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Check prices for these dates

In two weeks
19 Sep - 21 Sep
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov
In four months
26 Dec - 28 Dec

Top Holiday Rentals in Olowalu

Our top choices for Olowalu holiday rentals

Aston Kaanapali Shores
Exterior

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3701)
"Great area and great place to stay"
The price is ฿5,408
฿7,332 total
includes taxes & fees
7 Sept - 8 Sept
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2453)
"Great family resort! Huge room that was perfect for our family of 5. 2 bedrooms and a huge kitchen/living room made for the perfect staycation on Island. "
The price is ฿4,841
฿8,567 total
includes taxes & fees
8 Sept - 9 Sept
Aston Maui Kaanapali Villas
The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.6 out of 10, Exceptional, (226)
"Perfect location right on the beach. Shopping and restaurants next door."
The price is ฿8,929
฿22,889 total
includes taxes & fees
5 Oct - 6 Oct
The Whaler Resort Kaanapali Beach
Napili Shores Maui by OUTRIGGER
On the beach

Napili Shores Maui by OUTRIGGER

3.0 star property
9.0 out of 10, Wonderful, (1655)
"The location was great to restaurants and the beach."
The price is ฿9,559
฿11,276 total
includes taxes & fees
17 Sept - 18 Sept
Napili Shores Maui by OUTRIGGER
Aston Maui Hill
Outdoor pool, open 8:00 AM to 9:30 PM, pool loungers

Aston Maui Hill

3.0 star property
9.0 out of 10, Wonderful, (819)
"The apartment was big, equipped with everything. The style is a bit "old" and it could use a freshen up but it is cozy. All the complex run mainly on solar power that is a plus."
The price is ฿7,371
฿8,695 total
includes taxes & fees
7 Sept - 8 Sept
Aston Maui Hill
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, (1484)
"It was a nice place to stay"
Aston at The Whaler on Kaanapali Beach
Kahana Falls Maui by VRI Americas
Studio Suite | Living area | 45-inch TV with cable channels, DVD player

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very good, (918)
"Great Aloha spirit and a great location and pool."
Kahana Falls Maui by VRI Americas
OUTRIGGER Honua Kai Resort & Spa
4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2830)
"Very clean and convenient, great location and great beaches"
The price is ฿10,216
฿26,886 total
includes taxes & fees
2 Oct - 3 Oct
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, (795)
"Just a great stay! "
Maui Beach Vacation Club
Aston at Papakea Resort
Surfing/boogie boarding

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very good, (1382)
"Everything was excellent "
Aston at Papakea Resort
Aston Mahana at Kaanapali
Outdoor pool

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1644)
"Excellent location"
Aston Mahana at Kaanapali
The Westin Ka'anapali Ocean Resort Villas
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1114)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is ฿14,431
฿17,023 total
includes taxes & fees
16 Sept - 17 Sept
The Westin Ka'anapali Ocean Resort Villas
Kapalua Villas Maui
Villa, 1 Bedroom, Oceanfront (Bay 36B3 Gold ,1Bath) | 1 bedroom, in-room safe, individually decorated, individually furnished

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (952)
"The view of the ocean was great and I was happy just to be there. It was old and a little poorly built, windows or doors were hard to open, etc. Some renovated parts were comfortable. The dryer was broken, which was inconvenient, but housekeeping provided new towels daily and offered to do laundry for free. Cooking utensils were very well stocked"
The price is ฿7,435
฿25,888 total
includes taxes & fees
3 Oct - 4 Oct
Kapalua Villas Maui
The Westin Nanea Ocean Villas, Ka'anapali
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (466)
"Very nice place to stay"
The price is ฿15,470
฿18,249 total
includes taxes & fees
3 Oct - 4 Oct
The Westin Nanea Ocean Villas, Ka'anapali
AEI at Kaanapali Shores
Exterior

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (436)
"Great location and good beachfront!"
AEI at Kaanapali Shores
Castle Kama'ole Sands
Deluxe Condo, 3 Bedrooms | Balcony

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very good, (2255)
"Great location for beach with beautiful garden views and easy close parking."
Castle Kama'ole Sands
Maui Sunset
Premium Condo, 2 Bedrooms, Kitchen, Ocean View | Terrace/patio

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (468)
"Good place to spend your vacation "
Maui Sunset
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, (710)
"Great place to stay "
Kahana Beach Vacation Club
AEI at The Mahana Kaanapali Resort
Outdoor pool, pool umbrellas, pool loungers

AEI at The Mahana Kaanapali Resort

4.0 star property
8.8 out of 10, Excellent, (273)
"Great location and facilities "
AEI at The Mahana Kaanapali Resort
Marriott's Maui Ocean Club - Lahaina & Napili Towers
3 outdoor pools, pool cabanas (surcharge), pool loungers

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
8.8 out of 10, Excellent, (191)
"It was a great place to spend a vacation for the whole family. "
The price is ฿14,431
฿17,023 total
includes taxes & fees
3 Oct - 4 Oct
Marriott's Maui Ocean Club - Lahaina & Napili Towers
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

Find out more about Olowalu

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:

  • View our selection of featured holiday rentals in Olowalu
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Look no further and take a look at our great range of rental properties in Olowalu!

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?

Explore the area and family-friendly sights such as Maui Fish Pipe, 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.