Search Villas in Kahoolawe

    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

Compare 24 Villas in Kahoolawe 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
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-
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!
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
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!
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!
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
10.0 out of 10, Exceptional, (51)
"Wrong entry code for property gate. Snuck in with a car who went around us. Never received a “personal code” to actually enter the unit. Waited in garage for a return call that thankfully granted us access Everything was great after that except that only one card worked for the unit out stay. "
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
10.0 out of 10, Exceptional, (65)
"We were there for our 50th anniversary with family- 4 adults and 2 children! Great location, beautiful condo "
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
10.0 out of 10, Exceptional, (23)
"We love the house. It was perfect for the family. The only downside was the master bedroom is very warm compared to the rest of the house. Also, there is mold in the master bathroom shower but overall it was a great place to stay. The pool is very nice And the location can’t be beat. "
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
Free Night! AMAZING LOCATION in the HEART of WAILEA!! WBV H102!
9.8 out of 10, Exceptional, (60)
"We were there for a conference next door at the Marriott but staying in this unit (for the second year in a row) gave us a perfect retreat from the day-to-day commotion of the venue. Always impeccably maintained and supplied!"
Free Night! AMAZING LOCATION in the HEART of WAILEA!! WBV H102!
Book 5 Nights, Get 6th Free + Late Check-Out!
10.0 out of 10, Exceptional, (8)
"This was the best location, easy to get to beach and mall"
Book 5 Nights, Get 6th Free + Late Check-Out!
Redesigned Penthouse! WBV J106
10.0 out of 10, Exceptional, (63)
"WBV is a great property and location - everything is perfectly maintained and the entire visit was incredibly smooth. Really impressed and would absolutely book at this location again. "
Redesigned Penthouse! WBV J106
Book 5 nights get 1 free! Ho'olei Villa 24-1!
10.0 out of 10, Exceptional, (53)
"This townhome is a real gem. The floor plan is open and the rooms are spacious. The kitchen is well appointed. The beds were comfortable. The showers were good with fast supply of hot water. The grill was clean and functional. Everything was in good condition. There is an elevator which was an asset. The townhome is located within one block of the pool and gym and 4-5 blocks from Wailea beach. A small grocery store is across the street and Kihei, which has more stores and restaurants, is a short...
Book 5 nights get 1 free! Ho'olei Villa 24-1!
Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
10.0 out of 10, Exceptional, (70)
"Our villa was very clean and beautiful with a nice view of the ocean. The staff on the property was extremely helpful and courteous. The location can’t be beat as it’s a short walk to the beach and The Shops at Wailea. "
Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
New Listing! RARE, DIRECT OCEANFRONT Wailea Beach Villa B202
10.0 out of 10, Exceptional, (1)
"Lovely residence. Beautiful views of water and beach."
New Listing! RARE, DIRECT OCEANFRONT Wailea Beach Villa B202
Villas By The Cove, Villa 3 · Step to White-Sand Beach
9.8 out of 10, Exceptional, (76)
"The villas are super quaint with a bungalow feel and well takin care of. We loved sitting out by the pool and talking to the other guests. The privacy of the fenced in and gated property was really nice and felt secure. Id definitely recommend staying here and I look forward to our next trip there. "
The price is AED 1,480
AED 2,711 total
includes taxes & fees
24 Nov - 25 Nov
Villas By The Cove, Villa 3 · Step to White-Sand 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.
Don't see what you're looking for?
See all available properties in Kahoolawe
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Kahoolawe

Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (751)
"The apartment was beautifully decorated. Very clean. The grounds lovely, and a short distance to a strip of beach. The pool was closed for renovation, which was disappointing, as it looked beautiful and to be a respectable size. Monday night happy hour with all residents was a wonderful. treat. Drinks and food! We were the youngest in the crowd at 30's and 50's.The beds were comfortable. The kitchen has no oven and was not well equipped; we figured it out. Truly a nice place. This is located at...
Aston Maui Hill
Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very Good, (699)
"Great!"
Maui Beach Vacation Club
Wailea Ekahi - CoralTree Residence Collection
3.0 star property
9.2 out of 10, Wonderful, (494)
"Beautiful condo"
Wailea Ekahi - CoralTree Residence Collection
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 Kahoolawe with Expedia?
We think that vacations should be stress-free, so if you’re looking for villas at a nice price, Expedia delivers. Keep the budget in check and select an all-inclusive stay, or book a luxury villa to surprise your loved ones. Use our handy search filters to find a property in Kahoolawe that meets your needs.
How can I find cheap villas in Kahoolawe?
An excellent way to zero in on cheap villas in Kahoolawe is with Expedia’s filter tool. Fine-tune your search results by amenities, budget and star rating to access unbeatable bargains in just a couple of clicks.