TOP 30 Best Luxury vacation properties in Hawaii

Hawaii Life Vacations is a premier real estate and travel agency located in the beautiful town of Kilauea, Hawaii. Our team of experienced professionals is dedicated to helping clients find the perfect vacation rental or property to purchase in paradise. Whether you are looking for a luxurious beachfront villa or a cozy cottage nestled in the lush tropical landscape, we have a wide range of options to suit your needs. Let us help you create unforgettable memories in the stunning surroundings of Hawaii. Contact us today to start planning your dream vacation or investment in this idyllic destination.

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!

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.

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.

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.

Dreamy Vacation is a premier real estate and travel agency located in the breathtaking town of Lahaina, Hawaii. Our team of experienced professionals is dedicated to helping you find your dream vacation rental or property in paradise. Whether you're looking for a luxurious beachfront villa or a cozy cottage nestled in the lush tropical landscape, we have a wide range of options to suit your needs. Let us help you create unforgettable memories on your next Hawaiian getaway. Visit us at 4365 Lower Honoapiilani Road and let us turn your dream vacation into a reality.

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.

My Kauai Vacation Rental, Manualoha 601 Poipu is a luxurious lodging option located at 2371 Ho'ohu Road in Koloa, Hawaii, United States. This stunning property is managed by a reputable real estate agency and travel agency, offering guests a perfect getaway in the beautiful island of Kauai. Situated in the prestigious Poipu area, Manualoha 601 boasts breathtaking ocean views, upscale amenities, and easy access to pristine beaches and popular attractions. Whether you are looking for a romantic retreat, a family vacation, or a solo adventure, this vacation rental is the ideal choice for an unforgettable Kauai experience. Book your stay now and immerse yourself in paradise at My Kauai Vacation Rental, Manualoha 601 Poipu.

Premier Kauai Vacation Rentals is a top-rated real estate and travel agency located in Kapaʻa, Hawaii, United States. Our team specializes in providing luxury vacation rental properties on the beautiful island of Kauai. Whether you are looking for a beachfront villa, a cozy cottage in the mountains, or a spacious condo with ocean views, we have the perfect accommodation for your dream vacation. Our experienced staff is dedicated to providing exceptional customer service and helping you create unforgettable memories during your stay in paradise. Contact us today to book your perfect Kauai getaway!

Maui Property LLC, located at 1075 Makawao Avenue in Makawao, Hawaii, is a top real estate agency founded by Joe Erlemann, Robert Vafaie, and Brett Christiansen. With a focus on putting the client first every time, Maui Property has become one of Maui's top-selling real estate teams, having sold hundreds of homes. The team is known for its innovative and technology-driven approach, providing clients with the highest level of VIP service when buying, selling, or investing in real estate. Each team member has a clearly defined role and access to advanced technology and marketing systems. The agency offers a wide range of listings, from tranquil vacation condos to luxurious oceanfront homes. Whether you're looking for a serene Kula retreat or a modern luxury home in Launiupoko, Maui Property LLC has something for everyone. Click anywhere on their map to see listings instantly and start your real estate journey with Maui Property today.

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!

Orchid Vacation Rental House is a charming lodging option located at 1615 Makanui Road in Koloa, Hawaii. As both a real estate and travel agency, we specialize in providing guests with comfortable and luxurious vacation rentals in the beautiful surroundings of Hawaii. Our properties are meticulously maintained and offer a range of amenities to ensure a relaxing and enjoyable stay. Whether you are looking for a romantic getaway or a family vacation, Orchid Vacation Rental House is the perfect choice for your next Hawaiian adventure.

Lotus Property Management is a premier real estate and travel agency located in the beautiful town of Princeville, Hawaii. Our dedicated team of professionals is committed to providing top-notch services to our clients, whether they are looking to buy or rent a property or plan their dream vacation in paradise. With years of experience in the industry, we pride ourselves on our attention to detail, personalized approach, and commitment to excellence. Visit us at 3830 Edward Road to see how we can help you achieve your real estate or travel goals.

Bird of Paradise Vacation Rental Home is a stunning lodging option located at 1522 Pe'e Road in Koloa, Hawaii. This beautiful property is managed by a reputable real estate agency and travel agency, ensuring top-notch service and accommodations for guests. Nestled in the lush tropical surroundings of Hawaii, this vacation rental home offers a peaceful retreat for those looking to relax and unwind. With spacious rooms, modern amenities, and breathtaking views, Bird of Paradise Vacation Rental Home is the perfect choice for your next getaway in paradise.

Waioli Properties is a reputable real estate agency located at 4347 Rice Street in Lihue, Hawaii, United States. With a team of experienced and knowledgeable agents, they specialize in helping clients buy, sell, and rent properties in the beautiful island of Hawaii. Whether you're looking for a beachfront villa, a cozy bungalow, or a commercial space, Waioli Properties is dedicated to providing top-notch service and finding the perfect property to meet your needs. Contact them today to start your real estate journey in paradise.

