Olowalu Holiday Rentals

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Our top choices for Olowalu holiday rentals

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (3,988 reviews)
"Our room was great and the staff were always so friendly. Perfect place to stay for a good value. "
United States
Emily
The price is AU$684
includes taxes & fees
21 Feb - 22 Feb
Aston Kaanapali Shores

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,540 reviews)
"Nice clean room, nice staff and very quiet. "
United States
Marjie
The price is AU$745
includes taxes & fees
1 Mar - 2 Mar
Aston Maui Kaanapali Villas

The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Lahaina
8.6 out of 10, Excellent, (1,131 reviews)
"Staff friendly, great room and cleanliness. Amenties were excellent. "
United States
WILLIAM
The price is AU$838
includes taxes & fees
22 Feb - 23 Feb
The Westin Ka'anapali Ocean Resort Villas

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
8.0 out of 10, Very good, (11 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is AU$861
includes taxes & fees
11 Feb - 12 Feb
Signature Residences at Maui Banyan

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (650 reviews)
"Great Hotel! Super clean! Has everything you need for perfect vacation!"
United States
Sergii
The price is AU$476
includes taxes & fees
10 Feb - 11 Feb
Napili Sunset on the Beach

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,750 reviews)
"Beautiful location, nice, clean rooms, friendly staff, and eating facilities on site!"
Canada
Larry Henry
The price is AU$692
includes taxes & fees
10 Feb - 11 Feb
Napili Shores Maui by OUTRIGGER

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (163 reviews)
"Amazing place to stay, loved it. "
United States
Jacqueline
The price is AU$410
includes taxes & fees
3 Mar - 4 Mar
Napili Village Hotel

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (353 reviews)
"We loved the location. Very clean & the staff was very nice "
United States
Pamela
The price is AU$1,160
includes taxes & fees
11 Mar - 12 Mar
The Whaler Resort Kaanapali Beach

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!"
United States
Sophie
The price is AU$1,235
includes taxes & fees
3 Mar - 4 Mar
The Residences at Kamaole Sands Resort

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
8.6 out of 10, Excellent, (24 reviews)
"I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!"
United States
Emma
The price is AU$732
includes taxes & fees
17 Feb - 18 Feb
Kihei Ali'i Kai Condos with Free Parking

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
9.4 out of 10, Exceptional, (3 reviews)
"Clean room and staff is super friendly. Would stay here again "
United States
Rene
The price is AU$846
includes taxes & fees
1 Mar - 2 Mar
Royal Lahaina Bungalows & Spa

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (876 reviews)
"The location was great, staff provided clean towels and bedding daily. "
United States
Christine
The price is AU$687
includes taxes & fees
10 Mar - 11 Mar
Aston Maui Hill

The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (482 reviews)
"Wonderful place to stay. "
United States
Sharon Lynn
The price is AU$1,055
includes taxes & fees
27 Feb - 28 Feb
The Westin Nanea Ocean Villas, Ka'anapali

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Lahaina
8.4 out of 10, Very good, (238 reviews)
"Super clean room, staff was amazing will be back "
Canada
Carter Johannes
The price is AU$851
includes taxes & fees
22 Feb - 23 Feb
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Napili Shores D229 Studio Bedroom Condo by RedAwning

Napili Shores D229 Studio Bedroom Condo by RedAwning
3.5 star property
Lahaina
8.0 out of 10, Very good, (1 review)
The price is AU$2,152
includes taxes & fees
8 Mar - 9 Mar
Napili Shores D229 Studio Bedroom Condo by RedAwning

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,913 reviews)
"Wonderful vacation apot Everyone was amazing. "
United States
Michael
The price is AU$1,280
includes taxes & fees
10 Mar - 11 Mar
OUTRIGGER Honua Kai Resort & Spa

Kuleana Club - 504

Kuleana Club - 504
3.0 star property
Lahaina
The price is AU$883
includes taxes & fees
20 Feb - 21 Feb
Kuleana Club - 504

The Kalama Residence

The Kalama Residence
3.0 star property
South Kihei
7.0 out of 10, Good, (2 reviews)
"My stay was okay. "
United States
Rosalba
The price is AU$1,645
includes taxes & fees
11 Feb - 12 Feb
The Kalama Residence

Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801

Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801
3.5 star property
Wailea
Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is AU$821
includes taxes & fees
10 Feb - 11 Feb
Kuau Plaza Paia Condo with Parking
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$684 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?

Kapalua Golf Villas by KBM Resorts: This holiday home rental outside of Olowalu is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave. Kick off your shoes and enjoy yourself with a terrace and a garden.

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.