In many parts of the country, summer never seems to last long enough. As temperatures begin to drop and you find yourself still longing for more warm-weather days, consider spending part of your fall season in Hawaii. With temperatures remaining in the 70s and 80s year-round, Hawaii is a destination that promises endless summer days throughout the entire year!

While the Hawaiian Islands don’t offer the change of colors and fall foliage that descend on other parts of the country, it does offer brilliant blue skies and dramatic fiery sunsets. In fact, with most of our fall rental properties in Hawaii located on Oahu’s western coast, you’ll have a front-row seat to some of the most brilliant sunset displays. Imagine ending your day on the beach wrapped in towels and taking in splendid fall sunset from Oahu’s west coast! These are moments that will be etched into your memory for a lifetime.

Book Our Fall Vacation Houses in Hawaii Below

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Amazing View
2 Beds 2 Baths 6 Guests
From $800.00/night
3 Beds 2.5 Baths 8 Guests
From $800.00/night
2 Beds 2 Baths 6 Guests
From $800.00/night
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2 Beds 2 Baths 6 Guests
From $765.00/night
2 Beds 2 Baths 4 Guests
From $750.00/night
3 Beds 3 Baths 6 Guests
From $725.00/night
3 Beds 2.5 Baths 6 Guests
From $700.00/night
Holiday Availability
2 Beds 2 Baths 6 Guests
From $700.00/night
3 Beds 3 Baths 6 Guests
From $694.00/night
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2 Beds 2 Baths 6 Guests
From $650.00/night
2 Beds 2 Baths 4 Guests
From $625.00/night
2 Beds 2 Baths 6 Guests
From $608.00/night

Features of Our Fall Rental Properties in Hawaii

Fall days in Hawaii are warm, with evenings cooling off the perfect amount to enjoy lounging on the outdoor lanai in one of our Hawaii fall rentals. Bring your tropical beverage of choice out onto the lanai for a refreshing evening outdoors. Many of our properties boast ocean or tropical palm tree views, adding scenic views to your outdoor experience. Whether or not you are situated right on the ocean, you will enjoy fantastic sunset views from many of these properties, with the sky ablaze in fiery orange and gold.

Inside, open floorplans dotted with beach house touches set you at ease. Enjoy meals together in the full kitchen before heading out for a day at the beach! The kitchens in these rentals are updated and modern, with full-sized appliances, cookware, and cutlery provided. Whether you want to bake a favorite fall dish or whip up something simple before heading out in the morning, you will appreciate the simplicity a full kitchen brings. The spacious living rooms provide ample space for evening relaxation. With open floorplans in most of our rentals, spending time together in the evenings comes with ease. Put your feet up and relax on the comfortable living room furnishings, enjoying the breezy floorplans these homes provide. Technology such as free Wi-Fi and flatscreen TVs make it easy to stay entertained once you have settled in for the night.

Our fall vacation houses in Hawaii are available in a variety of square footage, so whether you’re traveling as a couple or a larger group, our vacation rentals can accommodate you. Our Hawaii fall rentals range from comfortable one-bedrooms to spacious homes that boast multiple bedrooms, multiple bathrooms, and outdoor space. Whether you opt for a romantic one-bedroom or a lavish home, you will find high quality throughout each of the sleeping spaces. Our goal is for you not only enjoy your Hawaii vacation to the utmost, but also to end it feeling relaxed and rejuvenated. Comfortable beds outfitted with nice linens can be found in each fall rental, ensuring you have a place for a restful retreat each evening.

Whether your vacation time happens to coincide with fall or you are planning to get away for the entirety of the season, you will find rentals to suit your needs. We offer a variety of both short-term and long-term vacation rentals that will provide a sense of home no matter the length of your getaway!

Treat Yourself to Luxurious Amenities

Many of our Hawaii fall vacation rentals are situated on grounds that provide access to a variety of luxurious amenities. Although you’ll surely be spending plenty of time at the beach, having access to a swimming pool can be a nice way to break up your days in the sun. Many of our vacation rental properties in Oahu Hawaii boast swimming pool access, where you can cool off with a dip or lounge along the side with a good book. In the evenings, end the day with a soak in one of the outdoor hot tubs, surrounded by lush tropical plants. You will find easy access to fitness centers and a paved oceanfront jogging path from many of our rentals, as well as shopping and dining establishments.

Fall Activities in Hawaii

Toward the end of fall, days in Hawaii cool off slightly, making them ideal for participating in outdoor activities such as hiking and sightseeing. At the same time, the temperature is always warm enough to thoroughly enjoy a day at the beach! From island activities to special fall celebrations, there is always something to do on a fall day on Oahu! These favorite activities are sure to make your fall getaway to Hawaii spectacular.

Hit the Beach

Any season in Hawaii is great for hitting the beach! Catch some waves aboard a boogie board or surfboard or head further from shore on a boat excursion along the coast, which can be caught from the Ko Olina Marina.

Book an Adventure

Adventurous activities such as zip-lining and horseback riding are fun ways to take a break from the beach and explore the island from a different vantage point! Lush jungle trails and cascading waterfalls provide more options for experiences in the raw nature found in Hawaii.

Explore the Island’s Rich History

Oahu also offers plentiful historical opportunities to learn more about Pearl Harbor and the important ways the events here have shaped our country’s past. Choose Oahu, Hawaii as your destination for this fall!

Deepen Your Cultural Understanding

Basing your Hawaii vacation on the island of Oahu means that you’ll have several great options for engaging in cultural and historical activities. The Polynesian Cultural Center is a great place to go when you’re ready to take a break from the beach and delve into the rich culture that is found in Hawaii. Set amid 42 tropical acres, the Polynesian Cultural Center is a hit with visitors of all ages. Six mini villages are set up around the grounds, where you will learn more about the island nations of Tahiti, Tonga, Fiji, Aotearoa, Samoa, and of course, Hawaii. At each village, hands-on games, handicrafts, and activities provide full engagement for kids and adults alike. The Polynesian Center also hosts a full luau with culturally relevant food and entertainment, making it a day to remember!

Visit the Pearl Harbor Historic Sites

Your trip to Oahu also offers a one-of-a-kind opportunity to visit important national sites such as Pearl Harbor. The USS Arizona Memorial, Battleship Missouri Memorial, USS Bowfin’s Submarine Museum, and Pearl Harbor Aviation Museum are all part of the Pearl Harbor Historic Sites, each with their own look into our nation’s storied past. Learn about the day that launched the United States into World War II, climb aboard the last U.S. battleship, and admire restored vintage aircraft. Spend a couple of hours visiting your sites of interest or immerse yourself for an entire day or more!

Go Wildlife Watching

If your trip is in the late fall, you may be able to catch the beginning of whale watching season. But even if you arrive before the migrating humpback whales do, there are still many opportunities for viewing majestic wildlife such as spinner dolphins and green sea turtles!

Fall on Oahu brings with it plenty of activities to make your Hawaii vacation memorable. Book your fall rental property in Hawaii today!

Contact Us at Ola Properties

Browse our Hawaii fall rental properties in Hawaii and make a booking online or contact us with any questions! Our experienced travel team is standing by to help you with your vacation planning. Learn more about some of our beautiful vacation houses in Hawaii, such as Fairways at Ko Olina 20G and 33F units.