Whether you’re moving to Oahu and need a place to call home while you search for something more permanent, or you’re blessed with enough vacation time to be able to spend an extended time in Hawaii, consider staying in one of our 30-day rentals on Oahu. These long-term Hawaii vacation rentals offer all the conveniences you’ll need for a lengthier stay, while at the same time setting forth a tropical beach vibe that will still make you feel like every day is a vacation.

Book Our Hawaii Vacation Rentals Below

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Holiday Dates Available
2 Beds 2 Baths 6 Guests
From $800.00/night
3 Beds 2.5 Baths 8 Guests
From $800.00/night
Holiday Availability
2 Beds 2 Baths 6 Guests
From $765.00/night
Amazing View
2 Beds 2 Baths 6 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
Holiday Availability
2 Beds 2 Baths 6 Guests
From $676.00/night
2 Beds 2 Baths 4 Guests
From $625.00/night
3 Beds 2.5 Baths 8 Guests
From $600.00/night
2 Beds 2 Baths 6 Guests
From $600.00/night

Beauty on Oahu

Most of our 30-day Hawaii vacation home rentals are situated along the island’s sunny west coast, where blue skies and plenty of sunshine are the daily norm. The island of Oahu offers the skyline of Honolulu, the famed action-packed coastline of Waikiki, and the unique cosmopolitan blend of modern city amenities alongside picture-perfect beaches. Beyond the bustle of city life, you’ll also discover upscale gated resort communities, quaint plantation-era surf towns, and raw tropical beauty. Oahu has so much to offer the vacationer! Enjoy the best of all of these attributes when you base your stay in West Oahu, outside the hustle and bustle of the city but still within easy reach of entertainment, activities, and beautiful beaches.

30-Day Stay in Paradise with Our Hawaii Vacation Rentals

Staying for an extended period of time allows you to fall into the rhythm of everyday island life. Wake in the morning to serene mountain, ocean, or garden views, and begin the day with a cup of locally grown coffee on your lanai. On Oahu, we treasure island breezes and the fragrance of the tropical flowers and sea, and you will find many of our 30-day Oahu oceanfront rentals equipped with furnished outdoor spaces so that you too can maximize your time outdoors. Pick up fresh tropical fruits from one of the island’s farmer’s markets for a light breakfast or prepare something more extensive in the full kitchen that is available in most of our Hawaii vacation rentals.

These Hawaii vacation rentals boast the square footage and floorplan of a private home, with a spacious great room and private bedrooms. From the great room, relax in the evenings on comfortable furnishings after a fun day exploring the island. Technology such as flat screen TVs and Cable TV are provided for your entertainment. With a long-term stay, having access to a full kitchen that is equipped and ready to use is a must. These well-appointed condos boast kitchens that offer all the conveniences of home along with added luxuries fit for a chef. Features such as full-sized stainless steel appliances, cookware, tableware, and plenty of counterspace on a peninsula or island all make it seamless to prepare and cook meals to be enjoyed from the comfort of your own home. Pull up a stool to the kitchen peninsula for a casual bite, gather around the dining room table, or make the most of outdoor dining from the privacy of your lanai.

You’ll find the space you need to unpack and make yourself at home in these 30-day Hawaii vacation rentals. Whether packing heavy or light for your extended stay, taking the time to unpack into the spacious dressers and closets and put away the luggage will help you feel quickly at home. Most of these accommodations range from 2-3 bedrooms, accommodating up to 8 guests. Bring along the entire family and enjoy an extended vacation over school holidays from these convenient, well-appointed units. And if you’re planning to work away during your stay, you’ll also find the space and connectivity for an efficient home office.

Whether you’re on the island for work, play, or a combination of the two, our monthly rentals in Oahu, Hawaii, their amenities and locations make it easy to accommodate your schedule. Most of our 30-day Oahu oceanfront rentals are equipped with amenities such as free Wi-Fi, helping you to stay connected if desired. When you’re ready to leave the work behind, a plethora of activities are within easy reach of our 30-day Hawaii vacation home rentals. The Ko Olina area is laden with multiple calm swimming lagoons, and more beautiful white sand beaches can be found as you travel along the western coast. Within the Ko Olina grounds, you will find yourself drawn to sparkling poolsides, relaxing hot tubs, a scenic oceanfront path, and conveniently located shops and restaurants.

Fill Your Vacation with Fun Hawaii Activities

Water activities, golfing, shopping, dining, and hiking are just a few of the popular activities to choose from that are easily accessible from our 30-Day Hawaii vacation rentals. They are all within a short driving distance at most, and many are also available right on the grounds of your Hawaii beach rentals in Oahu! With 30 days to spend on the island, you can delve deeper into an activity or hobby than what a shorter stay would allow. Put in some serious time on the Ko Olina Golf Course, built by Ted Robinson, or one of the many other top-notch courses on the island. Ko Olina is known for its luxurious plantation-style clubhouse and excellent golf shop. If you didn’t pack your own gear – no problem. The golf shop offers TaylorMade rental clubs and Footjoy rental shoes, getting you quickly geared up and ready to play. With golf lessons and daily clinics available from onsite PGA professionals, you’ll really be able to home in on improving specific aspects of your game. The Ko Olina course boasts a challenging 18-holes, complete with exceptional water features, multi-tiered greens, and serene views.

Non-golfers will find plenty of ways to keep occupied along West Oahu’s waterfront, where swimming, surfing, boogie boarding, stand-up paddleboarding, and snorkeling are all popular and easily accessible. Of course, with a 30-day stay, there will also be plenty of time for relaxing and rejuvenating, especially while we are dealing with COVID-19! Fun Hawaii activities and opportunities for relaxation are all easily enjoyed from our 30-day Hawaii vacation homes!

With a lengthy stay on Oahu, you’ll have plenty of time in the schedule for enjoying day trips around the island. Head up to the island’s north shore during winter months to see world class big wave surfing in action. Beach hop along the island’s east coast at famed beaches such as Lanikai Beach and Kailua Beach Park. And of course, located on the south shore is the sprawling city of Honolulu, with its cosmopolitan streets and famed white sand beach of Waikiki located right downtown. From Honolulu, you’ll enjoy everything from historic sites around Pearl Harbor to a vibrant shopping and dining scene. And thanks to Oahu’s manageable size, it’s easy to make the most of the sights and activities of the city while enjoying the benefits of staying outside the city limits within the peaceful enclave of our 30-day Hawaii vacation rentals!

Why Book with Us?

With a variety of vacation rental companies to choose from, why book with us at Ola Properties? We bring nearly two decades of experience to the table in helping visitors get the most of their stay on Oahu. We know that for many people, a trip to Hawaii is a long-time dream finally fulfilled, and we want to make sure you enjoy our island as much as we do! Our trusted vacation experts are ready to help you at any point during your vacation planning. Please contact us with any questions you may have, or continue imagining the possibilities by looking through our online Hawaii vacation house rentals listings. Book your 30-day Oahu rental here or browse our additional vacation rentals for more options!