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Holiday Rentals in Olowalu

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Holiday Rentals in Olowalu

Aparthotel in Lahaina

3.0 star property
8.8 out of 10, Excellent, (2505)
"We left feeling very refreshed! Beautiful beach and the staff are awesome! "
United States
ERIC
The price is €436
includes taxes & fees
30 Nov - 1 Dec
Aston Maui Kaanapali Villas

Aparthotel in Lahaina

3.0 star property
9.0 out of 10, Wonderful, (1701)
"Enjoyed our stay."
United States
MARTIN
The price is €338
includes taxes & fees
21 Dec - 22 Dec
Napili Shores Maui by OUTRIGGER

Aparthotel in Lahaina

2.5 star property
9.2 out of 10, Wonderful, (647)
"Location was excellent"
United States
Polly
The price is €286
includes taxes & fees
7 Dec - 8 Dec
Napili Sunset on the Beach

Condo resort in South Kihei

4.5 star property
10.0 out of 10, Exceptional, (3)
"Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time."
United States
Melinda
The price is €468
includes taxes & fees
30 Nov - 1 Dec
Signature Residences at Maui Banyan

Aparthotel in Lahaina

3.5 star property
8.6 out of 10, Excellent, (3890)
"Was a great place to stay"
United States
Christine
The price is €309
includes taxes & fees
30 Nov - 1 Dec
Aston Kaanapali Shores

Condo in Lahaina

4.0 star property
9.6 out of 10, Exceptional, (304)
"We loved our stay at the Whaler"
United States
Kris Leann
The price is €665
includes taxes & fees
30 Dec - 31 Dec
The Whaler Resort Kaanapali Beach

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 €321
includes taxes & fees
30 Nov - 1 Dec
Napili Village Hotel

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 €466
includes taxes & fees
30 Nov - 1 Dec
The Ocean View Residence

Condo in North Kihei

10.0 out of 10, Exceptional, (125)
"Very nice condo Nice furniture Comfortable and friendly "
United States
John
The price is €299
includes taxes & fees
5 Dec - 6 Dec
BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach

Condo in North Kihei

9.8 out of 10, Exceptional, (296)
"Locally convenient, price was right for the location, property management was on top of things and made sure that we were well taken car of. "
United States
Mark
The price is €375
includes taxes & fees
16 Dec - 17 Dec
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

Aparthotel in South Kihei

3.0 star property
9.0 out of 10, Wonderful, (846)
"The accommodations were comfortable, very roomy, nice view from the balcony, and staff was helpful and friendly."
United States
David
The price is €294
includes taxes & fees
9 Dec - 10 Dec
Aston Maui Hill

Condo resort in Lahaina

4.0 star property
8.8 out of 10, Excellent, (2872)
"Resort was beautiful and family friendly. Definitely will stay here again with the rest of the family"
United States
Alisha
The price is €751
includes taxes & fees
11 Dec - 12 Dec
OUTRIGGER Honua Kai Resort & Spa

Condo in North Kihei

10.0 out of 10, Exceptional, (30)
"The home is right across from a nice beach. Parking is included for one vehicle. Chairs, an umbrella, towels are available. The AC works great, and check-in was a breeze."
United States
Michael
The price is €369
includes taxes & fees
30 Nov - 1 Dec
This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!

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 €569
includes taxes & fees
13 Dec - 14 Dec
The Westin Nanea Ocean Villas, Ka'anapali

Condo in North Kihei

9.8 out of 10, Exceptional, (19)
"Convenient nice place to stay on Maui"
United States
Giovanni B.
The price is €387
includes taxes & fees
30 Nov - 1 Dec
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

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 €632
includes taxes & fees
3 Dec - 4 Dec
The Residences at Kamaole Sands Resort

Condo in Wailuku

9.6 out of 10, Exceptional, (158)
"Everything was great. Kitchen well stocked, beautiful view. "
United States
Eric S.
The price is €297
includes taxes & fees
5 Dec - 6 Dec
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

Condo in South Kihei

9.8 out of 10, Exceptional, (204)
"We had an incredible stay at Elizabeth’s condo. The walk to the beach is easy and the ground floor location is amazing. We had a great trip exploring lots that Maui has to offer. We loved having a nice air conditioned home to arrive back to after all of our adventures!"
United States
Sarah B.
KIHEI SURFSIDE #108 - OCEANFRONT, GROUND FLOOR, SLEEPS 4, SOUTH KIHEI, MAUI, HI

Condo in Lahaina

9.8 out of 10, Exceptional, (94)
"Great resort and location. A lot of affordable food choices."
United States
Mark J.
Beautiful Ocean View, totally remodeled Condo!

Condo in South Kihei

10.0 out of 10, Exceptional, (210)
"Great location and great amenities. Our host Mark was auper responsive and helpful. "
United States
John D.
Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
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

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 €294 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?

Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!: This holiday home rental outside of Olowalu is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

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.