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The Coolest Airbnbs In Hawaii


by Marquita Willman



Welcome to the beautiful islands of Hawaii, where pristine beaches, lush landscapes, and a vibrant culture await you. Whether you’re planning a romantic escape, a family vacation, or a solo adventure, finding the perfect accommodation is essential to enhancing your overall experience. While there are plenty of hotels to choose from, why not consider something unique and memorable? Airbnb offers a wide range of accommodations that go beyond the traditional hotel room, providing travelers with the opportunity to immerse themselves in the local charm and make lasting memories.


In this article, we’ll explore some of the coolest Airbnbs in Hawaii. From beachfront bungalows to treehouse retreats, luxury villas to quaint cottages, there’s something for every type of traveler. So, pack your bags, put on your aloha spirit, and let’s start this adventure!


But before we dive into the list, it’s important to note that when booking an Airbnb, it’s crucial to read reviews, check the host’s credibility, and ensure the property meets your specific needs and preferences. Additionally, consider factors such as location, amenities, and any extra fees that may apply. With that in mind, let’s explore the incredible selection of Airbnbs in Hawaii!


Beachfront Bungalows

Imagine waking up to the sound of waves crashing and stepping outside to feel the warm sand between your toes. Beachfront bungalows in Hawaii offer a slice of paradise right at your doorstep. These Airbnbs are perfect for those who want to fully embrace the coastal lifestyle and soak up the sun.


One popular option is the beachfront bungalows in Waikiki, where you can enjoy stunning views of the iconic Diamond Head right from your balcony. These cozy and well-appointed accommodations provide all the comforts of home, including fully equipped kitchens, spacious living areas, and private lanais. And with the beach just a few steps away, you can easily indulge in activities like swimming, sunbathing, or even learning to surf.


If you prefer a more secluded and serene beach experience, the beachfront bungalows on the North Shore are perfect for you. Located away from the hustle and bustle of the touristy areas, these hidden gems offer a tranquil getaway surrounded by lush greenery and pristine coastlines. From watching world-class surfers tackle the famous Pipeline waves to exploring nearby hiking trails, there’s never a dull moment in this slice of paradise. The beachfront bungalows here vary in style, ranging from rustic cottages to modern villas, ensuring there’s something for every taste.


For those looking for a unique beachfront experience, consider booking a beachfront bungalow on the less-visited islands like Molokai or Lanai. These secluded havens offer untouched beauty, where you can truly disconnect from the world and immerse yourself in nature. From breathtaking sunsets to stargazing under clear night skies, these beachfront bungalows provide an unparalleled sense of tranquility.


When choosing a beachfront bungalow Airbnb in Hawaii, it’s important to consider factors such as proximity to amenities, nearby attractions, and the specific beach conditions. Reading reviews from previous guests can provide valuable insights and help you make an informed decision. So, whether you’re seeking adventure or simply want to relax by the shore, beachfront bungalows in Hawaii offer the perfect setting for an unforgettable vacation.


Treehouse Retreats

Escape the ordinary and immerse yourself in nature with a stay in one of Hawaii’s enchanting treehouse retreats. Nestled amidst the lush rainforests and towering trees, these unique Airbnbs offer a magical and secluded experience like no other.


One popular treehouse retreat is located on the Big Island, where you can stay in a charming and eco-friendly treehouse perched high above the forest floor. With panoramic views of the surrounding jungle and glimpses of the ocean in the distance, this tranquil oasis allows you to reconnect with nature. Fall asleep to the soothing sounds of the forest and wake up to the melodies of tropical birds. These treehouse retreats often come equipped with comfortable beds, outdoor showers, and spacious decks where you can enjoy your morning coffee or bask in the serenity of your surroundings.


Another option for a treehouse getaway is in the lush valleys of Kauai. Here, you can find secluded treehouses nestled deep within the tropical rainforest, surrounded by cascading waterfalls and lush greenery. With no shortage of hiking trails and natural beauty, you can spend your days exploring the island’s stunning landscapes and relaxing in your own private sanctuary. These treehouse retreats often feature open-air designs, allowing you to fully immerse yourself in the sights and sounds of the jungle.


For those seeking a more luxurious treehouse experience, consider booking a stay in a high-end treehouse villa. These elevated retreats offer all the comforts of a hotel while still providing the unique ambiance of a treehouse. With amenities such as hot tubs, private pools, and gourmet kitchens, you can enjoy a luxurious getaway surrounded by nature. Whether it’s a romantic escape or a family adventure, these treehouse villas offer a truly unforgettable experience.


