Search Villas in Wailuku

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 304 Villas in Wailuku with updated reviews, rates, and availability.

Gated 2-story beach house with big yard

10.0 out of 10, Exceptional, (46)
"This lovely Hawaiian home was everything we needed. The location is incredible with restaurants, grocery stores, coffee shops, and highway access very close by. The Charlie Young beach/Kameole 1 Beach is half a block away with a long wide beach and sandy access into the water. Our adult kids played cornhole for hours in the yard, and there’s also a ping-pong table along with everything we needed for the beach. The house itself was always refreshingly cool, we had plenty of hot water for showers,...
Gated 2-story beach house with big yard

EXCEPTIONAL, PRIVATE, DIRECT OCEAN FRONT VILLA! Wailea Beach Villa B102

10.0 out of 10, Exceptional, (25)
"Positive"
EXCEPTIONAL, PRIVATE, DIRECT OCEAN FRONT VILLA! Wailea Beach Villa B102

Maui Resort Rentals: Hyatt Residence Club – 2BR Oceanfront Middle Floor VIlla

9.6 out of 10, Exceptional, (30)
"Best villa location with views!"
Maui Resort Rentals: Hyatt Residence Club – 2BR Oceanfront Middle Floor VIlla

Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-4

9.6 out of 10, Exceptional, (67)
"Beautiful villa with all of the accommodations needed for a wonderful holiday. Perfectly located to get to all that Wailea offers."
Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-4

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

9.6 out of 10, Exceptional, (50)
"We had a conference at the Grand Wailea and were bringing our adult children. This rental is very close to the hotel for a go between to attend the conference and catch up with our children at the end of the day. We stayed at the rental with them when the conference was over. Short walk to the shops and beach!Great layout for everyone to have their own space. "
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!

Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location

10.0 out of 10, Exceptional, (63)
"Nice location; close to the pool, hot tub, beach. Loved having a garage and ground floor unit. Made it easier for my parents too. "
Honua Kai Ground Floor # Luana 1B - 3 bed / 3 bath villa - front side location

Luxury Brand-New Remodel on Kapalua Bay Golf, Custom Kitchen, Minutes to Beach

10.0 out of 10, Exceptional, (18)
"Our family stayed for 10 days and we had a wonderful time. The condo is beautiful and it was perfect for the six of us.( All adults) We enjoyed delicious coffee every morning on the patio overlooking the golf course and ocean. The amenities are a great bonus. We used the lawn chairs and umbrellas for the beach. We brought our own cooler in our luggage which was a hassle and we did not need to as there are also nice coolers to use. Everything was well thought out. Thanks for an amazing stay! We...
Luxury Brand-New Remodel on Kapalua Bay Golf, Custom Kitchen, Minutes to Beach

3/1- 3/8 REDUCED ~ Spacious, Comfortable & Clean ~ Platinum Maui Vacations

10.0 out of 10, Exceptional, (7)
"I enjoyed my stay and I’ll be back!"
3/1- 3/8 REDUCED ~ Spacious, Comfortable & Clean ~ Platinum Maui Vacations

Spectacular Ka'anapali Villa 3/3, AC, pool, Ocean and Island views

9.8 out of 10, Exceptional, (50)
"Enough space for both my kiddos to stretch out and an amazing view from both lanais. We had a minor issue with the oven the first night and they had maintenance come first thing the next morning to fix the issue. We can't wait to go back to the island. "
Spectacular Ka'anapali Villa 3/3, AC, pool, Ocean and Island views

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

9.8 out of 10, Exceptional, (52)
"we love this area, home was awesome can’t wait to get back to Maui!!"
The price is AED 1,010
AED 3,502 total
includes taxes & fees
4 Mar - 5 Mar
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!

Puamana Retreat by Gather: Oceanfront 3BR w/ Lanai & Resort Amenities in Lahain

Puamana Retreat by Gather: Oceanfront 3BR w/ Lanai & Resort Amenities in Lahain

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

9.8 out of 10, Exceptional, (31)
"Everything about our stay at this property was amazing. Easy check in, great responsiveness from the Host, and the condo was just as great as the pictures. Our family of 8 adults had plenty of room and really enjoyed everything about our rental. "
Maui Resort Rentals: Luana Garden Villas 8D – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!

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

9.8 out of 10, Exceptional, (44)
"wonderful, relaxing near privacy - not front row yet calming"
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!

One of our best OPEN- 2/16- 2/19 ~ Must See OCEAN FRONT Villa ~ PLATINUM Maui Vacations

10.0 out of 10, Exceptional, (67)
"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 OPEN- 2/16- 2/19 ~ Must See OCEAN FRONT Villa ~ PLATINUM Maui Vacations

Luxurious Ocean View Villa at Ho'olei! Experience Hoolei 17-3

10.0 out of 10, Exceptional, (61)
"As advertised, property was lovely and suitable for our family. Beautiful view and very comfortable. "
Luxurious Ocean View Villa at Ho'olei! Experience Hoolei 17-3

Redesigned Penthouse! WBV J106

10.0 out of 10, Exceptional, (64)
"We really enjoyed our stay and were pleased witj the updated unit, condition, and cleanliness. It was plenty of room for our family of 4 adults. Fully stocked chef’s kitchen. The staff is nice and we got a personal on site greeting from the rental manager. Mark at the gate is very friendly. "
Redesigned Penthouse! WBV J106

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

Luxury 3-Bedroom Wailea Beach Villa M312

10.0 out of 10, Exceptional, (9)
"This was the best location, easy to get to beach and mall"
Luxury 3-Bedroom Wailea Beach Villa M312

The Westin Nanea Ocean Villas (3BR)

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...
The price is AED 7,343
AED 8,281 total
includes taxes & fees
20 Feb - 21 Feb
The Westin Nanea Ocean Villas (3BR)

Maui Resort Rentals: 6 Total Bedrooms at Kaanapali’s Newest Luxury Residences, Steps from Beach & Resort Amenities!

Maui Resort Rentals: 6 Total Bedrooms at Kaanapali’s Newest Luxury Residences, Steps from Beach & Resort Amenities!
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.
Don't see what you're looking for?
See all available properties in Wailuku
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Wailuku

Oceanfront, Luxurious Bed & Bedding, Air Conditioned, fast WiFi!

9.8 out of 10, Exceptional, (222)
"This place was bigger than we expected compared to other places on the islands. They provided everything we needed and we had a great time. Thank again! "
Oceanfront, Luxurious Bed & Bedding, Air Conditioned, fast WiFi!

Best view in Maui. AC in the whole condo. Condo fully remodeled.

9.8 out of 10, Exceptional, (40)
"Enjoyed the view and seeing the turtles on the beach every day."
Best view in Maui. AC in the whole condo. Condo fully remodeled.

Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi, Split Air Throughout

9.6 out of 10, Exceptional, (88)
"We were not far from where we wanted to go. Loved seeing whales from our deck. We enjoyed our stay and would consider returning."
Kanai A Nalu-Spectacular Whale Watching, Beachfront, Wifi, Split Air Throughout
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

Why book your villa in Wailuku with Expedia?
Booking a villa in Wailuku is as simple as clicking on your travel dates and selecting a place suited to your needs. Searching for something luxurious or affordable, or a property that also has a laundry and kitchen? Use Expedia’s search filters to narrow your results and find your ideal match.
How can I find cheap villas in Wailuku?
With Expedia’s user-friendly filter tool, scoring cheap villas in Wailuku is easy. To discover properties that’ll make your wallet smile, narrow your search results by budget, amenities and star rating.