Welcome to Westside
World-class living along a breathtaking coastline.
Soak up the views in Westside, Maui. Home of the famous Front Street shops, world-class resorts, and unbelievable views of the ocean, Westside Maui is one of Maui’s largest developed areas offering everything you need all in one place. Also referred to as West Maui, this neighborhood was once a retreat for Hawaiian royalty and the original capital of the Hawaiian Kingdom.
Today, it’s home to luxury resorts and five-star restaurants, pristine beaches with crystal clear waters, endless shopping opportunities, and plenty of outdoor activities for the whole family. Westside features luxury vacation rentals, upscale residential condos, and beautiful single-family bungalow-style homes.
What to Love
Local Lifestyle
West Maui includes several neighborhoods: Lahaina, Kaanapali, Napili-Honokowai, and Kapalua. Each neighborhood is rich in Hawaiian history and culture, and residents take great pride in their communities. By educating others about their culture at festivals or famous lūʻaus, the community of Westside Maui brings energy and life to the island. Residents enjoy delicious, traditional food, annual events celebrating everything from art to food and nature, and countless opportunities to be outside and enjoy the beauty of the island.
Dining, Entertainment, and Shopping
Whalers Village is a beautiful oceanfront retail space featuring top brands and one-of-a-kind Hawaiian boutiques. The dozens of shopping and restaurant options make Whalers Village the top destination for an upscale shopping experience in Maui. After a day of exploring, your taste buds might be calling for something sweet, and a visit to Maui Chocolate is a must. Specializing in decadent, Maui-grown chocolate, Ku’ia Estate Chocolate has been farming cacao and other raw materials over 20 acres for several years. They donate 100% of their net profits to local charities, host events, and open their doors for chocolate tastings and tours of the farm.
Share the aloha spirit at Leilani’s On The Beach, a restaurant that is so much more than a dining experience. Leilani’s pays a beautiful tribute to the women of Hawaii and provides customers with a carefully crafted aloha spirit. Award-winning menu items include fresh-caught fish (delivered daily), island-style prepared meats, and traditional ahi poke bowls. Enjoy your beautifully crafted meals right on the beach during a breathtaking Hawaiian sunset.
Monkeypod Kitchen is a place where foodies and families unite to enjoy a relaxing evening of fantastic food and live music in a gorgeous outdoor setting. Offering extensive lunch, dinner, and drink menus, Monkeypod is a go-to location for all cravings and palates.
Things to Do
Visit Lahaina on Friday nights for “Art Night” on Front Street! Over 15 art galleries along this famous street open their doors for an evening of art appreciation, entertainment, food and drink. Art Night features special artists in residence hosting demonstrations and “art in action” workshops. Front Street is also one of the most charming shopping destinations in Hawaii, featuring dozens of small boutiques and eclectic stores.
For outdoor activities, visit the Kapalua Coastal Trail, situated along with the lava fields in the northwest corner of Maui. Just a 3.5-mile trip, this trail winds by Kapalua Bay and through lava fields before finishing along the water for beautiful views. The trail is a mix of pavement, sand, gravel, rocks, greenery, and wooden walkways.
To experience the perfect Hawaiian sunset, visit Kaanapali Beach, located about 50 minutes from the Kahului Airport. Once named America’s Best Beach, Kaanapali is a crystal-clear ocean paradise with sugar-white sand and gorgeous views. Every evening at sunset, a cliff diver lights a torch along with Black Rock in ceremony and jumps into the water. If cliff-diving isn’t your thing, the beach also offers a ziplining tour.
In 1986, four friends came together to bring more culturally sensitive experiences to the island. Old Lahaina Lūʻau provides traditional lūʻau presentations for over 350 guests seven evenings a week. The lūʻau and restaurant have each received numerous awards, including accolades from Hawaii Magazine and The Maui Time. At each evening’s show, the hallmarks of Old Lahaina Lūʻau are presented to guests: Hoʻokipa (hospitality), Poʻokela (excellence), and aloha (love).
Schools
Westside Maui has several high-achieving schools in the area. Some include:
Just north of Lahaina town on Maui’s West Side, the Kapalua Resorts rich heritage has grown to become one of Hawaii’s most famous Resort regions.
Receiving numerous awards and accolades over the years from ‘Best Beach’ to ‘#1 Golf Course in Hawaii’, the Kaanapali & Kapalua Resorts offer luxury living from Oceanfront condos to executive style residences that embrace Maui’s beauty and lifestyle like no other.
Kaanapali Resort Features:
Our website features the best Kaanapali homes, condos, and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 5 minutes.
You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.
Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!
Considering selling or refinancing your home? Get an INSTANT property valuation now!
Contact us today to find out how we can be of assistance to you!
Experience the pinnacle of oceanfront living at The Mahana at Ka’anapali. The 9th floor is dreamy, with year round sunsets and fabulous ocean and two island views. Unit 9...
Listing courtesy of Compass-W.
Pristine, immaculate, totally turnkey, and spacious - just a few of the superlatives that come to mind when describing Maui Eldorado E102. Boasting 960 sf - this one bed...
Listing courtesy of Maui Luxury Real Estate LLC.
Your private oasis at Maui Kaanapali Villas awaits! Nestled in the low-rise Banyan building, MKV B128 is convenient and just a short distance from the beach. Bask in the ...
Listing courtesy of Keller Williams Realty Maui-L.
Welcome to Maui Eldorado J113, a spacious ground-floor suite with an expansive private lanai that extends your living space into the tropical outdoors. Ideally situated i...
Listing courtesy of Coldwell Banker Island Prop-KP.
Embrace island living in this beautifully renovated two-bedroom, two-bathroom ocean-view residence on the hillside of Kaanapali. Nestled within the privacy of Kaanapali P...
Listing courtesy of Island Sotheby's International Realty(L).
Picture yourself beginning each morning with Kona coffee on your expansive private lanai, where gentle ocean breezes and panoramic Pacific views welcome you to island lif...
Listing courtesy of Coldwell Banker Island Prop-KP.
Experience the best of Ka'anapali Beach from this beautifully positioned 11th-floor residence at The Whaler. Unit 1115 offers breathtaking panoramic views of the Pacific ...
Listing courtesy of Coldwell Banker Island Prop(S).
Discover Maui living at International Colony Club 20, a charming free-standing cottage on Kaanapali's hillside, close to Kahekili Beach Park (North Kaanapali Beach) for s...
Listing courtesy of Coldwell Banker Island Prop-KP.
Enjoy the Maui lifestyle at the renowned Maui Ka'anapali Villas, where timeless island charm meets modern luxury. Your investment will be working while you are away! This...
Listing courtesy of Compass.
Prime penthouse location with stunning ocean views overlooking world famous Kaanapali Beach and Black Rock. This one bedroom plus den can sleep up to 6 guests and feature...
Listing courtesy of Coldwell Banker Island Prop-KP.