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Compare 358 Vacation Homes in Olowalu with updated reviews, rates, and availability.
![One of the largest condo pools in Kihei!](https://images.trvl-media.com/lodging/22000000/21670000/21669300/21669229/ec1d30ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
9.6 out of 10, Exceptional, (92)
![](https://images.trvl-media.com/lodging/54000000/53940000/53934800/53934719/64b562e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
272-1 Large oceanfront home- fully air conditioned, 25 feet from the water
9.0 out of 10, Wonderful, (40)
![Pool](https://images.trvl-media.com/lodging/39000000/38130000/38125100/38125053/7a2bf14b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖
Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖
10.0 out of 10, Exceptional, (126)
![Exterior](https://images.trvl-media.com/lodging/49000000/48450000/48443800/48443780/65274c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
9.8 out of 10, Exceptional, (65)
![Amazing Lanai~ Kick Back~ Relax and Enjoy the View!](https://images.trvl-media.com/lodging/22000000/21720000/21710100/21710059/ae8a04d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Stunning Beachfront Private Home! Perfect for Families, Great Location!
Stunning Beachfront Private Home! Perfect for Families, Great Location!
9.8 out of 10, Exceptional, (93)
![Exterior](https://images.trvl-media.com/lodging/107000000/106960000/106957200/106957113/de479526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
10.0 out of 10, Exceptional, (4)
![Pool](https://images.trvl-media.com/lodging/102000000/101900000/101897700/101897652/9665d8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
10.0 out of 10, Exceptional, (7)
![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64170000/64169300/64169205/7953c1a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana
10.0 out of 10, Exceptional, (63)
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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Other property types in Olowalu
![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/7c59e90e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Aston Kaanapali Shores
Aston Kaanapali Shores
8.6 out of 10, Excellent, (3450)
The price is SAR 1,459
SAR 1,832 total
includes taxes & fees
27 Feb - 28 Feb
![Exterior](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/0d8c016f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
OUTRIGGER Honua Kai Resort & Spa
OUTRIGGER Honua Kai Resort & Spa
8.8 out of 10, Excellent, (2691)
The price is SAR 1,625
SAR 3,904 total
includes taxes & fees
23 Feb - 24 Feb
![Pool](https://images.trvl-media.com/lodging/1000000/90000/84400/84398/74b20e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Kaanapali Alii
Kaanapali Alii
9.4 out of 10, Exceptional, (859)
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.
Recent reviews of Olowalu hotels
Recent reviews of Olowalu hotels
![OUTRIGGER Kaanapali Beach Resort](http://images.trvl-media.com/lodging/1000000/20000/11600/11554/a7b9b5a8_y.jpg)
OUTRIGGER Kaanapali Beach Resort
5/5 Excellent
"We love this resort! This resort is very beautifully maintained and the staff is excellent. There were sizeable waves while we were here, but a very short walk down the beach to the Black Rock provided a lovely place to swim. We will be back, highly recommend❤️"
A verified traveler stayed at OUTRIGGER Kaanapali Beach Resort
Posted 11 hours ago