Photo by Ernesto Ribeiro

Search Villas in Waikapu

  • 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 317 Villas in Waikapu with updated reviews, rates, and availability.

Gated 2-story beach house with big yard

10.0 out of 10, Exceptional, (47)
"Ideal location for beach and ocean lovers! Beach is only 2 minutes away. 30 minutes to other Maui destinations like Lahaina and Road to Hana.Home was beautifully decorated and nice layout. Two twin beds upstairs have a low ceiling so tall people may feel tight. Our family would definitely return to this home rental."
Gated 2-story beach house with big yard

Eco friendly modern home, gorgeous Ocean & Mt view, Indoor outdoor living

10.0 out of 10, Exceptional, (161)
"Secluded and private with a wonderful view and with everything one could ask for to feel at home Upcountry. The owner was very helpful whenever needed. Thanks for the great stay! Looking forward to our return."
The price is AED 2,332
AED 4,562 total
includes taxes & fees
26 Mar - 27 Mar
Eco friendly modern home, gorgeous Ocean & Mt view, Indoor outdoor living

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

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

~ This Is Wailea Living ~

10.0 out of 10, Exceptional, (119)
"I stayed here 2/28-3/7. The pictures did not do this place justice. It was very pretty & lots of space. No problems finding the condo or getting in the unit. There was 2 Shower heads in the HUGE master bathroom. I didn’t expect beach towels, chairs, & all the kitchen & bathroom supplies that were provided! Wow! The area is very quiet. The location is perfect. Only a 10 minute walk to the Wailea shops, restaurants & beach. It is uphill coming back. I had to stop & take a quick break bc of my...
~ This Is Wailea Living ~

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

9.6 out of 10, Exceptional, (68)
"We loved this. The only complain is that we did not get information for check-in three days before. We called your help number and we did get some of the check-in. Had to wait until 4pm exactly to get final codes and it did not work. Reminded me of the Nick Sabin commercial. "
Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-4

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

10.0 out of 10, Exceptional, (185)
"This house and location was amazing. Beach access any time of day, and usually solitude. Kids had a great time in the pool when not in the ocean. Property manager was very communicative, we had no complaints. Will book again!"
RARE, GATED, PRIVATE BEACHFRONT HOME! PRIVATE POOL, 6 BEDS 6 BATHS

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

10.0 out of 10, Exceptional, (70)
"Linda’s place is beautiful! The location is great, and the condo is big, with 2 master suites plus another bedroom this condo is the perfect layout for 2 couples/ family’s. Big beautiful deck with a bbq. We loved staying there and would forsure book again! "
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

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

10.0 out of 10, Exceptional, (129)
"We loved the condo! Really cleaning well organized. Great space, location and amenities. It has everything you need for a great get away. Groceries, restaurants and beautiful all within 5 min. Thank you for your home away from home."
Hula On In to Beach House Chic Style, Click the Video tour below!

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

10.0 out of 10, Exceptional, (53)
"My family and I planned this trip back in March 2024 and reserved this property in Ho'olei.Right from the initial reservation process and first payment installment, the interaction with Matthew was excellent and seamless. Matthew was responsive and very helpful.The unit at Ho'olei was remarkable, well located within the property, and most importantly, was extremely clean when we checked in. There was a small welcome gift which was appreciative. The unit was very well equipped with all we needed,...
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei

CLEAN, GREAT LOCATION, PRIVATE, Vaulted Ceilings, Lots of amenities, Oceanview!

9.6 out of 10, Exceptional, (64)
"Great stay at Tamara's condo. The location is fantastic, walking distance to the beach, shops, restaurants and the Wailea beach trail. The condo was well equipped. We easily cooked meals in the kitchen, which had everything we needed. The condo was clean and welcoming. We brought the provided beach chairs and beach towels, to Big Beach. The bathroom had sunscreen and a first aid kit, The band aids came in handy. Having a laundry allowed us to pack light. We really appreciated that Tamara left...
CLEAN, GREAT LOCATION, PRIVATE, Vaulted Ceilings, Lots of amenities, Oceanview!

