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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 376 Villas in Olowalu with updated reviews, rates, and availability.

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

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

9.8 out of 10, Exceptional, (57)
"Great for the two of us to sit outside and enjoy the oasis and gorgeous views from everywhere in the condo. "
The price is AED 874
AED 3,450 total
includes taxes & fees
9 May - 10 May
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
Mar- May special rates. Eco friendly modern home, gorgeous Ocean & Mt views
Fridge, microwave, oven, stovetop

Mar- May special rates. Eco friendly modern home, gorgeous Ocean & Mt views

10.0 out of 10, Exceptional, (164)
"Peaceful unobstructed view of Haleakala Lanai and Moloka’i beyond Kahalawai"
The price is AED 1,653
AED 3,661 total
includes taxes & fees
6 May - 7 May
Mar- May special rates. Eco friendly modern home, gorgeous Ocean & Mt views
~ This Is Wailea Living ~
Point of interest

~ This Is Wailea Living ~

10.0 out of 10, Exceptional, (120)
"Great location. Everything just as advertised"
~ This Is Wailea Living ~
Hula On In to Beach House Chic Style, Click the Video tour below!
Outdoor pool

Hula On In to Beach House Chic Style, Click the Video tour below!

10.0 out of 10, Exceptional, (130)
"Condo was very clean, comfortable, and just perfect for our week vacation in Maui with our teen children. Would highly recommend! "
Hula On In to Beach House Chic Style, Click the Video tour below!
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Outdoor pool, an infinity pool

Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

10.0 out of 10, Exceptional, (74)
"This our favorite place to stay on Maui. Lovely, well-maintained condo with an ocean view and quick walk to pools and the beach. We spent some time every day at the adult pool, which is a quiet, beautiful setting. The gym was well-equipped. Linda was a responsive and terrific host. Despite a series of thunderstorms with 70mph winds that knocked out power our last night, we can't wait to return!"
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Private Ocean Front at Wailea Beach Villas B102
Pool

Private Ocean Front at Wailea Beach Villas B102

10.0 out of 10, Exceptional, (26)
"The unit and property were beautiful. Very spacious and loved being so close to the ocean. Hope to be back again soon. "
Private Ocean Front at Wailea Beach Villas B102
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
Pool

Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei

10.0 out of 10, Exceptional, (53)
"Property is totally amazing. Wonderful location, amenities and cleanliness. Our family loved our stay. We will return. "
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
May is a Great Time to Play on Maui ~ NICE OCEAN FRONT Villa ~ Newer AC ~ Platinum Maui Vacations
Pool

May is a Great Time to Play on Maui ~ NICE OCEAN FRONT Villa ~ Newer AC ~ Platinum Maui Vacations

10.0 out of 10, Exceptional, (56)
"We had really great time exactly what you see on the photos and in the description thank you very much again"
May is a Great Time to Play on Maui ~ NICE OCEAN FRONT Villa ~ Newer AC ~ Platinum Maui Vacations
MODERN HAWAII ⛳️ Luxe Remodel, Closest 3BR Kapalua Golf Villa to Beach & 4th Tee!
Beach nearby

MODERN HAWAII ⛳️ Luxe Remodel, Closest 3BR Kapalua Golf Villa to Beach & 4th Tee!

10.0 out of 10, Exceptional, (63)
"Within the village, it’s very close (<2 min walk) to two pools."
MODERN HAWAII ⛳️ Luxe Remodel, Closest 3BR Kapalua Golf Villa to Beach & 4th Tee!
Exquisite Oceanview Villa with Resort Amenities in Gated Community
Pool

Exquisite Oceanview Villa with Resort Amenities in Gated Community

10.0 out of 10, Exceptional, (62)
"As advertised, property was lovely and suitable for our family. Beautiful view and very comfortable. "
Exquisite Oceanview Villa with Resort Amenities in Gated Community
Maui Resort Rentals: Luana Garden Villas 8C – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
Pool

Maui Resort Rentals: Luana Garden Villas 8C – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!

