Photo by Rachel Elyse

Search Villas in Olowalu

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Villas in Olowalu

OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!

Lahaina
9.8 out of 10, Exceptional, (50)
"We had a great time!"
United States
Ryan N.
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!

OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!

Lahaina
9.6 out of 10, Exceptional, (69)
"Great location. "
United States
Justin B.
The price is SAR 754
SAR 3,351 total
includes taxes & fees
19 Dec - 20 Dec
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!

Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Kula
10.0 out of 10, Exceptional, (185)
"Great stay"
United States
Peter A.
The price is SAR 1,746
SAR 3,773 total
includes taxes & fees
10 Dec - 11 Dec
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Kapalua Bay 1BR Villa | Oceanfront, Gated, Molokai Views & Beach Access 29B4

Lahaina
9.6 out of 10, Exceptional, (42)
"Gorgeous view and off the beaten track enough that you felt very relaxed. Staying in Kaanapali is very congested and Kapalua Bay is so much better. "
United States
Lori O.
The price is SAR 998
SAR 3,708 total
includes taxes & fees
17 Dec - 18 Dec
Kapalua Bay 1BR Villa | Oceanfront, Gated, Molokai Views & Beach Access 29B4

Kapalua Bay Villa 32g4 1 Bedroom Villa by RedAwning

3.5 star property
Lahaina
8.0 out of 10, Very Good, (1)
The price is SAR 1,111
SAR 3,874 total
includes taxes & fees
10 Dec - 11 Dec
Kapalua Bay Villa 32g4 1 Bedroom Villa by RedAwning

Stunning Ocean View at Kapalua Bay Villas

Kapalua
10.0 out of 10, Exceptional, (67)
"What a beautiful place! We loved the area, the views, and the comfortable unit. "
United States
Katie M.
The price is SAR 1,273
SAR 2,742 total
includes taxes & fees
5 Jan - 6 January 2026
Stunning Ocean View at Kapalua Bay Villas

Rare Find! Ocean and Beach Front Cottage!

South Kihei
9.4 out of 10, Exceptional, (6)
"We stayed a week in this cute beach front cottage. It is central located with walking distance to restaurants, surfing lessons, groceries and shops. The owner/host was easily get in touch with and accommodated us with early check in since we had a very early flight in. The view is beautiful and we watched sunset every day from our lanai. "
United States
Na W.
The price is SAR 2,736
SAR 5,230 total
includes taxes & fees
5 Jan - 6 January 2026
Rare Find! Ocean and Beach Front Cottage!

Villas By The Cove, Villa 5 · Exquisite Ocean View Villa with Pool across from the Beach

South Kihei
9.2 out of 10, Wonderful, (42)
"Great Location, easy booking, unit is getting tired but would stay there again."
United States
Joseph F.
The price is SAR 1,678
SAR 2,940 total
includes taxes & fees
9 Jan - 10 January 2026
Villas By The Cove, Villa 5 · Exquisite Ocean View Villa with Pool across from the Beach

The Westin Kā‘anapali Ocean Resort Villas (Studio Premium)

Lahaina
The price is SAR 3,749
SAR 4,249 total
includes taxes & fees
7 Jan - 8 January 2026
The Westin Kā‘anapali Ocean Resort Villas (Studio Premium)

Luxury Oceanview Wailea Retreat with Sunset Views

Wailea
The price is SAR 2,458
SAR 4,763 total
includes taxes & fees
19 Dec - 20 Dec
Luxury Oceanview Wailea Retreat with Sunset Views

The Westin Nanea Ocean Villas (2BR)

Lahaina
The price is SAR 5,161
SAR 5,848 total
includes taxes & fees
7 Jan - 8 January 2026
The Westin Nanea Ocean Villas (2BR)

Marriott's Maui Ocean Club, Lāhainā (1BR)

