Search Kahoolawe Villa Rentals

    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

Browse Select Kahoolawe Villas

Stunning unit! Wailea Beach Villa I-204
10.0 out of 10, Exceptional, (50)
"Beautiful condo with distant water view. Great amenities. Comfortable bed and pillows. Really love adult pool. Landscaping on property is lush and colorful."
Stunning unit! Wailea Beach Villa I-204
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
9.4 out of 10, Exceptional, (40)
"All good with this residence. Location great grounds beautiful. Had a few minor issues with air conditioning unit as was not working properly upon arrival. It took 2 days to fix. They were diligent and resolved. Key cards kept demagnetizing and had to be replaced twice. Other than those 2 minor issues would definitely recommend."
Luxurious Ho'olei 12-2, Lush View, Close to Pool, Sleeps 8 in beds, Central AC!
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
10.0 out of 10, Exceptional, (49)
"Had an amazing time staying at this beautiful condo! Everything you need is at your finger tips. The pool is just down the street and is so relaxing. Used it everyday along with the workout area. Exceptional! Would recommend to anyone coming to the wailea area. Perfect location to beaches, shops and restaurants. Golf is minutes away."
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
Save an average of 15% on thousands of hotels when you're signed in
Oceanview Penthouse, sleeps up to 16 guests!
9.4 out of 10, Exceptional, (10)
"First time in Hawaii, came with family and friends: this house is just spectacular… great vibe, awesome location. Beds are comfortable, just great!"
Oceanview Penthouse, sleeps up to 16 guests!
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
10.0 out of 10, Exceptional, (57)
"Linda’s condo is fantastic! The location is excellent - direct access to the beach path and to the shops and easy to get to the highways to explore the other parts of Maui. The space is very large and comfortable with all the amenities you might need. I’d definitely stay here again on our next trip to Maui and recommend her place to anyone wanting to stay in Wailea. Also Linda is a fantastic host and made our stay great!"
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
AMAZING LOCATION in the HEART of WAILEA!! WBV H102!
9.8 out of 10, Exceptional, (55)
"The condo and property are beautiful. The condo was fully stocked with everything we needed which was appreciated. It was not an issue for us but the walk to the pool could be difficult for some people as there is a hill to the pool/beach area. We had a great stay and enjoyed many parts of Maui."
AMAZING LOCATION in the HEART of WAILEA!! WBV H102!
Redesigned Penthouse! WBV J106
9.8 out of 10, Exceptional, (59)
"The proximity to the Family pool was fantastic for us! Short walk to the beach with great staff looking to help and set up chairs and umbrellas. Short walk (less than 1 mile) to a dozen restaurants and quick access to the mall that even has some small grocery stores. Most impressive was they called after we checked out to let us know we left a stuffed animal and offered to ship it to us! So nice!"
Redesigned Penthouse! WBV J106
Beautifully furnished Ho'olei Villa w/ Largest Floor Plan! Hoolei 24-1
10.0 out of 10, Exceptional, (50)
"Amazing stay! We planned a family trip and the location and property were amazing. Easy walking distance to the beaches and the kids loved the on property pool! We’ve stayed at the Grand Wailea before across the street and this house rental was so much better!!!!"
Beautifully furnished Ho'olei Villa w/ Largest Floor Plan! Hoolei 24-1
Experience Ho'olei 112-5 with Spectacular Ocean Views!
10.0 out of 10, Exceptional, (27)
"Beautiful condo and excellent location. Close to shops, beach and golf - walking distance to all."
Experience Ho'olei 112-5 with Spectacular Ocean Views!
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
10.0 out of 10, Exceptional, (47)
"Perfect place to share with family! Everyone was attentive to our needs and addressed our questions in a reasonable timeframe. We would definitely stay again should the need arise."
Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
Hawaii Life Vacations Hoolei Wailea Lux Residence Overlooking Resort Pool
10.0 out of 10, Exceptional, (21)
"The property is located in an ideal location. Right in the heart of restaurants and shops. The beach is right across the street. The unit is high end. The beds were comfortable and we enjoyed the lanai every morning and night."
Hawaii Life Vacations Hoolei Wailea Lux Residence Overlooking Resort Pool
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
10.0 out of 10, Exceptional, (19)
"Walking distance to wailea beach and shops, comfortably fit 10 people. Walkable to fantastic pool as well. Only issue was a couple things were broken from tennants before us, but property manager remedied critical items."
I.P.M PRESENTS: HOOLEI 93-1: 3 BEDROOMS + OFFICE. FLEXIBLE CANCELATION POLICY
EXCEPTIONAL, PRIVATE, DIRECT OCEAN FRONT VILLA! Wailea Beach Villa B102
10.0 out of 10, Exceptional, (21)
"My experience at this villa was nearly perfect, thanks to its immaculate condition, breathtaking views, and unparalleled beach access. Every morning, the sight from the villa was a serene start to the day, and the easy access to the beach made my stay exceptionally relaxing and enjoyable. The concierge service was also noteworthy, providing excellent recommendations and assistance throughout my visit. However, a notable service mishap occurred regarding checkout. Despite all written materials...
EXCEPTIONAL, PRIVATE, DIRECT OCEAN FRONT VILLA! Wailea Beach Villa B102
Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-4
9.4 out of 10, Exceptional, (63)
"This was our second stay at Ho-O’Lei 12-4. The unit is gorgeous and spacious. It is convenient to the resort entrance, fitness center and pool. All communications were easy, no hiccups whatsoever. Would definitely return!"
Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-4
New Listing! Wailea Beach Villas M312. Your Hawaiian Paradise Awaits!
10.0 out of 10, Exceptional, (6)
"We couldn’t have asked for a better home while we were in Maui. This unit was perfect, clean, comfortable, welcoming, and the perfect spot for our family to make incredible memories. We enjoyed being able to cook in the unit and sit on the large lanai all day long. The views were breathtaking. The Villas staff were welcoming, professional and extremely kind to our family. Access to the beach, gym and pools made our trip perfect! We are counting down the days for our return."
New Listing! Wailea Beach Villas M312. Your Hawaiian Paradise Awaits!
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!
Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
10.0 out of 10, Exceptional, (69)
"Great views and nice pool"
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
New Listing! STUNNING ANDAZ VILLA! Modern Beach Elegance, Huge Private Yard!
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"
New Listing! STUNNING ANDAZ VILLA! Modern Beach Elegance, Huge Private Yard!
Villas By The Cove, Villa 3 · Step to White-Sand Beach
10.0 out of 10, Exceptional, (75)
"Great property, excellent and clean place with nice amenities. The only problem is the public park next door with load music late into the night but I would still come back."
The price is CA $645
CA $1,134 total
includes taxes & fees
Jun 16 - Jun 17
Villas By The Cove, Villa 3 · Step to White-Sand Beach
Don't see what you're looking for?
See all available properties in Kahoolawe
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.

Other property types in Kahoolawe

Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very good, (621)
"Loved this place"
Maui Beach Vacation Club
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, (983)
"I liked this place because it was centrally located on the island, on the beach, nice view, spacious and clean."
Sugar Beach Resort
Maui Banyan Vacation Club
3.0 star property
8.0 out of 10, Very good, (289)
"Location was perfect if you like quiet beach towns. The beach was so beautiful and totally within walking distance. The pool was also very clean."
Maui Banyan 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.

Kahoolawe Villas information

Number of reviews
Accommodation
Villas
Lowest Price
Highest Price

Recent Reviews in Kahoolawe
Expedia verified reviews