A coastal landscape with rocky cliffs, a body of water, and a distant mountain range under a cloudy sky.

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Our top choices for Wailea-Makena holiday rentals

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (33 reviews)
"Thank you for hosting us! The place was very clean and the location was fantastic, close to the beach, shops and restaurants!"
United States
Julie
The price is £376
includes taxes & fees
14 Jul - 15 Jul
Signature Residences at Maui Banyan

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
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 £449
includes taxes & fees
13 Jul - 14 Jul
The Residences at Kamaole Sands Resort

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (941 reviews)
"Great stay. Grounds were nice and clean. Staff was friendly. I would stay there again."
United States
Douglas Paul Zwerner or Laura
The price is £292
includes taxes & fees
6 Aug - 7 Aug
Aston Maui Hill

LOWEST Rates in Wailea right now! Spacious 5-STAR Wailea Retreat🏝Corner unit

LOWEST Rates in Wailea right now! Spacious 5-STAR Wailea Retreat🏝Corner unit
Wailea
10.0 out of 10, Exceptional, (162 reviews)
"Very nice condo in a great location within walking distance to great shops, restaurants and the beach.Unfortunately we were only able to stay 6 out of our 15 nights we had booked due to a family emergency but we would definitely stay here again!Melissa was great to deal with!"
Canada
Theresa H.
The price is £434
includes taxes & fees
15 Jul - 16 Jul
LOWEST Rates in Wailea right now! Spacious 5-STAR Wailea Retreat🏝Corner unit

Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet

Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet
Wailea
8.6 out of 10, Excellent, (42 reviews)
"Clean room and everything you need for a beach stay. "
United States
Glenn
The price is £423
includes taxes & fees
21 Jul - 22 Jul
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet

Ekahi Ocean View Escape and close to beach (21F)

Ekahi Ocean View Escape and close to beach (21F)
Wailea
9.8 out of 10, Exceptional, (71 reviews)
"Amazing location. Right near the beach. And a great complex!"
United States
Timothy J.
The price is £725
includes taxes & fees
18 Jul - 19 Jul
Ekahi Ocean View Escape and close to beach (21F)

1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone

1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone
South Kihei
9.4 out of 10, Exceptional, (60 reviews)
"The beach was just across the street. Food and shopping near by was great. The complex was quiet and clean room. Had a great time, next in Maui will have to stay again. It was perfect! "
United States
Stephanie G.
The price is £301
includes taxes & fees
13 Jul - 14 Jul
1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone

Across from Kamaole 2 Beach, concrete building, well maintained.

Across from Kamaole 2 Beach, concrete building, well maintained.
South Kihei
10.0 out of 10, Exceptional, (165 reviews)
"Great host, location, and property. We really enjoyed our stay. The property was very quiet and relaxing. Hope to stay here again on future trips."
United States
Andrew W.
The price is £290
includes taxes & fees
13 Jul - 14 Jul
Across from Kamaole 2 Beach, concrete building, well maintained.

180 Degree Ocean View in Wailea! WE204

180 Degree Ocean View in Wailea! WE204
Wailea
10.0 out of 10, Exceptional, (4 reviews)
"The location and view were fabulous. Walking distance to many restaurants and shops."
United States
Carolyn C.
The price is £635
includes taxes & fees
14 Jul - 15 Jul
180 Degree Ocean View in Wailea! WE204

Quaint and Attractive Maui Condo

Quaint and Attractive Maui Condo
South Kihei
7.4 out of 10, Good, (20 reviews)
"Nice and nice location "
United States
Jim A.
The price is £471
includes taxes & fees
15 Jul - 16 Jul
Quaint and Attractive Maui Condo

Beachside studio w/ pool & hot tub access

Beachside studio w/ pool & hot tub access
South Kihei
9.6 out of 10, Exceptional, (4 reviews)
"Our room was so nice. Very clean and easy to find. Smooth check in process. Being so close to the beach and within walking distance to everything was a nice perk."
United States
Kara S.
The price is £447
includes taxes & fees
13 Jul - 14 Jul
Beachside studio w/ pool & hot tub access

Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
9.6 out of 10, Exceptional, (60 reviews)
"This apartment was a spacious one-bedroom and was well maintained. The bed was very comfortable, and the location was perfect—close to everything.Ulua Beach was one of our favorite beaches we visited in Maui, and it was so close to the apartment.We highly recommend this place, and the host is also very nice to communicate with.We hope to come back to South Maui for a longer stay next time."
United States
Sonia K.
The price is £285
includes taxes & fees
19 Jul - 20 Jul
Romantic 1 BR Condo with King Tempurpedic

Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
South Kihei
10.0 out of 10, Exceptional, (172 reviews)
"Great place to stay, close to beaches, and shops."
United States
Anonymous traveller
The price is £303
includes taxes & fees
13 Jul - 14 Jul
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

Perch - King Suite at Maui Banyan | Steps from the Beach | South Kihei Gem

Perch - King Suite at Maui Banyan | Steps from the Beach | South Kihei Gem
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Checkin was very fast, and easy to navigate. Talked with a front desk person and that was it.The location is great, only a 5-10 minute walk down to the beach and very close to downtown Kihei!"
United States
Anthony N.
The price is £290
includes taxes & fees
20 Jul - 21 Jul
Perch - King Suite at Maui Banyan | Steps from the Beach | South Kihei Gem

Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.

Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
South Kihei
10.0 out of 10, Exceptional, (226 reviews)
"The location right next to the water and the wonderful amenities were just what we needed! Might have to come here again!"
United States
Paulina B.
The price is £309
includes taxes & fees
21 Jul - 22 Jul
Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.

Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!

Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
South Kihei
9.2 out of 10, Wonderful, (90 reviews)
"Host was easy to connect with "
United States
Janine A.
The price is £328
includes taxes & fees
13 Jul - 14 Jul
Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!

Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
10.0 out of 10, Exceptional, (109 reviews)
"Excellent room"
United States
Rene
The price is £267
includes taxes & fees
13 Jul - 14 Jul
Beautiful, Renovated, Hale Kamaole 159

#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
South Kihei
9.8 out of 10, Exceptional, (97 reviews)
"Kitchen was fully equipped. Condo was very clean and host was promt with replys. Loved our stay "
Canada
Lori D.
The price is £421
includes taxes & fees
8 Aug - 9 Aug
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach

Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach
South Kihei
9.8 out of 10, Exceptional, (125 reviews)
"We stayed here with our three year old daughter. Very much enjoyed how clean the apartment was, the well appointed kitchen and the terrace area. Communication from the host was very responsive and super helpful. Would stay here again."
Canada
Katherine
The price is £431
includes taxes & fees
21 Jul - 22 Jul
Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach

Ekahi 27A: Priceless Ocean View from a Private Lanai

Ekahi 27A: Priceless Ocean View from a Private Lanai
Wailea
9.8 out of 10, Exceptional, (49 reviews)
"Ocean view! We loved it! We even slept great…Winning!!"
United States
Isabel P.
The price is £467
includes taxes & fees
24 Jul - 25 Jul
Ekahi 27A: Priceless Ocean View from a Private Lanai
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 £292 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. 

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