Photo by Claire Houston
Search Cottages in Olowalu
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 26 Cottages in Olowalu with updated reviews, rates, and availability.

1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
9.0 out of 10, Wonderful, (32)

Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
Exclusive Beachfront Cottage, Private, Ocean Views, AC, WiFi, Whale Watching!
10.0 out of 10, Exceptional, (142)

Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
10.0 out of 10, Exceptional, (178)

Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
Maui is calling you back! Enjoy our Ocean View Cottage- 200+ Rave Reviews Await!
10.0 out of 10, Exceptional, (193)

Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
Cute Plantation Cottage; Walk into Wailuku Town; Central Location!
9.8 out of 10, Exceptional, (18)

Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004
Charming. permitted cottage, short walk to Paia town & beach. STPH 2013/0004
10.0 out of 10, Exceptional, (112)

Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
Luxury cottage, private, saltwater spa🌺walk to beach, dining,shops
10.0 out of 10, Exceptional, (69)

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
10.0 out of 10, Exceptional, (138)
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Olowalu

Aston Kaanapali Shores
Aston Kaanapali Shores
8.6 out of 10, Excellent, (3462)
The price is AED 1,065
AED 1,365 total
includes taxes & fees
25 Feb - 26 Feb

Aston Maui Kaanapali Villas
Aston Maui Kaanapali Villas
8.6 out of 10, Excellent, (2349)
The price is AED 1,120
AED 1,646 total
includes taxes & fees
4 Mar - 5 Mar

OUTRIGGER Honua Kai Resort & Spa
OUTRIGGER Honua Kai Resort & Spa
8.8 out of 10, Excellent, (2702)
The price is AED 1,581
AED 3,811 total
includes taxes & fees
17 Mar - 18 Mar
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

The Westin Maui Resort & Spa, Ka'anapali
5/5 Excellent
A perfect place to take your family
"The Westin was a spectacular place to stay with our older elementary and middle school age children. The access to the beach, the spectacular pools and the ease of getting food made it an absolute delight.
The lanai was a particular highlight. Gia is an incredible hostess who envelops everyone who enters her space with warmth. What an incredible addition to our trip.
Our entire family was incredibly sad to depart, and we wish with all our hearts we will be able to return!"
A verified traveler stayed at The Westin Maui Resort & Spa, Ka'anapali
Posted 1 day ago