TOP 30 Vacation rentals with pool in Hawaii

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Hololani Resort on Maui - Lahaina Vacation Rentals offers a perfect getaway for travelers looking to experience the beauty of Hawaii. Located at 4401 Lower Honoapiilani Road in Lahaina, this resort offers a range of vacation rentals to suit every traveler's needs. With 11 rentals offering internet access, guests can stay connected during their stay. The professional housekeeping team ensures that each rental is clean and well-stocked with amenities, allowing guests to relax and enjoy their vacation without any worries. Whether you're looking for a relaxing beach vacation or an adventurous island getaway, Hololani Resort on Maui - Lahaina Vacation Rentals is the perfect choice for your next trip to Maui.

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.

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.

Lagoon Tower by Hilton Grand Vacations Club is a luxurious lodging option located at 2003 Kālia Road in Honolulu, Hawaii. Situated within Hilton Hawaiian Village® Waikiki Beach Resort, this Oahu timeshare resort offers stunning views of Waikiki Beach and a peaceful lagoon. Guests can enjoy a range of accommodations, from cozy studios to spacious 3-bedroom suites, all with kitchenettes or fully equipped kitchens. Family-friendly amenities include access to four swimming pools, a saltwater recreation lagoon, kids' activities, beach access, watersports, spa experiences, restaurants, bars, laundry facilities, and a fitness center. With prices ranging from $7,800 to $758,990 for deeded interest, Lagoon Tower offers a perfect Hawaiian getaway for those interested in membership with Hilton Grand Vacations Club.

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.

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.

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.

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.

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.

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.

Turtle Bay Hideaway is a charming vacation rental located at 57-077 Eleku Kuilima Place in Kahuku, Hawaii. Nestled in the serene Turtle Bay Resort area, this lodging offers a peaceful and relaxing retreat for guests looking to unwind and enjoy the beauty of the North Shore. The rental features comfortable accommodations, stunning ocean views, and easy access to nearby beaches, golf courses, and hiking trails. Whether you're seeking a romantic getaway or a family vacation, Turtle Bay Hideaway provides the perfect home base for exploring all that Hawaii has to offer.

Real Select Vacations at the Ritz-Carlton Waikiki is a premier institution located at 383 Kalaimoku Street in Honolulu, Hawaii. As a luxurious lodging, real estate, and travel agency, we offer unparalleled service and exquisite accommodations at one of the most prestigious locations in the United States. With stunning views of Waikiki Beach and top-notch amenities, our guests can enjoy a truly unforgettable experience in paradise. Whether you're looking to book a vacation rental, purchase a property, or plan the ultimate getaway, Real Select Vacations at the Ritz-Carlton Waikiki is here to exceed your expectations and create lasting memories.

Napili Point Resort Rental, LLC is a premier lodging and real estate agency located at 5295 Lower Honoapiilani Road in Lahaina, Hawaii. Situated in the beautiful surroundings of Napili Bay, this resort offers luxurious accommodations with stunning ocean views. Whether you are looking for a relaxing vacation rental or interested in purchasing a piece of paradise, our experienced team is here to assist you every step of the way. Experience the best of Hawaiian hospitality at Napili Point Resort Rental, LLC.

Kahana Village Vacation Rentals is a beautiful beachfront resort located in Lahaina, Hawaii. With spacious 2 Bedroom and 3 Bedroom condos available for rent, guests can enjoy stunning ocean views and luxurious accommodations. Situated on three and a half acres of tropical landscaping, Kahana Village offers a peaceful and relaxing atmosphere for guests to enjoy. The resort is just a short drive away from the town of Lahaina, which recently experienced devastation from a fire, but Kahana Village was not affected. The resort is committed to providing a safe and enjoyable experience for guests, and looks forward to welcoming them back. With a variety of resort amenities and activities to enjoy, Kahana Village is the perfect destination for a memorable vacation in Maui. Visit their website to check availability and make reservations today.

