TOP 30 Best Hawaii luxury rentals in Lahaina, Hawaii

Annie's Surf Shack is a unique institution located at 4471 Lower Honoapiilani Road in Lahaina, Hawaii. This establishment serves as both a real estate agency and a travel agency, specializing in helping clients find their dream vacation rental or purchase a home in this beautiful island paradise. With a team of experienced professionals and a wealth of local knowledge, Annie's Surf Shack is dedicated to providing personalized and exceptional service to all clients. Whether you are looking for a beachfront property or planning your next Hawaiian getaway, Annie's Surf Shack is your go-to destination for all your real estate and travel needs.

Vacation West Maui is a premier real estate and travel agency located in the beautiful town of Lahaina, Hawaii. Situated at 14 Puu Hale Street, our agency specializes in providing top-notch vacation rentals and real estate services in West Maui. Whether you're looking for a luxurious beachfront property for your next vacation or interested in investing in a piece of paradise, our team of expert agents is here to help. With years of experience and a deep knowledge of the local market, Vacation West Maui is your go-to destination for all your real estate and travel needs in Maui. Contact us today to start planning your dream vacation or investment in paradise!

Papakea Penthouse is a luxurious real estate agency located at 3543 Lower Honoapiilani Road in Lahaina, Hawaii, United States. This stunning three-bedroom penthouse unit offers breathtaking views of the ocean, pool, spa, and resort grounds. Guests can enjoy walking distance to various restaurants, a grocery store, and food trucks. The master bedroom features a king bed, the guest bedroom has a king bed, and the loft includes a queen bed and two twin beds. The living room is equipped with a Palliser queen sofa sleeper and new smart TVs with Chromecast and DVD players. The condo also has 4 zone mini split AC for added comfort. Guests can view and fill out the rental agreement after booking confirmation. Payment is successful and the reservation is confirmed for a memorable stay at Papakea Penthouse.

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.

Sunset Shores Maui is a premier real estate and travel agency located at 3975 Lower Honoapiilani Road in Lahaina, Hawaii. Specializing in luxury vacation rentals and property sales, Sunset Shores Maui offers stunning accommodations and expert guidance for those looking to experience the beauty of Maui. With a team of knowledgeable agents and a wide range of properties to choose from, Sunset Shores Maui is the perfect destination for those seeking a dream vacation or looking to invest in a piece of paradise. Experience the magic of Maui with Sunset Shores Maui.

Bruce Surfing Concierge, Activities & Taxi is a premier travel agency located in Lahaina, Hawaii. Specializing in surfing, concierge services, activities, and taxi transportation, this institution is dedicated to providing visitors with unforgettable experiences on the beautiful island of Maui. Whether you're looking to catch some waves, book exciting excursions, or simply need a reliable taxi service, Bruce Surfing Concierge has you covered. With a convenient location at 4435 Lower Honoapiilani Road, you can easily access their services and start planning your dream vacation in Hawaii. Trust Bruce Surfing Concierge, Activities & Taxi to make your trip to Maui truly memorable.

Paradise Tours Maui is a premier tour company located in Lahaina, Hawaii, offering unforgettable experiences for visitors to the beautiful island of Maui. Situated at 3626 Lower Honoapiilani Road, Paradise Tours Maui provides a wide range of tour options, including scenic drives, snorkeling adventures, and cultural excursions. With knowledgeable guides and top-notch customer service, Paradise Tours Maui ensures that every guest has a memorable and enriching experience exploring the stunning sights and attractions of Maui. Book your tour today and discover the paradise that is Maui with Paradise Tours Maui.

Kaanapali Tours LLC is a reputable travel agency located in Lahaina, Hawaii, United States. Specializing in providing unforgettable experiences for tourists visiting the beautiful island of Maui, Kaanapali Tours LLC offers a wide range of tour packages and activities to suit every traveler's needs. With a team of knowledgeable and friendly staff members, customers can expect top-notch service and expert guidance in planning their dream vacation in paradise. Whether you're looking to explore the stunning beaches, go on a thrilling adventure, or simply relax and unwind, Kaanapali Tours LLC has something for everyone. Book your next Hawaiian getaway with Kaanapali Tours LLC and make memories that will last a lifetime.

Maui Vacation Network is a premier travel agency located in the beautiful town of Lahaina, Hawaii. Our team of experienced travel experts are dedicated to helping you plan the perfect vacation on the island of Maui. From booking luxurious accommodations to arranging exciting activities and tours, we strive to provide personalized and unforgettable experiences for our clients. Visit us at 180 Dickenson Street and let us help you create memories that will last a lifetime in paradise.

Maui Boy Tours is a premier travel agency located in Lahaina, Hawaii, United States. Our experienced team of local experts are dedicated to providing unforgettable experiences on the beautiful island of Maui. From guided tours of the island's most iconic landmarks to personalized excursions off the beaten path, we offer a wide range of options to suit every traveler's needs. Join us at 820 Olowalu Village Road and let Maui Boy Tours help you create lasting memories in paradise.

