Discover a selection of 500 vacation rentals in Historic Lahaina Front Street, Lahaina that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $139 per night, and houses and condos are popular options for a stay in Historic Lahaina Front Street. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Historic Lahaina Front Street
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What are the top vacation rentals in Historic Lahaina Front Street?

Whether you're planning your next epic adventure with pals or a romantic trip with your sweetheart, one of these top vacation rentals in Historic Lahaina Front Street is sure to tempt you:

  • "Beachfront Remodeled Ground Floor Lahaina Shores 121": This Maui County rental comes with 1 bedroom and is highly rated among visitors. Amenities such as nearby whale-watching activities and a toaster are on hand to make your stay a comfy one.
  • "Clean And Spacious Home In Charming Beach Community": Stay a week or so at this option in Historic Lahaina Front Street and you'll have access to cable/satellite TV services, an iron and ironing board and more. It has 3 bedrooms to accommodate your family and friends.

For even more great options, use the search bar at the top of the page to find the perfect Historic Lahaina Front Street vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in Historic Lahaina Front Street?

Walk out of work on Friday and forget about deadlines and meetings. Enjoy a couple of days of R&R — with a side of adventure — at one of these popular weekend getaways in Historic Lahaina Front Street:

  • Make yourself cozy at "Clean And Spacious Home In Charming Beach Community" in Historic Lahaina Front Street and take advantage of all its comforts. But a weekend away isn't just about taking it easy. Venture out and see cool nature sights such as Haiku Park and Molokini. Tennis and cycling are some fun activities you can try in the area too.
  • "Best Location Beachfront Resort" in Downtown Lahaina is also suited to a fast-paced getaway. Stay in and relax or get out and try some kayaking and cycling. If you'd love to do some sightseeing around here, Coral Beach and Maunalei Arboretum should be on your agenda.

Can I find studio apartments for rent in Historic Lahaina Front Street?

Usually conveniently located and with a price tag that won't hurt your bank balance, studio apartments offer privacy and style with the comforts of home. Book one of these studio apartments for rent in Historic Lahaina Front Street and use it as a base to see the sights around you:

  • Stay at "Beachfront Remodeled Ground Floor Lahaina Shores 121" and you'll be ideally placed to visit cultural sights like Turnbull Studios & Sculpture Garden and 'Ili'ili'opae Heiau. An ocean view and cable/satellite TV services are some of the amenities at this apartment in Maui County.
  • "Best Lahaina Beachfront No Resort Fees 125+ 5 Star Reviews" in Downtown Lahaina is another great option that offers free WiFi and WiFi. Costantino Art Gallery and Brick Palace should be on your to-do list around these parts.

Can I find short term rentals in Historic Lahaina Front Street?

Swap the unremarkable hotel experience for the privacy and space of your own digs. Even if you only have a handful of days to take a break, you'll find short-term rentals in Historic Lahaina Front Street that have all the conveniences of home. Try these on for size:

  • "Clean And Spacious Home In Charming Beach Community" in Historic Lahaina Front Street will roll out the welcome mat for you. Spend your vacation doing little else except relaxing here or get outside and explore. Kaanapali Beach and Whalers Village are just the start of things to do nearby.
  • Explore the best Historic Lahaina Front Street has to offer from "Best Location Beachfront Resort". If you go for this top-rated vacation rental, Whalers Village and Black Rock are sights to put on your to-do list.

What are the best romantic weekend getaways in Historic Lahaina Front Street?

If you want to woo your special someone, take them somewhere special! Plan a romantic weekend getaway in Historic Lahaina Front Street at one of these hideouts and fall in love all over again:

  • Catch up on quality time and cuddles at "Beachfront Remodeled Ground Floor Lahaina Shores 121" in Maui County. Winery tours and a resort are just two of the thoughtful touches you'll find here.
  • Another attractive option is "Premier 5th Floor Mountain View Condo Right On The Beach" in Maui County. Enjoy perks here including beauty services and a resort, in addition to each other's company.

What are the best large group vacation rentals in Historic Lahaina Front Street?

If you're thinking about taking a memorable trip away, don't travel alone; bring the whole crew along. You'll have more fun sharing the experience with your nearest and dearest. These vacation rentals in Historic Lahaina Front Street are perfect for larger groups:

  • "Beach Front Walk To Front St. Lahaina Private 4 Bedroom Home On Sandy Beach": With 4 bedrooms, this popular vacation rental in Maui County has enough room for you and all your friends and family. Amenities such as an ocean view and a kitchen are on hand to make things nice and comfy.
  • "Aina Nalu 2 Units - A - 109 And I": Located in Maui County, this sizable stay has 4 bedrooms and is another popular pick for getting the family together. There's plenty to keep guests content and comfortable, such as a swimming pool and a kitchen.

What are the best houses for rent with a pool in Historic Lahaina Front Street?

Get ready to take your pick and jump right in. Here are a few top-rated house rentals in Historic Lahaina Front Street where memories are made at the pool:

  • Kids, aunts, uncles, parents — everyone will love relaxing by the pool at "Newly Remodeled Private 4 Bed 3 Bath House". Treat the family to a trip to this Pacific States rental house which also features a balcony and childrens activities.
  • Kick back by the water while the kids paddle around at "Hula Beach House Maui". This option in West Maui offers a range of conveniences to keep guests nice and comfortable, such as a kitchen and free toiletries.

What are the best large family vacation rentals in Historic Lahaina Front Street?

There's nothing like a getaway to bring your family together, but first, you need to find a space where magic moments can come to life. These large family vacation rentals in Historic Lahaina Front Street come with plenty of room to reconnect with your loved ones:

  • If you're seeking a rental that sleeps no fewer than 8 guests, consider "Clean And Spacious Home In Charming Beach Community" in Historic Lahaina Front Street. With 3 bedrooms, a travel crib and childrens activities, your next family trip is bound to be a winner.
  • Alternatively, book your family getaway at "Beach Front Walk To Front St. Lahaina Private 4 Bedroom Home On Sandy Beach". This Maui County property has 4 bedrooms and accommodates up to 12 people. Take advantage of a kitchen and on-site watersports throughout your stay.

Are there one-bedroom vacation rentals in Historic Lahaina Front Street?

From tiny homes to sprawling mansions to everything in between, we've got properties that come in all shapes and sizes. If you don't need loads of space, one of our one-bedroom vacation rentals might suit you perfectly:

  • Go by yourself or take a few pals with you to "Amazing Ocean View, Top Floor, Across St From Beach" in Maui County. When you're not checking out nearby attractions, take advantage of an ocean view and a water view.
  • Another appealing choice is "Oceanfront Corner Unit - #201 - Panoramic 180 Degree Ocean View" in Kaanapali. A sauna and a swimming pool are among its handy amenities.

Can I find two-bedroom vacation rentals in Historic Lahaina Front Street?

From basic cabins to deluxe apartments, Vrbo has two-bedroom vacation rentals to suit every style and budget. Here are a couple of our top picks in Historic Lahaina Front Street:

  • Shift straight into getaway mode at "Luxurious, Family - Friendly, Ocean Views". An ocean view and mountain views are among the amenities you can expect at this two-bedroom retreat in Maui County.
  • "Upgraded Aina Nalu I109, Downtown Location" is another popular option. Make the most of mountain views, a garden and other conveniences at this Pacific States property.