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Enjoy your next vacation in the tropical island paradise. This year means plenty of beach time, but there are a myriad of other things that you can do and explore. Take a much-needed break to a place full of sand, sun, fun, and plenty of rest and relaxation. Immerse yourself in a Hawaiian and Polynesian culture and history, see the sights, and more. No matter how long you’re here, or how diverse the interests of your group may be, there’s something for everyone to enjoy on an Oahu escape.

Browse Our Oahu Vacation Rentals Here!


No trip to the Hawaiian islands is truly complete without attending a luau. It’s the perfect celebration of Polynesian culture and often includes a lei greeting, as well as hula dancers, fire twirlers, and many others. You’ll dine on delicious Hawaiian and Polynesian cuisine, typically served buffet style. Whether you’re staying in Waikiki, North Shore, or the Windward Coast, you’ll have no trouble finding a luau near you, as many hotels, resorts, and cultural centers offer them on a nightly or weekly basis. Some popular options include the Polynesian Cultural Center on the North Shore, the Paradise Cove Luau in Ko Olina, or the Diamond Head Luau in Waikiki.


You can read all the guidebooks and information you like before you arrive. Those sources lead you to the popular “must see” attractions and destinations, meaning you’ll be dealing with the crowds of other people with guidebooks in hand that recommended the site. Instead, take your sightseeing advice from the locals, or join tours run by local companies that know the best spots on the island. These may be “off the beaten path” treats that offer a different experience of island life. Consider exploring the lush Manoa Falls Trail, where you can hike through the verdant rainforest to reach a stunning waterfall. Or venture to the serene Byodo-In Temple nestled in the Valley of the Temples on the Windward Coast, offering a tranquil retreat away from the bustling tourist areas. For history buffs, a visit to the historic Iolani Palace in downtown Honolulu provides insight into Hawaii’s royal past. Whichever sights you choose to explore, you may also get in stops to sample local cuisine, and no doubt get many photo opportunities.


On Oahu, karaoke is a staple of nightlife. There are a variety of bars and other locales where you can showcase your talent. If you’re still a bit shy, just cheer on those brave enough to take the stage. Some places offer special private rooms so you can display your talents for only your loved ones, free of embarrassment. Some great places that the locals always go to are Wave808, Sky Park, Blue Ribbon, and Soju Bang. Some of these places do offer food for purchase but be sure to call and check before making any reservations.

Bike Rentals

While exploring Oahu typically necessitates a rental vehicle, there are hidden gems inaccessible by car. Embrace the island’s spirit of adventure by opting for two wheels instead. Numerous scooter rental companies offer a variety of options to suit every traveler’s needs. Cruise along the coastal roads on a sleek scooter, perfect for solo adventurers, or opt for a comfortable ride on a scooter built for two. Families can enjoy the freedom of exploration with scooters equipped with child seats, ensuring everyone can join in on the fun. With each rental, safety is paramount, as helmets are provided, and additional gear such as locks, baskets, lights, and water bottles are available upon request. Soak in the island breeze as you embark on an unforgettable scooter journey through Oahu’s stunning landscapes and hidden treasures. One of many great scooter rental locations like Scooter Rental Hawaii, local in Waikiki provides exemptional customer service with easy pick-up access and delivery within the Waikiki area.

Underwater Activities

While swimming and beach lounging are fantastic activities to include in your daily itinerary, exploring beneath the waves offers a deeper appreciation for the island’s rich ecosystem. Embark on a scuba diving adventure or snorkeling excursion to discover Oahu’s vibrant marine life up close. Local diving enthusiasts recommend diving spots like Shark’s Cove on the North Shore, where you can encounter colorful reef fish and fascinating underwater rock formations. For a chance to swim alongside majestic sea turtles, head to Turtle Canyon near Waikiki. Experienced divers may also enjoy exploring the underwater lava tubes and caves at Electric Beach on the west coast. Whether you opt for a single-location dive or a multi-stop expedition, Oahu’s diverse underwater landscapes promise unforgettable encounters with dolphins, rays, whales, and an array of sea creatures.