It’s important to note that treehouse retreats may have limited amenities compared to traditional accommodations. However, this is part of their charm, as they allow you to disconnect from the hustle and bustle of daily life and embrace a simpler, more natural way of living. Additionally, due to their popularity, it’s recommended to book your treehouse retreat well in advance to secure your desired dates.


So, if you’re looking for a unique and enchanting experience during your visit to Hawaii, consider booking a treehouse Airbnb. From tranquil rainforest escapes to luxurious elevated villas, these treehouse retreats offer a captivating and magical stay amidst the beauty of the islands.


Luxury Villas

When it comes to ultimate luxury and indulgence, Hawaii offers an array of stunning villas that will exceed your expectations. These luxurious Airbnbs provide a lavish and exclusive experience, perfect for those seeking the finer things in life.


One highly sought-after destination for luxury villas is the island of Maui. Here, you can find exquisite properties with breathtaking ocean views, private pools, and spacious terraces where you can soak in the island’s natural beauty. These villas often feature high-end amenities like gourmet kitchens, state-of-the-art entertainment systems, and luxurious furnishings. Whether you’re planning a romantic getaway or a family reunion, these luxurious villas provide the perfect setting for creating unforgettable memories.


For a taste of the extravagant, look no further than the luxurious villas in the exclusive resort areas of Wailea and Ko Olina. These opulent retreats offer access to pristine beaches, world-class golf courses, and some of the finest dining and shopping experiences in Hawaii. With private access to amenities like spas, fitness centers, and concierge services, you can truly immerse yourself in a world of luxury and relaxation.


If you prefer a secluded and private setting, consider booking a luxury villa on the less-visited islands of Lanai or Molokai. These hidden gems offer a more intimate and exclusive experience, where you can escape the crowds and enjoy the natural beauty of Hawaii in peace and tranquility. From secluded beaches to untouched wilderness, these luxurious villas provide a sanctuary away from the hustle and bustle of everyday life.


It’s important to note that luxury villas often come with premium price tags. However, when shared among a group of family or friends, the cost can be more affordable, making it a worthwhile investment for a once-in-a-lifetime experience. Additionally, it’s advisable to book these luxury villas well in advance, as they tend to be in high demand.


So, if you’re looking to indulge in the ultimate Hawaiian vacation, consider booking a luxury villa Airbnb. With unparalleled comfort, stunning surroundings, and top-notch amenities, these villas will create an extraordinary experience that you’ll remember for years to come.


Tropical Farmhouses

Experience the charm of rural Hawaii by staying in a tropical farmhouse Airbnb. These unique accommodations offer a glimpse into the island’s agricultural heritage while providing a serene and peaceful retreat.


One popular destination for tropical farmhouses is the north shore of Oahu. Here, you can find charming farm cottages nestled amidst lush green landscapes and surrounded by fruit orchards. Wake up to the sound of birds chirping and breathe in the fresh country air as you explore the picturesque farms. From picking your own tropical fruits to learning about sustainable farming practices, these farmhouses provide an immersive and educational experience.


On the Big Island, you’ll find farmhouses situated in the fertile regions of Hilo and Puna. Take a step back in time as you stay in traditional Hawaiian hale-style homes, complete with thatched roofs and open-air designs. These farmhouses offer a rustic yet comfortable retreat, where you can enjoy the simplicity of rural life. Stroll through lush gardens, indulge in farm-to-table meals, and learn about the traditions and practices that have shaped the island’s agriculture.


For a more upscale tropical farmhouse experience, consider booking a stay in a luxury farm estate on Maui or Kauai. These estate-style properties offer spacious accommodations, state-of-the-art amenities, and beautiful landscapes. From private swimming pools to professional-grade kitchens, you can enjoy the comforts of a modern home while surrounded by the beauty of tropical farmland. These farmhouses often provide farm-to-table experiences, allowing you to savor the flavors of fresh, locally grown produce.


Staying in a tropical farmhouse Airbnb is an excellent opportunity to disconnect from the fast-paced world and fully immerse yourself in nature. It’s important to note that these accommodations may have limited modern amenities and may require a car for transportation, as they are often located in rural areas. However, the authenticity and tranquility they offer are well worth it for those seeking a unique and immersive experience.


So, escape the hustle and bustle of city life and embark on a journey to the heart of Hawaii’s agricultural treasures by staying in a tropical farmhouse. From the beauty of the farms to the warmth of the local hospitality, these accommodations offer an unforgettable experience that will connect you to the land and its people.


