
Hotel vacation rentals in Wailea-Makena
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Top-rated hotel rentals in Wailea-Makena
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Popular amenities for Wailea-Makena hotel rentals
Family-friendly hotel rentals

Westin Ka'anapali Villas 2 bdrm NYE 2025
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 South 1 BR Oceanview
Great condo. I wish it was a little closer to the ocean but it seems it’s the luck of the draw.

Westin Maui Kaanapali Ocean ResortVillas-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!

Ka'anapali Beach Club1 Bedroom Ocean view
My girlfriend and I stayed at Colleen's Ka'anapali Beach Club condo for 4 evenings. Colleen made the check in process beautifully smooth for our first visit to Maui. The location is very close to unique markets and shops nearby and is a minute away from the ocean. We loved the beautiful ocean view, amenities, and unforgettable experience at the Beach Club.

North Shore Lookout Maui - MAKANI SUITE - Maui B&B
Absolutely a peaceful and beautiful place to stay in Maui’s upcountry!! The breakfast & coffee served was the cherry on top!

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.
Hotel rentals with a pool

Modern & Stylish Deluxe King | Free Parking. Pool
Great place, comfortable bed, perfect location, and easy to check in!

Beachfront, Hear the Ocean, Sunsets, Drinks, Relax
This is the 3rd time we've visited Kris's condo, the first being 22 years ago. I can't say enough good things about it. The location, in my opinion, is the best on the island. The beach extends south for almost 2 miles before reaching the Wailea property, perfect for walks or jogging. The views are jaw-dropping. There is a reef literally right outside the back door (you can rent snorkeling gear downstairs), where you can see all sorts of marine life. We saw turtles, a couple of eels, plenty of fish, etc. During the winter months, you can watch humpback whales with the naked eye, or use the binoculars that Kris provides. The condo has everything you need for prepping and cooking meals if you choose to. One more thing to add, which is my favorite part about the place.... it's the sound of waves coming ashore no more than 150 feet away. So soothing and peaceful, and perfect for both the start and end of your days there.

Waterfront Hotel | Minutes from the Airport
Hotel rentals with a patio

Aloha Tower 514 @ Maui Kaanapali Villas 5th Floor!
Our stay at Deborah’s Airbnb was absolutely perfect. The space was exactly as described: clean, comfortable, and well-equipped with everything needed for a pleasant stay. Deborah was incredibly hospitable, always available to answer any questions and provide helpful tips about the area. The location was perfect, offering easy access to local attractions. Highly recommend this Airbnb for anyone looking for a hassle-free and enjoyable accommodation experience!

Kaanapali Ocean Resort North - Studio
We had a great time in Maui and Bart was a fantastic host! He was very helpful and really worked with us on our timing!

Oceanview Westin Ka'anapali South Studio Sleeps 4
Perfect place to stay with our 5 year old. Room and amenities were exactly what we needed. Pool and proximity to the beach were both great.

Garden Pool View - Napili Surf
We had a great experience! Would highly recommend for anybody.

Marriott Maui Ocean Club - Beautiful Studio Unit
We enjoyed this property! Amazing location with beautiful views and something to do for everyone.
Quick stats about hotel rentals in Wailea-Makena
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ1,102 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
Wifi availability
30 properties include access to wifi
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