19 Top-Rated Long-Stay Airbnbs in Hawaii for Remote Workers [2024]

Last Updated on 4 March 2024 by Brittany

There is nothing like waking up in a tropical paradise and hearing the waves and birds in the morning outside of your Hawaii Airbnb. 

As a remote worker who can take your job anywhere in the world, you’ve considered relocating to the magical islands of Hawaii for a month or two. You’re ready to pack your swimsuits and hiking shoes and manage the time difference with your colleagues, but are you ready to find the perfect Airbnb in Hawaii? 

On top of managing your full-time job or part-time side hustles, you don’t have the time to scroll through long-stay Airbnb listings until you find the one that could be your next temporary home. 

Now that you’ve stumbled across this list, you won’t lose sleep sitting on your laptop at night searching for an Airbnb in Hawaii for your long-term stay. 

We know just how important finding an accommodation that matches your needs as a remote worker or digital nomad is. That’s why we have scoured the internet for you and found the best long-stay Airbnbs in Hawaii for remote workers. 

From ensuring there’s a place to set up your workstation to reliable wifi to essential everyday amenities such as a kitchen and washing machine, you can count on all of the Airbnbs on this list to be perfect for your remote workation. 

Hawaii for Remote Workers

Hawaii is one of the most beautiful places in the United States that only a handful of people have the pleasure of experiencing. But as a remote worker, you can spend some time enjoying these wonderful islands while still earning an income.

With great wifi connection, plenty of cafes, and coworking spaces in major cities like Honolulu, remote workers are finding that Hawaii is an ideal place for them to settle down for a bit for a change of scenery. 

From lounging on stunning beaches to admiring gorgeous sunsets to hiking up the side of volcanoes and learning how to surf, your days will be full of exciting excursions after you sign off from your meetings. 

Hawaii has eight main islands. In this article, we will focus on the best Airbnbs on the island of Hawaii and some on the islands of Maui, Oahu, and Molokai. Be sure to read our more in-depth lists with long-stay Airbnbs on the other islands that make up this beautiful state too. 

Best Airbnbs in Hawaii

Starting on the island of Hawaii also referred to as the Big Island, we will look at Airbnbs on this southernmost island. Home to great snorkeling waters, sandy beaches, and the Kilauea Volcano, Hawaii is one of the most popular destinations for tourists and visitors.

Studio Apartment Near Downtown Hilo

• Rating: 4.71
• Guests: 2
• Bedrooms: Studio
• Monthly Discount: Yes
• Special Features: Dedicated Workspace, Outdoor Terrace

Enjoy being surrounded by peaceful greenery when you book your long-term stay at this studio apartment near downtown Hilo on Airbnb. With modern amenities, an outdoor terrace with seating, and a grassy yard to relax in, it has everything you could need as a remote worker in Hawaii. 

Perfect for solo travelers and couples, this studio is spacious and even has a desk with a cushioned office chair for you to buckle down and get productive. Right behind the house, you can walk to a waterfall and swimming hole where you can cool down from the heat. 

It’s recommended that you have a car when you book this studio apartment. However, you’re just a few minutes’ drive away from downtown Hilo where you’ll find supermarkets, restaurants, and cafes. 

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Exclusive Oceanfront Retreat

• Rating: 4.96
• Guests: 2
• Bedrooms: 1
• Monthly Discount: Yes
• Special Features: Oceanfront, Pool, Sustainable Living

Enjoy your exclusive oceanfront apartment in this five-acre resort in Hawaii. This retreat is working to become fully sustainable and already uses renewable energy and is working on cultivating a garden to produce its own fruit and vegetables.

This apartment is located in a detached building from the Main House and offers all of the comforts you’ll need during your stay. You’ll especially love the walk-in closet where you can store your suitcases and belongings. There is a wooden desk in the apartment, perfect for setting-up your workspace too. 

You’ll absolutely love the private lush green area right outside of the apartment overlooking the ocean. Pour yourself a cup of coffee in the morning and simply admire the waves as they roll through the motions towards the land. 

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Bananarama Cottage Near Black Sand Beach

• Rating: 5
• Guests: 2
• Bedrooms: 1
• Monthly Discount: Yes
• Special Features: Jacuzzi Tub, Dedicated Workspace, Snorkel Gear

Stay right on an old banana farm in Puna at this Bananarama Cottage near Black Sand beach. Colorful, comfortable, and boasting with high-tech features, you’ll instantly fall in love with this one-bedroom apartment and its great location. 

