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Search Villas in Olowalu

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Compare 309 Villas in Olowalu with updated reviews, rates, and availability.

Gated 2-story beach house with big yard
10.0 out of 10, Exceptional, (40)
"We had a great time in Kihei and the place was perfect for my family. The yard was amazing and we could walk to the beach!"
Gated 2-story beach house with big yard
OCEANFRONT, gated Kapalua Bay Villa 29B4 - Molokai view, steps to water!
9.6 out of 10, Exceptional, (28)
"Exactly what we wanted. The area, Kapalua is exceptional the place clean, very roomey, everything I needed was in the kitchen ,bathroom, and very comfortable King bed. Definitly will stay here again. Great parking, close to pool, and resturants. 5 stars across the board"
OCEANFRONT, gated Kapalua Bay Villa 29B4 - Molokai view, steps to water!
Special Promotions! Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-
9.6 out of 10, Exceptional, (66)
"Everything was fabulous from our contact with Monica to get us checked in and deliver packages shipped from home to the beautiful accommodation to the pool to the location. We will be back with our family of 8 very soon."
Special Promotions! Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
9.8 out of 10, Exceptional, (47)
"We like this part of Maui is its lesser crowded and has great beaches close by. Property is in a nice location with view of ocean. "
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!
Maui Resort Rentals: Marriott's Maui Ocean Club 2 Bedroom Oceanfront Villa
10.0 out of 10, Exceptional, (51)
"The Marriott Ocean Club property is centrally located on the west side of Maui. Great beach, pools, and several restaurants and shopping close by. The condo was spacious and perfect for a family. "
Maui Resort Rentals: Marriott's Maui Ocean Club 2 Bedroom Oceanfront Villa
EXCEPTIONAL, PRIVATE, DIRECT OCEAN FRONT VILLA! Wailea Beach Villa B102
10.0 out of 10, Exceptional, (24)
"The unit and property were beautiful. Very spacious and loved being so close to the ocean. Hope to be back again soon. "
EXCEPTIONAL, PRIVATE, DIRECT OCEAN FRONT VILLA! Wailea Beach Villa B102
Stunning 3BD/4BA Andaz Villa! Huge Private Yard with Pool! Modern Beach Elegance
10.0 out of 10, Exceptional, (2)
"This villa was beautifully decorated, super clean and very convenient yet private and quiet. CB Island vacations was so attentive, and knowing it was my birthday, rewally surprised us at our welcome . Everything was perfect...really. Barbara"
Stunning 3BD/4BA Andaz Villa! Huge Private Yard with Pool! Modern Beach Elegance
Oceanview Penthouse, sleeps up to 16 guests!
9.6 out of 10, Exceptional, (13)
"Great place, a perfect destination for a family trip"
Oceanview Penthouse, sleeps up to 16 guests!
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
9.6 out of 10, Exceptional, (47)
"The property was very nice. Great location. Very clean. "
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
Cancelation sparks "SUPER SPECIAL" Open Now ~ Must See OCEAN FRONT Villa ~ PLATINUM Maui Vacations
10.0 out of 10, Exceptional, (64)
"Had a great time. No problems that were insurmountable. Easy access. In all a good time"
Cancelation sparks "SUPER SPECIAL" Open Now ~ Must See OCEAN FRONT Villa ~ PLATINUM Maui Vacations
Maui Resort Rentals: Hyatt Residence Club – 2BR Oceanfront Upper Floor VIlla
10.0 out of 10, Exceptional, (31)
"Beautiful property overlooking the ocean, clean, modern, great location, nice amenities. "
Maui Resort Rentals: Hyatt Residence Club – 2BR Oceanfront Upper Floor VIlla
Maui Resort Rentals: Marriott's Maui Ocean Club 3 Bedroom Oceanfront Villa
9.8 out of 10, Exceptional, (70)
"Such a beautiful and functional space. We had an excellent stay!"
Maui Resort Rentals: Marriott's Maui Ocean Club 3 Bedroom Oceanfront Villa
Aloha Villas Resort | 12 Bed, 12.5 Bath
9.8 out of 10, Exceptional, (43)
"No detail, communication or service was less than spectacular. From the fully equipped villas to games and lush greenery, we enjoyed our home in paradise for two weeks. Thank you to Jude and Mary for promptly responding to our needs throughout our stay."
