
Hotel holiday rentals in Wailea-Makena
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Family-Friendly hotels

Westin Ka'anapali Villas 2 bdrm NYE 2025-26
The overall experience was good. Michelle had very good communication throughout the process. Check-in was very easy when we arrived. Th unit (2 bedroom) was clean and fairly well equipped. We cooked in several dinners and I had to improvise some but the unit had all the basics I needed. The bedrooms were spacious and once weekly housekeeping service was included to change the sheets, towels, etc so that was very nice and helpful. This Westin location is very easy for families and the pools and beaches were great. There is easy snorkeling right in front of the Westin and even though it was a holiday week during New Year's it didn't feel too crowded. Parking is free and the location is very close to Lahaina town for shopping and restaurants and also Whalers Village shopping. The Westin has a shuttle that runs to both these locations and their other properties so that was also helpful. Overall, I do recommend this location and Michelle's property for a stay in Maui. Only one thing to note about the set up of the 2 bedroom is that there is a little entry and then the unit has a large studio bedroom + sofa + small kitchen + bathroom on one side with its own door/entrance and then the other side has the one bedroom + living area+ larger kitchen + larger bath. This worked great for us as we had 2 teenagers and put them in the studio but if you have young children you might not want them completely separate from you (although I guess you could prop the doors open to each unit).

Westin Kaanapali Ocean Resort Villas - 1BR
Eric was a phenomenal host. He is very responsive and gave some great tips before our trip. If there is an opportunity I will book his property again!!

Westin Maui Kaanapali Ocean Resort Villas-1BR
Excellent host!! Communicates very well. Check in and check out was seamless. I would definitely book again. Thank you, Tony!!

Premium Studio Westin Ka'anapali
Book now! This is the place to stay when visiting Maui! The resort is incredible, multiple pools, and right on the beach. The sunset from the resort and beach are amazing - picture perfect! Downtown Lahaina is right down the road for shopping and more restaurant options. Jonathan made check in a breeze with the front desk and was great with communication throughout the booking process. Highly recommended staying here!

Ohanacondos "KA'ANAPALI SHORES GETAWAY" 434
We had a great time, the place is located in a great area, close to beaches and stores. Great parking and the place had everything we needed. Wade was very responsive

The Westin Ka’anapali 1 bedroom with full kitchen
This trip to Maui was one of our best family vacations ever, and we have traveled all over the world. The villa was Comfortable and the grounds were spectacular. My kids loved the pool and slide and the restaurants on site were good. Location is perfect. Close to Lahaina and the Wailers Village, but not crowded. Would stay here again in a heart beat

Westin Kaanapali Ocean Resort North
Ken was super helpful when booking. There was no need to contact him for our stay, as the staff were very accommodating. Our view and stay was beyond expectations. Definitely would love to book again in the future.

Stunning & Spacious Suite 111, 1 bed/1bath Sleeps4
We had an incredible 12-day stay at this Airbnb with my wife and our 8-month-old baby! The property was spotlessly clean and well-maintained, which gave us such peace of mind traveling with a little one. The location was great —beach is basically steps off the back patio, shops and the boardwalk—making it super convenient for family outings. The space was comfortable, cozy, and equipped with everything we needed for an stress-free stay.
Hotels with a pool

Maui Ocean - Studio
Was a bit worried staying at this Airbnb without Marriott being able to confirm our reservation at time of booking, but Catalina assured us that the hotel will have our booking info at least 15 days before our arrival. Apart from the anxiety, everything was as described in the listing with the exception of parking being free or included which originally we were informed was extra. Also, there was the hotel tax of some sort which was minimal - about $9 for 3 nights. Biggest reason why we chose this Airbnb was its location. Having stayed at the Sheraton before which is up the road, the Marriott Maui Ocean Club is right on Kaanapali beach where most of the luxury resorts are and close to Whalers village if you’re looking for good food and shopping. Amenities on the property such as the pool and other activities for the kids were a big plus (see hotels website for more details). As for a the host, she was super responsive and answered all our inquiries in a timely manner. 🤩

The Westin Kā‘anapali Ocean Resort North-Studio
We enjoyed staying.

1BR OceanFront Westin Kaanapali Ocean Resort Villa
The room and the Westin were absolutely beautiful.

