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Olowalu Vacation Rentals

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Vacation Rentals in Olowalu

Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3799)
"Awesome stay we loved it"
$300 nightly
The price is $354
Oct 17 - Oct 18
Total with taxes and fees
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
3.0 star property
8.8 out of 10, Excellent, (2472)
"Beautiful quiet property on the beach with dining options and shopping a short walk or shuttle ride away"
$302 nightly
The price is $356
Nov 4 - Nov 5
Total with taxes and fees
Aston Maui Kaanapali Villas
The Whaler Resort Kaanapali Beach
4.0 star property
9.6 out of 10, Exceptional, (264)
"Amazing views and room plan on staying there again."
$540 nightly
The price is $637
Oct 17 - Oct 18
Total with taxes and fees
The Whaler Resort Kaanapali Beach
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2848)
"Resort was beautiful and family friendly. Definitely will stay here again with the rest of the family"
$770 nightly
The price is $835
Nov 15 - Nov 16
Total with taxes and fees
OUTRIGGER Honua Kai Resort & Spa
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
10.0 out of 10, Exceptional, (266)
"Great location. "
$603 nightly
The price is $702
Oct 17 - Oct 18
Total with taxes and fees
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (834)
"Beautiful, quiet place. Great location. "
$186 nightly
The price is $220
Oct 26 - Oct 27
Total with taxes and fees
Aston Maui Hill
Kahana Falls Maui by VRI Americas
3.5 star property
8.0 out of 10, Very Good, (941)
"rooms were nice , clean, staff was friendly "
Kahana Falls Maui by VRI Americas
Napili Shores Maui by OUTRIGGER
3.0 star property
9.0 out of 10, Wonderful, (1675)
"awesome stay!"
$309 nightly
The price is $365
Oct 17 - Oct 18
Total with taxes and fees
Napili Shores Maui by OUTRIGGER
Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very Good, (803)
"Room was quiet, no ac but the breeze came through very nice. Comfortable and convenient location. "
Maui Beach Vacation Club
Aston at Papakea Resort
3.0 star property
8.2 out of 10, Very Good, (1385)
"Everything was excellent "
Aston at Papakea Resort
Castle Kama'ole Sands
3.0 star property
8.0 out of 10, Very Good, (2263)
"Front desk was wonderful."
Castle Kama'ole Sands
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, (1118)
"Great location, lots of amenitie"
$447 nightly
The price is $527
Oct 26 - Oct 27
Total with taxes and fees
The Westin Ka'anapali Ocean Resort Villas
The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
9.2 out of 10, Wonderful, (469)
"Very nice place to stay"
$479 nightly
The price is $565
Oct 31 - Nov 1
Total with taxes and fees
The Westin Nanea Ocean Villas, Ka'anapali
Kapalua Villas Maui
4.0 star property
8.8 out of 10, Excellent, (955)
"Gorgeous property, the staff, beach, hiking close by, restaurants in area all were great. Room was spotless and we were able to check in early."
$673 nightly
The price is $794
Nov 15 - Nov 16
Total with taxes and fees
Kapalua Villas Maui
The Gardens at West Maui
3.0 star property
8.6 out of 10, Excellent, (503)
"Great for family! "
The Gardens at West Maui
Kahana Beach Vacation Club
3.0 star property
8.4 out of 10, Very Good, (731)
"Beautiful view! I would definitely stay there again. "
Kahana Beach Vacation Club
AEI at Kaanapali Shores
4.0 star property
8.8 out of 10, Excellent, (490)
"Enjoyed , front beach walk, bar great."
AEI at Kaanapali Shores
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1675)
"Great views and amazing beach to snorkel "
Aston Mahana at Kaanapali
Castle Napili Surf Beach Resort
3.5 star property
9.8 out of 10, Exceptional, (141)
"The property was just steps away from one of the most beautiful beaches. The staff was friendly and very accommodating. The rooms were clean and in good condition, but highly recommend staying here."
Castle Napili Surf Beach Resort
Maui Sunset
3.5 star property
8.8 out of 10, Excellent, (475)
"Good place to spend your vacation "
Maui Sunset
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Olowalu Hotel Reviews

Find out more about Olowalu

Everything you need to know about Olowalu vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Olowalu vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Olowalu vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Olowalu vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Olowalu. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Olowalu in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $220 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Olowalu rentals

At Expedia, we put the best Olowalu vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Olowalu rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Olowalu vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Olowalu. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Olowalu?

Yes, we have vacation rentals near the most popular local attractions in Olowalu, or you can go with a secluded option if you want a relaxing place to stay. Olowalu is known for its shopping and restaurants. Make sure you have time to check out the beaches while you're in the area.

What are some of the best vacation rentals that Olowalu has to offer?

Kaiholo Hale: This vacation home rental near Olowalu is by the ocean and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

What’s there to see and do in Olowalu?

Explore the area and family-friendly sights such as Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters, or get out into nature at a spot like Mile Marker 14 Beach. Kaanapali Beach and Wailea Beach are other popular places to visit in the area.

What’s a vacation rental in Olowalu like?

A vacation rental is a private property you can stay in for several days or longer in Olowalu. Vacation rentals offer amenities such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.