Olowalu Holiday Rentals from €217: Search Short-Term Rentals

Q: 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.

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Our top choices for Olowalu holiday rentals

A beach with clear blue water, palm trees, and a resort in the background.

1. Napili Village Hotel

Lahaina

Joshua

includes taxes & fees

1 Nov - 2 Nov

A beach resort with rows of palm trees, a sandy beach, and a view of the ocean.

2. Signature Residences at Maui Banyan

South Kihei

Mai

includes taxes & fees

15 Oct - 16 Oct

A balcony with a table set for two, featuring a bottle of wine and two glasses.

3. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

North Kihei

pablo

A view of a beach with palm trees and a sailboat on the water.

4. The Whaler Resort Kaanapali Beach

Kannapali Beach Area

Lenore

includes taxes & fees

18 Oct - 19 Oct

A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

5. Aston Maui Kaanapali Villas

Kannapali Beach Area

Joseph

includes taxes & fees

6 Nov - 7 Nov

A table with a bottle and glasses on a red mat, surrounded by red chairs on a balcony with a view of palm trees and a tennis court.

6. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

North Kihei

Sylvia

includes taxes & fees

22 Oct - 23 Oct

A resort with multiple buildings, a swimming pool, and a view of the ocean and mountains.

7. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

North Kihei

Luukia R.

includes taxes & fees

24 Oct - 25 Oct

A pathway leading to a gate with a view of the ocean.

8. LAHAINA SHORES #105 OCEANFRONT PREMIER SUITE, 2Bath 1Bedroom GROUND FLOOR

Lahaina

laura h.

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Top Olowalu Hotel Reviews

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent

"Stayed at this beautiful hotel on the beach. Just few minutes from shopping center and lots of restaurants. Friendly and very helpful staff. Clean rooms. Recommend this place for sure"

Sheraton Maui Resort & Spa

8/10 Good

"We stayed in one of the suites on the 8th floor over black rock. The rooms are clean and have a great view. You can tell the hotel is aging from random sewer smells and electronics not always functioning well but you’re in Hawaii so it doesn’t affect you much. They did change the breakfast buffet to be inside now that they added a nighttime Italian restaurant. The staff was lovely. As of October 2026, the walk to Whaler’s village is obstructed as the sidewalk fell apart. You must walk on the beach for about 50 feet to bypass it."

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, apart-hotels, 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 favorite 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 depends 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 €217 per night. Entering your travel dates in the search wizard you might find 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?

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.

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