9.8 out of 10, Exceptional, (8)
"We really enjoyed our stay at Luana Garden Villas. The villa was very clean and well equipped for a great stay for my family. Beds were comfortable, fixtures were beautiful, and the covered lanai with sliding doors was amazing! Close to the beach with a great boardwalk or just a couple steps away from the pools. We had everything we needed for a great vacation."
Maui Resort Rentals: Luana Garden Villas 8C – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
Gated 2-story beach house with big yard
Exterior detail

Gated 2-story beach house with big yard

10.0 out of 10, Exceptional, (52)
"Had a great time at this place. Tammy was nice and welcoming the place is great. A 1 minute walk to Charlie Young beach. The place is very convenient and well set up for a large group. "
Gated 2-story beach house with big yard
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS
Exterior

RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS

10.0 out of 10, Exceptional, (187)
"This place is just as advertised. We were a family group of 12 people and had a great time. Highly recommend."
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS
Marriott's Maui Ocean Club, Lāhainā (2BR)
A heated pool

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

2.0 out of 10, (1)
The price is AED 3,669
AED 4,069 total
includes taxes & fees
3 May - 4 May
Marriott's Maui Ocean Club, Lāhainā (2BR)
WHITE LOTUS🏝️ Brand New Bespoke Euro Luxury 3BR 3BTH Golf Villa, Steps to Beach
Sun loungers, beach towels

WHITE LOTUS🏝️ Brand New Bespoke Euro Luxury 3BR 3BTH Golf Villa, Steps to Beach

10.0 out of 10, Exceptional, (25)
"I am in love with this property, the location, upgraded comforts and the overall zen I felt while staying there is exactly what I needed this winter. So much to do and see nearby but also tranquil enough to unwind. Highly recommend!!"
WHITE LOTUS🏝️ Brand New Bespoke Euro Luxury 3BR 3BTH Golf Villa, Steps to Beach
One of our best ON SALE & Wide Open (4/16- 5/8) ~ Must See OCEAN FRONT Villa ~
Outdoor dining

One of our best ON SALE & Wide Open (4/16- 5/8) ~ Must See OCEAN FRONT Villa ~

10.0 out of 10, Exceptional, (70)
"We thoroughly enjoyed our stay at this beautiful villa. We usually stay at The Ritz, however, this was very nearby and allowed us the best of both properties and then some!"
One of our best ON SALE & Wide Open (4/16- 5/8) ~ Must See OCEAN FRONT Villa ~
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
A waterfall pool

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

9.6 out of 10, Exceptional, (55)
"We had a wonderful vacation and this location was perfect. After visiting multiple areas in Maui, we decided we like this area best "
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
Stunning Ocean View at Kapalua Bay Villas
Outdoor dining

Stunning Ocean View at Kapalua Bay Villas

10.0 out of 10, Exceptional, (56)
"Great view. Wonderful place. Lots of fun."
Stunning Ocean View at Kapalua Bay Villas
Luana Villa 7B at Honua Kai w/ Private BBQ & Lanai ~ Ground-Floor Maui Paradise
Outdoor pool, a heated pool

Luana Villa 7B at Honua Kai w/ Private BBQ & Lanai ~ Ground-Floor Maui Paradise

10.0 out of 10, Exceptional, (12)
"Party of 6, including teenagers and elders, above age 70. My husband and I, early 50s, had an amazingly relaxing vacation!"
Luana Villa 7B at Honua Kai w/ Private BBQ & Lanai ~ Ground-Floor Maui Paradise
Honeymooner's Delight, Private Pool & Property,Ocean Views, close to beach.
Outdoor pool

Honeymooner's Delight, Private Pool & Property,Ocean Views, close to beach.

9.8 out of 10, Exceptional, (56)
"We are happy to verify all of Teri’s descriptions as well as previous visitors' comments. ."
Honeymooner's Delight, Private Pool & Property,Ocean Views, close to beach.
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

Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2384)
"Absolutely beautiful place to stay, we loved it!!"
The price is AED 765
AED 1,227 total
includes taxes & fees
13 May - 14 May
Aston Maui Kaanapali Villas
Aston Kaanapali Shores
2 outdoor pools, pool umbrellas, sun loungers

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3558)
"Friendly staff, beautiful location."
The price is AED 921
AED 1,195 total
includes taxes & fees
1 May - 2 May
Aston Kaanapali Shores
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, (664)
"Florante is great. "
Kahana Beach Vacation Club
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.

Frequently asked questions

How much do villas in Olowalu cost?
Prices for villas in Olowalu range between AED 874 and AED 3,669 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 376 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.