Spectacular 3rd Row Villa at Ho'olei with Ocean Views

10.0 out of 10, Exceptional, (54)
"We had an amazing time. Will be coming back again! "
Spectacular 3rd Row Villa at Ho'olei with Ocean Views

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

9.8 out of 10, Exceptional, (53)
"We had the most amazing week and one of our best vacations which was mostly because of the comfort level we had at the condo and how convenient everything was. This condo is beautiful inside and out, and when I got there, the pictures didn’t do justice to how wonderful this place is. I’m so happy we went in February as we were able to view the whales from the balcony. We will definitely come again! "
The price is AED 992
AED 3,565 total
includes taxes & fees
22 Mar - 23 Mar
OCEANFRONT gated Kapalua Bay Villa 23G1. Steps to beach!

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

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

The price is AED 3,669
AED 4,157 total
includes taxes & fees
18 Mar - 19 Mar
Marriott's Maui Ocean Club, Lāhainā (2BR)

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

9.8 out of 10, Exceptional, (46)
"We had a great time!"
The price is AED 992
AED 3,565 total
includes taxes & fees
21 Mar - 22 Mar
OCEANVIEW, 1 bed/1 bath condo at the exclusive gated Kapalua Bay Villa 32G4!

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

10.0 out of 10, Exceptional, (21)
"Kapalua Golf Villas is a fantastic place to stay for anyone looking to enjoy the beauty and tranquility of Maui. This villa offers breathtaking views of the Kapalua Bay Golf Course, with the ocean shimmering in the background, creating a truly relaxing and picturesque setting.The unit itself is beautifully maintained, featuring modern furnishings, a well-equipped kitchen, and a spacious lanai perfect for morning coffee or sunset cocktails. The attention to detail in the décor and amenities makes...
WHITE LOTUS🏝️ Brand New Bespoke Euro Luxury 3BR 3BTH Golf Villa, Steps to Beach

One of our best! (3/27- 4/6) Open ~ Must See OCEAN FRONT Villa ~ March & April Availability

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! (3/27- 4/6) Open ~ Must See OCEAN FRONT Villa ~ March & April Availability

5 Star Ocean View, Beach House Chic, Click the Video tour below!

10.0 out of 10, Exceptional, (85)
"While I would love to keep this property my little secret, that wouldn’t be fair. Absolutely excellent property, quality, cleanliness, communication and location. Wonderfully supplied kitchen and activities items. WiFi great, TV selections very good. I would select this property everytime. Owners were super friendly and communicative. Thank you!!"
5 Star Ocean View, Beach House Chic, Click the Video tour below!

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
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 Waikapu
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Waikapu

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3483)
"Our upgraded room was large with a full kitchen. I loved sitting on the balcony and looking at the ocean and he beautiful garden area. "
The price is AED 992
AED 1,278 total
includes taxes & fees
11 Apr - 12 Apr
Aston Kaanapali Shores

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2722)
"Beautiful resort with great amenities. We loved having the condo space and kitchen so we could have meals in the condo or go out if we wanted to. Pools were great, beach was amazing. The only thing I will say is the lighting in the condo was very dim. Those of us with eyes over 40 could use more light at night."
The price is AED 1,283
AED 3,458 total
includes taxes & fees
2 Apr - 3 Apr
OUTRIGGER Honua Kai Resort & Spa

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2365)
"Seemed to be a slightly older property compared to the other nearby resorts. However very well maintained and beautiful still. Only one dining option but very good food and drinks. Good overall amenities like free coffee and hospitality was good. Location is part of the complimentary trolley service. The pool and beach was great. Room was older like i said but full kitchen and soft bed. They provided room service by request. A great option if you want to save a little on the cost. They do...
The price is AED 1,010
AED 1,516 total
includes taxes & fees
19 Mar - 20 Mar
Aston Maui Kaanapali Villas
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 Waikapu with Expedia?
Booking a villa in Waikapu is as simple as working out your travel dates and picking a place that has what you need. Want something affordable or upmarket, or a stay that also comes with a laundry and kitchen? Use Expedia’s search filters to narrow your results and find the perfect fit.
How can I find cheap villas in Waikapu?
With Expedia’s filter tool, sourcing cheap villas in Waikapu is a piece of cake. To discover options that’ll make your wallet smile, refine your search by star rating, amenities and budget.