Trinity Reservations is a premier lodging and travel agency located at 1620 Ainakea Road in Lahaina, Hawaii. Our experienced team is dedicated to providing top-notch accommodations and personalized travel services to ensure a memorable and seamless vacation experience for our clients. Whether you're looking for a luxurious resort, a cozy bed and breakfast, or a convenient rental property, Trinity Reservations has the perfect option for you. Let us handle all the details so you can relax and enjoy your time in beautiful Hawaii.

Auntie Aloha Visitor Services Center is a welcoming travel agency located at 222 Papalaua Street in the beautiful town of Lahaina, Hawaii. Our experienced team of travel experts is dedicated to providing visitors with personalized assistance and recommendations to ensure a memorable and seamless vacation experience on the island of Maui. From booking activities and tours to arranging transportation and accommodations, Auntie Aloha Visitor Services Center is your one-stop shop for all your travel needs in Hawaii. Visit us today and let us help you create unforgettable memories in paradise.

Maui Sandy Beach is a premier real estate and travel agency located at 409 Front Street in Lahaina, Hawaii. Specializing in beachfront properties and vacation rentals, our experienced team is dedicated to helping clients find their perfect slice of paradise on the beautiful island of Maui. Whether you're looking to invest in a beachfront property or plan your dream vacation, Maui Sandy Beach is here to make your tropical dreams a reality. With our extensive knowledge of the local real estate market and top-notch customer service, you can trust us to guide you through the process with ease. Visit us today and let us help you find your own piece of Maui's sandy shores.

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.

The Westin Ka'anapali Ocean Resort Villas North is a luxurious lodging facility located at 170 Kai Ala Drive in Lahaina, Hawaii, United States. This beautiful resort offers spacious and well-appointed villas with stunning ocean views, modern amenities, and upscale furnishings. Guests can enjoy a range of on-site facilities including multiple swimming pools, a fitness center, restaurants, and a spa. The resort is situated in a prime location on the island of Maui, providing easy access to the beach and various outdoor activities. Whether you're looking for a relaxing getaway or an adventurous vacation, The Westin Ka'anapali Ocean Resort Villas North is the perfect destination for a memorable stay in Hawaii.

Castle Paki Maui is a charming lodging institution located at 3615 Lower Honoapiilani Road in Lahaina, Hawaii. Nestled along the beautiful coastline of Maui, this tranquil retreat offers guests a peaceful and relaxing stay. The accommodations at Castle Paki Maui are cozy and comfortable, providing a perfect home away from home for travelers looking to unwind and enjoy the natural beauty of the island. With its convenient location and warm hospitality, Castle Paki Maui is the ideal choice for a memorable vacation in Hawaii.

Kāʻanapali Surf Club is a premier store and travel agency located at 100 Nohea Kai Drive in Lahaina, Hawaii. Offering a wide range of surf gear, equipment, and apparel, as well as booking services for surf lessons, tours, and excursions, Kāʻanapali Surf Club is your one-stop destination for all things surf-related in beautiful Hawaii. Whether you're a seasoned surfer looking to catch some waves or a beginner wanting to learn the ropes, our knowledgeable staff is here to help make your surfing experience unforgettable. Visit us today and get ready to ride the waves in style!

Fleming Beach is a picturesque park located at 5855 Lower Honoapiilani Road in Lahaina, Hawaii. This beautiful beach offers stunning views of the Pacific Ocean and is a popular destination for locals and tourists alike. Visitors can enjoy swimming, sunbathing, picnicking, and beachcombing on the soft sandy shores. The park also features amenities such as restrooms, showers, and picnic tables, making it a perfect spot for a day of relaxation and fun in the sun. Whether you're looking to catch some waves or simply unwind with a book on the beach, Fleming Beach is the ideal place to enjoy the natural beauty of Hawaii.

The Residences at Kapalua Bay offer luxurious accommodations in the picturesque town of Lahaina, Hawaii. Situated at 1 Bay Drive, this stunning property boasts breathtaking views of the Pacific Ocean and is surrounded by lush tropical gardens. Guests can enjoy spacious and elegantly appointed suites, as well as top-notch amenities such as a private beach, infinity pools, and a world-class spa. Whether you're seeking a romantic getaway or a family vacation, the Residences at Kapalua Bay provide the perfect setting for a memorable stay in paradise.

AEI at Maui Kaanapali Villas Resort is a lodging institution located at 45 Kai Ala Drive, Lahaina, Hawaii, United States. When you stay with us, you’ll experience the simplicity and fun that define the everyday lives of Maui’s locals. Embrace leisurely days spent on Kanaapali’s white sand beach, swimming in the Pacific Ocean, and exploring the beauty of the island. A typical day at the Villas includes a morning stroll on the serene shores of Kanaapali Beach, breakfast at a beachfront restaurant, a swim in our oversized pool, a snorkeling excursion, lunch on your lanai, and an afternoon of shopping at Whaler’s Village. Enjoy a casual dinner and nightcap before relaxing in the hot tub and falling asleep under the Maui sky in your cozy villa.

