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Our top choices for Olowalu holiday rentals

1. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,889 reviews)
"Love this place!"
United States
Diana
The price is ฿7,259
฿8,617 total
includes taxes & fees
29 Oct - 30 Oct
Napili Shores Maui by OUTRIGGER

2. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,353 reviews)
"Great Stay"
United States
Roopa Rani
The price is ฿8,027
฿10,525 total
includes taxes & fees
10 Oct - 11 Oct
Aston Kaanapali Shores

3. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (241 reviews)
"thank you for the best stay! perfect location, stunning beach with walking distance to beach, cafe, and rentals. room had everything we needed, recommend upgrading to ocean view it was a treat!"
United States
ASHLEY
The price is ฿6,538
฿7,761 total
includes taxes & fees
1 Nov - 2 Nov
Napili Village Hotel

4. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (482 reviews)
"Great place"
United States
Alessio
The price is ฿8,235
฿22,038 total
includes taxes & fees
7 Oct - 8 Oct
The Whaler Resort Kaanapali Beach

5. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,641 reviews)
"The property was a fantastic place to stay. The beach that is in front of the property is excellent for swimming and snorkeling."
United States
Marie
The price is ฿7,400
฿11,772 total
includes taxes & fees
1 Nov - 2 Nov
Aston Maui Kaanapali Villas

6. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (39 reviews)
"It was as good as a motel 6 bed was comfortable and my beach front condo as it was described was a room facing a mountain that you couldn’t see passed the forest of plants in front of back patio and the ac unit was very old and loud but served its purpose"
United States
Roark
The price is ฿2,349
฿18,963 total
includes taxes & fees
5 Oct - 6 Oct
Signature Residences at Maui Banyan

7. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,060 reviews)
"We had a great stay at the"
United States
Aprille A
The price is ฿12,655
฿32,900 total
includes taxes & fees
26 Oct - 27 Oct
OUTRIGGER Honua Kai Resort & Spa

8. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.2 out of 10, Wonderful, (1,564 reviews)
"Great location, very nice condo, pool, and beach access."
United States
Stewart
The price is ฿11,786
฿20,923 total
includes taxes & fees
25 Oct - 26 Oct
Aston at The Whaler on Kaanapali Beach

9. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (981 reviews)
"The property was very welcoming and respectful. Love the swimming pool . We went in it every day. We meet a lot of people who has timeshares and respect their surroundings. Mahalo 🌺"
United States
Lisa
The price is ฿10,294
฿12,220 total
includes taxes & fees
1 Nov - 2 Nov
Aston Maui Hill

10. 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, (533 reviews)
"It was beautiful hotel and we love to walk to the beach."
United States
Maria
The price is ฿18,766
฿22,278 total
includes taxes & fees
19 Oct - 20 Oct
The Westin Nanea Ocean Villas, Ka'anapali
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

Search for holiday rentals in Olowalu on Expedia! You can easily find your home rentals, villas, holiday apartments in Olowalu using one of the methods below:

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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 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.