Holiday Rentals in Wailea-Makena

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Our top choices for Wailea-Makena holiday rentals

Condo resort in South Kihei

Signature Residences at Maui Banyan
4.5 star property
8.8 out of 10, Excellent, (11 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is €449
includes taxes & fees
3 Mar - 4 Mar
Signature Residences at Maui Banyan
4.5 star property
10.0 out of 10, Exceptional, (2 reviews)
"Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!"
United States
Sophie
The price is €606
includes taxes & fees
1 Mar - 2 Mar
The Residences at Kamaole Sands Resort
3.5 star property
9.4 out of 10, Exceptional, (3 reviews)
"Clean property nice room good location"
United States
Richard
The price is €463
includes taxes & fees
2 Mar - 3 Mar
Kamaole Sands Condos Close to Beach with Parking
10.0 out of 10, Exceptional, (1 review)
"Beautiful place"
United States
Armando
The price is €1,149
includes taxes & fees
28 Feb - 1 Mar
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
9.8 out of 10, Exceptional, (66 reviews)
"Great place for a beach vacation! All the supplies you need for the beach!"
United States
Chelsey N.
The price is €882
includes taxes & fees
28 Mar - 29 Mar
Ekahi Ocean View Escape and close to beach (21F)
9.6 out of 10, Exceptional, (56 reviews)
"Quite nice place, had everything we needed for our trip: air conditioning, laundry, well equipped kitchen to cook in"
United States
John P.
The price is €406
includes taxes & fees
22 Mar - 23 Mar
Romantic 1 BR Condo with King Tempurpedic
9.6 out of 10, Exceptional, (21 reviews)
"Kitchen setup was great stools fit our needs perfectly."
United States
Blaine I.
The price is €389
includes taxes & fees
27 Feb - 28 Feb
Maui Tropical Oasis_Maui Banyan MBH306
10.0 out of 10, Exceptional, (14 reviews)
"Happy.Would come again. 5 min walk to the beach."
United States
lloyd i.
The price is €443
includes taxes & fees
6 Mar - 7 Mar
Beautiful Ocean View Studio at Kihei Akahi
9.6 out of 10, Exceptional, (8 reviews)
"Kitchen is well stocked "
United States
Brent F.
Beachside Retreat | Walk to Shops & Dining
8.6 out of 10, Excellent, (39 reviews)
"Clean room and everything you need for a beach stay. "
United States
Glenn
The price is €501
includes taxes & fees
6 Mar - 7 Mar
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet
10.0 out of 10, Exceptional, (34 reviews)
"We loved our stay at this condo in Wailea!! The golf course and property were meticulously maintained and it was such a peaceful location. We wish we could’ve stayed longer and would definitely stay here again!"
United States
Angie G.
The price is €481
includes taxes & fees
23 Mar - 24 Mar
130K Hawaiian Reno on Wailea Blue Golf *Ocean View
9.2 out of 10, Wonderful, (58 reviews)
"Beautiful condo!"
United States
Jennifer E.
The price is €691
includes taxes & fees
28 Feb - 1 Mar
Prime Wailea: Split AC, Wailea Ekahi 36E
9.8 out of 10, Exceptional, (117 reviews)
"This was a perfect place for our family of 5. The baby gear and beach gear at the condo made our stay so much more relaxing! The property is pretty and well-maintained, everything is a short drive away, communication was excellent."
United States
Jenia R.
Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach
9.8 out of 10, Exceptional, (116 reviews)
"We had a great stay and Jillian was a fantastic host. The unit looked as it was displayed on VRBO. We will be staying at Jillian's unit again!"
Canada
Chris h.
The price is €625
includes taxes & fees
9 Mar - 10 Mar
COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!
9.8 out of 10, Exceptional, (187 reviews)
"Great spot to stay"
United States
Jacob B.
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
9.4 out of 10, Exceptional, (23 reviews)
"Amazing stay! Would definitely come back "
United States
Austin S.
The price is €589
includes taxes & fees
1 Mar - 2 Mar
308 – Deluxe Oceanfront One Bedroom Unit with A/C!
9.6 out of 10, Exceptional, (16 reviews)
"Location was fantastic! Couldn’t have asked for a better spot. Beach right across the road, food and shopping within walking distance."
United States
Amanda T.
The price is €667
includes taxes & fees
14 Mar - 15 Mar
Little Slice of Paradise with a Garden View
9.6 out of 10, Exceptional, (14 reviews)
"Surprisingly, one the best places on Maui!"
United States
Barbara S.
Kihei Akahi Resort D114 Partial Oceanview Paradise

Apartment in South Kihei

ONE BEDROOM OCEAN VIEW
10.0 out of 10, Exceptional, (3 reviews)
"Liked location. "
United States
Patricia
The price is €429
includes taxes & fees
7 Mar - 8 Mar
ONE BEDROOM OCEAN VIEW
9.2 out of 10, Wonderful, (49 reviews)
"We had a great time staying here. The unit was very clean and comfortable. This is our 4th time staying at Kamaole sands, as the location is minutes within walking distance to beaches and shops. "
United States
Paul H.
Kamaole Sands -inner court - ocean views- Remodeled
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.
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Top Wailea-Makena Hotel Reviews

Find out more about Wailea-Makena

Everything you need to know about Wailea-Makena holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wailea-Makena holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wailea-Makena holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Wailea-Makena holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wailea-Makena. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wailea-Makena holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wailea-Makena holiday rentals we have selected for you start as low as €422 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wailea-Makena rentals

At Expedia, we put the best Wailea-Makena holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Wailea-Makena rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wailea-Makena holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wailea-Makena. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.