Polynesian Shores Condominium Rental is a charming lodging option located at 3975 Lower Honoapiilani Road in Lahaina, Hawaii. This beautiful property offers a range of condominiums for rent, perfect for those looking for a comfortable and relaxing stay in paradise. As a real estate agency, Polynesian Shores Condominium Rental also provides assistance to those interested in purchasing a piece of this stunning island for themselves. With its prime location in Lahaina and stunning views of the Pacific Ocean, this institution is the perfect choice for a memorable Hawaiian getaway.

Wai Ola Vacation Paradise is a luxurious lodging establishment situated at 1565 Kuuipo Street in Lahaina, Hawaii, United States. This tropical oasis offers guests a truly unforgettable vacation experience, with stunning ocean views, lush gardens, and top-notch amenities. Whether you're looking to relax by the pool, explore the nearby beaches, or indulge in delicious Hawaiian cuisine, Wai Ola Vacation Paradise has everything you need for a perfect getaway. Book your stay now and experience the beauty and tranquility of Hawaii at its finest.

Maui Beach Vacation Club is a charming lodging institution located at 515 South Kihei Road in the beautiful town of Kihei, Hawaii. Situated just steps away from the pristine beaches of Maui, this vacation club offers guests a relaxing and luxurious getaway in paradise. With spacious accommodations, stunning ocean views, and top-notch amenities, Maui Beach Vacation Club is the perfect destination for those looking to experience the ultimate Hawaiian vacation. Whether you're looking to relax on the beach, explore the local attractions, or simply unwind in a tranquil setting, this institution provides the perfect home away from home for your next getaway.

The Hana Estate - Luxury Vacation Rental is a stunning lodging option situated at 110 Maia Road in the picturesque town of Hana, Hawaii, United States. This exclusive estate offers guests a truly luxurious and unforgettable vacation experience. With breathtaking views of the surrounding tropical landscape, top-of-the-line amenities, and impeccable service, The Hana Estate is the perfect destination for those seeking a tranquil and upscale getaway. Whether you're looking to relax by the pool, explore the nearby beaches, or simply unwind in the comfort of your beautifully appointed accommodations, The Hana Estate promises a truly indulgent escape.

Always In Season Farmstead Vacation Rental and Culinary Healing Arts Retreat is a unique institution located in the picturesque town of Hawi, Hawaii. Situated at 56-875 Kamalei Place, this establishment offers a blend of food, lodging, park, real estate agency, and travel agency services. Guests can indulge in a rejuvenating culinary experience, learning about healing foods and participating in cooking classes. The farmstead vacation rental provides a cozy and comfortable accommodation for visitors looking to unwind and connect with nature. The park surrounding the property offers serene and tranquil settings for relaxation and outdoor activities.

Hawaii KonaHome Vacation Rentals Sunset Paradise is a premier lodging option in Kailua-Kona, Hawaii. Located at 77-6417 Leilani Street, this institution offers luxurious vacation rentals with stunning sunset views. As a real estate and travel agency, they provide top-notch accommodations and personalized service to ensure guests have a memorable stay in paradise. Experience the beauty of Hawaii at Sunset Paradise with Hawaii KonaHome Vacation Rentals.

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.

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 Vacation Rental at Honu Point is a premier real estate and travel agency located at 3557 Kaweonui Road in Princeville, Hawaii. Offering luxurious vacation rentals with breathtaking views of the ocean and lush landscape, Honu Point is the perfect destination for those seeking a relaxing and unforgettable getaway in paradise. Whether you're looking for a romantic retreat or a fun-filled family vacation, our experienced team is dedicated to providing exceptional service and ensuring a memorable stay on the beautiful 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.

Garden Island Rentals is a premier vacation rental agency located at 5460 Koloa Road in Koloa, Hawaii. Situated in the beautiful surroundings of the Garden Island, our agency offers a wide range of luxurious vacation homes and condos for visitors to enjoy. Whether you're looking for a cozy beachfront cottage or a spacious villa with stunning ocean views, we have the perfect accommodation for your Hawaiian getaway. Our friendly staff is dedicated to providing exceptional customer service and ensuring that your stay is comfortable and memorable. Book your dream vacation rental with Garden Island Rentals today and experience the beauty of Koloa, Hawaii.

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.