TOP 30 Best Relaxing vacation rentals in Hawaii

Vacation Maui Rentals is a premier real estate and travel agency located at 2580 Kekaa Drive in Lahaina, Hawaii. We specialize in providing luxurious vacation rentals in the beautiful island of Maui, offering a wide range of properties to suit every traveler's needs. Whether you're looking for a beachfront villa, a cozy cottage in the mountains, or a spacious condo with stunning ocean views, we have the perfect vacation rental for you. Our team of experienced agents are dedicated to helping you find the ideal accommodation for your stay in Maui, ensuring a memorable and relaxing vacation experience. Contact us today to book your dream vacation rental in paradise!

Rental: Kona Surf & Racquet Club, Unit 2-103 is a charming and cozy lodging option located in Kailua-Kona, Hawaii, United States. This beautiful unit offers stunning views of the ocean and is just steps away from the beach. With comfortable accommodations and a relaxing atmosphere, guests can enjoy a peaceful getaway in paradise. Amenities such as a pool, tennis courts, and BBQ area are available for guests to enjoy. Whether you're looking for a romantic retreat or a fun-filled family vacation, Kona Surf & Racquet Club is the perfect destination for your Hawaiian escape.

Boss Frog's Snorkel, Bike & Beach Rentals is a store and travel agency located at 4310 Lower Honoapiilani Road in Lahaina, Hawaii, United States. Situated in the Kahana area, this location offers top-of-the-line snorkel rentals, golf clubs, boogie boards, and other beach rental items. Customers can also book luaus, snorkel cruises, helicopter tours, and other Maui activities through this shop. The institution offers a 2 for 1 weekly rental special on snorkel gear, which includes a silicone skirt comfort fit mask, high-performance snorkel, fins, carry bag, island/snorkel map, anti-fog solution, and safety information. Additionally, customers receive a free beach chair, flotation device, or body board with each rental. The shop also provides full face snorkel mask rentals for beginners and budget snorkel sets for those looking for a more affordable option.

Boss Frog's Snorkel, Bike & Beach Rentals is a one-stop shop for all your outdoor adventure needs in Kailua-Kona, Hawaii. Located on Ali‘i Drive, this store and travel agency offers a wide range of rental equipment, including snorkeling gear, bikes, and beach essentials. Whether you're looking to explore the crystal-clear waters of the Pacific Ocean, cruise along the scenic coastline on a bike, or simply relax on the sandy beaches, Boss Frog's has everything you need for a fun-filled day in paradise. Their friendly and knowledgeable staff are always ready to help you plan your perfect Hawaiian adventure.

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.

Hilton Grand Vacations Club Kings' Land Waikoloa is a luxurious lodging institution located at 69-699 Waikōloa Beach Drive in Waikoloa Village, Hawaii. This resort offers spacious and elegantly designed accommodations, perfect for a relaxing vacation in paradise. Guests can enjoy amenities such as a stunning pool area, on-site dining options, and easy access to the beautiful beaches of Hawaii. Whether you're looking for a romantic getaway or a fun family vacation, Hilton Grand Vacations Club Kings' Land Waikoloa has everything you need for a memorable stay.

Boss Frog's Snorkel, Bike & Beach Rentals is your one-stop shop for all your outdoor adventure needs in Kihei, Hawaii. Located at 2463 South Kihei Road, this store and travel agency offers a wide range of equipment and services to make your vacation unforgettable. Whether you want to explore the stunning underwater world with their top-of-the-line snorkel gear, cruise along the beautiful beaches on a bike rental, or simply relax and soak up the sun with their beach essentials, Boss Frog's has got you covered. Their friendly and knowledgeable staff are always ready to help you plan the perfect day out in paradise. So come visit Boss Frog's Snorkel, Bike & Beach Rentals and get ready for an amazing experience in Hawaii!

The Hilton Grand Vacations Club The Grand Islander Waikiki in Honolulu, Hawaii offers luxurious lodging accommodations at 2023 Kālia Road. Situated in the heart of Waikiki, this institution provides guests with stunning ocean views, spacious suites, and top-notch amenities. Whether you're looking to relax by the pool, enjoy fine dining, or explore the vibrant city of Honolulu, The Grand Islander has everything you need for a memorable vacation experience. With its prime location and exceptional service, this resort is the perfect choice for a Hawaiian getaway.

