Olowalu Villas from CA $351

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Our top choices for Olowalu villas

A covered outdoor dining area with a table set for two, overlooking a coastal view.

1. Oceanfront Elegance Kapalua Bay Villa 23G1 1 bed/1ba

Lahaina

"We had an amazing time here. We stayed for half a month & it was a fantastic time. They were so fast to respond to anything we needed or asked. A week into our stay the washer broke down. They had maintenance out within a day & a new washer just within a couple of days. They also got us extra towels in the meantime until we could do a load of towels! They were great about communicating overall. It was a great spot to stay, right by one of the pools, & by the ocean. We loved our stay!"

Alana

CA $1,504 total

includes taxes & fees

Nov 17 - Nov 18

A coastal residential area with houses, a curved road, and a view of the ocean.

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

Lahaina

Dan B.

CA $1,504 total

includes taxes & fees

Nov 9 - Nov 10

A balcony with a view of the ocean, a bottle of champagne, and a tray with a glass and a decorative item.

3. Kapalua Bay 29B4 Oceanfront Elegance & Breathtaking Molokai Views

Lahaina

Anonymous traveller

CA $1,504 total

includes taxes & fees

Nov 23 - Nov 24

A beach view with a bed and a flower on the bed.

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

Kannapali Beach Area

CA $876 total

includes taxes & fees

Nov 11 - Nov 12

A covered outdoor seating area with a table set for two, overlooking a coastal view.

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

Lahaina

CA $2,197 total

includes taxes & fees

Nov 17 - Nov 18

A poolside area with lounge chairs, a fire pit, and a view of the sunset over the ocean.

6. The Westin Nanea Ocean Villas (2BR)

Lahaina

Marchelle N.

CA $1,153 total

includes taxes & fees

Nov 21 - Nov 22

A covered outdoor patio with wicker furniture, a dining table set with fruit, and a view of the ocean.

7. Now Renting! Kapalua Ridge 2BR/3BA Villa Ocean Views, Pools & Beach Access

Lahaina

Nancy S.

CA $1,994 total

includes taxes & fees

Nov 9 - Nov 10

8. The Westin Nanea Ocean Villas (1BR)

Lahaina

CA $824 total

includes taxes & fees

Nov 21 - Nov 22

A balcony with a view of the beach and ocean, featuring palm trees and a dining area with chairs and a table.

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

Kannapali Beach Area

CA $1,539 total

includes taxes & fees

Nov 11 - Nov 12

A covered patio with wicker furniture and a glass table, surrounded by a lush garden with various plants and a well-maintained lawn.

10. Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!

Wailea

Chris B.

CA $3,015 total

includes taxes & fees

Dec 2 - Dec 3

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

Kannapali Beach Area

"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."

Leslie C.

CA $1,074 total

includes taxes & fees

Nov 29 - Nov 30

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

Kannapali Beach Area

"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...

Nancy F.

CA $1,692 total

includes taxes & fees

Nov 11 - Nov 12

A residential area with multiple two-story houses featuring large windows and a well-maintained lawn.

13. Designer Kapalua Golf Villa, Ocean & Golf Views, WALK to Kapalua Bay, 3BR/4BA

Lahaina

Ares C.

CA $2,883 total

includes taxes & fees

Dec 2 - Dec 3

14. The Westin Nanea Ocean Villas (3BR)

Lahaina

"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...

Sue H.

CA $2,052 total

includes taxes & fees

Nov 11 - Nov 12

A coastal residential area with houses, a road, and a view of the ocean.

15. Kapalua Bay Villa 32g4 1 Bedroom Villa by RedAwning

Lahaina

CA $2,096 total

includes taxes & fees

Nov 10 - Nov 11

A balcony with wicker furniture, a bottle of champagne, and a tray with flowers.

16. Kapalua Bay Villa 29b4 1 Bedroom Villa by RedAwning

Lahaina

CA $2,189 total

includes taxes & fees

Nov 23 - Nov 24

A covered outdoor dining area with wicker furniture and a table set with fruit.

17. Kapalua Ridge Villa 1013 2br/3ba Ocean View 2 Bedroom Villa by RedAwning

Lahaina

CA $2,744 total

includes taxes & fees

Nov 9 - Nov 10

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Learn more about Olowalu

Trip time! Discover the local cuisine and beaches in romantic Olowalu.

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A person relaxing on a beach under a tree with a view of the sea and distant mountains.

Frequently Asked Questions

How much do villas in Olowalu cost?

Prices for villas in Olowalu range between CA $351 and CA $1,883 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 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.

Room 1

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Olowalu villas

1. Oceanfront Elegance Kapalua Bay Villa 23G1 1 bed/1ba

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

3. Kapalua Bay 29B4 Oceanfront Elegance & Breathtaking Molokai Views

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