Photo by Claire Houston

Olowalu Vacation Rentals

Vacation Rentals in Olowalu

Hypo-allergenic bedding, in-room safe, blackout drapes
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3011)
"Great for families or a couple's getaway. "
The price is $279
$359 total
includes taxes & fees
May 30 - May 31
Aston Kaanapali Shores
Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2158)
"The property is in a great location it’s just a little bit outdated , the place I mean. In spite of my opinion I would go for a second time. Maybe a different time of the year."
The price is $279
$406 total
includes taxes & fees
May 30 - May 31
Aston Maui Kaanapali Villas
4 outdoor pools
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2535)
"We went to the Honua Kai with our 3-year-old daughter as a recommendation from a friend who had gone earlier in the year with their one-year-old. We went for the ability to have washer-dryer, kitchenette, pools that were family-friendly, and an on-site store and restaurant. It lived up to our requirements with regards to everything. I also used the gym which was adequate for what I used it for (primarily treadmill running - when I didn't run on the beach, that is). Would recommend!"
The price is $287
$868 total
includes taxes & fees
Jun 12 - Jun 13
OUTRIGGER Honua Kai Resort & Spa
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Standard Room, 1 Bedroom | Living area | TV, DVD player
Kahana Beach Vacation Club
3.0 star property
8.2 out of 10, Very Good, (542)
"Probably one of the cleanest rooms I’ve stayed in. The balcony directly faced the ocean with Molokai in full view."
Kahana Beach Vacation Club
Exterior
The Whaler Resort Kaanapali Beach
4.0 star property
9.4 out of 10, Exceptional, (27)
"Great 2 bedroom condo. Spacious and very clean. Walkable to many restaurants including Whalers village which is right next door. 2 drawbacks : shower temperature was off and hard to adjust, shower was cold for at least 5 min before becoming warm and a very loud noise was always present coming from the generators in whalers village. Our balcony was on that side and it took away from the experience of just sitting outside. Recommend u get condo unit on the opposite side. But otherwise truly a...
The Whaler Resort Kaanapali Beach
Outdoor pool
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1476)
"We loved our stay here for our first trip to Maui. The view was so incredible and room was clean. We saw turtles swimming from the balcony! The staff was very kind and helpful when checking in, and we never had any issues to call again as the place was well stocked. Some furniture was a little outdated, but the views made that unimportant, and we would definitely stay here again in a heartbeat. Thank you for a wonderful stay!"
The price is $525
$649 total
includes taxes & fees
Jun 2 - Jun 3
Aston Mahana at Kaanapali
Suite, 2 Bedrooms | Living area | TV
Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very Good, (619)
"Nice and clean. Great value for the price "
Maui Beach Vacation Club
Outdoor pool
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, (981)
"I liked this place because it was centrally located on the island, on the beach, nice view, spacious and clean."
Sugar Beach Resort
Suite, 1 Bedroom | Iron/ironing board, free WiFi
The Gardens at West Maui
3.0 star property
8.4 out of 10, Very Good, (376)
"We loved staying here!!! The best location- walkable to Napili and Kapalua. Clean, nice pool and hot tub. We will definitely be back!!"
The Gardens at West Maui
On the beach
Napili Shores Maui by OUTRIGGER
3.0 star property
8.8 out of 10, Excellent, (1473)
"The staff was wonderful!! Clean and beautiful!!"
Napili Shores Maui by OUTRIGGER
Outdoor pool, sun loungers
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (695)
"It was a safe area, it was central to our needs. Easy Parking"
Aston Maui Hill
Outdoor pool
Aston at Papakea Resort
3.0 star property
8.2 out of 10, Very Good, (1330)
"nice "
Aston at Papakea Resort
3 outdoor pools, sun loungers
Kaanapali Alii
4.0 star property
9.4 out of 10, Exceptional, (787)
"Loved this property from beginning to end. So clean and spacious. Personnel was super friendly and helpful. We had one issue with a drain and it was fixed w/in the hour. You are near everything...beach, restaurants and Whalers shopping center. Loved the pool area as well. Lots of chairs and lots of tables if you want to eat near the pool while looking over at the ocean. I have stayed 6x at different resorts on Kaanapali and this is in my top 2. We were sad to leave, great experience. "
Kaanapali Alii
View from room
Aston at The Whaler on Kaanapali Beach
4.0 star property
9.2 out of 10, Wonderful, (1402)
"We really enjoyed staying at the Whaler! It's very convenient in terms of beach access, shopping, and a veriety of restaraunts. The concierge was very helpful in booking trips and the staff was very friendly! Our condo specifically could use new pillows as they were old and flat. Otherwise, we enjoyed staying at the Whaler and would recommend it to friends. "
The price is $468
$929 total
includes taxes & fees
May 30 - May 31
Aston at The Whaler on Kaanapali Beach
Aerial view
Maui Banyan Vacation Club
3.0 star property
8.0 out of 10, Very Good, (288)
"Everything was close to us enjoyed our stay planning a second trip soon "
Maui Banyan Vacation Club
Outdoor pool
Sands of Kahana
3.0 star property
8.2 out of 10, Very Good, (377)
"Very close to beach and clean. Kitchen had everything I needed. Safeway grocery store is about 10 minutes drive. Location is a bit remote to travel and see the other half of the island."
Sands of Kahana
2 outdoor pools, pool umbrellas
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, (1050)
"Perfect stay!"
The price is $543
$641 total
includes taxes & fees
Jun 3 - Jun 4
The Westin Ka'anapali Ocean Resort Villas
View from property
Maui Sunset
3.5 star property
8.8 out of 10, Excellent, (313)
"The condo is clean and has an ocean view. It overlooks the pool and a beautiful lawn area. The location is just down the street from restaurants, shopping and beaches."
Maui Sunset
On the beach, white sand
Castle Napili Surf Beach Resort
3.5 star property
10.0 out of 10, Exceptional, (10)
"The location is far out from other sites on Maui so we spent more time driving than we would have liked, yet the condo was perfect, and Napili bay is wonderful."
Castle Napili Surf Beach Resort
Exterior
Maui Kamaole
3.5 star property
8.8 out of 10, Excellent, (793)
"We enjoyed our stay very pleasant , clean and everything we needed was available thank you would definetl"
Maui Kamaole
Don't see what you're looking for?
See all available properties in Olowalu
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.

