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Olowalu Holiday Rentals

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Holiday Rentals in Olowalu

Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3807)
"Awesome stay we loved it"
United States
Cody
The price is AU$480
includes taxes & fees
24 Oct - 25 Oct
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
3.0 star property
8.8 out of 10, Excellent, (2477)
"Beautiful quiet property on the beach with dining options and shopping a short walk or shuttle ride away"
United States
Gilda
The price is AU$549
includes taxes & fees
4 Nov - 5 Nov
Aston Maui Kaanapali Villas
Napili Shores Maui by OUTRIGGER
3.0 star property
9.0 out of 10, Wonderful, (1677)
"awesome stay!"
United States
Dalton
The price is AU$430
includes taxes & fees
6 Nov - 7 Nov
Napili Shores Maui by OUTRIGGER
The Whaler Resort Kaanapali Beach
4.0 star property
9.6 out of 10, Exceptional, (272)
"Beautiful place, highly recommend!"
United States
Eric
The price is AU$1,108
includes taxes & fees
23 Nov - 24 Nov
The Whaler Resort Kaanapali Beach
Kahana Falls Maui by VRI Americas
3.5 star property
8.0 out of 10, Very good, (944)
"rooms were nice , clean, staff was friendly "
United States
Matthew
Kahana Falls Maui by VRI Americas
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2854)
"Resort was beautiful and family friendly. Definitely will stay here again with the rest of the family"
United States
Alisha
The price is AU$1,205
includes taxes & fees
22 Nov - 23 Nov
OUTRIGGER Honua Kai Resort & Spa
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (837)
"The accommodations were comfortable, very roomy, nice view from the balcony, and staff was helpful and friendly."
United States
David
The price is AU$420
includes taxes & fees
1 Nov - 2 Nov
Aston Maui Hill
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
10.0 out of 10, Exceptional, (266)
"Great location. "
United States
david z.
The price is AU$1,177
includes taxes & fees
25 Oct - 26 Oct
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very good, (806)
"Room was quiet, no ac but the breeze came through very nice. Comfortable and convenient location. "
United States
Kelly
Maui Beach Vacation Club
The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
9.2 out of 10, Wonderful, (469)
"Very nice place to stay"
United States
Thomas
The price is AU$871
includes taxes & fees
19 Nov - 20 Nov
The Westin Nanea Ocean Villas, Ka'anapali
Castle Kama'ole Sands
3.0 star property
8.0 out of 10, Very good, (2265)
"Front desk was wonderful."
United States
Shad
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"
United States
Johanna
The price is AU$812
includes taxes & fees
31 Oct - 1 Nov
The Westin Ka'anapali Ocean Resort Villas
Aston at Papakea Resort
3.0 star property
8.2 out of 10, Very good, (1385)
"Everything was excellent "
United States
Christopher William
Aston at Papakea Resort
AEI at Kaanapali Shores
4.0 star property
8.8 out of 10, Excellent, (497)
"We had a great stay with wonderful ocean views. The restaurant was nice and the location was excellent "
United States
George
AEI at Kaanapali Shores
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1681)
"Great views and amazing beach to snorkel "
United States
Zachary
Aston Mahana at Kaanapali
Castle Napili Surf Beach Resort
3.5 star property
9.8 out of 10, Exceptional, (142)
"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."
United States
Douglas M
Castle Napili Surf Beach Resort
Kaanapali Alii
4.0 star property
9.6 out of 10, Exceptional, (947)
"Everything was amazing "
United States
RACHNA
Kaanapali Alii
The Gardens at West Maui
3.0 star property
8.6 out of 10, Excellent, (504)
"Great for family! "
United States
Thomas
The Gardens at West Maui
Napili Village Hotel
3.0 star property
9.0 out of 10, Wonderful, (119)
"Great place "
United States
Destiny
The price is AU$270
includes taxes & fees
26 Oct - 27 Oct
Napili Village Hotel
Kahana Beach Vacation Club
3.0 star property
8.4 out of 10, Very good, (734)
"Beautiful view! I would definitely stay there again. "
United States
Jodi Lynn
Kahana Beach Vacation Club
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Olowalu holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Olowalu holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Olowalu holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Olowalu holiday rentals we have selected for you start as low as AU$270 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Olowalu rentals

At Expedia, we put the best Olowalu holiday 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 holiday.

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 holiday rentals in Olowalu?

Yes, there are holiday rentals close to the most popular sights in Olowalu, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Olowalu has to offer?

Kaiholo Hale: This holiday home rental outside of 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 holiday rental in Olowalu like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Olowalu. Holiday rentals feature extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a small group gathering.