Photo by Ryan Fuller

Olowalu Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Olowalu holiday rentals

Blackout curtains, iron/ironing board, free WiFi
The Ocean View Residence

Apartment in South Kihei

The Ocean View Residence
3.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is S$1,214
includes taxes & fees
29 Dec - 30 Dec
The Ocean View Residence
Exterior
Signature Residences at Maui Banyan

Condo resort in South Kihei

Signature Residences at Maui Banyan
4.5 star property
9.6 out of 10, Exceptional, (4)
"Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time."
United States
Melinda
The price is S$826
includes taxes & fees
20 Jan - 21 Jan, 2026
Signature Residences at Maui Banyan
4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)
OUTRIGGER Honua Kai Resort & Spa

Condo resort in Lahaina

OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2886)
"Wonderful stay! "
United States
Quiauna
The price is S$1,305
includes taxes & fees
15 Jan - 16 Jan, 2026
OUTRIGGER Honua Kai Resort & Spa
Beach nearby, white sand, beach towels
Napili Village Hotel

Aparthotel in Lahaina

Napili Village Hotel
3.0 star property
9.0 out of 10, Wonderful, (144)
"Exactly what we were looking for! Close walking distance to beach and dining!"
United States
Tessa
The price is S$346
includes taxes & fees
22 Jan - 23 Jan, 2026
Napili Village Hotel
Exterior
Aston Kaanapali Shores

Aparthotel in Lahaina

Aston Kaanapali Shores
3.5 star property
8.8 out of 10, Excellent, (3928)
"Loved the 2 pools and 2 hot tub, staff is great…thank you!"
United States
Candida
The price is S$524
includes taxes & fees
6 Jan - 7 Jan, 2026
Aston Kaanapali Shores
Exterior
Aston Maui Kaanapali Villas

Aparthotel in Lahaina

Aston Maui Kaanapali Villas
3.0 star property
8.8 out of 10, Excellent, (2520)
"We enjoyed the property "
United States
Therese
The price is S$594
includes taxes & fees
1 Jan - 2 Jan, 2026
Aston Maui Kaanapali Villas
Aerial view
Kuleana Club - 306

Condo resort in Lahaina

Kuleana Club - 306
3.0 star property
The price is S$831
includes taxes & fees
8 Jan - 9 Jan, 2026
Kuleana Club - 306
Exterior
The Whaler Resort Kaanapali Beach

Condo in Lahaina

The Whaler Resort Kaanapali Beach
4.0 star property
9.6 out of 10, Exceptional, (327)
"great time, great resort, helpful staff"
Canada
Prableen
The price is S$980
includes taxes & fees
23 Jan - 24 Jan, 2026
The Whaler Resort Kaanapali Beach
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

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

10/10 Excellent
"Top notch property with amazing service and staff"
Delaine 7-night trip
Posted 2 days ago
The Ritz-Carlton Maui, Kapalua

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 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.