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Olowalu Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Olowalu holiday rentals

A beach with clear turquoise water, sandy shore, palm trees, and a resort building in the background.

1. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,898 reviews)
"Great trip!"
United States
Jennifer
The price is S$341
includes taxes & fees
25 Oct - 26 Oct
Napili Shores Maui by OUTRIGGER
A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

2. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,645 reviews)
"Great place will stay again!"
United States
Joseph
The price is S$443
includes taxes & fees
6 Nov - 7 Nov
Aston Maui Kaanapali Villas
A view of a beach with palm trees and a sailboat on the water.

3. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (495 reviews)
"Great place"
United States
Alessio
The price is S$841
includes taxes & fees
12 Oct - 13 Oct
The Whaler Resort Kaanapali Beach
Lobby

4. 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, (1,566 reviews)
"Great location, very nice condo, pool, and beach access."
United States
Stewart
The price is S$798
includes taxes & fees
25 Oct - 26 Oct
Aston at The Whaler on Kaanapali Beach
A resort with a pool, palm trees, and a view of the ocean.

5. 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, (534 reviews)
"It was beautiful hotel and we love to walk to the beach."
United States
Maria
The price is S$850
includes taxes & fees
30 Oct - 31 Oct
The Westin Nanea Ocean Villas, Ka'anapali
A resort pool with red umbrellas, palm trees, and a view of the ocean.

6. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,066 reviews)
"Such a lovely stay. The hotel is in a great location, everyone was very kind. I would definitely stay here again!"
United States
Andrea
The price is S$1,108
includes taxes & fees
11 Nov - 12 Nov
OUTRIGGER Honua Kai Resort & Spa
A beach with clear blue water, palm trees, and a resort in the background.

7. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (247 reviews)
"We loved how quiet and relaxing the property was. The employees and atmosphere were amazing."
United States
Joshua
The price is S$263
includes taxes & fees
6 Nov - 7 Nov
Napili Village Hotel
A resort with a swimming pool, palm trees, and ocean views.

8. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (992 reviews)
"Way more than what we expected.. clean, well kept, extremely spacious and centrally located to shops, beaches and restaurants. Loved everything about the property"
United States
Michael
The price is S$396
includes taxes & fees
11 Nov - 12 Nov
Aston Maui Hill
A tropical garden with a waterfall, lush greenery, and a gazebo.

9. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,370 reviews)
"Great Stay"
United States
Roopa Rani
The price is S$389
includes taxes & fees
28 Oct - 29 Oct
Aston Kaanapali Shores
A beach resort with rows of palm trees, a sandy beach, and a view of the ocean.

10. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (40 reviews)
"Absolutely loved our room. The kitchen was spacious and had all of the necessities. The best part was the lawn chairs, umbrella and tote bag provided in the room. Rooms large enough to relax and not feel so crowded."
United States
Mai
The price is S$671
includes taxes & fees
15 Oct - 16 Oct
Signature Residences at Maui Banyan
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

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

10/10 Excellent
"Staff was awesome, upper floor room was unreal, and the views were amazing. Doesnt get much more convenient for the area. The actual building is probably the closest to the water out of all of them. The beach right at the hotel is arguably the best beach we found during our entire trip for swimming and wildlife. Lots of restaurants and stores close by as well (Dukes was great). Would stay again and recommend."
Quinlan 5-night trip
Posted 16 hours ago
Aston Mahana at Kaanapali

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.