50% OFF MAUI ~ Ka'anapali Beach for Whale Season!
Linda was incredible from the start! She was genuinely excited for our vacation as it was the first time we had been to Maui, a surprise birthday gift for my hubby, and last vacay before our first baby! Linda always answered all my questions so fast too! And my lord the room was more than we could’ve ever asked for! The view was fantastic and had us both considering getting our own place! 🙈 we will likely be back!!🫶🏻

1 BR Villa @ Napili/Lahaina Tower
Thank you

Studio-Westin Ka’anapali Ocean Resort
WOW! This was my second time staying at the Kaanapali Ocean Resort and I do not feel like I could ever risk staying anywhere else. I have tried a few other spots around Maui and NOTHING compares to this place. It has the best rooms, best staff, best pools, best snorkeling 10' off the beach, the best of the best. Close walk to Black Rock, dining, shopping, Jet Ski and other excursions. The rooms have amazing beds, showers, bathtubs, kitchens, etc etc etc etc. Do not waste your time looking elsewhere. Both times I have stayed in the South buildings 3 and 4. I don't have much experience with the North buildings and after a quick walk-through, probably would suggest the South buildings. My opinion obviously. I can't wait to go back and plan to contact this exact host for all future trips. Thank you! BTW, this past trip was May 15-19th, I had 8 in my group (we all stayed at this location). Ages were 9-50. SOOOOOO FUN! I've been back one day and already trying to find the next week I can go!

Westin Kaanapali Ocean Resort Villa One bedroom
Great place, clean, lovely pools and close to ocean. Yang was very responsive and polite; great host. Just know there are additional hotel taxes charged on site at checkout when you are budgeting.

WESTIN KAANAPALI VILLAS JULY 4 OV & NEW YEAR’S IV
We had a two bedroom lock off in the resort. This was the perfect combination for family time and private time. The rooms were very large, spotlessly clean and well equipped. All of us on the trip were impressed. The age of our group was 7 to 70 and the resort had activities for everyone. Our family has been to the islands, including Maui many times. This was one of the best trips. Thanks again and Mahalo!
Hotels with a patio

Oceanview 900sf Villa Westin Kaanapali
The Westin Ocean Villas in Ka’anapali is somewhere we have stayed before, so we are very familiar with the resort and location. What made booking it thru Gayle stand out is her communication ahead of time, suggesting the best rooms to request as well as putting that request in for us, and her reaching out to us to give us activities/restaurants suggestions for our vacation. Mahalo, Gayle!!!

Beachfront Ka'anapali Beach Club
We had an incredible stay at this resort in Ka’anapali, HI! From the moment we arrived, the host was exceptional—responsive, attentive, and made sure we had everything we needed. The entire staff was incredibly helpful, respectful, and kind. The resort was spotless, and the cleaning staff did a fantastic job of keeping our room fresh and tidy whenever we requested. The amenities were perfect for both kids and adults, with plenty of activities to keep everyone entertained. Whether we were lounging by the pool or exploring the beautiful surroundings, there was never a dull moment. This resort truly exceeded our expectations, and we can’t wait to come back. Highly recommend for anyone looking for a relaxing and enjoyable vacation in paradise! I hope this review reflects your experience perfectly!

Steps from the Sand ! Stunning Remodel. Fully AC!
We stayed at Quyen’s place for our 13th Anniversary, the pictures don’t do the condo justice. It is new and updated with everything you would need to cook including somethings I didn’t think of which was a nice surprise. The condo is right on the beach with beautiful views of the water and islands especially the sunsets in the evening. There are walkable stores and restaurants. We spent a lot of time on the beach..:there were plenty of beach accessories available in the condo (chairs, umbrella, beach bag, etc) Quyen gave us recommendations on things to see and do and made sure that our stay was amazing which was greatly appreciated. We would definitely stay here again.

The Westin Kāanapali Ocean Resort Villas- Studio
This location was absolutely stunning and so close to the beach and great restaurants. The whole resort was so lovely with amazing amenities and a big beautiful heated 24 hour pool. If we’re ever in Maui again we would stay here in a heartbeat!

1 Bedroom Westin Villas Resort-Full Kitchen
Excellent location, beautiful facilities, and Anjali communicated very well leading up to our trip. I recommend staying with Anjali

Maui Westin Oceanfront Escape – JULY only Discount

Maui Awaits You

Westin Ka'anapali-Stunning one bedroom unit
Quick stats about hotel rentals in Wailea-Makena
Total rentals
30 properties
Nightly prices starting at
$500 NZD before taxes and fees
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
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- Maui
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