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TOP 30 Upscale vacation rentals in Hawaii
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The Bay Club, a Hilton Grand Vacations Club
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.
Hilton Grand Vacations Club Grand Waikikian Honolulu
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.
Papalani Farm, Spa and Vacation Rental
Papalani Farm, Spa and Vacation Rental is a luxurious retreat nestled in the heart of Captain Cook, Hawaii. Located on the scenic Mamalahoa Highway, this institution offers a unique blend of farm-to-table dining, health and wellness services, and upscale lodging accommodations. Guests can indulge in organic produce grown on-site, relax with a rejuvenating spa treatment, and enjoy a peaceful stay in one of the charming vacation rentals. Whether you're looking for a tranquil getaway or a rejuvenating escape, Papalani Farm, Spa and Vacation Rental has everything you need for a truly unforgettable experience.
The Hana Estate - Luxury Vacation Rental
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.
My Kauai Vacation Rental, Manualoha 601 Poipu
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.
Ka'anapali Luxury Vacation Rentals
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.
Elite Pacific Vacations
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.
MauiSands.com Maui Vacation Rental
MauiSands.com Maui Vacation Rental is a premier real estate and travel agency located at 3559 Lower Honoapiilani Road in Lahaina, Hawaii, United States. We specialize in providing luxurious vacation rentals in the beautiful island of Maui. Our properties offer stunning ocean views, upscale amenities, and convenient access to popular attractions. Whether you are looking for a romantic getaway or a family vacation, MauiSands.com has the perfect rental for you. Book with us today and experience the ultimate Hawaiian vacation.
Platinum Maui Vacations
Platinum Maui Vacations is a premier real estate and travel agency located in the beautiful town of Lahaina, Hawaii. Our team of experts specializes in providing luxurious vacation rentals and personalized travel experiences on the stunning island of Maui. With a prime location on 808 Waine'e Street, we offer a wide range of upscale accommodations, from beachfront villas to private estates, to ensure our clients have a truly unforgettable stay. Whether you are seeking a relaxing getaway or an adventurous Hawaiian escape, Platinum Maui Vacations is dedicated to exceeding your expectations and creating memories that will last a lifetime. Contact us today to start planning your dream vacation in paradise!
Estates At Turtle Bay
The Estates at Turtle Bay is a luxurious lodging option located at 56-565 Kamehameha Highway in Kahuku, Hawaii. This stunning property offers a range of upscale accommodations, from spacious villas to cozy cottages, all surrounded by the natural beauty of the North Shore. As a real estate agency, The Estates at Turtle Bay also provides opportunities for guests to invest in their own piece of paradise in Hawaii. Additionally, their travel agency services can help guests plan unforgettable excursions and experiences during their stay. Whether you're looking for a relaxing getaway or a new investment opportunity, The Estates at Turtle Bay has everything you need for a memorable stay in Hawaii.
Kuilima Estates at Turtle Bay, LLC
Kuilima Estates at Turtle Bay, LLC is a luxurious resort located at 56-565 Kamehameha Highway in Kahuku, Hawaii. Situated on the stunning North Shore of Oahu, this institution offers a range of upscale accommodations, including spacious villas and suites with breathtaking ocean views. Guests can enjoy a variety of amenities such as a championship golf course, tennis courts, multiple swimming pools, and a world-class spa. With its picturesque location and top-notch facilities, Kuilima Estates at Turtle Bay, LLC is the perfect destination for a relaxing and unforgettable Hawaiian getaway.
Ocean's Invitation
Ocean's Invitation is a luxurious lodging institution located at 39 Makakehau Street in Kihei, Hawaii, United States. This institution offers upscale living in a private gated community, with breathtaking views and picturesque sunsets. The opulent two-story Villa features impressive art pieces, a gloriously decorated great room, and a private patio with outdoor kitchen and dining area. The gourmet kitchen is equipped with state-of-the-art brands and every utensil a chef could dream of. Each of the 3 luxurious bedrooms has its own en suite bathroom, with the larger Primary suite offering a spa-like sanctuary. The institution is just moments from Wailea Beach, voted one of the top beaches in the world, and offers access to resort-style amenities such as a large pool, fitness center, and 24-hour on-site security. Guests can enjoy dining and shopping at nearby resorts and The Shops at Wailea. With stunning ocean views and top-notch amenities, Ocean's Invitation provides an unforgettable experience for travelers seeking luxury and relaxation in Hawaii.
The Westin Princeville Ocean Resort Villas
The Westin Princeville Ocean Resort Villas is a luxurious lodging option located at 3838 Wyllie Road in the beautiful destination of Princeville, Hawaii, United States. Situated amidst stunning ocean views and lush tropical surroundings, this resort offers a tranquil retreat for guests seeking relaxation and rejuvenation. The spacious villas feature modern amenities and elegant decor, providing a comfortable and upscale stay for visitors. With access to pristine beaches, world-class dining options, and a range of recreational activities, The Westin Princeville Ocean Resort Villas is the perfect choice for a memorable vacation experience in paradise.