Quaint Cottages

If you’re looking for a charming and cozy retreat during your visit to Hawaii, consider booking a stay in one of the many quaint cottages that are available on Airbnb. These adorable accommodations offer a sense of nostalgia and a unique glimpse into the local culture.


One popular destination for quaint cottages is the island of Kauai, known as the Garden Isle. Here, you can find cottages tucked away in lush gardens, surrounded by vibrant flowers and towering trees. Wake up to the sweet scent of plumeria and enjoy your morning coffee on your private lanai, listening to the sounds of tropical birds. These cottages often feature colorful exteriors, comfortable furnishings, and thoughtful touches that make you feel right at home.


In Maui, you’ll discover picturesque cottages nestled along the coastline, offering stunning ocean views and a peaceful retreat away from the crowds. Imagine falling asleep to the gentle sounds of waves and waking up to the golden rays of sunrise streaming through your window. These quaint cottages often come equipped with modern amenities, including fully equipped kitchens, comfortable beds, and cozy living spaces where you can relax after a day of exploring.


For those seeking a more secluded and off-the-beaten-path experience, consider booking a stay in a rustic cottage on the lesser-known islands such as Molokai or Lanai. These quiet havens offer a chance to immerse yourself in untouched beauty and experience the true essence of Hawaii. From stargazing at night to walking along secluded beaches, these cottages provide an idyllic escape from the everyday hustle.


When choosing a quaint cottage on Airbnb, it’s essential to consider your preferences and needs. Some cottages may offer an off-grid experience without Wi-Fi or air conditioning, perfect for those seeking a digital detox and a closer connection to nature. Others may provide modern amenities and luxurious touches, allowing for a more comfortable and indulgent stay. Reading reviews from previous guests can give you valuable insights into the overall experience and help you choose the perfect cottage for your vacation.


So, embrace the charm and simplicity of Hawaii’s quaint cottages for a delightful and relaxed vacation experience. From the unique architectural designs to the warm hospitality, these accommodations offer a memorable and enchanting stay that will make you feel like a true local.


Ocean View Condos

If you’re dreaming of waking up to panoramic views of the sparkling blue ocean, then booking an ocean view condo on Airbnb is the perfect choice. Hawaii offers a plethora of stunning condos that provide incredible vistas and a comfortable home away from home.


Waikiki Beach in Honolulu is a popular destination for ocean view condos. From your private balcony, you can soak in breathtaking views of the iconic Diamond Head, the azure waters of the Pacific Ocean, and the vibrant cityscape. These condos offer modern amenities such as full kitchens, spacious living areas, and access to luxurious facilities like swimming pools and fitness centers. Enjoy the convenience of being just steps away from world-class shopping, dining, and entertainment options.


Maui is another fantastic choice for ocean view condos. Whether you’re on the west side in Kaanapali or the south side in Wailea, you’ll be treated to stunning views of the ocean and neighboring islands. Relax on your lanai as you watch whales breach in the distance or witness the vibrant colors of a Maui sunset. The condos in Maui are often beautifully designed and offer resort-style amenities, including direct beach access, on-site restaurants, and golf courses.


For a more tranquil and secluded experience, consider booking an ocean view condo on the less-frequented island of Molokai. Here, you can enjoy unspoiled beauty, serene beaches, and a slower pace of life. The condos on Molokai offer a peaceful retreat where you can truly unwind and appreciate the natural wonders of the Hawaiian Islands.


When choosing an ocean view condo, consider factors such as location, amenities, and proximity to attractions you wish to explore. Whether you’re seeking a bustling city vibe or a secluded beach escape, there’s an ocean view condo in Hawaii that will suit your preferences.


Keep in mind that ocean view condos can be in high demand, especially during peak travel seasons. It’s advisable to book well in advance to secure your desired dates and unit. Reading reviews from previous guests will give you a better understanding of the quality and experience of each condo.


So, wake up to the beauty of the Pacific Ocean right outside your window by booking an ocean view condo in Hawaii. Whether you prefer the lively atmosphere of Waikiki or the tranquil shores of Molokai, these condos offer the perfect combination of comfort, convenience, and breathtaking views for an unforgettable vacation experience.


Historic Plantation Houses

Step back in time and experience the rich history of Hawaii by staying in a historic plantation house Airbnb. These unique accommodations offer a glimpse into the past, allowing you to immerse yourself in the island’s cultural and architectural heritage.


