Kailua Hawaii Accommodations

When is the best time of year to visit Kailua, Hawaii?

Kailua boasts a warm, tropical climate year-round. There's literally no wrong time to visit this island paradise. Peak season in Kailua comes twice a year, the first during the winter months of December through March. Crowds peak again in the summer months of June through August. Travel here in the off-season months if you'd like to find lower rates and more hotel options.

Weather patterns in Kailua remain steady, though the tropical climate means there's always a chance of rain. In the winter months, temperatures average in the mid-70s. Temperatures peak in the mid-80s during the summer. There are plenty of things to do year-round. Even the Kailua Farmers Market runs throughout the year, so you can pick up a local coconut or pineapple on your way back to the hotel.

You can hit the surf at any time, but you may wish to pack a wetsuit if you'll be in the water during the winter months for an extended period. The cooler months are perfect for exploring the landscape, such as taking a strenuous hike to the peaks of Olomana. At the summit, you'll be treated to invigorating trade winds and incredible views. Come spring and summer, head over to Kāneʻohe Bay, the largest bay in the Hawaiian Islands, for a snorkel tour or dive in the area's coral reefs.

It's always fun to visit Kailua, but if you plan your trip around the area's activities and festivals, you'll be in for an even greater treat. In April, the "I Love Kailua Town Party" brings family fun to the streets with food vendors, crafts, kids' rides, and live music. Enjoy live outdoor performances by the Hawaii Symphony Orchestra in May and June, and on Independence Day, Kailua celebrates with a parade, honoring veterans with marching band performances and more.

Which hotels in Kailua, Hawaii offer the best discounts?

Paradise is real at Paradise Bay Resort in Kaneohe. Just 10 miles from Kailua, this intimate resort is a perfect escape for couples or even for a solo retreat. The outstanding view, coupled with the friendly service and free breakfast, makes this resort a great value. Guests enjoy the seclusion and tropical surroundings at this hotel, which also boasts an outdoor pool and fitness facilities. Guests who are AAA members or senior citizens will be able to get generous discounts on a variety of room layouts at this hotel.

If you're a military service member or government employee, the Kahala Hotel & Resort offers discounts. This luxury property is ideal for guests (and pet owners) who love the beachfront access, loungers, and umbrellas, as well as the convenience of dining on-site at the hotel restaurant.

What hotels have the best value in Kailua, HI?

At the Wyndham Vacation Resorts Royal Garden at Waikiki, you'll feel right at home near Honolulu, only a short drive from Kailua. Here, you'll enjoy proximity to Hawaiian city life with excellent shopping and dining options nearby. You can wake up to make fresh coffee from your own coffee machine in your kitchenette. Take your steaming cup out to the balcony and enjoy an incredible view. You can also relax and enjoy the sun at the hotel's outdoor pool. With its excellent location and competitive rates, the Wyndham Vacation Resorts Royal Garden at Waikiki offers a great value.

If you're looking for a boutique hotel experience at a great value, look no further than the SurfJack Hotel and Swim Club. This retro-inspired hotel offers mid-century style fused with a warm and casual Hawaiian welcome. Funky weathered décor gives the impression that you've checked in at a surfer's paradise from another era. Private guest balconies look out over the oval-shaped pool, tiled with a postcard-like message that reads “Wish you were here!” A tongue-in-cheek hotel for the young at heart, the SurfJack Hotel and Swim Club promises to provide a memorable stay.

Explore Beaches for Days in Kailua, Hawaii

Whether you prefer to laze on the sands, leap and swim through the waves, or paddle out beyond the surf, Kailua offers a variety of beaches to suit your interests. Settle into vacation mode at serene Lanikai Beach. The calm surf and clear waters make this an ideal beach escape for families with young children and travelers who are seeking a quiet romantic beach. Beyond the white sands of Lanikai, you'll spy a beautiful view of the twin Mokulua Islands.

Those who love to indulge in watersports may prefer Kailua Beach Park. This park has everything you need to enjoy an active day at the beach, including equipment rentals of surfboards, body boards, and more. It's a great place to fly a kite, surf the waves, leap in the surf, or simply relax on a bench and enjoy a meal from a nearby restaurant while watching the action. Kailua Beach Park also offers accessible restrooms and changing facilities. Just be sure to head over early to score some good parking, as this beach can get crowded.

For a real adventure, paddle out in your kayak to the Mokulua Islands State Seabird Sanctuary. Along the way, look for sea turtles gracefully swimming below the surface and monk seals darting through the waves. Be aware that Mokulua Islands State Seabird Sanctuary is a protected nesting ground for birds, so explore the area respectfully in season. If you'd like a break from the beach, set out for the Lanikai Pillbox Trail, also known as the Ka'iwa Ridge Trail. This trail leads up to old military bunkers and the view of the landscape and Mokulua Islands below is unbeatable.

A vacation to Kailua, Hawaii, is one you'll remember forever. With its lovely beaches, watersports, beautiful accommodations, and memorable events, this is a perfect place to create your own enchanting adventures.