USS Arizona Memorial

President Roosevelt called the December 7, 1941 attack on Pearl Harbor “a date which will live in infamy.” The attack marks the United States’ official entry into World War II. Take some time to take in a little history at the Pearl Harbor National Memorial, as well as a tour of the USS Arizona memorial museum. The memorial museum was built directly over the wreckage of the warship by the same name. The ship was so irreparably damaged it never saw a day of action throughout the war. Take the 45-minute guided tour off the memorial hosted by a National Park Service member. Those tours run every 15 minutes daily 8 a.m. – 3:30 p.m. Make sure to gather everyone together for one tour, as group sizes are capped at 145 people in accordance with US Navy and US Coast Guard regulations.


An island getaway, particularly in Hawaii and Oahu, guarantees ample beach time. While a visit to the renowned Waikiki Beach is a must, don’t overlook the charm of Oahu’s lesser-known gems. Venture beyond the tourist hotspots to discover local favorites such as Lanikai Beach, renowned for its powdery white sands and turquoise waters, or Makapu’u Beach, where you can admire panoramic views of the rugged coastline and catch glimpses of migrating whales during the winter months. For a secluded retreat, consider exploring the pristine shores of Waimanalo Beach, beloved by locals for its tranquil ambiance and picturesque surroundings. No matter which beach you choose, Oahu’s diverse coastal landscapes promise endless opportunities for relaxation and rejuvenation.

An Oahu Home Base for Fun

Indulge in relaxation after a day full of fun Oahu activities in a vacation rental by Midway Vacations. From intimate studios ideal for a solo or romantic getaway to spacious two-bedroom havens for you and your cherished ones, we offer a range of accommodations tailored to suit your tropical island retreat. Whip up delectable Hawaiian and Polynesian dishes or savor a favorite home-cooked meal in our fully-equipped kitchens. Afterward, unwind in the inviting ambiance of our open living spaces or retreat to the tranquility of a private bedroom.

As you step into your serene oasis, let the stresses of everyday life dissipate, replaced by the warm embrace of the Aloha spirit. For an unforgettable Oahu escape, contact us today to reserve your next memorable getaway in paradise.

Contact us today!

Book Your Oahu Vacation Rental Today!

Step into the vibrant world of Hawaii’s culinary delights, where the flavors dance like the ocean waves and the aromas carry the essence of the islands. Join us on a gastronomic escapade as we delve into the local favorites that captivate the taste buds and celebrate the unique fusion of cultures that define Midway cuisine.

Poke Bowls – A Perfect Taste of Paradise

In the heart of Honolulu, venture to Ono Seafood for an authentic taste of Poke Bowls – a culinary masterpiece featuring cubed raw fish, kissed by the ocean breeze and marinated in soy sauce, sesame oil, and island spices. Savor this delightfully fresh, high-protein meal that perfectly captures the essence of Hawaii’s beach flavors.

Laulau – Taro Wrapped Perfection

Hawaiian Laulau is a traditional dish that embodies the heart of the islands’ culinary heritage. This flavorful delicacy consists of pork, fish, or chicken, carefully wrapped in taro leaves and slow-cooked to tender perfection. The process of slow cooking not only infuses the proteins with rich flavors but also imparts a uniquely moist and succulent texture. Visit Helena’s Hawaiian Food in Honolulu for laulau you won’t forget!

Loco Moco – Fusion Harmony on a Plate

For a hearty experience, immerse yourself in the comforting layers of Loco Moco at Rainbow Drive-In. Picture a mound of rice crowned with a hamburger patty, a golden fried egg, and a cascade of brown gravy – a symphony of Hawaiian, Asian, and American flavors that will leave your taste buds singing in harmony.

Spam Musubi – Island’s On-the-Go Delight

Spam Musubi, a beloved Hawaiian snack, showcases the island’s creative culinary fusion. This delectable treat features a slice of grilled Spam atop a block of rice, all wrapped together with a sheet of nori (seaweed). Its convenient, on-the-go format makes it a popular choice for locals and visitors alike. In Maui, indulge in the delightful flavors of Spam Musubi at iconic spots like Da Kitchen, where they add their own twist to this classic snack.You can also discover this convenient on-the-go snack at countless ABC or 7-11 stores throughout Hawaii.

Huli Huli Chicken – Grilled Perfection

Embark on a flavorful adventure at Maui Mike’s in Wahiawa or the Huli Huli Chicken Stand in Hana, Maui, where the essence of Huli Huli Chicken unfolds. In Hawaiian, “Huli Huli” means to turn, a nod to the method of cooking this marinated and grilled perfection. The blend of soy sauce, ginger, garlic, and pineapple infuses each bite with a commitment to quality ingredients and authentic Hawaiian flavors.