Maui Makai Condo is a luxurious lodging option located at 4310 Lower Honoapiilani Road in Lahaina, Hawaii. This beautiful condo offers stunning ocean views and is the perfect place to relax and unwind during your stay in Maui. In addition to providing top-notch accommodations, Maui Makai Condo also serves as a real estate agency, helping clients find their dream vacation or investment property in paradise. The on-site travel agency can assist with booking activities and excursions to make your Hawaiian vacation unforgettable. Whether you are looking for a place to stay or interested in purchasing property in Maui, Maui Makai Condo has you covered.

Vintage at Kaanapali is a luxurious retirement community located at 175 Kualapa Place in Lahaina, Hawaii. Nestled in the heart of the beautiful Kaanapali Resort, our institution offers a unique blend of upscale living and breathtaking natural surroundings. Residents can enjoy a variety of amenities, including gourmet dining options, a fitness center, swimming pool, and lush gardens. Our dedicated staff provides personalized care and support to ensure that every resident feels at home. Experience the best of Hawaii's paradise at Vintage at Kaanapali.

Sands of Kahana is a premier travel agency located at 10 Hoohui Road in Lahaina, Hawaii. Offering a wide range of vacation packages and accommodations, Sands of Kahana is your one-stop destination for planning the perfect getaway to the beautiful island of Maui. With expert staff ready to assist you in creating a personalized and memorable experience, Sands of Kahana is dedicated to providing top-notch service and helping you make the most of your Hawaiian vacation. Book your dream trip today and let Sands of Kahana turn your travel dreams into reality.

Enterprise Rent-A-Car is a trusted car rental institution located at 2605 Kaanapali Parkway in Lahaina, Hawaii. With a wide range of vehicles available for rent, including economy cars, SUVs, and luxury vehicles, Enterprise provides convenient and reliable transportation options for visitors and residents alike. Their friendly and professional staff are dedicated to ensuring a seamless rental experience for every customer. Whether you're exploring the beautiful beaches of Maui or need a reliable vehicle for business travel, Enterprise Rent-A-Car has you covered.

The Napili Bay Resort #105 is a charming lodging located at 33 Hui Drive in Lahaina, Hawaii. Situated right by the beautiful Napili Bay, this resort offers stunning ocean views and easy access to the beach. The cozy and well-appointed accommodations provide a comfortable stay for guests looking to relax and unwind in paradise. With its convenient location and warm hospitality, The Napili Bay Resort #105 is the perfect choice for a memorable vacation in Hawaii.

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 Eldorado C205 is a luxurious vacation rental located at 2661 Kekaa Drive in Lahaina, Hawaii. This beautiful property is managed by a reputable real estate agency and travel agency, offering guests the perfect blend of comfort and convenience during their stay in Maui. With stunning ocean views, spacious accommodations, and top-notch amenities, Maui Eldorado C205 is the ideal choice for those looking for a memorable Hawaiian getaway. Book your stay today and experience the beauty of Maui in style.

Maui Island Activities is a premier travel agency located in Lahaina, Hawaii, United States. We specialize in offering a wide range of exciting and unforgettable activities on the beautiful island of Maui. From snorkeling excursions to helicopter tours, whale watching adventures to zip lining experiences, we have something for everyone looking to make the most of their time in paradise. Our knowledgeable and friendly staff are dedicated to helping you create memories that will last a lifetime. Come visit us at 1760 Hawaii 30 and let us help you plan the perfect Hawaiian getaway!

Sunshine & Rainbows is a lodging institution located at 4327 Lower Honoapiilani Road in Lahaina, Hawaii. Situated on the beautiful West Coast of Maui, this oceanfront condo offers a relaxing and comfortable stay for guests. The condo has been completely remodeled and features a full kitchen, washer and dryer, and a spacious living room with ocean views. The bedroom overlooks the scenic West Maui Mountains, providing a peaceful retreat. Guests can enjoy the heated pool, barbecue area, and tropical gardens on the property. The condo is conveniently located near restaurants and shops in the charming town of Kahana. Rates vary by season, with a minimum stay requirement of 7 nights in the winter and 4 nights in the summer. Discounts are available for stays of 28 nights or longer. Guests can enjoy amenities such as high-speed internet, cable TV, and free parking. The friendly owners, Jan and Paul, are available to answer any questions and provide additional information about the condos and the surrounding area. Contact Sunshine & Rainbows for a memorable stay on the beautiful island of Maui.

Leinani Apartments is a charming residential complex located at 3750 Lower Honoapiilani Road in Lahaina, Hawaii. Situated in the beautiful surroundings of Hawaii, this institution offers comfortable and spacious apartments for individuals and families looking for a peaceful place to call home. With easy access to the beach, shopping centers, and dining options, Leinani Apartments provides a convenient and relaxing living experience for its residents. Experience the laid-back Hawaiian lifestyle at Leinani Apartments.