TOP 10 Tropical island rentals in Hawaii

Maui Vacation Rentals by Vacasa is a real estate and travel agency located at 3350 Lower Honoapiilani Road in Lahaina, Hawaii, United States. Our team of professionals in Lahaina ensures that our vacation rentals are well-maintained and stocked with amenities for your comfort and convenience. With 149 of our rentals equipped with internet access, you can stay connected during your tropical getaway. Lahaina, known for its picturesque beaches and vibrant downtown area, offers a wide range of activities for visitors to enjoy. From whale-watching tours to exploring historic sites along Front Street, there is something for everyone in this charming town. Our condo rentals in Lahaina provide the perfect base for exploring the island of Maui, whether you want to hike in the rainforest, relax on the beach, or indulge in Hawaiian cuisine.

Located on the stunning Royal Coconut Coast of Kauai, Aston Islander on the Beach offers a peaceful and relaxing retreat for guests. The plantation-style architecture and lush tropical gardens provide a serene backdrop for a beachfront escape. Wake up to breathtaking sunrises, relax by the oceanfront pool, or take a leisurely bike ride along the Ke Ala Hele Makalae bike path. Conveniently located near the Coconut Marketplace, guests can enjoy shopping, dining, and live music in the lively town of Kapaa. Explore the natural beauty of Kauai with a hike at Waipouli Beach Park or simply unwind in the whirlpool spas on the property.

Escape to paradise at Kauai Tree House Rental, located on the stunning island of Kauai in Hawaii. Nestled along the iconic Kuhio Highway in Hanalei, our unique tree house accommodations offer a one-of-a-kind experience surrounded by lush tropical foliage and breathtaking views. Whether you're seeking a romantic getaway, family vacation, or solo retreat, our tree houses provide the perfect blend of comfort and adventure. Immerse yourself in the natural beauty of Kauai while enjoying modern amenities and personalized hospitality. Book your stay at Kauai Tree House Rental and create unforgettable memories in this tropical oasis.

Escape to paradise at the Tropical Getaway at the Shores Waikoloa Beach #138 in Waikoloa Village, Hawaii. This beautiful lodging option offers a taste of island living with stunning views of the ocean and easy access to the beach. Relax in the comfort of your own private oasis, complete with modern amenities and a tropical decor. Whether you're looking for a romantic getaway or a fun-filled family vacation, this tropical retreat is the perfect choice for your next Hawaiian adventure.

Big Island Retreat is a serene and peaceful lodging located at 78-226 Kahalu'u Road in Kailua-Kona, Hawaii. Surrounded by lush tropical gardens and just a short distance from the beautiful beaches of the Big Island, this retreat offers a tranquil escape from the hustle and bustle of everyday life. Whether you're looking for a relaxing getaway or a rejuvenating retreat, Big Island Retreat provides a comfortable and inviting atmosphere for guests to unwind and recharge. With cozy accommodations, friendly staff, and a convenient location, this retreat is the perfect place to experience the beauty and tranquility of Hawaii.

Hilo Vacation Rental is a premier lodging option located at 15 Aipuni Street in beautiful Hilo, Hawaii. As both a real estate agency and travel agency, we offer a wide range of vacation rental options for visitors looking to explore all that the Big Island has to offer. Whether you're looking for a cozy cottage, a beachfront condo, or a luxurious villa, we have the perfect accommodations to suit your needs. Our knowledgeable staff are dedicated to ensuring that your stay in Hilo is unforgettable, providing personalized service and expert recommendations for local attractions and activities. Book your dream vacation rental with Hilo Vacation Rental today and experience the magic of Hawaii's enchanting landscapes and vibrant culture.

Kauai Tropical Properties is a premier real estate agency located at 4489 Aku Road in Hanalei, Hawaii. Specializing in luxury properties and vacation rentals in the beautiful island of Kauai, our team of experienced agents are dedicated to helping clients find their dream home or investment property in paradise. With a deep understanding of the local market and a commitment to exceptional customer service, Kauai Tropical Properties is the go-to agency for all your real estate needs on the Garden Isle. Contact us today to start your search for the perfect tropical property in Hawaii.

Maluhia Hanalei Vacation Rental is a charming lodging option located at 4495 Pilikoa Street in the picturesque town of Hanalei, Hawaii. This peaceful retreat offers guests a cozy and comfortable stay surrounded by lush tropical gardens and stunning views of the island. The vacation rental is perfect for those looking for a relaxing getaway, with easy access to the beautiful beaches, hiking trails, and local attractions. Whether you're seeking a romantic escape or a family vacation, Maluhia Hanalei Vacation Rental provides a welcoming and tranquil atmosphere for all guests to enjoy.

