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1,432 Lahaina Vacation Rentals & Short Term Rentals

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Compare Lahaina vacation rentals from 12 rental sites including HomeAway, Booking.com, Expedia and more, from $48 a night.

Lahaina Information

About Lahaina

Located on the island of Maui, the city of Lahaina is the second most visited spot on the island. An eclectic old sea town that has become a tourism hub, Lahaina has lots to offer visitors, from restaurants and shops to fine art galleries and more. It is also the only walkable downtown area on the island with a buzzing nightlife scene.

Things to Do in Lahaina

There are over 40 fine art galleries in Lahaina alone, many of which are located on Front Street (the premiere destination for shopping and restaurants), which features a variety of art pieces from marine life and tropical depictions to loud, colorful works of art. On Friday evenings from 7 to 10pm, the art galleries host “Art Night” and many of them throw individual events as well. Hiking is another popular activity, with so many great places nearby that include ‘Iao Valley State Park and Haleakala Crater, and Experience the world’s best donut on a stick at T.Komoda Store & Bakery in Makawao, and enjoy world-renowned golfing at Kapalua, the home of the PGA SBS Championship. Grab a meal at some of the best restaurants in Lahaina, including Fish Market Maui for fresh seafood, 808 Grindz Cafe for Hawaiian breakfast, and Fleetwood’s on Front Street for fine dining and rooftop views.

Day Trips Near Lahaina

Take a drive to Ho’okipa Beach on the North Shore, which is just under an hour away, for front seat views of surfers at Ho’okipa Lookout and to enjoy windsurfing. Located all the way on the southeast side of the island is Oje’o Gulch, approximately a two-and-a-half hour drive, which is where visitors can go for a dip in a strong of more than seven pools and waterfalls that start several miles up the mountain. Wai’anapanapa State Park, which is located just outside of Hana a few miles north, is home to a beautiful black sand beach, caves and pools.

Lahaina Accommodation

The Kaanapali area (west side) of Maui is an extremely beautiful, scenic area with lush green mountains and is very close to the town of Lahaina. There are many condos located in Kahana and Napili on the west side, which has much less traffic than the south side in Kihei. Other nearby areas to rent a home or luxury condo on the west side include Honokowai, which is located just north of Kaanapali Beach but not within walking distance to the shopping and restaurants, as well as Kapalua, which is at the far north end of West Maui and gets more rain and wind than the other parts of South and West Maui.

Transportation in Lahaina

Due to its origins as a sea town, not to mention that it is home to the primary harbor in West Maui, Lahaina is where many West Maui fishing, snorkeling and whale watching tours depart. Hop on a cruise ship for a day-trip around the island or to nearby islands for a scenic treat. Go on a guided van tour of the Road to Hana, which features multiple miles of lush rainforest, scenic ocean views, waterfalls and flowers. You can also opt for a rental car for longer day trips, or ride the Maui Bus public transit, which services 13 different routes. Finally, mopeds, motorcycles and scooters are available for rent by the hour, day, and week.

Vacation Rentals in Lahaina

Looking for the perfect vacation rental for your Lahaina getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Lahaina offers 1431 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 1292 properties with high-speed WiFi Internet, 1039 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget.

For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $15868 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Lahaina has 1431 gorgeous homes with 14 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.

Search properties from 12 vacation rental sites in Lahaina where the top providers in that area are HomeAway, Booking.com, and Expedia. There are 634 HomeAway rentals, 227 Booking.com short term rentals and 223 Expedia vacation rentals.