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Hotel vacation rentals in Wailea-Makena

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Popular amenities for Wailea-Makena hotel rentals

Family-friendly hotel rentals

Resort in Lahaina
5 out of 5 average rating, 3 reviews

Westin Ka'anapali Villas 2 bdrm NYE 2025

HilaryRating, 5 stars64 months ago
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).
Superhost
Resort in Lahaina
4.75 out of 5 average rating, 4 reviews

Westin Kaanapali Ocean Resort South 1 BR Oceanview

KirstenRating, 5 stars28 months ago
Great condo. I wish it was a little closer to the ocean but it seems it’s the luck of the draw.
Hotel room in Lahaina
4.86 out of 5 average rating, 21 reviews

Westin Maui Kaanapali Ocean ResortVillas-1BR

WilmaRating, 5 stars33 months ago
Excellent host!! Communicates very well. Check in and check out was seamless. I would definitely book again. Thank you, Tony!!
Resort in Lahaina
5 out of 5 average rating, 3 reviews

Premium Studio Westin Ka'anapali

NicoleRating, 5 stars44 months ago
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!
Superhost
Resort in Lahaina
5 out of 5 average rating, 4 reviews

Ka'anapali Beach Club1 Bedroom Ocean view

NimaRating, 5 stars99 months ago
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.
Top guest favorite
Hotel room in Makawao
4.98 out of 5 average rating, 93 reviews

North Shore Lookout Maui - MAKANI SUITE - Maui B&B

BrittanyRating, 5 stars1 month ago
Absolutely a peaceful and beautiful place to stay in Maui’s upcountry!! The breakfast & coffee served was the cherry on top!
Guest favorite
Resort in Lahaina
4.96 out of 5 average rating, 25 reviews

Westin Kaanapali Ocean Resort North

MercedesRating, 5 stars1 month ago
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 patio

Guest favorite
Resort in Lahaina
4.86 out of 5 average rating, 22 reviews

Aloha Tower 514 @ Maui Kaanapali Villas 5th Floor!

BrettRating, 5 stars16 months ago
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!
Superhost
Resort in Lahaina
5 out of 5 average rating, 3 reviews

Kaanapali Ocean Resort North - Studio

StefanieRating, 5 stars13 months ago
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!
Top guest favorite
Hotel room in Lahaina
5 out of 5 average rating, 15 reviews

Oceanview Westin Ka'anapali South Studio Sleeps 4

KielRating, 5 stars11 months ago
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.
Superhost
Hotel room in Lahaina
5 out of 5 average rating, 3 reviews

Garden Pool View - Napili Surf

JakeRating, 5 stars1 month ago
We had a great experience! Would highly recommend for anybody.
Superhost
Hotel room in Lahaina
4.78 out of 5 average rating, 9 reviews

Marriott Maui Ocean Club - Beautiful Studio Unit

TiffanyRating, 5 stars2 months ago
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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