Blue Sky Kauai Vacation Rentals is a premier real estate and travel agency located in the breathtaking town of Kilauea, Hawaii. Our agency specializes in providing luxury vacation rentals on the island of Kauai, offering guests the opportunity to experience the beauty and tranquility of this tropical paradise. With a wide range of properties to choose from, including beachfront villas, private estates, and cozy cottages, we cater to the needs of every traveler. Whether you are looking for a romantic getaway, a family vacation, or a group retreat, Blue Sky Kauai Vacation Rentals has the perfect accommodation for you. Our dedicated team of professionals is committed to providing exceptional service and ensuring that your stay on Kauai is nothing short of unforgettable. Book your dream vacation rental with us today and let us help you create memories that will last a lifetime.

Experience the ultimate tropical getaway at the Kauai vacation rental on the Royal Coconut Coast at Wailua Bay, #204. This stunning property is located at 320 Papaloa Road in Kapaʻa, Hawaii, offering breathtaking views of the ocean and easy access to the beach. As a premier real estate and travel agency, we ensure that your stay is nothing short of perfection. With luxurious accommodations, top-notch amenities, and personalized service, your dream vacation awaits at this beautiful retreat on the Garden Isle. Book your stay now and indulge in paradise.

Kauai Vacation Rentals & Real Estate, Inc is a premier real estate and travel agency located in Lihue, Hawaii. Our team of experienced professionals is dedicated to helping clients find the perfect vacation rental or property on the beautiful island of Kauai. Whether you are looking for a luxurious beachfront villa or a cozy cottage nestled in the lush tropical landscape, we have a wide selection of options to suit every taste and budget. With our personalized service and local expertise, we strive to make your Kauai vacation dreams a reality. Visit us at 3-3311 Kuhio Highway and let us help you find your piece of paradise in Hawaii.

Garden Island Properties is a reputable real estate agency located at 4-928 Kuhio Highway in Kapaʻa, Hawaii. Specializing in properties on the beautiful Garden Island of Kauai, this agency offers a wide range of real estate services to assist clients in buying, selling, or renting properties in the area. With a team of experienced and knowledgeable agents, Garden Island Properties is dedicated to providing exceptional customer service and helping clients find their dream home or investment property in this tropical paradise. Whether you are looking for a beachfront villa, a cozy cottage in the mountains, or a luxury condo with ocean views, Garden Island Properties can help you find the perfect property to suit your needs and preferences. Contact them today to start your real estate journey on Kauai!

Kauai Island Homes, LLC is a premier real estate and travel agency located at 4370 Kukui Grove Street in Lihue, Hawaii. Specializing in luxury vacation rentals, property management, and real estate sales on the beautiful island of Kauai, our team of experienced professionals is dedicated to providing top-notch service to our clients. Whether you are looking for a dream vacation rental or interested in buying or selling property on Kauai, Kauai Island Homes, LLC is here to help you every step of the way. Contact us today to learn more about our services and how we can assist you in making your Kauai dreams a reality.

Hawaiian Villa Rentals is a premier real estate and travel agency located at 767 Kailua Road in the beautiful town of Kailua, Hawaii. We specialize in providing luxurious villa rentals for visitors looking to experience the beauty and tranquility of the Hawaiian Islands. Our expert team is dedicated to helping clients find the perfect vacation home that suits their needs and preferences. Whether you're looking for a beachfront villa with stunning ocean views or a secluded retreat nestled in the lush tropical landscape, Hawaiian Villa Rentals has the perfect property for you. Experience the ultimate Hawaiian getaway with us and create unforgettable memories that will last a lifetime.

Tropical Island Properties LLC is a reputable real estate agency located at 75 Ala Malama Avenue in Kaunakakai, Hawaii. Specializing in properties on the beautiful island of Molokai, their dedicated team of professionals is committed to helping clients find their dream home or investment property in this tropical paradise. With a wealth of local knowledge and expertise, Tropical Island Properties LLC is the go-to agency for all your real estate needs in Hawaii. Contact them today to start your journey towards owning a piece of paradise.

