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Top Holiday Rentals in Olowalu

Aston Kaanapali Shores
Hypo-allergenic bedding, in-room safe, blackout curtains
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3028)
"Quiet! Safe! Grocery nearby!"
The price is ฿10,046
per night
12 Jun - 13 Jun
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2166)
"Pretty good, very friendly 👌 "
The price is ฿8,695
per night
11 Jun - 12 Jun
Aston Maui Kaanapali Villas
Kahana Beach Vacation Club
Standard Room, 1 Bedroom | Living area | 55-inch flat-screen TV with cable channels
Kahana Beach Vacation Club
3.0 star property
8.4 out of 10, Very good, (546)
"My daughter and I had an amazing time here celebrating her master's degree. We booked a 1 BR and are so glad we did. The condo was HUGE. The bedroom was x-large, as well as the living are. Both with a large TV in each. We also had two full bathrooms (one with a tub and the other with a full size shower). The kitchen had everything you'd need to cook meals. We were pleasantly surprised with all the cooking tools and gadgets. Being recently renovated, everything was brand new. The only thing...
Kahana Beach Vacation Club
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OUTRIGGER Honua Kai Resort & Spa
4 outdoor pools
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2537)
"It was a well maintained room with all the amenities that you could ask for and then some on vacation"
The price is ฿19,189
per night
25 Jun - 26 Jun
OUTRIGGER Honua Kai Resort & Spa
Maui Beach Vacation Club
Suite, 2 Bedrooms | Living area | TV
Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very good, (623)
"We love it!!! So clean n the people are really nice !! The weather really nice!!! We love the pool area! We definitely be back soon!!! "
Maui Beach Vacation Club
The Whaler Resort Kaanapali Beach
Exterior
The Whaler Resort Kaanapali Beach
4.0 star property
9.4 out of 10, Exceptional, (29)
"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
Aston Mahana at Kaanapali
Outdoor pool
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1482)
"Heaven on earth my wife and I never wanted to leave. Reasonably priced considering the area right on the ocean as well!"
The price is ฿19,231
per night
6 Jun - 7 Jun
Aston Mahana at Kaanapali
The Gardens at West Maui
Suite, 1 Bedroom | Iron/ironing board, free WiFi
The Gardens at West Maui
3.0 star property
8.4 out of 10, Very good, (380)
"It’s a great place to stay, quiet, lots of parking. "
The Gardens at West Maui
Sugar Beach Resort
Outdoor pool
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, (986)
"decent place to stay"
Sugar Beach Resort
Aston at Papakea Resort
Outdoor pool
Aston at Papakea Resort
3.0 star property
8.2 out of 10, Very good, (1331)
"nice "
Aston at Papakea Resort
Napili Shores Maui by OUTRIGGER
On the beach
Napili Shores Maui by OUTRIGGER
3.0 star property
8.8 out of 10, Excellent, (1476)
"The first night we arrived was late and we found cockroaches scurrying about the room. My husband went to the front desk and told them about the cockroaches the next morning, and the lady at the front desk told him to buy a can of bug spray, which was unacceptable and quite rude. The second day he went to the front desk and showed pictures of all the cockroaches in our room and they moved us to a different room, which was acceptable and was without visual cockroaches. I know we’re in Hawaii and...
Napili Shores Maui by OUTRIGGER
Sands of Kahana
Outdoor pool
Sands of Kahana
3.0 star property
8.2 out of 10, Very good, (379)
"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
Aston at The Whaler on Kaanapali Beach
View from room
Aston at The Whaler on Kaanapali Beach
4.0 star property
9.2 out of 10, Wonderful, (1404)
"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 ฿19,259
per night
10 Jun - 11 Jun
Aston at The Whaler on Kaanapali Beach
Maui Banyan Vacation Club
Aerial view
Maui Banyan Vacation Club
3.0 star property
8.0 out of 10, Very good, (290)
"Location was perfect if you like quiet beach towns. The beach was so beautiful and totally within walking distance. The pool was also very clean."
Maui Banyan Vacation Club
Aston Maui Hill
Outdoor pool, pool loungers
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (700)
"The room was infested with roaches "
Aston Maui Hill
Kaanapali Alii
3 outdoor pools, pool loungers
Kaanapali Alii
4.0 star property
9.4 out of 10, Exceptional, (791)
"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
Maui Schooner Resort
Outdoor pool, pool umbrellas
Maui Schooner Resort
3.5 star property
9.2 out of 10, Wonderful, (363)
"Friendly and professional staff and budget friendly property. I would recommend Maui Schooner to fellow travelers. "
Maui Schooner Resort
Castle Napili Surf Beach Resort
On the beach, white sand
Castle Napili Surf Beach Resort
3.5 star property
10.0 out of 10, Exceptional, (11)
"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
The Westin Ka'anapali Ocean Resort Villas
2 outdoor pools, pool umbrellas
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, (1052)
"Perfect stay!"
The price is ฿19,875
per night
11 Jun - 12 Jun
The Westin Ka'anapali Ocean Resort Villas
Maui Sunset
View from property
Maui Sunset
3.5 star property
8.8 out of 10, Excellent, (318)
"The access to the beach was wonderful! We watched the gorgeous Maui Sunset every night we were there from the edge of the beach in the beach chairs provided by the unit. The balcony was roomy and also had magnificent views of the bay. There was plenty of space for the 5 of us! Easy access to food, shopping, and other beaches and activities! The concierge at the pristine pool was super helpful and booked us a very memorable snorkeling tour. Really was all you could ask for at a very affordable...
Maui Sunset
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.

Other types of properties in Olowalu you may be interested in

Maui Coast Hotel
Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, pool loungers
Maui Coast Hotel
3.5 star property
9.2 out of 10, Wonderful, (1020)
"Beautiful hotels, centrally located!"
The price is ฿8,310
per night
9 Jun - 10 Jun
Maui Coast Hotel
Aston Kaanapali Shores
Hypo-allergenic bedding, in-room safe, blackout curtains
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3028)
"Quiet! Safe! Grocery nearby!"
The price is ฿10,046
per night
12 Jun - 13 Jun
Aston Kaanapali Shores
Grand Wailea Maui, A Waldorf Astoria Resort
2 bars/lounges, 2 poolside bars, swim-up bar
Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
9.0 out of 10, Wonderful, (1001)
"excellent choice"
The price is ฿30,147
per night
12 Jun - 13 Jun
Grand Wailea Maui, A Waldorf Astoria Resort
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.

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

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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?

West Maui Mountains and Mile Marker 14 Beach are a couple of lovely local spots to get outside and enjoy nature. Kaanapali Beach and Napili Bay 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.

Recent reviews of Olowalu properties
Expedia verified reviews

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

5/5 Excellent
"This is by far the best hotel to stay on the west side of Maui. The staff is amazing and rooms have great views of the ocean and newly remodeled. Its location is great, short walk to Whaler’s village and Black Rock snorkeling spot. Definitely going to come back to this resort. "
A verified traveller stayed at OUTRIGGER Kaanapali Beach Resort
Posted 17 hours ago
OUTRIGGER Kaanapali Beach Resort