Manapua – Chinese Elegance with an Island Twist

Explore the delightful fusion of Chinese elegance with a Hawaiian twist by savoring the iconic Manapua at Sing Cheong Yuan Bakery in Honolulu’s historic Chinatown. These steamed or baked buns, filled with savory delights like char siu or chicken, showcase the perfect blend of flavors. Indulge in the unique culinary experience offered by Sing Cheong Yuan Bakery, where Manapua takes center stage. Discover the best of Hawaii’s local delights with a visit to this renowned bakery, where tradition meets innovation in every delectable bite.

Poi – Taro Root Harmony

Savor the authentic Hawaiian culinary delight of Poi at Waiahole Poi Factory. Crafted from pounded taro root, this purple-hued paste offers a unique and culturally rich flavor experience. Served as a side dish, Poi adds a touch of tradition to your gastronomic adventure through Midway. Visit Waiahole Poi Factory to savor high-quality Poi, where the dedication to preserving this Hawaiian staple is evident in every spoonful. Immerse yourself in the genuine taste of the islands and explore the rich cultural tapestry that makes Waiahole Poi Factory a must-visit destination for true Hawaiian flavors.

Sweet Treats to Crown Your Feast:

Shave Ice – Hawaii’s Frozen Symphony

Experience the pinnacle of Hawaiian coolness at Ululani’s, with locations throughout Maui and beyond, with their meticulously crafted Shave Ice. Delight in the finely shaved ice, achieving a fluffy and airy texture that serves as the perfect canvas for an explosion of tropical flavors. Ululani’s syrups boast freshness from real fruits, ensuring an authentic taste of the islands. Elevate your Shave Ice adventure by indulging in the exotic notes of coconut, lilikoi, and ube syrups. For a truly Hawaiian culinary experience, consider adding ling hing mui powder.

Haupia & Pies – Coconut Dreams

Delight in the rich, coconut-infused perfection of Haupia, a beloved Hawaiian treat that comes in two tempting forms: a velvety pudding or a decadent coconut-filled pie. Whether you’re dining at Ted’s Bakery on Oahu’s North Shore or Leoda’s Kitchen on the drive to Lahaina, Haupia Pie is a revelation—a sweet masterpiece capturing the essence of Hawaiian culinary excellence. It’s a treasure that invites your taste buds to experience the authentic flavors of the islands.

Malasadas – Fried Delights to Savor

Wrap up your culinary journey with a visit to Leonard’s Bakery in Honolulu for a dozen Malasadas. These delightful treats have their roots in Portuguese culinary traditions, making them more than just your typical doughnut. Picture a crispy outer layer giving way to a light and fluffy interior, all generously coated in sugar. Each warm, fluffy bite is a celebration of your Hawaiian adventure, offering a perfect blend of flavors that pays homage to the diverse cultural influences shaping Hawaii’s culinary scene.

In the diverse and vibrant tapestry of Hawaii’s culinary scene, from the fresh Poke Bowls to the traditional Laulau and the sweet Malasadas, each dish tells a story of the rich cultural heritage that defines Hawaiian cuisine. Embark on this gastronomic voyage, explore local eateries, and savor the unique flavors that make Hawaii’s foodie landscape a true delight for the senses.

Make your vacation escape to the lush, tropical island of Oahu. Enjoy your much-needed break surrounded by sand, sun, fun, and plenty of rest and relaxation. You’ll find plenty of things to keep you busy, including nightlife in Oahu, and an array of shopping options where you’re sure to score the perfect gift or souvenir.

Browse Our Oahu Vacation Rentals Here!

ABC Stores

The stores are a Hawaiian convenience store staple throughout the island chain. You won’t have far to go before encountering one – there’s likely one within walking distance of your accommodations. Convenience items include bottled water, grocery items like bread and milk, as well as Hawaiian- and beach-themed souvenirs. If you forgot some sandals, you’ll likely find a pair to fit your vacation needs in one of these stores.

Big Island Candies

Indulge your sweet tooth. For over 40 years, the company has been home to some of Hawaii’s best cookies, chocolates, confections, and sweet tooth-satisfying goodies. Choose from milk chocolate dipped Macadamia nut shortbread, cocoa dusted chocolate almonds, Hawaiian Red Chili toffee, and a variety of other treats. Pair your new favorites with one of their coffee blends. For those who can’t decide on one item, there are gift baskets and boxes that offer a combination of sweet, delicious flavors!

