
Villa holiday rentals in Wailea-Makena
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Top-rated villa rentals in Wailea-Makena
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Popular amenities for villa rentals in Wailea-Makena
Private villa rentals

Luxurious Two Bedroom near I’ao Valley w/ Haleakal
I had such a wonderful stay at the Blue Door on Maui! The home is tucked away in a quiet, peaceful neighborhood that made it easy to relax and feel at ease. It was also conveniently close to the airport and made getting to all the local attractions super easy. The space itself was beautifully curated with thoughtful decor and a very clean, welcoming vibe. It had more than enough room for the three of us, and we never felt cramped. Plus, it was stocked with plenty of amenities that met all our needs and then some. I truly appreciated how well-maintained and comfortable everything was. I would absolutely stay here again and highly recommend it to anyone visiting the area!

Chic Villa 2 | Modern Vibes by the Ocean
Incredible stay. Couldn’t ask for a better location. The Villa felt super private, yet we were close to many local hotspots. Would love to stay here again. One downside, the bed is a little firm. Gal was super accommodating too. We had several hours until our flight after checkout, and he allowed us to use some of the beach equipment for one last beach trip.

Ocean Front Cottage, 30 steps to the beach!
This place was absolutely amazing and will be the only place I stay in Maui! Walkable to lots of restaurants and grocery store and just a few steps to the beach. We had a fabulous time.

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6
Everything went so smoothly and our week at the villa with our kids was so wonderful. We loved the space, the resort amenities, the access to the beach and everything things else Maui has to offer. What a dream! We will definitely be returning!

Luxury at it's Finest, Truly a Home away from Home
Great spot in Maui for a family vacation! Well appointed spot in a super location. Easy access to the suite and all the amenities within. Clear instructions around the place for operating everything. Would absolutely recommend to anyone looking for a family friendly place in the Kihei/ Wailea area.

Luxurious 1BR Near I'ao Valley, Bright and Modern!
We had a wonderful stay at the Blue Door Villa in Wailuku! The home is beautifully renovated with a stunning kitchen and bathroom. It’s perfect for families, fully equipped with various appliances, laundry, and even a sauna. The location is super convenient, close to local shops, restaurants, grocery stores, and the airport. Our host Eric was incredibly responsive and helpful throughout our stay. Highly recommend!

Newly Remodeled 2 Bed/2 Bath - Close to Beach
Overall good experience. Appreciated the newly renovated building

Ocean Views! Remodeled Redecorated Pretty & Modern
This villa is perfect! It was a great fit for our family of four. It has all the comforts of home and the most amazing view of the ocean. It is stocked with almost anything you could ever need. We will definitely be back!
Luxury villa rentals

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6
Great host, used the Westin amenities. Would rent here again and David was very responsive as well as helpful. Would do a full week vs a few days in the future.

KLVR presents Honua Kai Resort, Luana Villa 5C
We loved our stay! The place was beautiful and very comfortable for our two families with kids. We loved the resort and all of the options it offered for our family. We will certainly check for availability for our next trip to Maui!

Chic Villa 6 – Beach Vibes & Walkable Paradise!
This place was a gem! Our favorite stay in the islands so far. The grounds of the property are beautifully maintained and the pool is amazing, specially after a long day of exploring. The location is terrific as it is within walking distances to some great restaurants and coffee shops and less than a 10 minute drive away from the shops at Wailea. You also have a direct view to the sunset right across the street so I suggest grabbing a drink and sitting on the bench there to enjoy. The airbnb itself is super clean, well stocked, and beautifully decorated. You cannot go wrong with this place specially if you want a more boutique feel to your vacation.

Ocean Front Cottage, 30 steps to the beach!
This place was absolutely amazing and will be the only place I stay in Maui! Walkable to lots of restaurants and grocery store and just a few steps to the beach. We had a fabulous time.

The Westin Ka'anapali Ocean Resort Villas 1 BR
Angela was very helpful with our travel planning and was very responsive to all my questions. We booked quite late during the busy Spring break season (just one month in advance), but she had called the resort several times ahead to indicate our choice for an ocean view, which we did get. The resort itself was very nice, well-maintained and family friendly. Having visited some of the nearby name-brand resorts, we felt that the Westin Ocean Villas definitely was less crowded. The kids went to swim in the pools pretty much everyday while we were there and had a wonderful time. The onsite restaurants are convenient but not too exciting (except for Pulehu on the north side). I would recommend venturing out to some local food spots for better variety and prices. The staff at the resort are all very nice and helpful, they made our stay enjoyable at all times. Overall, it was a pleasure to work with Angela, and most importantly, we had a very memorable vacation staying at the Westin Ka'anapali Ocean Villas.

KLVR Presents Luana Garden Villa 1A at Honua Kai
This was a perfect rental for our week in Maui! The property was beautiful, the house was spacious and the host was so responsive and hopeful. Would absolutely stay again!

Ocean View Villa at Villas by the Cove!
This airbnb was a gem of a find. It's a villa with other Airbnbs on the property. Very lush and has a super jungle feel, yet very modern. We stayed in Villa #5 with an ocean view from the deck which was great! The other units are all lower with no view. Villa 5 has its own private gate entrance. Lots of privacy and easy access to come and go. The pool was beautiful. Super helpful to have laundry facility. We went from california to honolulu then maui and this airbnb was perfect for my boyfriend & I after a week of traveling. We cooked! The livingroom sofa is a pull out bed and we utilized it to watch a lil TV, the ocean, the surfers, and the pool & beautiful palm trees. There's a small beach parking lot across the back street and it does draw people of all types but there were no issues. Everything needed was provided - beach chairs, umbrella, boogie boards, small ice chest. Perfect for 2! I would totally stay again - Villa #5 was the best topper to our Maui trip! Thanks Gal!

Westin Kaanapali Ocean Resort Villas North Studio
Absolutely perfect, exactly as David stated. Thank you so much for the stay. I would 1000000% go through you again any time.
Villa rentals with a pool

Westin Nanea Kaanapali Ocean Villa 1BR Premium
David was terrific to work with. I was late to booking one of his options and he came through with a better one very quickly. He was very communicative, provided great insight and made the booking completely smooth. Our family loved the Westin Nanea Villas and will definitely be looking to go back. It was a great getaway and highly recommend this property. You can use the sister property pool next door as well as walk to the beach in about 20 steps. I will be working with David again as he is top notch.

Ka'anapali Beach Club "Ocean View"
We had a great stay, the place was much bigger than we thought it would be, nicely done and perfectly positioned, close to the market and restaurants We will definitely come back

Westin Kaanapali Resort North 1BR IslandView Villa

Westin Kaanapali Beach Resort IslandView 1BR Villa
Quick stats about villa rentals in Wailea-Makena
Total rentals
50 properties
Nightly prices starting at
₹27,693 before taxes and fees
Total number of reviews
570 reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Maui
- Kaanapali Beach
- Kahului Beach
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