You’ll have everything you need and more in this spacious home. From an HD television to a relaxing jacuzzi tub in the bathroom to the outdoor shower, you’ll feel like you’re at a resort! The hosts have taken every extra step possible to make it feel like home for guests. They even went the extra mile to ensure you can drink water from the tap – a rare occurrence in Hawaii. 

Remote workers will definitely appreciate the wooden desk where they can set up their laptops and notebooks to complete work tasks and take meetings during their stay. Venture off to closeby areas for great ocean views or head to Black Sand beach and admire its natural wonder. 

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Tropical Garden Retreat on Organic Mango Farm

• Rating: 4.88
• Guests: 2
• Bedrooms: 1
• Monthly Discount: Yes
• Special Features: Open Air Living Space

Stay right on a true Hawaiian organic mango farm while working remotely at this tropical garden retreat. One of the best Hawaii Airbnbs, you’ll get to experience a unique mix of comfortable living while being dropped in the middle of nature. 

The open-air living space is ideal for those who want to breathe in the fresh air of this tropical island. With an exotic modern-meets-Indonesia interior design, this apartment is picturesque with insanely beautiful views. 

Located just a mile from Kealakekua Bay, you’ll have quick access to some of the best snorkeling spots on the island and a chance to see spinner dolphins in the wild. Just a short distance from coffee shops and supermarkets, you’ll enjoy the convenience and tranquility of this Airbnb’s location.

Check the latest rates on Airbnb. 

Hilo Town on the Water

• Rating: 4.85
• Guests: 4
• Bedrooms: 2
• Monthly Discount: Yes
• Special Features: Great Location, Hot Tub, Large Lanai

You’ll absolutely love staying in this newly renovated apartment in Hilo Town on the water. Located just two miles from the shopping district, airport, restaurants, and more, you’ll have everything you need just minutes away. 

With two bedrooms and two bathrooms, this is the perfect place to stay with your family, as a couple, or two couples who decide to take a workation together in Hawaii. With stainless steel appliances in the kitchen and a comfortable common area, you’ll feel right at home. 

The large lanai has a long table, perfect for enjoying a meal while watching the sunset. There is also a private hot tub where you can relax after work. Close to the Ice Pond, which connects to the ocean, you’ll absolutely love being surrounded by palm trees and greenery.

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Tutu’s Getaway

• Rating: 5
• Guests: 4
• Bedrooms: 1
• Monthly Discount: Yes
• Special Features: Dedicated Workspace, Private Location

If you’re looking for a tranquil place amongst exotic fruit trees and wild chickens, then Tutu’s Getaway is for you. This Airbnb in Hawaii is perfect for remote workers looking for some peace and quiet while they explore a new environment. 

With a comfortable setup and a large screened-in porch with a daybed, ceiling fan, and table with chairs, you’ll have many places to sit down and work in this Airbnb. The kitchen is equipped with everything you’ll need – even some spices and oil for cooking. Plus, the SmartTV is excellent for relaxing after a long day. 

You’ll be near the water with fantastic cliff views of the sunrise each morning. This remote location stays quiet and tranquil. If you’re craving more social activities, then you can drive to Hilos just 20 minutes away.

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Jungalicious

• Rating: 4.93
• Guests: 4
• Bedrooms: 1
• Monthly Discount: Yes
• Special Features: Dedicated Workspace, Fruit Trees for Picking, Outdoor Hammock

Live in the heart of the Hawaiian jungle in this Jungalicious apartment. Surrounded by a grove of tropical fruit trees where you can pick the freshest organic mango, papaya, avocados, and dragon fruit, you’ll feel in touch with nature. Tastefully decorated and equipped with everything you’ll need, this apartment will quickly feel like home. 

Remote workers will love the dedicated workspace and modern appliances in the kitchen. The seating area outside with a hammock is perfect for relaxing with a book or answering emails from your laptop. 

Just a 10-minute drive away are supermarkets, coffee shops, and restaurants. The host will also provide a PDF guide with local information and hidden gems you must see during your stay in this Hawaii Airbnb.

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Magical Bohemian Retreat

• Rating: 4.89
• Guests: 4
• Bedrooms: 2
• Monthly Discount: Yes
• Special Features: Floor to Ceiling Windows, Open Air Environment

If you love being in the middle of nature, then this Magical Bohemian Retreat is perfect for your stay in Hawaii. The open-air environment will put you right in the middle of nature with all of the luxuries you need to work remotely and live comfortably.

Located on a mango farm, you can expect fresh mangos during your stay and an overall exquisite experience. The floor-to-ceiling windows offer a spectacular view of the lush greenery and make you feel like you’re sitting right in the middle of the forest. Simple in design and decor, you’ll have everything you need for a productive and relaxing stay.