Lahaina
The price is SAR 3,280
SAR 3,772 total
includes taxes & fees
8 Jan - 9 January 2026
Marriott's Maui Ocean Club, Lāhainā (1BR)

The Westin Nanea Ocean Villas (1BR)

Lahaina
The price is SAR 4,489
SAR 5,086 total
includes taxes & fees
7 Jan - 8 January 2026
The Westin Nanea Ocean Villas (1BR)

The Westin Nanea Ocean Villas (3BR)

Lahaina
4.0 out of 10, (2)
"We had booked a 3 bedroom VRBO way in advance for my husband and adult daughter and son. We wanted to stay togerther in one unit. 3 days before we were traveling from the states to Hawaii, we were informed by the host that "the owner was being difficult" and we were not allowed to stay in the unit we booked! They wanted us to cram into a 2 bedroom villa which meant one of the adults would have to sleep on a pull out couch! NOT acceptable. After much discussion, the best they were able to do was...
United States
Sue H.
The price is SAR 9,721
SAR 10,436 total
includes taxes & fees
7 Jan - 8 January 2026
The Westin Nanea Ocean Villas (3BR)

Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning

3.5 star property
Lahaina
The price is SAR 1,370
SAR 4,266 total
includes taxes & fees
17 Dec - 18 Dec
Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning

Marriott's Maui Ocean Club, Lāhainā (2BR)

Lahaina
5.4 out of 10, (3)
"The property manager did not tell us we would have to change rooms part way through our trip. They also did not coordinate the move. They also did not communicate with the front desk on our arrival and our room was not clean. We were not able to use half the facility on the first night. The check in desk has the owner’s name on the reservation, and then added ours. The facility was great and staff was great, the host was hard to work with."
United States
Leslie C.
The price is SAR 2,770
SAR 3,139 total
includes taxes & fees
11 Dec - 12 Dec
Marriott's Maui Ocean Club, Lāhainā (2BR)

Marriott's Maui Ocean Club, Lāhainā (3BR)

Lahaina
2.0 out of 10, (1)
"This was my Christmas present to my children this year and with just hours before our flight on Christmas Day, I got an email not a phone call an email telling me that our reservation was canceled with no explanation as to why. I spent three hours with four different managers, trying to figure out how to save Christmas for my kids as I was flying from Denver all the way over nonstop to Maui, Hawaii for our Christmas vacation. This was a disaster that VRBO allows owners to cancel with no...
United States
Nancy F.
The price is SAR 4,125
SAR 4,742 total
includes taxes & fees
11 Dec - 12 Dec
Marriott's Maui Ocean Club, Lāhainā (3BR)

Kapalua Bay Vill 23g1 Ocean Front 1 Bd/1ba 1 Bedroom Villa by RedAwning

3.5 star property
Lahaina
The price is SAR 1,167
SAR 3,959 total
includes taxes & fees
13 Dec - 14 Dec
Kapalua Bay Vill 23g1 Ocean Front 1 Bd/1ba 1 Bedroom Villa by RedAwning
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

Top Olowalu Hotel Reviews

Frequently asked questions

How much do villas in Olowalu cost?
Prices for villas in Olowalu range between SAR 2,742 and SAR 10,436 per night. Whatever your budget, you'll find someplace that fits the bill on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Olowalu?
Pick from 360 villas in Olowalu. Whether you're vacationing with the family or planning a weekend escape with your buddies, Expedia will help you find the perfect space for your entire crew.
Why book your villa in Olowalu with Expedia?
Use Expedia to find your dream villa in Olowalu. Traveling with the kids? Make the most of our filters to look for stays with a kitchen or a pool. If you have a certain budget, choose how much you want to spend and your preferred star rating. We'll help you find a perfect place that suits your style and taste.
How can I find cheap villas in Olowalu?
With Expedia's helpful filter tool, sourcing cheap villas in Olowalu couldn't be easier. To discover accommodations that won't break the bank, fine-tune your search by budget, amenities and star rating.