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1,418 Lahaina Vacation Rentals & Short Term Rentals

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Compare Lahaina vacation rentals from 10 rental sites including HomeAway, Booking.com, TripAdvisor 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

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Lahaina offers 1194 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Lahaina start at an average price of $510 a night with long-term rentals averaging $12097 a month.

These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 1029 of Lahaina’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 850 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 866 vacation home rentals.

Traveling with your dog or cat? Choose from 11 pet-friendly rentals in Lahaina that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go!

Search properties from 10 vacation rental sites in Lahaina where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 652 HomeAway rentals, 218 Booking.com short term rentals and 139 TripAdvisor vacation rentals.