TOP 10 Best Upscale tropical island rental in Hawaii

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.

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.

Royal Sea Cliff Kona by Outrigger is a luxurious lodging institution located on Ali‘i Drive in Kailua-Kona, Hawaii. Situated right by the stunning coastline, guests can enjoy breathtaking ocean views and easy access to the beach. The resort offers spacious and elegantly furnished accommodations, as well as a range of amenities including a swimming pool, hot tub, fitness center, and on-site dining options. Whether you're looking for a relaxing getaway or an adventurous vacation, Royal Sea Cliff Kona by Outrigger provides the perfect setting for a memorable stay in paradise.

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.

Ko Olina Beach Villas Ocean Tower is a luxurious lodging establishment located at 92-102 Waialii Place in Kapolei, Hawaii. Situated in the beautiful Ko Olina resort area, this oceanfront property offers stunning views of the Pacific Ocean and easy access to pristine beaches. The villas are elegantly designed and fully equipped with modern amenities, providing guests with a comfortable and relaxing stay. With a range of on-site facilities including a swimming pool, fitness center, and concierge services, Ko Olina Beach Villas Ocean Tower is the perfect destination for a tropical getaway in paradise.

Fairmont Kea Lani - Maui is a luxurious lodging and spa institution located at 4100 Wailea Alanui Drive in Wailea-Makena, Hawaii, United States. This stunning resort offers guests a tropical paradise with spacious suites, three swimming pools, and a white sand beach. The on-site spa provides a range of rejuvenating treatments, while the resort's restaurants serve up delicious cuisine with ocean views. Whether you're looking to relax by the pool, explore the local area, or indulge in some pampering, Fairmont Kea Lani - Maui has everything you need for a memorable stay in paradise.

Andaz Maui At Wailea Resort - a Concept by Hyatt is a luxurious lodging destination located at 3550 Wailea Alanui Drive in the beautiful town of Wailea-Makena, Hawaii, United States. This stunning resort offers guests a unique and immersive experience, blending modern design with traditional Hawaiian elements. With breathtaking ocean views, lush gardens, and top-notch amenities, Andaz Maui is the perfect retreat for those seeking relaxation and luxury. Whether you're lounging by the pool, indulging in a spa treatment, or savoring delicious cuisine at one of the on-site restaurants, you're sure to have an unforgettable stay at this world-class resort.

Kahala at Poipu Kai is a luxurious resort located at 1901 Poipu Road in Koloa, Hawaii. Situated in the beautiful Poipu Kai resort community, this upscale property offers spacious and elegantly appointed accommodations with stunning ocean views. Guests can enjoy top-notch amenities such as a swimming pool, hot tub, fitness center, and tennis courts. The resort is just a short walk away from Poipu Beach, known for its pristine white sands and crystal-clear waters. Whether you're looking for a relaxing getaway or an adventurous vacation, Kahala at Poipu Kai is the perfect destination for a memorable Hawaiian experience.

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.

Elua Village Condo is a luxurious lodging option located at 3600 Wailea Alanui Drive in Wailea-Makena, Hawaii, United States. This oceanfront property is considered one of the best vacation rental properties on the island, offering acres of beautiful landscaping, stunning beach frontage, and an oceanfront pool. With 24-hour gated security, guests can enjoy seclusion and privacy in this tropical oasis. Unit 2105 is a luxury 2 bedroom, 2 bath ocean view residence with over 1,500 sq ft of living space, a spacious front lanai, and a private backyard. Recently renovated in Fall 2018, this unit offers a comfortable and upscale stay for guests.

Mahana Beachfront Condo is a luxurious oceanfront resort located at 110 Kaanapali Shores Place in Lahaina, Hawaii. Situated right on the stunning shores of Kaanapali Beach, this upscale condominium offers breathtaking views of the Pacific Ocean and the neighboring islands. Guests can relax in spacious and well-appointed accommodations, take a dip in the sparkling swimming pool, or enjoy a meal at the on-site restaurant. With its prime location and top-notch amenities, Mahana Beachfront Condo is the perfect destination for a tropical getaway in paradise.

Discount Hawaii Condos is a real estate and travel agency located at 84-1021 Lahilahi Street in Waianae, Hawaii, United States. Specializing in vacation rentals in Hawaii, their beachfront condos offer some of the best values on the islands. With spectacular ocean views, all of their condos are right on a sandy beach. Located on the North Shore and at the Hawaiian Princess Resort on Oahu, these condos provide a peaceful escape from the crowds, just 45 minutes from the airport and less than an hour from Waikiki. The Hawaiian Princess Resort is on the sunny leeward coast of Oahu, where the weather is almost always perfect. The North Shore condos are near famous surfing beaches, while the Big Island condo is in Kailua-Kona and the Kauai resort is in Lihui.

Kai Ani Village Apartment Complex is a luxurious residential community located at 23 One Hali Lane in Kihei, Hawaii. Nestled in a tropical paradise, this complex offers modern and spacious apartments with top-of-the-line amenities. Residents can enjoy stunning views of the ocean and nearby mountains, as well as easy access to beautiful beaches and vibrant local attractions. With a prime location in the heart of Kihei, Kai Ani Village Apartment Complex provides a peaceful and upscale living experience for those seeking the ultimate Hawaiian lifestyle.

Paradise Ridge Estates is a luxurious residential community located at 2757 South Kihei Road in the beautiful town of Kihei, Hawaii. Nestled in the heart of paradise, this exclusive estate offers stunning views of the Pacific Ocean and lush tropical landscapes. Residents of Paradise Ridge Estates enjoy access to a range of amenities, including a private clubhouse, swimming pool, and tennis courts. With its prime location and upscale living environment, Paradise Ridge Estates truly embodies the essence of luxurious island living in Hawaii.

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.

Escape to paradise at Kauai Luxury Vacation Villas, a stunning destination by Hyatt Residence located on the picturesque island of Kauai, Hawaii. Nestled at 5255 Kainani Place in Koloa, this luxurious lodging offers guests the ultimate in relaxation and comfort. Immerse yourself in the beauty of the island while enjoying top-tier amenities, spacious accommodations, and personalized service. Whether you're seeking a romantic getaway, a family vacation, or a solo adventure, Kauai Luxury Vacation Villas is the perfect choice for your next tropical escape. Experience the best of Hawaii at this exceptional destination.

Kiahuna is a luxurious resort located in the beautiful town of Koloa, Hawaii, United States. Set amidst stunning tropical landscapes, this institution offers guests a tranquil and relaxing retreat. With spacious accommodations, top-notch amenities, and personalized service, Kiahuna is the perfect destination for those looking to unwind and rejuvenate in paradise. Whether you're lounging by the pool, exploring the nearby beaches, or indulging in delicious cuisine, Kiahuna provides a memorable and unforgettable experience for all who visit.

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.

Princeville is a luxurious lodging institution located at 1731 Kuhio Highway in Kapaʻa, Hawaii. With breathtaking views of the surrounding natural beauty and top-notch amenities, Princeville offers a serene and unforgettable stay for its guests. Whether you're looking for a relaxing getaway or an adventurous vacation, Princeville's convenient location and exceptional service make it the perfect destination for your Hawaiian escape.