Hilton Grand Vacations Club Hokulani Waikiki Honolulu is a luxurious lodging institution located at 2181 Kalākaua Avenue in Honolulu, Hawaii. This beautiful resort offers stunning views of Waikiki Beach and provides guests with top-notch amenities and services. The spacious accommodations are elegantly designed and fully equipped with modern conveniences, making it the perfect choice for a relaxing vacation in paradise. With its prime location and exceptional hospitality, Hilton Grand Vacations Club Hokulani Waikiki Honolulu ensures a memorable and unforgettable stay for all guests.

Hilton Grand Vacations Club Kohala Suites Waikoloa is a luxurious lodging option located at 69-550 Waikōloa Beach Drive in Waikoloa Village, Hawaii. This stunning resort offers spacious and beautifully appointed suites, complete with modern amenities and breathtaking views of the surrounding tropical paradise. Guests can enjoy access to a variety of on-site facilities, including swimming pools, restaurants, and a fitness center. The resort is conveniently located near popular attractions such as beautiful beaches, championship golf courses, and shopping and dining options. Whether you're looking for a relaxing getaway or an action-packed adventure, Hilton Grand Vacations Club Kohala Suites Waikoloa is the perfect destination for your Hawaiian vacation.

Boss Frog's Snorkel, Bike & Beach Rentals is a one-stop shop for all your Maui vacation needs. Located at 2395 South Kihei Road in Kihei, Hawaii, this store and travel agency offers a wide range of activities and equipment rentals to make your trip unforgettable. Whether you're looking to snorkel in the crystal-clear waters, explore the island on a bike, or relax on the beach with all the essentials, Boss Frog's has you covered. With a convenient 24-hour snorkel gear return option, you can enjoy your underwater adventures without any hassle.

Boss Frog's Snorkel, Bike & Beach Rentals is a store and travel agency located at 5095 Napilihau Street in Lahaina, Hawaii, United States. Conveniently situated in Napili Plaza next to Napili Market, our location offers easy access to all your beach and water activity needs. Whether you're looking for snorkel gear, beach toys, souvenirs, or even a full face snorkel mask rental, we have everything you need for a fun day at the beach. We offer a 2 for 1 weekly rental special on snorkel gear, which includes high-quality equipment and accessories to enhance your underwater experience. Our budget snorkel set is perfect for beginners, while our stand up paddle board rentals provide a great way to explore Maui's marine life from above.

The Hilton Grand Vacations Club Grand Waikikian Honolulu is a luxurious lodging option located at 1811 Ala Moana Boulevard in Honolulu, Hawaii. This stunning resort offers spacious and elegantly designed accommodations, perfect for those looking for a relaxing and upscale vacation experience. Guests can enjoy a range of amenities including a beautiful swimming pool, on-site dining options, and easy access to the stunning beaches of Waikiki. With its prime location and top-notch service, the Hilton Grand Vacations Club Grand Waikikian Honolulu is the perfect choice for a memorable Hawaiian getaway.

Hilton Grand Vacations Club Maui Bay Villas is a luxurious lodging destination situated at 575 South Kihei Road in Kihei, Hawaii. This exclusive resort offers breathtaking views of the Pacific Ocean and is surrounded by lush tropical gardens, creating a serene and peaceful atmosphere for guests to relax and unwind. The spacious villas feature modern amenities and stylish decor, providing the perfect home away from home for travelers seeking a luxurious and comfortable stay. With a range of on-site facilities including swimming pools, fitness center, and dining options, Hilton Grand Vacations Club Maui Bay Villas ensures a memorable and enjoyable vacation experience for all guests.

The Hilton Vacation Club The Point at Poipu Kauai is a luxurious lodging institution located at 1613 Pe'e Road in Koloa, Hawaii, United States. Situated on the beautiful island of Kauai, this resort offers stunning ocean views, spacious accommodations, and top-notch amenities. Guests can relax by the pool, unwind at the spa, or enjoy delicious dining options on-site. With its prime location near pristine beaches and popular attractions, the Hilton Vacation Club The Point at Poipu Kauai is the perfect destination for a memorable vacation in paradise.

Boss Frog's Snorkel, Bike & Beach Rentals is a one-stop shop for all your outdoor adventure needs in Koloa, Hawaii. Located at 5022 Lawai Road, this store and travel agency offers a wide range of equipment for snorkeling, biking, and beach activities. Whether you're looking to explore the crystal-clear waters of Hawaii, cruise along scenic bike paths, or relax on the sandy beaches, Boss Frog's has everything you need to make the most of your vacation. With top-quality gear, knowledgeable staff, and convenient location, Boss Frog's is the perfect place to gear up for your next island adventure.