The island of Hawaii, also known as the Big Island, is home to several well-preserved historic plantation houses. These houses were once the residences of plantation managers and workers during the height of the sugar and coffee industries. Today, many of these houses have been lovingly restored and transformed into charming guest accommodations.


When you stay in a historic plantation house, you’ll have the opportunity to learn about the island’s history, explore the surrounding plantations, and experience the nostalgia of a bygone era. From the classic architecture to the vintage furnishings, every corner of these houses tells a story. Some even offer guided tours or have informative displays about the plantation era, giving you a deeper understanding of the island’s cultural heritage.


On the island of Kauai, you can find beautifully restored plantation-era cottages amidst the lush landscapes. These houses offer a blend of old-world charm and modern comforts, allowing you to enjoy a unique and memorable stay. The peaceful ambiance of these cottages, often nestled in tropical gardens or along serene riverbanks, provides a tranquil retreat for relaxation.


One of the advantages of staying in a historic plantation house is the connection to the local community. These houses are often located near small towns or villages, allowing you to immerse yourself in the local culture and experience the true spirit of Hawaii. You may have the opportunity to visit local markets, dine at authentic restaurants, and engage in community events, providing a genuine and enriching experience.


When booking a historic plantation house, it’s important to keep in mind that these accommodations may have some quirks and fewer modern amenities compared to contemporary rentals. However, this is part of their charm, allowing you to step back in time and truly appreciate the historical significance of your stay.


So, if you’re a history enthusiast or simply seek a unique and immersive experience, consider booking a stay in a historic plantation house. Embrace the past and create lasting memories in these architectural gems that offer a valuable connection to Hawaii’s fascinating history.


Floating Cabins

Experience a truly unique and extraordinary stay in Hawaii by booking a floating cabin on Airbnb. These fascinating accommodations offer the chance to sleep on the water, providing a one-of-a-kind experience that you won’t find anywhere else.


One popular destination for floating cabins is the island of Oahu, particularly in the calm waters of the Honolulu Harbor. Here, you’ll find charming and cozy cabins built on sturdy pontoons, allowing you to enjoy a peaceful night’s sleep while gently floating on the water. Wake up to the gentle sway of the waves and step outside to breathtaking views of the city skyline or the tranquil ocean.


The Big Island of Hawaii also offers floating cabins, particularly in the picturesque Hilo Bay. Located near lush rainforests and cascading waterfalls, these cabins provide a unique opportunity to immerse yourself in nature while still enjoying the comfort of a cozy cabin. Fall asleep to the sound of crickets and wake up to the vibrant colors of the sunrise reflecting off the calm waters.


Staying in a floating cabin allows you to escape the world and indulge in peace and tranquility. These cabins often come equipped with basic amenities, such as comfortable beds, small kitchens, and outdoor seating areas where you can soak in the surrounding beauty. Some cabins even offer fishing or kayaking equipment, allowing you to explore the waters and make the most of your floating adventure.


It’s important to note that floating cabins may have limited space and may not be suitable for those who experience seasickness or have mobility issues. Additionally, you’ll need to follow safety guidelines and instructions provided by the hosts to ensure a safe and enjoyable stay.


Whether you’re seeking a romantic getaway or a unique family adventure, staying in a floating cabin in Hawaii will undoubtedly leave you with lifelong memories. The experience of sleeping on the water and being surrounded by breathtaking natural beauty is truly unparalleled.


So, if you’re ready for an extraordinary and unforgettable vacation, consider booking a floating cabin on Airbnb. Leave the worries of everyday life behind as you float gently on the water, embracing the tranquility and beauty of Hawaii.


Sustainable Eco-Lodges

In harmony with Hawaii’s commitment to sustainability and preservation of its natural beauty, many eco-conscious travelers seek out sustainable eco-lodges on Airbnb. These unique accommodations allow visitors to minimize their environmental impact while immersing themselves in the stunning landscapes of the islands.


One of the best destinations for sustainable eco-lodges is the island of Maui. Here, you can find eco-friendly lodges that blend seamlessly with the natural surroundings. Built using sustainable materials and incorporating renewable energy sources, these lodges minimize their carbon footprint while providing a comfortable and eco-conscious stay. From rainwater harvesting to solar panels, every effort is made to preserve the delicate ecosystems that make Hawaii so special.


The island of Kauai is also home to several sustainable eco-lodges nestled in pristine locations. These lodges often feature open-air designs, allowing for natural ventilation and a closer connection to the surrounding environment. With low-impact practices and a strong focus on conservation, they offer a unique opportunity to experience Hawaii’s natural wonders while treading lightly on the Earth.


