If you’re fortunate enough to vacation on the tropical island of Oahu, Hawaii, it will serve you well to do some advance planning to make the most of your stay. Especially if you’ll be traveling during peak tourist seasons, which mostly fall during winter and summer months, advance planning will ensure you get your top choices when it comes to accommodations and activities. Consider some of these important factors when planning your Oahu Hawaii vacation!

When to Go

The weather in Hawaii is pleasant year-round, so there truly is no bad time to vacation in the islands. To avoid the crowds, consider traveling during the off-seasons between mid-April to mid-June or mid-September to mid-December. The dry season falls between April and October, so this is when you’re guaranteed the most sunshine. However, even during the months of rainy season there are normally long intervals of sunshine throughout the day.

Where to Stay

While Oahu is in large part known for the beaches and activities of Waikiki, it can serve travelers well to escape outside these busier areas to experience the tranquility and beauty that characterize island life. The western side of each island tends to have the driest, sunniest weather, making these areas ideal vacation destinations. West Oahu is dotted with spectacular white sand beaches and easy access to island activities. Here you’ll find everything from oceanfront condos to lavish private homes in gated palm tree-lined communities.

What to Do

There are beaches aplenty on Oahu, along with all the water activities that come with life along the coast, such as surfing, boogie boarding, stand up paddle boarding, swimming, and snorkeling, among others. In addition to days spent along the shoreline, Oahu’s interior is home to spectacular hiking trails, waterfalls, and adventure activities. Cultural and historic sights, shopping, and top-notch dining are all readily available on Oahu.


Of all the Hawaiian Islands, Oahu boasts the most efficient public transportation network, with buses that will transport you to most destinations across the island. However, if you plan on traveling to many island sites beyond Honolulu, travelers should continue renting a car for maximum convenience. Rental cars book up quickly, so this is an item that should be taken care of at the beginning stages of vacation planning.

Contact Us to Plan your Vacation to Oahu

Need more assistance in planning your dream vacation to Oahu? Contact us at Ola Properties, where our team is happy to help!