Downtown Lahaina holiday lettings

We found 108 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Downtown Lahaina to find one that's perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.
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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental in Downtown Lahaina?
In Downtown Lahaina, condos are the most popular type of holiday rental, with several available throughout the area. These condos typically feature modern amenities such as fully equipped kitchens, spacious living areas, and private balconies, offering stunning views of the ocean or the historic township. Many rooms are conveniently located near points of interest like Lahaina Harbour and the famous Front Street, allowing guests to easily explore shops, restaurants, and cultural sites.
Are there any beach house rentals in Downtown Lahaina?
In Downtown Lahaina, Hawaii, there are about 42 beach house rentals available, providing a variety of options for travellers looking to enjoy this vibrant area. These properties typically include spacious living areas, fully equipped kitchens, and outdoor spaces such as patios or balconies where guests can relax and take in the stunning ocean views. Located near the historic Front Street, these beach houses allow easy access to local restaurants, shops, and art galleries, as well as being just a short stroll from the beautiful beaches.
How much does it cost to rent a holiday home in Downtown Lahaina?
Prices for holiday rentals in Downtown Lahaina vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Downtown Lahaina to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Downtown Lahaina holiday house rentals?
You can find great discounts on house rentals in Downtown Lahaina on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Downtown Lahaina holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Downtown Lahaina with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Downtown Lahaina?
A long-stay holiday rental in Downtown Lahaina is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Downtown Lahaina for a holiday rental?
The best time to visit Downtown Lahaina for a holiday rental is during the peak season from June to August, with July being particularly popular. This time of year boasts warm temperatures averaging around 28°C, superb for beach activities and exploring the vibrant local culture. Visitors flock to Lahaina to enjoy the stunning beaches, breathtaking sunsets, and a variety of water sports, including snorkelling and paddleboarding.

As the summer sun shines brightly, the streets come alive with festivities, including art walks and cultural events that showcase local talent. This lively atmosphere is ideal for travellers who enjoy engaging with the community and soaking up the island's rich history.

If you're looking for a more budget-friendly option, consider planning your visit in October. This month offers a quieter experience, allowing you to explore Lahaina's charming shops and eateries without the crowds. The weather remains pleasant, with temperatures still hovering in the low 27°C, making it a comfortable time to enjoy outdoor activities and scenic walks.
Are there any remote work holiday rentals in Downtown Lahaina?
In Downtown Lahaina, there are several holiday rentals that cater to remote workers, making it a suitable environment for those looking to blend work and leisure. Many of these properties provide essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable living areas, ensuring a conducive atmosphere for productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Downtown Lahaina holiday rental?
Book your Downtown Lahaina holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Downtown Lahaina?
In Downtown Lahaina, visitors can experience a rich tapestry of attractions that reflect the area's historical significance and natural beauty. The famous Front Street is lined with art galleries, shops, and restaurants, making it an ideal spot for leisurely strolls and local dining. The historic Lahaina Banyan Court Park features a massive banyan tree that provides shade and a picturesque setting for relaxation. Nearby, the Lahaina Historic District boasts numerous sites, including the Lahaina Jodo Mission and the Old Lahaina Courthouse, which offer insights into the local culture and history. For those interested in ocean activities, the waterfront area provides easy access to boat rentals and tour operators for whale watching and snorkelling excursions.
Can I change or cancel my Downtown Lahaina home rental booking on Vrbo?
To find Downtown Lahaina holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Downtown Lahaina holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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