Just one mile from Kealakekua Bay you will have easy access to some of the best snorkeling on the island. It’s important to note that you will definitely need a car when staying at this unique location. 

Check the latest rates on Airbnb

Sunset Retreat Steps from the Beach

• Rating: 4.94
• Guests: 2
• Bedrooms: 1
• Monthly Discount: Yes
• Special Features: Pool, Sunset Views

Feel right at home in this renovated sunset retreat penthouse just steps from the beach. You’ll absolutely love admiring the sunset from your private balcony, or lanai, with cozy furniture overlooking the ocean. 

With a king-sized bed, modern kitchen appliances, and overall comfort, you will quickly feel at home in this Hawaii Airbnb. The hosts also provide beach equipment, such as boogie boards, umbrellas, and towels for you to use during your stay, saving you space in your luggage and money. 

Relax by the shared pool or watch a movie on the HD SmartTV after a long day of work. Nearby, you’ll find restaurants, cafes, and shopping just down the street, making for a convenient location. 

Check the latest rates on Airbnb

Best Long-Stay Airbnbs in Oahu

Moving to the island of Oahu, home to the major city Honolulu, you’ll find many long-stay Airbnbs for remote workers. 

We will only list a few of our favorite Airbnbs in this section. If you’re looking to stay on this island, make sure to check out our separate list with just Airbnbs in Oahu. 

The Grand Experience in Honolulu

• Rating: 4.94
• Guests: 3
• Bedrooms: Studio
• Monthly Discount: Yes
• Special Features: Pool, Ocean View, Two Outdoor Lanais

For solo travelers and couples, this studio in Honolulu is perfect and is probably the best affordable Airbnb in Hawaii. With grand ocean views from not one, but two, lanai balconies, you’ll quickly fall in love with this apartment. 

Equipped with everything you could need in the modern kitchen and bathroom, you’ll feel right at home. The apartment is decorated with vibrant colors for a positive and energetic atmosphere.

In the building, you’ll also have access to a shared pool, perfect for lounging after a long day of meetings. The location is also ideal as it’s within walking distance to many restaurants, beaches, and just a short drive to Diamond Head. 

Check the latest rates on Airbnb

Best Long-Stay Airbnbs in Maui

Moving on to yet another gorgeous Hawaiian island, we’ll share some of our favorite Airbnb listings in Maui for remote workers. 

If Maui is where you want to spend your workation and explore, make sure to check out our full list of Maui Airbnb rentals for even more options. 

Ocean View Condo for Couples

• Rating: 5 
• Guests: 2
• Bedrooms: 1
• Monthly Discount: Yes
• Special Features: Pool, Ocean View, BBQ, Newly Remodeled

You can make this newly remodeled ocean view condo in Kehei home for a month or two during your time in Hawaii. With gorgeous views of the water from the outdoor furnished lanai, you could sit for hours admiring it. 

The bathroom and kitchen are fully stocked, making you feel right at home. You’ll also have access to a shared pool and BBQ station in the building, perfect for relaxing after a day of work. 

The location is also fantastic as you’re just a couple hundred steps away from a gorgeous sandy beach. Also in the area are restaurants, convenience stores, and cafes that you can easily travel to. This area is also very walkable, unlike other parts of Maui.

Check the latest rates on Airbnb

Farm Cottage in Hana

• Rating: 4.99
• Guests: 2
• Bedrooms: 1
• Monthly Discount: Yes
• Special Features: 

You’ll absolutely fall in love with this cozy farm cottage in Hana. Spacious with a minimalist style, you’ll find yourself in the middle of a dreamy tropical tree farm producing avocados, bananas, fruits, and exotic flowers. 

The house has a bungalow style with large windows looking out onto the working farm. You’ll be able to soak in the nature, citrus smells, and sounds of the buzzing bees at work during your stay. Relax in the hammock outside or find your favorite spot in this comfortable home to set up your laptop and get some work done. 

You’ll catch a sliver of the ocean on the horizon out the window. The host will also welcome you with a fresh fruit basket of organic goodies produced right on the property. Tranquility and peace is exactly what you will find during your stay at this Maui Airbnb.

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Desirable Getaway in South Kihei

• Rating: 5
• Guests: 4
• Bedrooms: 1
• Monthly Discount: Yes
• Special Features: Pool, 300 Mbps Wifi Speed, Lanai

For remote workers who need a super-fast wifi connection, this desirable getaway apartment in South Kihei is for you. Comfortable and newly remodeled in 2021, this apartment will instantly feel like home, thanks to the details and amenities added by the hosts. 