Hilton Vacation Club Ka'anapali Beach Maui is a luxurious lodging institution located in Lahaina, Hawaii, United States. Situated on the beautiful Ka'anapali Beach, this resort offers stunning ocean views and top-notch amenities for a perfect vacation experience. Guests can enjoy spacious rooms, multiple pools, on-site dining options, a fitness center, and access to various water activities. Whether you're looking for a relaxing getaway or an adventure-filled vacation, Hilton Vacation Club Ka'anapali Beach Maui has everything you need for an unforgettable stay in paradise.

Boss Frog's Snorkel, Bike & Beach Rentals is a one-stop shop for all your outdoor adventure needs in Kihei, Hawaii. Located at 1215 South Kihei Road, this store and travel agency offers a wide range of equipment for rent, including snorkel gear, bikes, and beach essentials. Whether you're looking to explore the beautiful coral reefs, hit the scenic bike trails, or simply relax on the sandy beaches, Boss Frog's has everything you need to make the most of your time in paradise. Their friendly and knowledgeable staff are ready to help you plan your perfect day in the sun.

Hilton Grand Vacations Club at Hilton Hawaiian Village is a luxurious lodging option located at 2003 Kālia Road in Honolulu, Hawaii. This institution offers guests the opportunity to experience the beauty and relaxation of the Hawaiian Islands in style. With stunning ocean views, spacious accommodations, and top-notch amenities, guests can enjoy a truly unforgettable vacation experience. Whether you're looking to relax by the pool, explore the nearby attractions, or simply unwind in a luxurious setting, Hilton Grand Vacations Club at Hilton Hawaiian Village has everything you need for a perfect Hawaiian getaway.

Waikoloa Hawaii Vacations by Vacasa is a luxurious lodging, real estate, and travel agency located at 555 Waikōloa Beach Drive in Waikoloa Village, Hawaii, United States. Set yourself up for a stress-free Hawaiian getaway at one of our Waikoloa resorts, offering prime locations and comfort with easy access to shopping, dining, and top-notch amenities. With 74 vacation rentals offering internet access, you can stay connected throughout your trip. Our professional housekeepers ensure that each home is thoroughly cleaned and stocked with amenities for your arrival, so you can simply settle in and relax. Waikoloa is home to several beautiful resorts, golf courses, and beaches, making it the perfect paradise for your vacation. Whether you choose to stay inland at Waikoloa Village or at an oceanfront condo rental, you are sure to find paradise at Waikoloa Hawaii Vacations by Vacasa.

The Hilton Vacation Club The Modern Honolulu is a luxurious lodging institution located at 1775 Ala Moana Boulevard in Honolulu, Hawaii. This modern and stylish hotel offers unparalleled views of the beautiful Hawaiian coastline and is just steps away from the famous Waikiki Beach. Guests can enjoy top-notch amenities, including a stunning infinity pool, world-class dining options, and a relaxing spa. Whether you're looking for a romantic getaway or a fun-filled family vacation, the Hilton Vacation Club The Modern Honolulu is the perfect destination for an unforgettable Hawaiian experience.

Vacation-Maui is a real estate and travel agency located at 380 Huku Lii Place in Kihei, Hawaii. Our beach condos and homes are perfectly situated to help you experience the best of Maui. With an easy search feature, you can quickly find condos and homes available for your desired dates. Book instantly or connect with one of our local vacation rental specialists to learn more about the properties. Our condos are all near the beach and professionally managed, with thousands of positive reviews from satisfied visitors. Your Maui vacation can be tailored to your preferences, whether you want to relax on a secluded beach, enjoy water activities, explore the island's natural beauty, or indulge in island cuisine. Our accommodations are fully equipped with everything you need for a comfortable stay, from kitchen essentials to beach gear. Guests have raved about the cleanliness and amenities of our properties, as well as the helpfulness of our staff.

My Hilo Home is a charming 4-bedroom beach house rental located at 211 Amauulu Road in Hilo, Hawaii. This cozy vacation rental is the perfect escape for families or groups looking to relax and unwind in a beautiful beachfront setting. With stunning ocean views and a convenient location near all of Hilo's attractions, My Hilo Home offers a comfortable and memorable stay for guests. Please note that while all information provided is deemed reliable, it is recommended to independently verify any details before booking your stay.

