Isle Luxury | Greg Burns Join Our VIP List Sign-up for real estate updates.
Get news about properties in the area as well as market
changes and exclusive real estate information!

Main Content

How to find a great vacation rental in Hawaii

As one of the most desired holiday destinations in the world, various accommodations await travelers in Hawaii. In this post, I’ll give you tips on how to find the vacation rental that best fits your needs in Hawaii. Let’s get started.

beside the pool

Know what you want

Before you start your search, you should at least know what type of vacation rental you’re looking for. This could be in terms of location, amenities, lifestyle, or both. This will help you identify the kind of vacation rental that will make your holiday.

For instance, if you want to be right on the beach, a waterfront or beachfront vacation rental will work best for you. If you want to be where the nightlife is, you want a vacation rental located in or near downtown spots and nightlife hubs. If you’re in Hawaii to explore its hiking and inland adventures, you’ll want a vacation rental close to the national parks and trails in the island you’re staying.

Knowing what you want also allows you to determine which rental features you want to prioritize and compromise. For example, waterfront rentals tend to be on the pricier side. If a beachfront location is not a must-have for you, a vacation rental located a few blocks away can totally work. Best of all, knowing what you want in your vacation rental will help you determine a realistic budget (and stay within it).

Time your vacation

Prices and availability of vacation rentals can be significantly affected by the season or even special events, especially festivals the island you want to stay at is famous for. Keep this in mind when you’re scheduling your vacation. If you don’t mind spending a bit more to best your competition for a vacation rental you’ve fallen in love with, go for it. But if you’d like more options or you want to avoid the huge crowds festivals or certain seasons bring, allow room for flexibility in scheduling your vacation.

The high season in Hawaii is usually from mid-December to March (wintertime in North America). Mid-April also sees a lot of travelers flying to the Hawaiian islands. Meanwhile, the last few weeks of April up to mid-June, as well as September to the first weeks of December, invites lesser crowds (lean season).

For more information about the best time to go to Hawaii, check out this handy guide by Frommer’s.

Pick a vacation rental website that works best for you

Nowadays, it’s relatively easy to find options for your vacation rental in Hawaii. You only need to go online and check a vacation rental website to see what you can find. And with so many options, it can be quite confusing. The important thing to remember when picking a vacation rental website is to be familiar with how these websites operate, and whether their style works for you.

For instance, if you’re alright with being rated as a guest by your host, try out Airbnb. Both hosts and guests review each other, giving Airbnb a social component. Additionally, Airbnb is known to feature a wide range of vacation rentals, from traditional homes to more eclectic accommodations. And like other vacation rental websites, Airbnb offers protection for both hosts and guests. You also need to be a verified user (which is more than just email verification) before you can book a home.

This Business Insider article can help you determine which vacation rental website to use.

Find your vacation rental in Hawaii with me

Plan your trip with me and I can help you take a look at Wailea vacation rentals and Lahaina, Maui vacation rentals. Contact me today at 808-214-0302 or