Hale Hinano
Hale Hinano is a charming clothing store located at 250 Alamaha Street in Kahului, Hawaii. This boutique offers a curated selection of stylish and trendy apparel for men and women, perfect for those looking to update their wardrobe with unique and fashionable pieces. From casual everyday wear to special occasion outfits, Hale Hinano has something for everyone. With its welcoming atmosphere and friendly staff, shopping at this store is a delightful experience. Visit Hale Hinano to discover the latest fashion trends and elevate your personal style.
Kaanapali Maui at the Eldorado
Kaanapali Maui at the Eldorado is a luxurious lodging option located at 2661 Kekaa Drive in Lahaina, Hawaii. This institution offers a range of accommodations, from spacious rooms to upscale suites, all with stunning views of the surrounding area. In addition to lodging, Kaanapali Maui at the Eldorado also serves as a real estate agency, helping visitors find their dream vacation home or investment property in Maui. As a travel agency, they can also assist with booking excursions, activities, and transportation during your stay. With its prime location and top-notch services, Kaanapali Maui at the Eldorado is the perfect choice for a memorable and relaxing Hawaiian getaway.
Wailea Ekolu #401 by Ali'i Resorts
Wailea Ekolu #401 by Ali'i Resorts is a luxurious vacation rental located at 10 Wailea Ekolu Place in Wailea-Makena, Hawaii, United States. This stunning property offers breathtaking ocean views, upscale amenities, and a prime location near pristine beaches, world-class golf courses, and upscale shopping and dining options. Guests can relax in style in this beautifully appointed condo, complete with spacious living areas, a fully equipped kitchen, and a private lanai perfect for enjoying the tropical surroundings. Whether you're looking for a romantic getaway or a family vacation, Wailea Ekolu #401 by Ali'i Resorts is the perfect choice for a memorable stay in paradise.
The Lodge at Kukuiʻula
The Lodge at Kukuiʻula, located in Koloa, Hawaii, is a luxurious haven offering exclusive access to The Club at Kukui'ula. With elegant homes in three private neighborhoods, guests can enjoy upscale amenities and features typical of exquisite south Kaua'i residences. From Club Bungalows to Club Villas, each accommodation option provides a unique and relaxing escape. Guests can explore the private 10-acre Farm, where they can harvest fresh fruits, vegetables, and herbs, as well as interact with the resident chickens. The Lodge also offers a variety of activities and adventures, from golfing on the stunning course designed by Tom Weiskopf to personalized island excursions coordinated by the Island Host concierge team.
Kukui'ula Luxury Home Collection - CoralTree Residence Collection
The Kukui'ula Luxury Home Collection - CoralTree Residence Collection is a prestigious lodging institution located at 5255 Kainani Place in Koloa, Hawaii, United States. This exclusive collection of luxury homes offers unparalleled comfort and sophistication, surrounded by the natural beauty of Hawaii. Each residence is meticulously designed and appointed with high-end amenities and breathtaking views, providing guests with an unforgettable experience in paradise. Whether you are looking for a serene retreat or a luxurious getaway, the CoralTree Residence Collection at Kukui'ula is the perfect choice for discerning travelers.
Ho‘olei Villas at Grand Wailea
Ho‘olei Villas at Grand Wailea is a luxurious lodging institution located at 146 Hoolei Circle in Wailea-Makena, Hawaii, United States. This upscale villa offers spacious and beautifully appointed accommodations with stunning views of the surrounding area. Guests can enjoy access to the amenities of the nearby Grand Wailea Resort, including world-class dining, a spa, and a championship golf course. Whether you're looking for a relaxing getaway or an action-packed vacation, Ho‘olei Villas at Grand Wailea is the perfect choice for your stay in Maui.
Ho'olei, CoralTree Residence Collection
Ho'olei, CoralTree Residence Collection is a luxurious lodging institution located at 93 Makakehau Street in Kihei, Hawaii, United States. Nestled in the heart of Wailea, this exclusive gated resort community offers stunning views of the Pacific Ocean and lush tropical landscapes from private lanais. The spacious two-story villas feature three bedrooms, three and a half baths, fully equipped gourmet kitchens, and beautifully appointed interiors. Guests can also enjoy the convenience of a private garage. The resort boasts a sprawling pool complex and a state-of-the-art fitness facility for guests to enjoy. For reservations and inquiries, please call 866-255-9120.
Polo Beach Club - A CoralTree Residence Collection
Polo Beach Club - A CoralTree Residence Collection is a luxurious beachfront resort located at 4400 Makena Alanui in Kihei, Hawaii, United States. This exclusive resort offers upscale lodging options with stunning ocean views and top-notch amenities. As a part of the CoralTree Residence Collection, guests can expect exceptional service and a memorable stay. Whether you're looking for a relaxing vacation or a romantic getaway, Polo Beach Club is the perfect destination. Book your stay with this prestigious real estate and travel agency today for an unforgettable experience in paradise.