Honokeana Vacation Condo Unit 211 is a charming and cozy lodging located at 5255 Lower Honoapiilani Road in Lahaina, Hawaii, United States. This vacation condo offers a comfortable and relaxing atmosphere for guests looking to unwind and enjoy the beauty of Maui. The unit is tastefully decorated and fully equipped with all the amenities needed for a memorable stay. With stunning ocean views and a convenient location near beaches, restaurants, and attractions, Honokeana Vacation Condo Unit 211 is the perfect choice for a Hawaiian getaway.

Hanalei Vacation Rentals is a premier lodging, real estate, and travel agency located at 5278 Malolo Place in the beautiful town of Hanalei, Hawaii. Our agency specializes in providing top-quality vacation rental properties for visitors looking to experience the stunning natural beauty and laid-back atmosphere of the North Shore of Kauai. Whether you are looking for a cozy beachfront cottage or a luxurious villa with ocean views, we have a wide range of options to suit every traveler's needs. Our experienced team is dedicated to ensuring that your stay in Hanalei is unforgettable, offering personalized service and local expertise to help you make the most of your Hawaiian getaway. Book with Hanalei Vacation Rentals for a truly memorable and relaxing vacation experience on the island of Kauai.

Hilton Grand Vacations Club Ocean Tower Waikoloa Village is a luxurious lodging destination located at 69-425 Waikōloa Beach Drive in Waikoloa Village, Hawaii. This stunning resort offers guests breathtaking ocean views, upscale accommodations, and a wide range of amenities including a pool, spa, fitness center, and on-site dining options. With its prime location on the beautiful Kohala Coast, guests can enjoy easy access to pristine beaches, world-class golf courses, and a variety of outdoor activities. Whether you're looking for a relaxing getaway or an adventure-filled vacation, Hilton Grand Vacations Club Ocean Tower Waikoloa Village has everything you need for an unforgettable stay in paradise.

Maui Beach Ocean View Rentals, LLC is a premier lodging, real estate, and travel agency located at 4365 Lower Honoapiilani Road in Lahaina, Hawaii. Our luxurious accommodations offer stunning ocean views and are perfect for a relaxing getaway or an unforgettable vacation experience. Whether you are looking to rent a beachfront property, purchase your dream home in paradise, or book an exciting adventure on the island, our experienced team is here to assist you every step of the way. Come stay with us and discover the beauty of Maui!

North Shore Car Rentals is a premier car rental institution located at 66-214 Kamehameha Highway in Haleiwa, Hawaii. With a wide selection of vehicles to choose from, including compact cars, SUVs, and luxury models, North Shore Car Rentals provides top-notch service to customers looking to explore the beautiful island of Hawaii. Whether you're visiting for a relaxing vacation or seeking adventure on the North Shore, North Shore Car Rentals has the perfect vehicle to suit your needs. With competitive rates and convenient location, North Shore Car Rentals is the ideal choice for your next Hawaiian getaway.

Maui Vacation Equipment Rentals offers a convenient pre-order self-service pickup option for those looking to rent vacation gear in Kihei, Hawaii. Located at 381 Huku Lii Place, this clothing store provides a variety of equipment rentals such as beach chairs, umbrellas, coolers, snorkel gear, and more. With easy online ordering and a hassle-free pickup process, visitors can quickly and efficiently get all the essentials they need for a relaxing and enjoyable vacation on Maui's beautiful beaches.

BHGRE Island Lifestyle - Vacations is a real estate and travel agency located at 68-1330 Mauna Lani Drive in Waimea, Hawaii, United States. Specializing in luxurious vacation rental homes on the Gold Coast of the Big Isle, they prioritize customer service and property management to ensure a memorable stay for all guests. With private residences and community amenities, guests can enjoy a relaxing Hawaiian getaway with all the comforts of home. Testimonials praise the stunning views, well-appointed accommodations, and attentive staff, making it a top choice for families and groups visiting the Big Island. Offering properties at KaMilo at Mauna Lani Resort, Hali’i Kai at Waikoloa Beach Resort, and Fairways North at Mauna Kea Resort, BHGRE Island Lifestyle - Vacations is dedicated to providing the highest level of client service for both vacation rental owners and guests. Contact them at relax@bhgvacationrentals.com or call 1 808.896.5466 or 1 808.345.5456 for more information. Life is good at BHGRE Island Lifestyle - Vacations!