Blue Note Hawaii

Honolulu Magazine and the Honolulu Star-Advertiser have rated the club Hawaii’s Best Live Music Venue. The venue hosts two shows nightly full of world-class talents. You’ll hear the best musicians in jazz, pop, rock, reggae, and traditional Hawaiian music. Added to the music, enjoy a unique dinner experience, craft cocktails, and more.


If a “Made in Hawaii” stamp is important for the items you pick up during your Hawaiian vacation, make sure to add a stop here. You’ll find authentic, fun, products that celebrate “ohana and Hawai’i’s unique sense of place.” Every item, including wood picture frames, wall art, ornaments, games, and more is made right in Hawaii!

Comedy Clubs

Take your pick of the array of comedy clubs across the island! All of them are ready to make you laugh. In addition to many “resident” comedians at various clubs, they also host several visiting acts.

Farmers’ Markets

Waikiki, Kailua, Manoa, and many other places across Oahu hold farmers’ markets. You’ll find homemade and handmade arts, crafts, and more. Pick up fresh produce, honey, and other delicious ingredients for your next homemade meal. If you’re looking for fashion, there are several malls and shopping centers, including Windward Mall, Ala Moana Center, Royal Hawaiian Center, and many others. You’ll find what you’re looking for, from necessities left behind at home to the perfect “Made in Hawaii” souvenir.


There is an array of karaoke bars and locales that offer the fun – and often embarrassing – activity. Showcase your own talent, or cheer on those brave enough to get on stage. If you’d rather display your talents for only your loved ones, several karaoke clubs offer special private rooms, so you can enjoy the night without the dreaded embarrassment.


You won’t have to go far to find a place where you can attend an authentic Hawaiian lu’au. These traditional Hawaiian parties include native Hawaiian cuisine like poi, poke, lomi salmon, and more. Entertainment is often traditional Hawaiian music, kanikapila, and hula. Be careful! Some shows may even pull you up on stage for a hula lesson! Many hotels offer shows nightly or weekly, while others are produced by private companies at other locations around the island.

Moonlight Dinner Cruise in Honolulu

It’s a great activity if you’re looking for a special date night activity. Cruise through the waters of Honolulu by moonlight while you enjoy a three-course dinner at the same time. Choose from indoor seating or seating on the boat’s premium upper deck. Enjoy soft drinks or bottled water with your meal. A knowledgeable guide will fill you in on some of the facts of the area while you enjoy the ride.

The District Nightclub

Spice up the night just moments from Waikiki. The club is one of Honolulu’s newest nightlife experiences, where the fun lasts seemingly all night long. Enjoy dancing and other nightlife, including their specially designed 23-foot DJ booth, leveled dancing floors, and more than ten VIP tables for the ultimate night club experience on Oahu.

Your Shopping and Nightlife Home Base

From a cozy studio for a solo or sweetheart escape featuring loads of shopping and nightlife experiences, to a 2-bedroom unit to include even more of your loved ones, Midway Vacations has a cozy vacation rental on Oahu that’s just right to make your home base. Arrive and feel the stresses and worries of home melt away and be replaced by the spirit of Aloha. Our homes have plenty of secure storage to hold all your new purchases. Prepare ingredients for a picnic on the beach or any other meal in the fully equipped kitchen, relax in an open living space, or retreat to a private bedroom.

Contact us today!

Book Your Oahu Vacation Rental Today!


Vacationing in a lush, tropical island paradise this year means plenty of beach time, but don’t miss the opportunity to explore and immerse yourself in the culture. Take a much-needed break to a place full of sand, sun, fun, and plenty of rest and relaxation.

To experience Hawaiian culture, there is an array of activities and attractions on Oahu that tell the story as only a local could. Here, we have listed some so you can enjoy Oahu cultural experiences to the fullest!


No trip to the Hawaiian Islands is complete without attending a Hawaiian luau, a celebration of Polynesian culture that often includes a lei greeting, hula dancers, fire twirlers, and more.

Enjoy delicious Hawaiian and Polynesian cuisine, usually served buffet-style. You can find a luau near you, as many hotels and resorts offer them on a nightly or weekly basis.

Cultural Experiences On Oahu

See the Lei Day Celebration

Hawaii at the Lei Day Celebration is a beloved event that lights up every 1st of May. It’s a beautiful display of love and respect, where handcrafted leis take center stage, adorning the necks of both locals and visitors alike.

