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Olowalu Holiday Rentals

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Holiday Rentals in Olowalu

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2461)
"Great family resort! Huge room that was perfect for our family of 5. 2 bedrooms and a huge kitchen/living room made for the perfect staycation on Island. "
The price is NZ$647
includes taxes & fees
6 Oct - 7 Oct
Aston Maui Kaanapali Villas

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3757)
"We had an amazing stay and cannot wait to book our next vacation with them!!"
The price is NZ$589
includes taxes & fees
29 Sept - 30 Sept
Aston Kaanapali Shores

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (252)
"Nice pool, sandy beach, easy parking in garage."
The price is NZ$1,215
includes taxes & fees
28 Oct - 29 Oct
The Whaler Resort Kaanapali Beach

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very good, (930)
"rooms were nice , clean, staff was friendly "
Kahana Falls Maui by VRI Americas

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2840)
"Great stay"
The price is NZ$1,422
includes taxes & fees
27 Oct - 28 Oct
OUTRIGGER Honua Kai Resort & Spa

Aston Maui Hill

3.0 star property
9.0 out of 10, Wonderful, (828)
"Very nice and budget friendly."
The price is NZ$613
includes taxes & fees
29 Sept - 30 Sept
Aston Maui Hill

Napili Shores Maui by OUTRIGGER

3.0 star property
9.0 out of 10, Wonderful, (1667)
"The location was great to restaurants and the beach."
The price is NZ$587
includes taxes & fees
12 Oct - 13 Oct
Napili Shores Maui by OUTRIGGER

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

10.0 out of 10, Exceptional, (265)
"Great location. "
The price is NZ$1,268
includes taxes & fees
2 Oct - 3 Oct
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1489)
"Clean with a beach view nice gym and pool "
Aston at The Whaler on Kaanapali Beach

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very good, (800)
"Just a great stay! "
Maui Beach Vacation Club

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very good, (1383)
"Everything was excellent "
Aston at Papakea Resort

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very good, (2258)
"Front desk was wonderful."
Castle Kama'ole Sands

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (953)
"The view of the ocean was great and I was happy just to be there. It was old and a little poorly built, windows or doors were hard to open, etc. Some renovated parts were comfortable. The dryer was broken, which was inconvenient, but housekeeping provided new towels daily and offered to do laundry for free. Cooking utensils were very well stocked"
The price is NZ$1,389
includes taxes & fees
27 Oct - 28 Oct
Kapalua Villas Maui

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1114)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is NZ$914
includes taxes & fees
6 Oct - 7 Oct
The Westin Ka'anapali Ocean Resort Villas

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1661)
"Friendly staff, amazing rooms and beautiful views"
Aston Mahana at Kaanapali

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (468)
"Very nice place to stay"
The price is NZ$1,143
includes taxes & fees
11 Oct - 12 Oct
The Westin Nanea Ocean Villas, Ka'anapali

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2.0 star property
10.0 out of 10, Exceptional, (12)
"We had an amazing vacation with our kids and grandkids. We have already booked again for next year"
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

The Gardens at West Maui

3.0 star property
8.4 out of 10, Very good, (500)
"Great for family! "
The Gardens at West Maui

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (473)
"Good place to spend your vacation "
Maui Sunset

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very good, (720)
"Great place to stay "
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

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 favorite 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 depends 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 NZ$587 per night. Entering your travel dates in the search wizard you might find 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 Maui Fish Pipe, 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.