Olowalu Vacation Rental Travel Info

Number of vacation rentals
212
Popular accommodation
Olowalu private vacation homes
Known landmarks
Kaanapali Beach, Black Rock and Maui Theater
International airport
Kahului, HI (OGG)

Other types of properties in Olowalu you may be interested in

Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers
Maui Coast Hotel
3.5 star property
9.2 out of 10, Wonderful, (1008)
"We loved our stay here. The property was well cared for and the staff was extremely friendly. In the pool, we were asked several times if we were with the hotel, and we were glad they were checking. We loved that sunscreen and beach and pool towels were provided. The room was very nice and while the hotel wasn’t located on the beach, the walk was very short. "
The price is $265
$354 total
includes taxes & fees
Jun 1 - Jun 2
Maui Coast Hotel
Outdoor pool
Hilton Vacation Club Ka'anapali Beach Maui
4.0 star property
8.8 out of 10, Excellent, (1011)
"Overall good although a bit difficult as far as direction to the place. "
The price is $279
$365 total
includes taxes & fees
Jun 1 - Jun 2
Hilton Vacation Club Ka'anapali Beach Maui
Hypo-allergenic bedding, in-room safe, blackout drapes
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3011)
"Great for families or a couple's getaway. "
The price is $279
$359 total
includes taxes & fees
May 30 - May 31
Aston Kaanapali Shores
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.

Everything you need to know about Olowalu vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Olowalu vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Olowalu vacation 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 low season months. For more hustle and bustle, you may prefer to visit Olowalu in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $279 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Olowalu rentals

At Expedia, we put the best Olowalu vacation 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 vacation.

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 vacation rentals in Olowalu?

Yes, we have vacation rentals near the most popular local attractions in Olowalu, or you can go with a secluded option if you want a relaxing place to 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 vacation rentals that Olowalu has to offer?

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32: This vacation home rental near Olowalu is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What’s there to see and do in Olowalu?

West Maui Mountains and Mile Marker 14 Beach are a couple of lovely local spots to get outside and enjoy nature. Kaanapali Beach and Maalaea Harbor are a couple of places you'll find in the larger area.

What’s a vacation rental in Olowalu like?

A vacation rental is a private property you can stay in for several days or longer in Olowalu. Vacation rentals offer amenities such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.

Recent reviews of Olowalu properties
Expedia verified reviews

Maui Coast Hotel

Maui Coast Hotel

5/5 Excellent
"We loved our stay here. The property was well cared for and the staff was extremely friendly. In the pool, we were asked several times if we were with the hotel, and we were glad they were checking. We loved that sunscreen and beach and pool towels were provided. The room was very nice and while the hotel wasn’t located on the beach, the walk was very short. "
A verified traveler stayed at Maui Coast Hotel
Posted 1 day ago
Maui Coast Hotel