You’ll love cooking meals in the large and modern kitchen with a beautiful view of lush green palm trees and crystal clear skies. Enjoy those meals on one of two lanai – your choice! With two full bathrooms, this is an excellent place for families too. 

The unique murals and art on the walls create a relaxed and colorful vibe in the apartment. Two famous beaches are less than a ten-minute walk from the apartment. You can also enjoy the shared pool with the rest of the building or play a game of tennis on the courts during your days off.

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Luxury Condo Across from the Beach

• Rating: 4.76
• Guests: 4
• Bedrooms: 1
• Monthly Discount: No
• Special Features: Pool, Dedicated Workspace

With 95% of guests rating this apartment as having an excellent location, visitors who enjoy convenience will love staying at this luxury condo across from the beach. There are supermarkets, restaurants, and cafes all within a short distance and the beach just steps away, you’ll surely never get bored during your time here. 

With modern amenities such as stainless steel kitchen appliances and bathroom structures, you’ll feel comfortable and efficient in this Airbnb. The dedicated workspace with ideal lighting and a cushioned office chair is perfect for increasing productivity and managing professional tasks. 

After a day of work, relax on the patio outside surrounded by soft green grass. Or take advantage of the shared pool and hot tub on the premises. Cross on over to the beach to feel the sand between your toes and smell the salty air. 

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Best Long-Stay Airbnbs in Molokai

If you decide to visit Hawaii but stay on one of the less popular islands, then Molokai may be right for you! During your time here you can catch incredible sunsets, stroll through a national park, or simply soak in the tropical natural environment. 

If you find that this island is the right island for you then also make sure to check out our full list of long-stay Airbnbs in Molokai for the best options. 

Oceanfront Cottage with Pool

• Rating: 5
• Guests: 4
• Bedrooms: 2
• Monthly Discount: Yes
• Special Features: Pool, Sunset Views

Find your new temporary home during your stay in Hawaii at this oceanfront cottage in Molokai. Enjoy stunning views of the ocean and grassy land during your stay in this gorgeous, modern two-level cottage.

Perfect for couples and families looking to spend a workation in Hawaii, this apartment has everything you could need including a fully stocked kitchen and bathroom. There is also a 65-inch HDTV so you can enjoy your favorite movies after watching a glorious sunset. 

When you aren’t relaxing on the beach, you can opt to lounge by the shared pool. You’ll also surely love the covered lanai with a spectacular view of the ocean as you enjoy your morning coffee or a glass of wine at night. 

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Ke Nani Kai Ocean View Unit

• Rating: 5
• Guests: 4
• Bedrooms: 2
• Monthly Discount: Yes
• Special Features: Pool, Tennis Courts

Make yourself at home in this top unit Ke Nani Kai Ocean View apartment. With two bedrooms, it’s perfect for couples and families who want to stay on a tranquil and remote island in Hawaii. 

The apartment has everything you could ever need and more. Furnished with comfortable and cushioned beds, couches, and seating, it’s a great place to relax. Take advantage of the two balconies with a view of the ocean and lush green grass. 

When you aren’t working, make sure to visit the shared pool and hot tub or grab a racquet and play a game of tennis on the courts nearby. You can count on a relaxing and quiet stay in this complex. And in just a few minutes’ walk are three incredible beaches to enjoy during your time here. 

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Glorious Oceanfront Loft

• Rating: 5
• Guests: 4
• Bedrooms: 1
• Monthly Discount: Yes
• Special Features: Dedicated Workspace, Ocean View

It will be difficult to remember that you’re working remotely and not on vacation while staying at this glorious oceanfront loft on Molokai. You’ll be able to admire the sapphire blue waters from the elevated balcony. In the winter, you may even witness humpback whales swimming by the island.

Equipped with all of the essentials and more, you’ll quickly feel comfortable and at home in this loft. With the bedroom just up the winding staircase, you’ll find a flatscreen television with Netflix and DVDs for your enjoyment. 

Perfect for couples and small families, you’ll also have access to the shared pool. If you want to dip your toes in the salty ocean waters, the beach is just a quick walk away. The beauty of this beach is that it’s almost unknown and usually has less than a dozen people at a time. 

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Get Airbnb Recommendations for Remote Workers Right to Your Inbox

Have you found the best Airbnb in Hawaii for your remote working vacation? 

Whether you’re searching for a tropical tree house, beach cottage, or guest suite in a fern forest, Hawaii has it all. It’s an excellent destination for remote workers with plenty of things to do like visiting the volcanoes national park or snorkeling in some of the clearest waters in the world.

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