Aloha Villas Resort | 12 Bed, 12.5 Bath
Paradise for Two ~ LAST SPOT LEFT> 11/20- 12/1 ~ Platinum Maui Vacations Villa ~ ALL 5 STARS ~
10.0 out of 10, Exceptional, (57)
"This home is the perfect size and location for a couple looking for a clean, thoughtfully decorated, well appointed and comfortable stay in Kapalua. This is one of the nicest, well appointed, homes we have stayed in. The owners have gone to great lengths to bring the Hawaiian Ohana feels into their home to share with guests. I would recommend this stay to any couple looking for a clean, stylish, relaxing place with an incredible golf course and ocean view. The property manager, Dave, was...
Paradise for Two ~ LAST SPOT LEFT> 11/20- 12/1 ~ Platinum Maui Vacations Villa ~ ALL 5 STARS ~
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
10.0 out of 10, Exceptional, (51)
"Communication prior to going was easy and thorough. Condo was lovely and clean and well equipped. Property grounds were beautiful and very well maintained, with a gorgeous pool and gym. If issues came up response was quickly handled...there are many battery operated blinds in the home that need charging prior to guests' arrival. One of the blinds didnt work and it was fixed that evening. The view is spectacular from the upper sitting area! Property itself is up a hill, across from the...
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
Ho'olei 55-3 gorgeous upscale living!
9.8 out of 10, Exceptional, (51)
"Clean, beautiful area and property. Highly recommended. Easy access to public beach."
Ho'olei 55-3 gorgeous upscale living!
Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location
10.0 out of 10, Exceptional, (62)
"This is a great location that is quiet but close to the pool and beach. Great for families as we have three boys under the age of 10. We will use this place again for our next stay in Maui."
Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location
"KA'ANAPALI SHORES GETAWAY" Ocean view 434
8.0 out of 10, Very Good, (6)
"Hotel property was excellent. Pools are great and beach access convenient. Good pool bar and restaurant. Room was as advertised. Bed was comfy. Older room could use some modernization. Could use a deep clean. "
"KA'ANAPALI SHORES GETAWAY" Ocean view 434
Brand New Stylish European Luxury, Views, Prime Location, Minutes to Ocean
10.0 out of 10, Exceptional, (11)
"I recently stayed at a luxurious 4-bedroom villa in Kapalua, and it exceeded all my expectations. The location is perfect, just a short walk to stunning beaches like Napili Bay and Kapalua Bay. The villa's modern design, high-end appliances, and spacious living areas made the stay incredibly comfortable. The views of the golf course and sunsets from the balcony were breathtaking. We loved the relaxing atmosphere and the convenience of nearby shops and restaurants. With everything from a built-in...
Brand New Stylish European Luxury, Views, Prime Location, Minutes to Ocean
Free Night! Free Late Check Out! Free Future Stay!
10.0 out of 10, Exceptional, (72)
"We have stayed in Wailea many times and at this property(not this unit) before as well. It was almost perfect with the exception that my wife would like to see bathrobes . Whatever . It was perfect. "
Free Night! Free Late Check Out! Free Future Stay!
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 Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3341)
"The view is excellent and the kitchen is great for a longer stay. The pool is big enough and not crowded. We can get our chairs easily. The hot pool is good after a warm swim. "
The price is SAR 1,123
SAR 1,436 total
includes taxes & fees
17 Nov - 18 Nov
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2294)
"Nice location, reasonable snorkeling rentals on site, premier snorkeling reefs at Kaanapali start only 200 yards away. Trolley (free) to Whaler's Village runs every half hour much of the day until about 9, which is a nice option. Minor drawbacks included no icemakers (?). Overall, nice impression, it compares quite well with nearby properties on value. "
The price is SAR 1,123
SAR 1,613 total
includes taxes & fees
15 Nov - 16 Nov
Aston Maui Kaanapali Villas
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2625)
"A very very beautiful and clean place to stay. "
The price is SAR 1,181
SAR 3,383 total
includes taxes & fees
9 Dec - 10 Dec
OUTRIGGER Honua Kai Resort & Spa
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?
You’ll pay between and per night for villas in Olowalu. Whatever your budget, a perfect escape is just a click away 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?
Olowalu has 309 villas to select from. Find the ideal stay quickly and easily by clicking the “Villa” checkbox under the “Property type” tab in our filter tool.
Why book your villa in Olowalu with Expedia?
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