This isn’t just a festival—it’s a day where everyone comes together, from the little ones crafting their own floral creations to the grown-ups swapping stories about the significance of each bloom.

But the real star of the show? The parade, of course! As it winds its way through the streets of Honolulu, it’s a riot of colors and excitement; each floats a vibrant symbol of Hawaiian life. From the cherished lei to the thrill of surfing and the grace of hula dancing, every aspect of Hawaiian culture is celebrated with pride and joy.

Bishop Museum

Founded in 1889 by Charles Reed Bishop, it honors his late wife, Princess Bernice Pauahi Bishop. The princess was the last descendant of the royal Kamehameha family.

Bishop Museum hosts the largest collection of Hawaiian artifacts, royal family heirlooms of the princess, documents, and photographs depicting Hawai’i and Pacific Island cultures, and more.

The Bishop Museum plays a crucial role in preserving and showcasing the natural and cultural history of Polynesian migration, life during the Hawaiian monarchy, and environmental studies.

Queen Emma Summer Palace

Known as Hanaiakamalama, or the Southern Cross, the 19th-century structure is a significant site related to the Hawaiian monarchy. From 1857 to 1885, it served as the summer retreat for Queen Emma of Hawai’i and her husband, King Kamehameha IV. The historic landmark is now an educational museum maintained and operated by the Daughters of Hawai’i.
Cultural Experiences On Oahu

Be a Part of the Ukulele Festival

If you’re ready to immerse yourself in the enchanting world of Hawaiian music, mark your calendar for the Ukulele Festival—it’s an experience you won’t want to miss. This annual event at Kapiolani Park draws a crowd of over 10,000 every July, becoming an essential stop for visitors to Oahu.

It’s a vibrant celebration that encapsulates the essence of Hawaiian music—the melodies that captivate, the lyrics that resonate, and, of course, the iconic ukulele.

Strolling through the park, you’ll be treated to a delightful array of performances by talented local artists, each strumming their ukuleles with infectious energy and passion. We danced to the soothing beats and enjoyed a lot.

But the festival isn’t just about listening. It’s a chance to dive deeper into the art of ukulele playing with workshops and demonstrations led by experienced instructors.

Kukaniloko Birthing Stones

Most babies born on the island today are born in a hospital or birthing center. In the days of Hawaiian royalty, these facilities were not available. While you’re out on a driving tour around the island, make a stop just off the highway between Honolulu and the North Shore.

There, you’ll find the birthing stones that mark the ceremonial spot where tribal chiefs would have their children. The area is said to have a powerful energy that aided in the birthing process.

Cultural Experiences On Oahu

Visit Waimea Valley

Waimea Valley, on the North Shore of Oʻahu, is a treasure trove of culture and history waiting to be explored. This stunning botanical wonderland boasts 52 themed gardens bursting with over 5,000 tropical and subtropical plants, including precious native Hawaiian species.

Your journey begins with a visit to Hale o Lono, also known as the House of Lono, a sacred heiau (place of worship) dating back to around 1470 AD. This ancient site is dedicated to Lono, a significant deity in Hawaiian mythology.

Along the trail, you’ll also encounter the Kuʻula Shrine, a sacred gathering of pōhaku (stones) forming a koa (shrine) dedicated to the fishing god Kuʻula. Fishing holds a deep significance in Hawaiian culture, and here, prayers are offered for safety and bountiful catches, reflecting the integral role of the ocean in Hawaiian life.

Ali’iolani Hale

The former royal residence is now a historic structure; it is now home to government offices. The reconfiguration took place when Iolani Palace was constructed by Kamehameha III in 1845. Today, it houses Hawaii’s Supreme Court, as well as other government offices.

‘Iolani Palace and the Hawaiian Monarchy

Iolani Palace is a historic site and was home to royal rulers of the Hawaiian Kingdom, from Kamehameha III to Queen Liliuokalani. Located in the capitol district of downtown Honolulu, it is now a National Historic Landmark on the National Register of Historic Places.

It was in use as a residence until the monarchy was overthrown in 1893. It was converted into the capitol building for the Provisional Government, Republic, Territory, and State of Hawai’i and used until 1969. In 1978, the palace was restored and opened as a museum. The building is the only royal palace on U.S. soil.


Guidebooks often lead you to popular places and other “must-see” destinations where you’ll be dealing with crowds more than enjoying the sight. Take some advice from the locals, including tours run by local companies that know the inside scoop.