In addition to their eco-friendly practices, these lodges often offer educational opportunities for guests. You might have the chance to participate in conservation activities, learn about native plant species, or engage in sustainable farming practices. Immerse yourself in the local culture and gain a deeper appreciation for the unique ecosystems that make Hawaii such a remarkable destination.


When choosing a sustainable eco-lodge, consider the specific practices and certifications in place to ensure their commitment to sustainability. Look for lodges that prioritize waste reduction, energy efficiency, and water conservation. Reading reviews from previous guests can also provide insights into the lodge’s sustainability efforts and overall experience.


By choosing to stay in a sustainable eco-lodge, you become an active participant in preserving Hawaii’s natural beauty for future generations. Not only will you have a memorable and rejuvenating experience, but you’ll also contribute to the conservation efforts that make Hawaii a model for sustainable tourism.


So, if you’re passionate about sustainability and eager to minimize your environmental impact, consider booking a stay in a sustainable eco-lodge on your next visit to Hawaii. Embrace responsible travel practices and immerse yourself in the breathtaking beauty of the islands in a way that preserves and protects this fragile paradise.


Remote Island Getaways

If you’re searching for an off-the-grid adventure and a true escape from the hustle and bustle of everyday life, consider booking a remote island getaway on Airbnb in Hawaii. These secluded accommodations offer a chance to disconnect from the world and immerse yourself in the untouched beauty of the islands.


One remote island destination that shouldn’t be missed is Molokai. Known as the “Friendly Island,” Molokai offers a peaceful and unspoiled setting, perfect for those seeking a quiet retreat. Here, you can find remote beachfront cottages or quaint cabins nestled in nature, providing an authentic island experience. Spend your days exploring secluded beaches, hiking through lush forests, or simply unwinding on your private lanai, where you can enjoy breathtaking sunsets in solitude.


The island of Lanai is another hidden gem for a remote island getaway. With a smaller population and limited tourism infrastructure, Lanai offers the opportunity to disconnect from the crowds and immerse yourself in natural beauty. Remote villas or cottages on Lanai provide privacy and exclusivity, allowing you to unwind and experience the peacefulness of this remote paradise. Explore pristine beaches, take a hike into the rugged interior, or simply relax and soak in the tranquil ambiance.


On the less-frequented island of Niihau, you can truly experience Hawaii’s remoteness. Often referred to as the “Forbidden Island” due to its restricted access, Niihau is a place of seclusion and preservation. While it may be challenging to find accommodations on Niihau through Airbnb, nearby islands like Kauai offer options for day trips or boat tours to catch a glimpse of this remote and untouched paradise.


When choosing a remote island getaway, it’s essential to plan ahead and be prepared for the secluded nature of these accommodations. Some may have limited facilities or require additional travel arrangements. However, the opportunity to explore pristine landscapes, discover hidden beaches, and feel like you have the islands all to yourself is an experience like no other.


If you’re a lover of untouched natural beauty and relish in the idea of being off the beaten path, a remote island getaway in Hawaii is the perfect choice. Embrace the serenity, reconnect with nature, and create unforgettable memories in these hidden corners of paradise.



Hawaii is a dream destination for many travelers seeking sun, sand, and relaxation. While there are numerous hotels to choose from, Airbnb offers a diverse selection of accommodations that provide a more unique and personalized experience. From beachfront bungalows to treehouse retreats, luxury villas to quaint cottages, ocean view condos to historic plantation houses, floating cabins to sustainable eco-lodges, and remote island getaways, there is something for every type of traveler.


By choosing an Airbnb in Hawaii, you have the opportunity to immerse yourself in the local culture, connect with nature, and create unforgettable memories. You can choose accommodations that align with your preferences and passions, whether it’s waking up to the sound of crashing waves or being surrounded by lush rainforests.


When booking an Airbnb, it’s important to read reviews, check the credibility of the host, and ensure that the property meets your specific needs and preferences. Consider factors such as location, amenities, and any additional fees.


Ultimately, by opting for an Airbnb in Hawaii, you can enhance your overall experience and create a more personalized and memorable trip. Embrace the beauty, charm, and diversity of the islands, and savor every moment of your Hawaiian adventure.


So, pack your bags, put on your aloha spirit, and get ready to embark on an extraordinary journey. Whether you choose a beachfront bungalow, a floating cabin, a historic plantation house, or any of the other captivating options, your Airbnb in Hawaii will be the perfect home base for exploring the wonders of these magnificent islands.