Luxury Retreat Hawaii is a premier institution located at 92-102 Waialii Place in Kapolei, Hawaii. As a combination of a lodging facility, real estate agency, and travel agency, we offer unparalleled luxury accommodations and services for those looking to experience the beauty and relaxation of Hawaii in style. Our exquisite properties are meticulously curated to provide the ultimate retreat for our guests, whether they are looking for a vacation rental or a permanent residence in paradise. With a team of experienced professionals dedicated to providing top-notch service, Luxury Retreat Hawaii ensures that every guest's stay is unforgettable and truly luxurious. Come experience the magic of Hawaii with us.

Exotic Estates offers an unparalleled selection of luxury Hawaii vacation rentals, located at 1121 Punakea Loop in Lahaina. As a real estate and travel agency, we specialize in providing guests with the ultimate Hawaiian getaway experience. Our properties feature stunning ocean views, private pools, and top-notch amenities to ensure a memorable stay. Whether you're planning a romantic escape, family vacation, or group retreat, Exotic Estates has the perfect rental for you. Book your dream Hawaiian vacation today!

Ekahi Vacation Condos is a real estate and travel agency located at 3300 Wailea Alanui Drive in Kihei, Hawaii. Our modern and spacious beachfront vacation rental condos in Wailea Ekahi Village on Maui offer all the comforts of home. With four swimming pools and access to Keawakapu Beach, our properties are ideally situated in the beautiful Wailea Resorts District. Whether you want to explore the island of Maui or simply relax in a stunning vacation rental, Ekahi Vacation Condos has everything you need. Our properties are beautifully appointed and impeccably maintained, providing the best customer service imaginable. Named after the Hawaiian word for 'one' or 'first', Ekahi Vacation Condos truly offers a special and world-class experience. Visit us at Wailea Ekahi Village for a memorable stay in South Maui. Contact us at info@ekahivacationcondos.com for more information.

Ka'anapali Luxury Vacation Rentals is a real estate and travel agency located at 110 Awaiku Street in Lahaina, Hawaii. We offer the best Maui resort rental properties along the world famous Ka'anapali Beach. Our suites are beautifully appointed with luxury decor and upscale furnishings, including high quality beds, linens, and pillows. Each suite features a spacious living area and bedroom with high definition TVs, as well as a professionally appointed kitchen with high end appliances. Guests can enjoy complimentary personal concierge services and suite compendiums. Additionally, we recommend the new Luana Garden Villas at Honua Kai Resort. When you're not relaxing in your luxurious suite, explore the spa, restaurants, and amenities at Ka'anapali Beach. From upscale dining experiences to local Hawaiian cuisine, there's something to satisfy every palate. After a day of fun in the sun, pamper yourself at one of the area's spas, fitness, and wellness centers. Our concierge can help you find the perfect match for your needs. And when you're ready for adventure, Maui offers a wide range of ocean and land activities to choose from. Let us help you plan the perfect vacation in paradise.

Maui Eldorado condos by Maui Kā‘anapali Vacation Rentals is a premier real estate and travel agency located at 2661 Kekaa Drive in Lahaina, Hawaii. Our luxurious condos offer stunning views of the Pacific Ocean and are equipped with all the amenities needed for a relaxing and unforgettable vacation. Whether you're looking to buy or rent a condo in Maui, our experienced team is here to help you find the perfect property for your needs. With our convenient location near the famous Kā‘anapali Beach, you'll have easy access to shopping, dining, and outdoor activities. Book your stay with us today and experience the beauty of Maui in style.

Kona Coast Vacations is a premier lodging, real estate, and travel agency located at 73-4855 Kanalani Street in Kailua-Kona, Hawaii, United States. With over 250 vacation rentals to choose from, guests can enjoy the best rates by booking directly and avoiding additional service fees from third party sites. The agency has been offering select vacation rentals on the leeward side of the Island of Hawaii for over fifteen years. From the southern part of the island to the northern tip, guests can experience a wide range of adventures and activities, including swimming with mantas, whale watching, snorkeling, surfing, and more. The agency's luxury amenities and spacious accommodations make it the perfect choice for friends and family looking to explore the beauty of Hawaii. With a team of experts ready to assist seven days a week, Kona Coast Vacations is dedicated to providing a seamless booking experience and helping guests make the most of their stay in paradise. Whether seeking a relaxing beachfront condo or a private luxury home, Kona Coast Vacations has the perfect rental for any vacation. Contact them at 808-329-2140 or reservations@konacoastvacations.com to book your Kailua-Kona vacation rental today.