Wailea Grand Champions - CoralTree Residence Collection
Wailea Grand Champions - CoralTree Residence Collection is a luxurious lodging destination located at 155 Wailea Ike Place in the beautiful Wailea-Makena area of Hawaii, United States. As a part of the CoralTree Residence Collection, this institution offers a selection of upscale accommodations for travelers seeking a sophisticated and comfortable stay in paradise. Whether you are looking for a vacation rental, a permanent residence, or simply a relaxing getaway, Wailea Grand Champions provides top-notch service and amenities to ensure a memorable experience. As a real estate agency, they can also assist in finding your dream home in this stunning location.
Mauna Lani Champion Ridge 22
Mauna Lani Champion Ridge 22 is a luxurious lodging located at 68-125 East Pukaua Place in Waimea, Hawaii, United States. This stunning accommodation offers a tranquil and exclusive retreat with breathtaking views of the surrounding landscape. Guests can enjoy spacious and elegantly designed rooms, top-notch amenities, and personalized service. Whether you are looking for a relaxing getaway or an adventurous vacation, Mauna Lani Champion Ridge 22 is the perfect choice for a memorable stay in Hawaii.
Manualoha at Poipu Kai
Manualoha at Poipu Kai is a luxurious lodging option located at 2371 Ho'ohu Road in Koloa, Hawaii. This beautiful property offers a range of accommodations, from spacious condos to upscale villas, perfect for vacationers looking for a home away from home. As a real estate agency, Manualoha at Poipu Kai also offers opportunities for those interested in purchasing a piece of paradise in Hawaii. Additionally, as a travel agency, they can help guests plan their dream Hawaiian getaway, from booking activities to arranging transportation. With its prime location and top-notch amenities, Manualoha at Poipu Kai is the perfect choice for a memorable and relaxing stay in Hawaii.
Kauanoe O Kōloa
Kauanoe O Kōloa is a reputable real estate and travel agency located at 5425 P'au A Laka Street in the charming town of Koloa, Hawaii. Specializing in both buying and selling properties in this picturesque area, as well as organizing unforgettable travel experiences for visitors, Kauanoe O Kōloa is dedicated to providing top-notch service and expertise to its clients. Whether you are looking to invest in a new home or plan the perfect Hawaiian getaway, Kauanoe O Kōloa is your go-to agency for all your real estate and travel needs.
Kahala 311
Kahala 311 is a charming lodging located at 1901 Poipu Road in Koloa, Hawaii. Situated in the beautiful United States, this institution offers a tranquil and relaxing atmosphere for guests to enjoy. With comfortable accommodations and friendly staff, Kahala 311 is the perfect destination for those looking to experience the beauty of Hawaii. Whether you are seeking a romantic getaway or a family vacation, this institution provides a serene retreat for all travelers.
Kawaihau Sports Villa Condos
Kawaihau Sports Villa Condos is a luxurious residential complex located at Kawaihau Place in Kapaʻa, Hawaii, United States. This stunning property offers a range of upscale condominiums with modern amenities and breathtaking views of the surrounding landscape. Residents can enjoy access to a variety of sports facilities, including a swimming pool, tennis courts, and a fitness center. With its prime location in the heart of Kapaʻa, residents can easily explore the vibrant local culture and natural beauty of Hawaii. Experience the ultimate in island living at Kawaihau Sports Villa Condos.
Kuilima Estates
Kuilima Estates is a luxurious resort located at 57-101 Kuilima Drive in Kahuku, Hawaii, United States. Nestled on the beautiful North Shore of Oahu, this stunning property offers upscale accommodations, world-class amenities, and breathtaking views of the Pacific Ocean. Guests can enjoy access to pristine beaches, championship golf courses, and a variety of dining options. Whether you're looking for a relaxing getaway or an adventurous vacation, Kuilima Estates has something for everyone. Experience the beauty and tranquility of Hawaii at this exclusive resort destination.
Kapalua Bay Villas
Kapalua Bay Villas is a luxurious lodging institution located at 500 Bay Drive in Lahaina, Hawaii, United States. Nestled along the stunning coastline of Maui, this resort offers spacious villas with breathtaking ocean views and access to beautiful beaches. Guests can enjoy world-class amenities such as a swimming pool, fitness center, and on-site dining options. With its prime location and upscale accommodations, Kapalua Bay Villas is the perfect destination for a relaxing and unforgettable Hawaiian getaway.
Lahaina Luxury Condos
Lahaina Luxury Condos offers a luxurious lodging experience in the beautiful town of Lahaina, Hawaii. Located at 3615 Lower Honoapiilani Road, just steps away from the stunning beaches and vibrant attractions of Maui, these upscale condos provide a perfect blend of comfort and sophistication. Each unit is elegantly furnished and equipped with modern amenities, ensuring a relaxing stay for guests. Whether you are looking for a romantic getaway or a family vacation, Lahaina Luxury Condos is the ideal choice for those seeking a truly unforgettable Hawaiian experience.
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