One such significant landmark is the USS Arizona Memorial at Pearl Harbor, where visitors can learn about the events that changed the United States and Hawaiʻi forever and pay their respects to the 1,120 sailors and marines who perished and remained entombed on the sunken warship.

Cultural Experiences On Oahu

Try Local Dishes

When it comes to immersing ourselves in the culture, there’s no better way than through the delicious dishes served up at the island’s local restaurants.

From cozy mom-and-pop joints to bustling eateries, Oahu is brimming with options to satisfy every craving for traditional Hawaiian fare. Click here to check out some of our best Hawaiian dishes.

These local restaurants aren’t just about the food—they’re about the experience. From the friendly chatter of locals to the aroma of freshly prepared dishes wafting through the air, dining at these spots offers a genuine taste of Hawaiian hospitality.

Polynesian Cultural Center

Located along Oahu’s famed North Shore, the 42-acre site is brimming with Polynesian culture. Visit six authentic villages representing the tropical island cultures of not just Hawai’i but also Fiji, Aotearoa (New Zealand), Samoa, Tahiti, and Tonga.

The Honolulu Museum of Art is another significant cultural venue in Honolulu, hosting international exhibits and artists, as well as cultural showings and displays from local artists. It also offers art classes and workshops from local teachers.

Meet and mingle with native Pacific Islanders and learn about the culture, music, dance, and other traditions through hands-on activities. Taste the Polynesian flavors at the Ali’i Luau, a blend of delicious food and Hawaiian entertainment.

Hula Dancing Lesson

This traditional Hawaiian dance isn’t just an art form; it’s a beautiful expression of Hawaiian culture and way of life. Luckily, there are plenty of opportunities to learn and experience hula firsthand here in Oahu.

We really loved swaying to the rhythm of the ukulele, feeling the warm breeze as we learned the graceful movements that tell stories of the islands. These hula lessons not only teach the steps but also offer insight into the rich history and meaning behind each motion.

Wizard Stones

Experience ancient healing. The monument consists of four large “healing stones” that the legend says possess the healing powers of four wizards who visited Oahu. Before swimming at nearby Waikiki, place a flower lei on the stones – just like Princess Likelike, the sister of King Kalakaua.

Cultural Experiences On Oahu

Shop at Local Shops

Finally, why not wander through the local markets? Whether you’re a savvy shopper or just looking for a fun way to spend the day, shopping local is a surefire way to support the community and take home a piece of Hawaii’s vibrant culture.

From Oahu’s famous Honolulu Chinatown Market to Ali’i Gardens Marketplace on the Big Island, where you’ll get unique souvenirs and charming gifts to farm-fresh produce and artisanal goodies, local markets offer a taste of Hawaii you won’t find anywhere else.

And let’s not forget about the friendly faces behind the counters, eager to share their stories and recommendations, adding a personal touch to your shopping experience.


Are there any guided cultural tours available on Oahu?

Yes, there are numerous guided tours available. Some popular options include historical walking tours in Honolulu, cultural tours at the Polynesian Cultural Center, and guided visits to significant sites like Pearl Harbor.

What should I know about Hawaiian etiquette and customs?

It’s important to show respect for local customs and traditions. Always ask for permission before taking photos of people, remove your shoes before entering someone’s home, and use “aloha” and “mahalo” for greetings and thank yous.

How can I learn more about Hawaiian culture before my trip?

Reading books on Hawaiian history, watching documentaries, and exploring online resources from Hawaiian cultural institutions can provide valuable insights and enhance your visit.

The Culture of Oahu

Rest and relax after exploring some of Oahu’s culture in a vacation rental by Midway Vacations. From a cozy studio for a solo or sweetheart escape full of cultural excursions to a 2-bedroom for you and even more of your loved ones, we have a cozy vacation rental that’s just right for your tropical island culture adventure.

Arrive and feel the stresses and worries of home melt away, replaced by the spirit of Aloha. Prepare delicious Hawaiian and Polynesian cuisine in a fully equipped kitchen, then relax in an open living space or retreat to a private bedroom.

Contact us today to start planning your Oahu culture adventure!


Vacationing in a lush, tropical island paradise this year means plenty of beach time, but don’t miss the opportunity to explore. Take a much-needed break to a place full of sand, sun, fun, and plenty of rest and relaxation. You’ll want to lace up your hiking shoes and find some hiking trails on Oahu beyond the beach where you can explore even more of Oahu’s natural beauty.