Marina Hawaii Vacations is a premier real estate and travel agency located at 1777 Ala Moana Boulevard in Honolulu, Hawaii. We specialize in luxury vacation rentals and property management services in the beautiful island paradise of Hawaii. Our team of experienced professionals is dedicated to providing unparalleled customer service and helping clients find the perfect accommodations for their dream Hawaiian getaway. Whether you're looking for a beachfront villa, a cozy condo, or a spacious family home, Marina Hawaii Vacations has a wide selection of properties to choose from. Contact us today to start planning your unforgettable Hawaiian vacation!

Midway Vacations is a premier real estate and travel agency located in the heart of Honolulu, Hawaii. Our team of experienced agents are dedicated to helping clients find the perfect vacation rental or property investment. Whether you're looking for a luxurious beachfront condo or a cozy mountain retreat, we have a wide range of options to suit your needs. With our expertise in the local real estate market and connections in the travel industry, we can help you plan the ultimate Hawaiian getaway. Contact us today at 201 ʻŌhua Avenue to start planning your dream vacation!

Princeville Vacation Rentals is a top-notch real estate and travel agency located at 5-4280 Kuhio Highway in Princeville, Hawaii, United States. Planning a family vacation can be stressful, but with our expert team, we ensure that every property is handpicked to meet your specific needs. We offer the best rates for our Princeville Kauai vacation rentals, along with exceptional service to make sure you get the most value for your money. Our online booking system is available 24/7 for your convenience, and our vacation planners are always ready to assist you. With a secure online payment portal, you can book with peace of mind knowing that we prioritize your care. Our local team of managers, housekeeping staff, booking specialists, and concierge are dedicated to serving you and making your stay unforgettable.

Elite Pacific Vacations is a prestigious real estate and travel agency located in the beautiful town of Kailua-Kona, Hawaii. Situated at 75-5865 Walua Road, this institution specializes in luxury vacation rentals, property management, and personalized travel services. With a team of experienced professionals, Elite Pacific Vacations offers unparalleled expertise in helping clients find the perfect vacation home or investment property in Hawaii. Whether you're looking for a relaxing beachfront villa or a high-end condo in a prime location, Elite Pacific Vacations has the resources and knowledge to make your dream vacation a reality. Contact them today to start planning your next unforgettable Hawaiian getaway.

The Bay Club, a Hilton Grand Vacations Club, located at 69-450 Waikōloa Beach Drive in Waikoloa Village, Hawaii, is a luxurious lodging option on the Big Island. This Hawaii timeshare property offers spacious 1- and 2-bedroom suites with private lanais, fully equipped kitchens, and beautifully manicured grounds. Guests can enjoy a pool, 36-hole golf course, dining options, and shopping within the Waikoloa Beach Resort. The resort features amenities such as refreshing pools, sport courts, fitness facilities, and restaurants serving local cuisine. Membership options with Hilton Grand Vacations are available for those interested in owning a deeded interest in this resort. Prices range from $7,800 to $758,990 for deeded interest, with additional options for U.S. and Hawaii Collections. Eligibility and financing requirements apply, and additional restrictions may apply. Hilton Grand Vacations® is a registered trademark of Hilton Worldwide Holdings Inc. or its subsidiaries and licensed to Hilton Grand Vacations Inc.

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.

Maui Westside Properties is a family-owned boutique luxury vacation rental and property management company located at 60 Ulupono Street in Lahaina, Hawaii. Specializing in Maui's beautiful Westside, they offer the finest accommodations at sought-after resorts on Kaanapali Beach, including Honua Kai Resort & Spa, Whaler's on Kaanapali Beach, and more. As a fully licensed real estate brokerage and property management company, Maui Westside Properties provides personalized vacation rental services to guests from around the world. With a commitment to ensuring guests have the best trip possible, they are available to answer any questions and assist with booking the perfect condo. Contact them at (808) 427-3545 or info@mauiwestside.com for more information.

Hawaii Vacation Properties is a premier real estate and travel agency located at 1720 Ala Moana Boulevard in Honolulu, Hawaii. Specializing in luxurious vacation rentals and properties in the beautiful islands of Hawaii, our agency offers a wide range of accommodations to suit every traveler's needs. Whether you're looking for a beachfront villa, a cozy cottage in the mountains, or a modern condo in the heart of Honolulu, we have the perfect property for you. Our experienced agents are dedicated to providing exceptional service and helping you create unforgettable memories in paradise. Contact us today to start planning your dream vacation in Hawaii!

Kalia Suites by Hilton Grand Vacations is a luxurious lodging institution located on Kālia Road in Honolulu, Hawaii. Nestled in a tropical paradise, this resort offers spacious and well-appointed suites for guests looking for a relaxing and upscale vacation experience. With stunning views of the surrounding landscape and top-notch amenities, Kalia Suites by Hilton Grand Vacations is the perfect destination for those seeking a memorable stay in Hawaii.