Discover a selection of 3,000 vacation rentals in Olowalu, 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 air conditioning and swimming pools. Prices start at $130 per night, and condos and villas are popular options for a stay in Olowalu. Either way, you'll find a rental for everyone's needs.
Destination guide

The charming area of Olowalu awaits your stay

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 Iao Valley State Park are just a couple of the must-sees in the area. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.


Activities and attractions in Olowalu

Do you want to find top things to see and do in the city? Venture out of your cozy vacation rental and check out everything that makes Olowalu a one-of-a-kind vacation spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Maui Ocean Center (7.3 mi / 11.7 km)
  • Kapalua Golf Club Plantation Course (13.2 mi / 21.2 km)
  • Kaanapali Golf Courses (8.3 mi / 13.3 km)
  • The Dunes at Maui Lani (9.8 mi / 15.8 km)
  • Maui Nui Golf Club (12.3 mi / 19.8 km)
  • Kapalua Golf Resort Bay Course (12.9 mi / 20.7 km)
Natural features

Exploring the natural features in Olowalu

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

  • Kaanapali Beach (8.5 mi / 13.7 km)
  • Iao Valley State Park (6.6 mi / 10.7 km)
  • Maui Nui Botanical Gardens (10.1 mi / 16.3 km)
  • Kapalua Beach (12.9 mi / 20.8 km)
  • D.T. Fleming Beach Park (13.1 mi / 21.1 km)
  • Wailea Beach (14.8 mi / 23.7 km)
How to get there

How to get to and around Olowalu

The nearest airport is in Kapalua, HI (JHM-West Maui), located 10.6 mi (17.1 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Kahului, HI (OGG), which is 13 mi (21 km) away.

How many vacation rentals are available around Olowalu, Lahaina?

Our 2020 property listings offer a large selection of 3,245 vacation rentals around Olowalu. From 2,103 condo and apartment rentals to 363 villa rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Olowalu?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Olowalu:

  • Historic Lahaina Front Street: 490 vacation rentals
  • Montage Kapalua Bay: 469 vacation rentals
  • Halama Street: 268 vacation rentals
  • Ukumehame Ahupuaa: 267 vacation rentals
  • Plantation Estates: 30 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Olowalu?

Vrbo offers a large selection of vacation rentals near lovely places in Olowalu. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Lahaina Harbor: 8,167 vacation rentals
  • Whalers Village: 5,867 vacation rentals
  • Maui Ocean Center: 9,022 vacation rentals
  • Black Rock: 5,576 vacation rentals
  • Kaanapali Golf Courses: 6,005 vacation rentals

But there are many other points of interest around Olowalu listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Condos/Apartments in Olowalu?

Yes, of course. Vrbo has 2,103 Condos/Apartments in Olowalu. Our other popular types of vacation rentals in Olowalu include:

  • Villas: 363 rentals available
  • Houses: 162 rentals available
  • Resorts: 339 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cottages and more.

Can I find a vacation rental with pool in Olowalu?

Yes, you can select your preferred vacation rental with pool among our 2,832 vacation rentals with pool available in Olowalu. Please use our search bar to access the selection of vacation rentals available.

    Explore destinations around Olowalu

    Lahaina Harbor
    8,167 vacation rentals
    Whalers Village
    5,867 vacation rentals
    Maui Ocean Center
    9,022 vacation rentals
    Black Rock
    5,576 vacation rentals
    Kaanapali Golf Courses
    6,005 vacation rentals
    Ulua Beach
    4,644 vacation rentals
    Maalaea Harbor
    9,022 vacation rentals
    Honolua Bay
    4,976 vacation rentals
    Kapalua Golf Club Plantation Course
    5,299 vacation rentals
    Makena Golf Course
    4,426 vacation rentals
    Kanaha Beach Park
    9,033 vacation rentals
    The Dunes at Maui Lani
    9,033 vacation rentals
    Outlets of Maui
    8,090 vacation rentals
    Kapalua Golf Resort Bay Course
    4,898 vacation rentals
    Wailea Gold Golf Course
    4,503 vacation rentals
    Maui Nui Botanical Gardens
    9,033 vacation rentals
    Wailea Blue Golf Course
    4,522 vacation rentals
    Ulua Beach Park
    4,638 vacation rentals
    Kapalua Resort
    4,939 vacation rentals
    Iao Valley State Park
    9,022 vacation rentals