Diamond Head (Leahi) Trail

Possibly the most iconic volcano in the region, the trail to the summit of Diamond Head near Waikiki was forged as part of the U.S. Army Coastal Artillery defense system in 1908. The one-way 0.8-mile (one way) trail boasts a 560-foot elevation change from the crater floor. The out-and-back hike takes approximately two hours for a safe and leisurely round-trip. Be prepared for uneven ground and steep terrain, but the payout of 360-degree views of Waikiki, Honolulu, and the surrounding area are worth the effort. Reservations are required to visit, and parking is available to book in two-hour slots.

Koko Crater Railway Trail

The railway “stairs” hike is a short drive from the Diamond Head and Waikiki area. The tough, extremely inclined 2.8-mile out-and-back climb results in reaching the summit of the Koko Head Crater. The military constructed the railway to transport supplies to soldiers during World War II, and the site has seen many other functions until it was given to the City of Honolulu and became Koko Head Regional Park. You’ll experience a 990-foot elevation change that brings you 1208 feet above sea level. Count the railroad ties as you go and find there are 1,048 before another 30-foot climb to the lookout area.

Makapu’u Point & Lighthouse Trail

For breathtaking views of Oahu’s southeastern shoreline, including tall sea cliffs looking out to the blue ocean beyond, this trail is for you. The trail is situated off of Kalanianaole Highway on the southeastern tip of the island about 12 miles east of Honolulu. Makapu’u is a remnant of a volcanic ridge that rises over 600 feet from sea level. The lookout boasts panoramic views off Manana Island and Black Rock Island, as well as views of neighboring Molokai and Lanai.

Kuli’ou’ou Ridge Trail

The 4.4-mile round-trip trail is a short drive from Waikiki, with the trailhead located at the end of Kalaau Place. The moderately-challenging trail features stairs that make for an easier climb in some areas. Keep your eyes peeled for a variety of plants and trees on your way through the diverse landscape. The trail ends at a final plateau boasting breathtaking views of East Oahu. Schedule about four hours for the hike.

Ka’iwa Ridge Trail (Lanikai Pillbox Hike)

The trail is a great way to test your skills with an intermediate level of difficulty. There’s a steep grade throughout the climb, which starts just above Lanikai Beach. The 90-minute round trip offers scenery and breathtaking views, whether or not you opt to extend your trip another hour along the ridge. The payoff at trail’s end is stunning views on the island’s windward side, including the Mokulua Islands, Kailua Beach, and Lanikai Beach.

Manoa Falls Trail

Great for hikers of all skill levels, the trail is more of a “walking” trail than a “hiking” trail. The 1.6-mile round trip has a slight uphill grade that kids and beginners will negotiate fairly easily. The trailhead is located a quick 15-minute drive from Honolulu, where you’ll be transported to the lush, tropical views of Manoa Valley – a truly different world.

Ehukai Pillbox Hike

Get a great view of the crashing waves of Oahu’s North Shore, as well as the Seven Mile Miracle. The 1.5-mile out-and-back trail is a good 90-minute hike. Reserved for expert hikers, there are severe inclines at various places throughout the trail. Those weak of knees, heart, or any other physical challenges are encouraged not to take this trail. Those who can will be rewarded with views of the Banzai Pipeline and Sunset Beach.

Aiea Loop Trail

It’s another trail on the list for beginner hikers. The less than five-mile hike is shaded with flat pathways along the looped trail. Take in the beauty of native trees, lemon eucalyptus grove, Norfolk pine, native koa, and ʻōhiʻa trees. Located on the west side of the Hālawa Valley, you’ll have great views of places like Pearl Harbor, Diamond Head, and the Ko’olau Mountains from the ridge.

Hiking on Oahu

Rest and relax after a hike of one of Oahu’s best hiking trails in a vacation rental by Midway Vacations. From a cozy studio for a solo or sweetheart escape full of hiking exploration, to a two-bedroom for you and even more of your loved ones, we have a cozy vacation rental that’s just right for your tropical island trail hike. Arrive and feel the stresses and worries of home melt away and be replaced by the spirit of Aloha. Prepare trail snacks or any other meal of the day in a fully equipped kitchen, relax in an open living space, or retreat to a private bedroom.

Contact us today to start planning your Oahu hiking adventure!

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