Photo by Claire Houston

Olowalu vacation rentals

We found 4,166 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Scroll through and select from vacation rentals in Olowalu to find one that's perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll have the amenities you expect and more, which might include parking and a hot tub. Whatever you're looking for, you'll find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Take in the beachside beauty of Olowalu

The beaches and surrounding scenery provide a peaceful ambiance to your vacation home in Olowalu. This romantic city allures visitors with its shopping and restaurants. Kaanapali Beach and Wailea Beach are just a couple of the must-sees in the area. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Olowalu

Are you hoping to discover attractions to visit in the city? Venture out of your vacation home and experience everything that Olowalu has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • West Maui Parasail (8.2 mi / 13.1 km)
  • Kaanapali Golf Courses (8.5 mi / 13.8 km)
  • Kaanapali Kai Course at Kaanapali Golf Resort (8.6 mi / 13.8 km)
  • The Dunes at Maui Lani (10 mi / 16.1 km)
  • Maui Nui Golf Club (12.2 mi / 19.7 km)
  • Kapalua Resort (13.2 mi / 21.2 km)

Exploring the natural landscape of Olowalu

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Olowalu is a great spot to appreciate mother nature. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Kaanapali Beach (8.7 mi / 14.1 km)
  • Wailea Beach (14.7 mi / 23.6 km)
  • West Maui Mountains (6 mi / 9.7 km)
  • Black Rock (9.3 mi / 14.9 km)
  • Kahekili Beach (9.7 mi / 15.5 km)
  • Honokowai Beach Park (10.7 mi / 17.2 km)

How to get to and around Olowalu

The nearest airport is in West Maui Airport (JHM), located 10.9 mi (17.6 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Kahului Airport (OGG), which is 13.2 mi (21.3 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Olowalu?

Length of stay, property type and time of year are some factors that can affect the price of a vacation home. Simply enter your travel dates to find your ideal fit. From comfy cottages to plush villas, all Vrbo vacation rentals offer amazing value.

How much does it cost to rent a beach house in Olowalu?

The average price for a vacation home by the beach in Olowalu depends on when you'll be there and the type and size of property you want. You can quickly and easily find prices on Vrbo by entering your preferred travel dates and destination. Then use our filter tool to select the number of bedrooms and amenities that you need, like air conditioning, WiFi and a pool.

What are the top attractions for families in Olowalu?

There are loads of wonderful things to see and do with the family in Olowalu, including:

  • Kaanapali Beach
  • Black Rock
  • Maui Sandy Beach

How old do you have to be to rent a vacation rental in Olowalu?

The minimum required age is typically 16, 18 or 21. It can change across properties on Vrbo, so look at the rules of your preferred Olowalu vacation rental before booking your trip.

How long can I rent a vacation rental in Olowalu for?

It's up to the Olowalu property. To view a list of options offering extended stays, just type your dates and guest number into Vrbo's search page. Look forward to having the entire place to yourself, along with home comforts like a full kitchen, air conditioning and a backyard where the little ones can play. Keep an eye out for long-term stays that offer weekly or monthly discounts.