Hold on to summer a little while longer with a fall trip to Oahu in our vacation condos in Hawaii Oahu. While temperatures are dropping elsewhere in the country, the Hawaiian Islands remain a tropical oasis.

Book Our Fall Vacation Condos in Hawaii Oahu Below

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2 Beds 2 Baths 6 Guests
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From $855.00/night
2 Beds 2 Baths 4 Guests
From $855.00/night
2 Beds 2 Baths 6 Guests
From $855.00/night
2 Beds 2 Baths 4 Guests
From $838.00/night
3 Beds 2.5 Baths 8 Guests
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From $750.00/night
2 Beds 2 Baths 6 Guests
From $750.00/night
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From $750.00/night
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From $725.00/night
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From $712.00/night
3 Beds 3 Baths 6 Guests
From $694.00/night

The Beauty of Fall on Oahu

If your schedule is flexible, there are many perks to traveling to Oahu during the fall season. Near the end of the fall, migrating whales begin to arrive in the Islands from Alaska, providing the perfect chance to observe these creatures up close in their natural habitat. A variety of boat charters offer excursions into the water surrounding Oahu, where you can watch whales breach and slap their tales alongside your vessel. In addition, all of the usual activities that are popular on Oahu such as surfing, swimming, snorkeling, paddleboarding, hiking, boating, fishing, and more, are also possible throughout the fall season.

Fantastic Fall Vacation Condos in Hawaii, Oahu

Take advantage of lower rates on many bookings such as airfare, excursions, and accommodations with a fall trip to Oahu. Traveling outside of peak seasons can mean great deals on fall rentals on Oahu. Enjoy a more spacious, luxurious stay when you forgo a traditional hotel and book one of our upscale condos in Oahu, Hawaii on the meticulous grounds of Ko Olina. With many of our weekly condo rentals in Hawaii featuring full kitchens, multiple bedrooms, multiple bathrooms, and extended outdoor living space, you can enjoy luxurious island life in our fall vacation condos in Hawaii Oahu.

Of course, the true gem of the island is the beautiful sights and sounds of the expansive Pacific. To make the most of your beach getaway, book one of the fall rentals on Oahu that we offer right along the oceanfront. Start your days by waking to the sounds of the waves and end them by watching the sun sink into the ocean with a brilliant display of colors from our west coast rentals. With a stay in one of our Ko Olina or Makaha vacation rentals, the beach is just a few steps away!

Features & Amenities in Our Fall Vacation Condos

Step inside your fall vacation condo on Oahu, where the interior is light and breezy, making an easy transition between the outdoors and indoors. Our condos bring plenty of natural sunlight and sea breezes indoors, permeating each space with a tropical flair. These vacation condos boast open concept floorplans, creating an intimate space for gathering together at the end of each vacation day. Whip up your favorite fall cuisine in the full kitchen, where appliances, cookware, and dinnerware are provided. The kitchen, dining area, and living room create one cohesive space in which to unwind. Put your feet up and relax on the comfortable living furniture, enjoying tropical views through the glass doors or catching a movie on the flatscreen TV in the evening.

From efficient one-bedroom condos to units with sprawling multi-bedroom floorplans, our Oahu fall vacation condos offer a variety of square footage options to suit your needs. Bedrooms are equipped with comfortable beds and high-quality linens so you can get the good night’s rest you deserve. Enjoy the convenience of an ensuite bathroom, many with features such as his and her sinks and generous soaking tubs.

Fall Activities on Oahu

In addition to the many island activities that are readily available on Oahu throughout the year, fall brings with it additional events that will add fun to your stay. Some of these top fall events on Oahu are sure to add another layer of interest to your fall getaway to Hawaii!

Fall Festivities

Throughout the month of October, Oahu comes alive with fall-themed events. Pumpkin patch festivals, haunted houses, carnivals, spooky storytelling, and special trick or treat events crop up around the island throughout the month. Especially for families traveling with kids, these are great options for when you are ready to take a break from the beach!

Hawaii Food & Wine Festival

Taste teste your way through some of the island’s best flavors at the Hawaii Food & Wine Festival. Events on Oahu take place throughout November at a variety of locations. Events include wine tasting, learning how to craft charcuterie boards, and cooking classes for kids, among others.

Ko Olina Art Fest

Situated along the beautiful Beach Lagoon 3 at Ko Olina, the Art Fest offers the chance to view and purchase art created by local artists. With Hawaiian slack-key guitarist and ukulele musicians adding a festive vibe to the event, this oceanside Art Fest is not to be missed!

Night Markets & Art Walks

As it has become popular in many destinations, several areas throughout the island participate in special art walks and night markets on select Fridays of the month. These present a great opportunity to mingle with both residents and visitors, to discover unique items to bring back home as a keepsake, and to participate in an enjoyable evening activity. The First Friday Art Walk in Chinatown Honolulu takes place the first Friday of the month throughout fall and gives a lively vibe to this favorite downtown district. On the second Friday of each month throughout the fall season, stop by at the Bishop Museum After Hours. After the museum has closed, their front lawn takes on a festive atmosphere, complete with live music, food trucks, games, and art exhibitions that vary by theme each month.

Top Attractions on Oahu

No matter the time of year you visit, island life has a way of remaining consistent, with its warm weather and plentiful water- and land-based activities. You will find plenty of warmth on a fall day on Oahu for soaking up the sun at the beach. At the same time, the intense heat of the summer is gone, making it a good time to enjoy other outdoor activities such as hiking and sightseeing. Explore some of these top outdoor attractions on Oahu during your visit!

Diamond Head State Monument

This dormant volcano also used to be a military site, thanks to its perfect positioning to openly see down the coastline. The same positioning that once gave the military an advantage now draws hikers for the same epic view. The trail to the top is steep and is a mixture of stairs, pavement, and a natural tuff surface. At just under a mile, the length is manageable on a fall day. However, you will also gain 560 feet of elevation as you hike! Views at the top are rewarding, offering panoramic vistas over the coastline and city.

Manoa Falls

This waterfall is located conveniently near Honolulu, making it an easy day trip. You will hike approximately 1.6 miles round trip through a combination of bamboo and lush tropical jungle. At the end of the trail, the spectacular 150-foot tall Manoa Falls awaits. Marveling at the thundering of the falls is reward enough before heading back in the same direction you came to complete the hike.

Contact Us

At Ola Properties, we specialize in luxurious houses for rent in Hawaii Oahu in the oceanfront resort areas of Ko Olina Resort and Makaha. We have a large variety of beach villas, townhomes, and condos Oahu vacation rentals, many of which provide breathtaking ocean views or relaxing views of the golf green. Our weekly condo rentals in Hawaii are in perfect proximity for enjoying all of the best beaches and activities that west Oahu has to offer. Please contact us at (888) 737-4188 or (808) 726-2878, or via email at Rentals@OlaProperties.com to book your vacation rental and to start planning your Hawaiian getaway!