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, (4,040 reviews)
"Beautiful location and friendly helpful staff. Nice clean rooms and resort. "
Canada
Megan Ruth
The price is AU$560
includes taxes & fees
1 Apr - 2 Apr
Aston Kaanapali Shores

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,937 reviews)
"Excellent accommodations! Beautiful property! I would highly recommend this location. Julie, the concierge, was wonderful to work with!! What a gem!!!!"
United States
Deborah
The price is AU$1,228
includes taxes & fees
30 Mar - 31 Mar
OUTRIGGER Honua Kai Resort & Spa

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (377 reviews)
"The room was nice the staff was very friendly and helpful. Wifi was good and the view was great!!! Plenty of places to shop within walking distance and some of the finest food you will find right there. Would love to go back! "
United States
Michael
The price is AU$1,159
includes taxes & fees
9 Apr - 10 Apr
The Whaler Resort Kaanapali Beach

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (654 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is AU$484
includes taxes & fees
29 Mar - 30 Mar
Napili Sunset on the Beach

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is AU$949
includes taxes & fees
29 Mar - 30 Mar
Kuau Plaza Paia Condo with Parking

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (890 reviews)
"We really enjoyed the pool & hot tub area. The staff was very friendly & helpful & everything was great, we really enjoyed our stay at Maui Hill."
United States
Kelly
The price is AU$532
includes taxes & fees
19 Apr - 20 Apr
Aston Maui Hill

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (173 reviews)
"Great location "
United States
John Roger
The price is AU$421
includes taxes & fees
16 Apr - 17 Apr
Napili Village Hotel

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Kuau
9.4 out of 10, Exceptional, (201 reviews)
"Recently renovated and spotless! This condo had everything we needed and was comfortable and conveniently located. Highly recommend!"
United States
Allison H.
The price is AU$639
includes taxes & fees
3 Apr - 4 Apr
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

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, (486 reviews)
"Wonderful place to stay. "
United States
Sharon Lynn
The price is AU$894
includes taxes & fees
20 Apr - 21 Apr
The Westin Nanea Ocean Villas, Ka'anapali

🤙 April-May-June SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

🤙 April-May-June SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
North Kihei
10.0 out of 10, Exceptional, (139 reviews)
"We stayed here for 3 nights. Location was great, view was breathtaking!"
United States
Jessica v.
The price is AU$1,062
includes taxes & fees
29 Mar - 30 Mar
🤙 April-May-June SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

Kuau Surf 2.0 Maui North Shore Locally-Owned

Kuau Surf 2.0 Maui North Shore Locally-Owned
Paia
9.2 out of 10, Wonderful, (23 reviews)
"Clean and convenient"
United States
Ilya L
The price is AU$513
includes taxes & fees
28 Apr - 29 Apr
Kuau Surf 2.0 Maui North Shore Locally-Owned

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,779 reviews)
"Ocean view, comfortable room, nice bar on property, well located"
United States
Rosanne Marie
The price is AU$495
includes taxes & fees
12 Apr - 13 Apr
Napili Shores Maui by OUTRIGGER

Unit 15 Waena Inn - Maui Private Suite

Unit 15 Waena Inn - Maui Private Suite
Wailuku
9.4 out of 10, Exceptional, (28 reviews)
"Good place to stay"
United States
Ram
The price is AU$468
includes taxes & fees
29 Mar - 30 Mar
Unit 15 Waena Inn - Maui Private Suite

Paia 2 Bedroom 2 Bathroom

Paia 2 Bedroom 2 Bathroom
Paia
9.0 out of 10, Wonderful, (10 reviews)
"The house was perfect for the 6 of us and near a beautiful cove. "
United States
Vanessa C.
The price is AU$1,028
includes taxes & fees
19 Apr - 20 Apr
Paia 2 Bedroom 2 Bathroom

Direct Beachfront Newly Remodeled!

Direct Beachfront Newly Remodeled!
North Kihei
9.2 out of 10, Wonderful, (27 reviews)
"Very nice right on the beach "
United States
MATILDA
The price is AU$606
includes taxes & fees
4 Apr - 5 Apr
Direct Beachfront Newly Remodeled!

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,554 reviews)
"Best Maui location"
United States
Chris
The price is AU$668
includes taxes & fees
17 Apr - 18 Apr
Aston Maui Kaanapali Villas

Newly Remodeled Steps to Sugar Beach!

Newly Remodeled Steps to Sugar Beach!
North Kihei
9.6 out of 10, Exceptional, (17 reviews)
"Place was fine for a quick stay. "
United States
Melissa K.
The price is AU$688
includes taxes & fees
4 Apr - 5 Apr
Newly Remodeled Steps to Sugar Beach!

Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (42 reviews)
"Excellent location. "
United States
Thomas
The price is AU$680
includes taxes & fees
29 Mar - 30 Mar
Romantic Beachfront Getaway

Oceanfront Condo at the Mana Kai Maui, Luxurious, Designer Remodeled

Oceanfront Condo at the Mana Kai Maui, Luxurious, Designer Remodeled
South Kihei
9.6 out of 10, Exceptional, (65 reviews)
"Everything was as advertised and the place was great! "
United States
Pratik P.
The price is AU$1,580
includes taxes & fees
9 Apr - 10 Apr
Oceanfront Condo at the Mana Kai Maui, Luxurious, Designer Remodeled

Direct Beachfront with Spectacular Oceanviews!

Direct Beachfront with Spectacular Oceanviews!
Wailuke
9.6 out of 10, Exceptional, (50 reviews)
"Awesome little spot. Exactly what me and my wife were looking for. Highly recommend it! Had everything we needed and was close to all the spots we wanted to check out."
United States
Garrett F.
The price is AU$555
includes taxes & fees
2 Apr - 3 Apr
Direct Beachfront with Spectacular Oceanviews!
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$495 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?

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32: 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. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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 Whalers Village 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.