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Top Holiday Rentals in Olowalu

Condo resort in South Kihei

4.5 star property
10.0 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 ₹6,606
₹51,133 total
includes taxes & fees
5 Dec - 6 Dec
Signature Residences at Maui Banyan

Condo resort in Lahaina

4.0 star property
8.8 out of 10, Excellent, (2875)
"Wonderful stay! "
United States
Quiauna
The price is ₹22,666
₹74,786 total
includes taxes & fees
11 Dec - 12 Dec
OUTRIGGER Honua Kai Resort & Spa

Apartment in South Kihei

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 ₹7,060
₹52,097 total
includes taxes & fees
7 Dec - 8 Dec
The Ocean View Residence

Aparthotel in South Kihei

4.5 star property
10.0 out of 10, Exceptional, (1)
"This spot was everything we needed and more. Super clean, stylish, and felt way more spacious than a typical hotel room. We had a full kitchen to cook, comfy beds for deep sleep, and the AC kept things cool after long beach days. The location couldn’t have been better—walking distance to great food, coffee, and beaches. It felt private and relaxed, but still close to the action. Honestly, it felt like home… just way better. Can’t wait to book again!"
United States
Sophie
The price is ₹13,996
₹66,956 total
includes taxes & fees
11 Dec - 12 Dec
The Residences at Kamaole Sands Resort

Aparthotel in Lahaina

3.0 star property
8.8 out of 10, Excellent, (2510)
"We left feeling very refreshed! Beautiful beach and the staff are awesome! "
United States
ERIC
The price is ₹28,412
₹41,705 total
includes taxes & fees
1 Jan - 2 Jan 2026
Aston Maui Kaanapali Villas

Condo resort in Lahaina

4.0 star property
9.4 out of 10, Exceptional, (472)
"Spacious rooms and fun pools"
United States
Vanessa
The price is ₹50,438
₹59,497 total
includes taxes & fees
17 Dec - 18 Dec
The Westin Nanea Ocean Villas, Ka'anapali

Condo in Lahaina

4.0 star property
9.6 out of 10, Exceptional, (308)
"We loved our stay at the Whaler"
United States
Kris Leann
The price is ₹30,628
₹69,314 total
includes taxes & fees
3 Jan - 4 Jan 2026
The Whaler Resort Kaanapali Beach

Aparthotel in Lahaina

3.5 star property
8.6 out of 10, Excellent, (3899)
"Was a great place to stay"
United States
Christine
The price is ₹29,634
₹37,606 total
includes taxes & fees
12 Dec - 13 Dec
Aston Kaanapali Shores

Aparthotel in Lahaina

2.5 star property
9.2 out of 10, Wonderful, (647)
"Location was excellent"
United States
Polly
The price is ₹25,270
₹29,810 total
includes taxes & fees
6 Dec - 7 Dec
Napili Sunset on the Beach

Aparthotel in Lahaina

3.0 star property
9.0 out of 10, Wonderful, (1707)
"Excellent stay. "
United States
casey william
The price is ₹29,954
₹35,335 total
includes taxes & fees
21 Dec - 22 Dec
Napili Shores Maui by OUTRIGGER

Aparthotel in Lahaina

3.0 star property
9.0 out of 10, Wonderful, (135)
"Exactly what we were looking for! Close walking distance to beach and dining!"
United States
Tessa
The price is ₹21,352
₹25,187 total
includes taxes & fees
8 Dec - 9 Dec
Napili Village Hotel

Aparthotel in South Kihei

3.0 star property
9.0 out of 10, Wonderful, (847)
"The accommodations were comfortable, very roomy, nice view from the balcony, and staff was helpful and friendly."
United States
David
The price is ₹25,974
₹30,639 total
includes taxes & fees
9 Dec - 10 Dec
Aston Maui Hill
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

Holiday Rentals in Olowalu

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

  • View our selection of featured holiday rentals in Olowalu
  • Use the map to find apartments and other holiday homes in the Olowalu neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Olowalu while they last

Look no further and take a look at our great range of rental properties in Olowalu!

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’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.