Noelani Condominium Rental Association is a real estate and travel agency located at 4095 Lower Honoapiilani Road in Lahaina, Hawaii, United States. Away from the crowded high rise hotels and overdeveloped resort areas, this private haven offers peace, tranquility, and the Aloha Spirit of Old Hawaii. Our oceanfront resort condos provide the best of Maui, with swimming pools, Jacuzzi, private lanais, and a tropical island setting just steps from the beach. We offer a variety of Maui vacation condos for rent, including studio, 1 bedroom, 2 bedroom, and 3 bedroom options. Each condo is fully furnished in tropical décor and at a deluxe level for your enjoyment. With direct oceanfront views and only steps from the beach, our condos provide a clean, smoke-free, and comfortable vacation experience. Take a virtual tour to see the beauty of our rentals and experience the magic of Maui No Ka Oi!

Spyglass Maui Rentals is a premier real estate and travel agency located in the picturesque town of Paia, Hawaii. Situated at 19 Aolani Place, this institution offers a wide range of luxurious vacation rentals and properties for sale on the enchanting island of Maui. Whether you are looking for a private beachfront villa or a cozy cottage nestled in the lush tropical landscape, Spyglass Maui Rentals has the perfect accommodation for your dream Hawaiian getaway. With a team of experienced agents and a commitment to excellence, they are dedicated to providing top-notch service and helping you find the perfect home away from home in paradise. Book your next vacation rental or investment property with Spyglass Maui Rentals and experience the beauty and magic of Maui like never before.

Fine Island Properties, LLC is a reputable real estate agency located at 275 West Kaahumanu Avenue in Kahului, Hawaii. Specializing in luxury properties and stunning beachfront homes, Fine Island Properties, LLC is dedicated to helping clients find their dream home in paradise. With a team of experienced and knowledgeable real estate agents, they provide top-notch service and expertise to assist clients in buying or selling their properties. Whether you are looking for a vacation home, investment property, or permanent residence, Fine Island Properties, LLC is committed to helping you find the perfect property to suit your needs. Contact them today to start your journey to finding your own piece of paradise in Hawaii.

Maui Vista #3421 is a charming vacation rental located at 2191 South Kihei Road in the beautiful town of Kihei, Hawaii. This cozy lodging is the perfect place to relax and unwind during your stay on the stunning island of Maui. With comfortable accommodations and convenient amenities, Maui Vista #3421 offers a home away from home for travelers looking to experience the natural beauty and tropical paradise of Hawaii. Whether you're looking to explore the nearby beaches, indulge in local cuisine, or simply enjoy the breathtaking views, Maui Vista #3421 is the ideal choice for your next vacation getaway.

Coldwell Banker Island Properties is a reputable real estate agency located at 1819 South Kihei Road in the beautiful town of Kihei, Hawaii. Our experienced team of professionals is dedicated to helping clients buy, sell, and rent properties in this tropical paradise. Whether you are looking for a beachfront condo, a luxury estate, or a vacation rental, we have the expertise to guide you through the process. Trust Coldwell Banker Island Properties to make your real estate dreams a reality in Hawaii.

The Falls at Reed's Island is a luxurious and tranquil retreat located at 286 Kaiulani Street in Hilo, Hawaii. This stunning property offers a unique combination of lodging, real estate, and travel services, making it the perfect destination for those seeking a peaceful and rejuvenating getaway. With its lush tropical surroundings and breathtaking views of the falls, guests can relax and unwind in style. Whether you are looking to book a vacation rental, purchase a new home, or plan an unforgettable trip to Hawaii, The Falls at Reed's Island has everything you need to make your stay unforgettable.

Akaka Farms Vacation Rental is a charming real estate and travel agency located in Honomu, Hawaii. Nestled at 28-2639 Kahalono Road, this institution offers stunning vacation rentals on a lush and picturesque farm setting. Guests can enjoy a peaceful retreat surrounded by tropical gardens, fruit orchards, and breathtaking views of the Akaka Falls. Whether you are looking for a romantic getaway, family vacation, or solo adventure, Akaka Farms Vacation Rental provides the perfect accommodations for a memorable stay in paradise. Book your stay now and experience the beauty and tranquility of Hawaii's Big Island.

Fly Maui Flight School & Plane Rental is a premier aviation institution located at 19 Heona Place in Kihei, Hawaii. Our mission is to make the thrill of flying accessible to everyone, regardless of age, experience level, or certification status. Whether you're a first-time flyer or a seasoned pilot, a local resident or a visitor to our beautiful islands, you can take to the skies and pilot your own plane with us. Our experienced instructors are dedicated to helping you fulfill your dream of becoming a pilot, whether you're looking to pursue aviation as a hobby or as a career. We offer thrilling, hands-on flying experiences for Hawaii residents interested in obtaining their pilot's license, as well as unforgettable flight-seeing lessons for those looking to explore the beauty of our island paradise from above.

