Lahaina Vacation Rentals & Condos
Compare 112 vacation rentals.
An error was detected and reported for this component.
As one of the most picturesque destinations in the Hawaiian Islands, Lahaina offers an endless array of beaches, activities, and luxury vacation rentals. From hiking in the rainforest to shopping in the historic downtown area, this lovely town on the island of Maui provides the ultimate tropical getaway.
View 107 more homes
Yes. 128 of our Lahaina vacation rentals have internet access, so you can stay connected throughout your trip.
Browse homes with internet access >Absolutely. Our local Lahaina team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.
Learn more about Vacasa Premium Clean >When you stay in one of our Lahaina condo rentals, an unforgettable tropical experience awaits. This large island town offers plenty to see and do, offering one of the most dynamic and beautiful spots to stay in all of Hawaii.
The largest town on the island of Maui, Lahaina has endless dining and sightseeing opportunities. The town runs along the western coast of the island, offering an amazing beachfront vibe.
Lahaina also features an interesting history - in the early 1800s, it was once the capital city of the Kingdom of Hawaii. The ancient name of Lahaina was Lele, which means “restless sun,” after the only 13 inches of rain per year the city gets during the rainy season.
Aside from soaking in the tropical sun and swimming in the balmy Pacific Ocean, Lahaina provides an array of amazing activities. Go on a whale-watching tour from Lahaina Harbor - the channel off of the coast is one of the best places in the world to spot humpback whales during a winter visit to a Lahaina vacation home.
Lined with stores and restaurants, Front Street is always a popular destination for an afternoon of shopping and wandering around. Since the town is on the National Register of Historic Places, there are plenty of historic stops along Front Street and in old Lahaina to explore.
Banyan Tree Square features a beautiful, very large banyan tree that was planted by William Owen Smith back in the late 1800s to commemorate the anniversary of the religious missionaries’ arrival on the island. It’s also the location of the reconstructed Lahaina Fort, originally built in the mid-1800s.
With the sunny climate and amazing ocean views, our Lahaina condo rentals are the perfect place to experience Hawaiian cuisine. There are several fine dining restaurants, plus Maui’s best seaside luau, Feast at Lele, where you can eat and drink out on the beach, all while watching the traditional dances of Polynesia.
About 45 miles away from our Lahaina condo rentals rests the stunning Mt. Haleakala. This volcano formed most of the island and offers unparalleled views at its 10,000-foot peak. You can explore the volcanic rock lining the base of the mountain, or wake up bright and early for a view of the sunrise from the peak, complete with a scenic bike ride down the mountain.
No trip to Hawaii is complete without an unforgettable waterfall and rainforest hike. About an hour away from Lahaina, you can embark on a rainforest tour: you’ll hike through a lovely valley along Maui’s famous road to Hana, complete with stunning waterfalls up to 40 feet, scenic swimming pools at the base, and an amazingly lush setting.
For a more laid-back destination, head to one of the sandy beaches or popular spas in the wonderful town of Kihei. Kihei sits along the Maalaea Bay about 35 miles from Lahaina. As the second largest town on the island, it offers lots of snorkeling, swimming, surfing, and more beautiful beaches.
Plan a retreat in paradise and experience the beauty of Maui when you stay in one of our beautiful Lahaina vacation rentals.
