau featuring music, dance, and authentic cuisine. Delight in the performances that celebrate the island's spirit.

Discover Kailua

Read more in our Kailua 2024 Travel Guide.

Kailua Travel Guide