Molokai Island Retreat in the Wavecrest Resort is a stunning vacation rental located on the picturesque Island of Molokai, Hawaii. Situated on the lush east end of the island, our retreat offers breathtaking ocean views, tropical gardens, and a peaceful atmosphere perfect for relaxation. Our recently renovated condo can accommodate up to four guests and is equipped with all the essentials for a comfortable stay, including beach gear, a fully stocked kitchen, and high-speed internet. Guests can enjoy the oceanfront pool, tennis/pickleball court, and shuffleboard court, or simply relax on the lanai and take in the stunning views of Maui. With direct flights available to Molokai from Oahu and Maui, getting to our retreat is easy. Whether you're looking for a relaxing getaway or to explore the island's natural beauty and cultural heritage, Molokai Island Retreat is the ideal home base for your Hawaiian adventure. Book your stay today and experience the magic of Molokai for yourself!

Coldwell Banker Island Vacations is a premier real estate and travel agency located in the beautiful town of Koloa, Hawaii. Situated at 2360 Kiahuna Plantation Drive, this institution specializes in providing luxurious vacation rentals and properties for sale on the stunning island of Kauai. Whether you are looking for a dreamy beachfront villa or a cozy cottage nestled in the lush tropical landscape, Coldwell Banker Island Vacations has a wide range of options to suit your needs. With their expert knowledge of the local real estate market and dedication to exceptional customer service, you can trust that you will find your perfect island getaway with Coldwell Banker Island Vacations.

Maui Tropical Sunsets offers luxurious vacation rental services in the beautiful island of Maui, Hawaii. Located at 4435 Lower Honoapiilani Road in Lahaina, our real estate and travel agency specializes in providing stunning accommodations with breathtaking views of tropical sunsets. Whether you're looking for a romantic getaway or a family vacation, our team is dedicated to helping you find the perfect rental for your needs. With top-notch amenities and personalized service, Maui Tropical Sunsets ensures a memorable and relaxing stay in paradise. Experience the magic of Maui with us!

Maui Aloha Vacation Rental is a real estate and travel agency located at 2837 Umalu Place, Kihei, Hawaii, United States. This South Maui vacation home is situated near some of Maui's most stunning beaches, including Wailea and Kihei. Just minutes away from popular spots like Wailea Beach, Keawakapu Beach, Kamaole Beaches, and Big Beach, this vacation rental is the perfect starting point for exploring all that Maui has to offer. The 3 bedroom vacation rental features a welcoming floor plan that combines the comforts of home with the exotic beauty of Maui. With private outdoor spaces, lush greenery, and peekaboo ocean views, guests can enjoy their morning coffee or evening cocktail while soaking in the tropical atmosphere.

Kauhale Makai Vacation Rentals is a premier real estate and travel agency located at 1819 South Kihei Road in Kihei, Hawaii. Our agency offers a wide range of vacation rental options in this beautiful island destination. Whether you are looking for a cozy beachfront condo or a luxurious villa with stunning ocean views, we have the perfect accommodation for your Hawaiian getaway. Our experienced team is dedicated to providing excellent customer service and helping you find the ideal rental property for your vacation needs. Book with Kauhale Makai Vacation Rentals for an unforgettable stay in paradise.

Maui Tropical Vacations is a premier real estate and travel agency located at 770 Haiku Road in Haiku-Pauwela, Hawaii. Specializing in luxurious vacation rentals and unforgettable tropical getaways on the beautiful island of Maui, our team of experts is dedicated to providing exceptional service and creating unforgettable experiences for our clients. Whether you're looking for a private beachfront villa, a stunning oceanfront condo, or a cozy cottage nestled in the lush tropical landscape, Maui Tropical Vacations has the perfect accommodation for your dream Hawaiian vacation. Contact us today to start planning your next unforgettable getaway in paradise.

Located at 69-1029 Nawahine Place in Waikoloa Village, Hawaii, Hali’i Kai at Waikōloa offers luxurious lodging options on the sunny Kohala Coast. With spacious one-, two-, and three-bedroom villas and townhomes, guests can enjoy a perfect mix of privacy and open living spaces. AAA or CAA members can save up to 10% off with Castle Resorts. The resort provides first-class facilities, complimentary damage protection, and airport transportation through SpeediShuttle. Guests can enjoy a variety of activities on the Big Island, from visiting Kilauea volcano to swimming with dolphins and manta rays. With stunning ocean views and a relaxing atmosphere, Hali’i Kai at Waikōloa is the perfect destination for a Hawaiian getaway.