Wailea-Makena Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Wailea-Makena

Signature Residences at Maui Banyan

4.5 star property
South Kihei
The price is AU$910
includes taxes & fees
12 Nov - 13 Nov
Signature Residences at Maui Banyan

Aston Maui Hill

3.0 star property
South Kihei
9.0 out of 10, Wonderful, (839)
"Great atmosphere. Quite community and great front desk service."
United States
Cassandra Nicole
The price is AU$440
includes taxes & fees
13 Nov - 14 Nov
Aston Maui Hill

Beautiful Ocean View Studio at Kihei Akahi

South Kihei
10.0 out of 10, Exceptional, (6)
"Wunderbarer Meerblick! Ich habe mich in dem Appartment sehr wohl gefühlt. Es ist liebevoll eingerichtet und auch für einen längeren Aufenthalt super ausgestattet. Die Lage ist unschlagbar: Strand, Geschäfte und Sehenswürdigkeiten sind gut gelegen (zum Strand kann man laufen, er ist direkt gegenüber). Ich kann das Appartment uneingeschränkt weiterempfehlen. "
Germany
Melissa
The price is AU$624
includes taxes & fees
19 Nov - 20 Nov
Beautiful Ocean View Studio at Kihei Akahi

Makena Surf B201 Beachfront Resort

2.0 star property
Wailea
The price is AU$1,902
includes taxes & fees
24 Nov - 25 Nov
Makena Surf B201 Beachfront Resort

The Residences at Kamaole Sands Resort

4.5 star property
South Kihei
The price is AU$1,173
includes taxes & fees
14 Nov - 15 Nov
The Residences at Kamaole Sands Resort

Beautiful Ocean View! Newly renovated kitchen and 2 Air Conditioners

South Kihei
10.0 out of 10, Exceptional, (71)
"As advertised, great place in a great location. "
Canada
Ty M.
The price is AU$992
includes taxes & fees
30 Nov - 1 Dec
Beautiful Ocean View! Newly renovated kitchen and 2 Air Conditioners

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

South Kihei
9.8 out of 10, Exceptional, (116)
"Good location. Beach toys were a nice convenience."
United States
Benjamin H.
The price is AU$803
includes taxes & fees
18 Nov - 19 Nov
Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach

Perfect Place to Land after your Maui Activities!

South Kihei
7.8 out of 10, Good, (9)
"These condos are in a perfect location, close to beach. This place was slightly cheaper as advertised, but i was no expecting the condition it was in. I have stayed at the resort in other units on about 5 occasions, However this condo is dirty, with old dirt. Just guessing based on the type of dirt, cobwebs and dust, it has not been really cleaned for over a year. By that I mean that many things clearly had not been given a wipe with a damp cloth. I told the manager right away that the...
Canada
ian f.
The price is AU$897
includes taxes & fees
5 Dec - 6 Dec
Perfect Place to Land after your Maui Activities!

Kihei Retreat w/ Kamaole Sands Resort Amenities!

3.5 star property
South Kihei
The price is AU$1,125
includes taxes & fees
12 Dec - 13 Dec
Kihei Retreat w/ Kamaole Sands Resort Amenities!

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

South Kihei
10.0 out of 10, Exceptional, (210)
"Great location and great amenities. Our host Mark was auper responsive and helpful. "
United States
John D.
The price is AU$638
includes taxes & fees
20 Nov - 21 Nov
Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.

#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting

Wailea
9.8 out of 10, Exceptional, (184)
"Great location and beautiful views, perfect spot to relax on Maui."
United States
Ron S.
The price is AU$977
includes taxes & fees
3 Dec - 4 Dec
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting

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

South Kihei
9.8 out of 10, Exceptional, (89)
"Really good location close to beaches, well equipped kitchen but bedroom AC unit was very loud … sometimes hard to sleep"
Canada
Marjorie K.
The price is AU$857
includes taxes & fees
18 Nov - 19 Nov
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

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

Wailea
9.8 out of 10, Exceptional, (62)
"The unit is exactly as advertise, great location clean and simple."
United States
Anonymous traveller
The price is AU$1,408
includes taxes & fees
14 Nov - 15 Nov
Ekahi Ocean View Escape and close to beach (21F)

NOV/DEC LAST Minute SPECIALS Direct Ocean Front Prop Wailea Ekahi 42A 1 Bed/2B

Wailea
9.8 out of 10, Exceptional, (25)
"The condo was just renovated which was a treat. Loved the split level and living area which acted like a second bedroom with sliding doors. Perfect for my teenager that doesn’t get up as early as me. Location was a short walk to an amazing beach which is less busy. Super quiet at night and slept like a log! "
Canada
Melanie B.
The price is AU$1,335
includes taxes & fees
14 Nov - 15 Nov
NOV/DEC LAST Minute SPECIALS Direct Ocean Front Prop Wailea Ekahi 42A 1 Bed/2B

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

3.0 star property
Wailea
10.0 out of 10, Exceptional, (1)
"Beautiful place"
United States
Armando
The price is AU$1,992
includes taxes & fees
12 Nov - 13 Nov
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

Beachside Retreat | Walk to Shops & Dining

South Kihei
9.6 out of 10, Exceptional, (8)
"Everything was perfect "
United States
Angel Jose
Beachside Retreat | Walk to Shops & Dining

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

Wailea
8.6 out of 10, Excellent, (37)
"This unit was perfect for our 2 day Maui getaway. Comfortable for our family of 4. Close to beach and all sights."
United States
Bobby V.
The price is AU$827
includes taxes & fees
24 Nov - 25 Nov
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet

Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

South Kihei
9.2 out of 10, Wonderful, (60)
"Everything you need in the condo and enough beaches to try one every day!"
United States
Marco D.
The price is AU$918
includes taxes & fees
12 Nov - 13 Nov
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!

Conveniently located two bedroom two bath HK319

South Kihei
10.0 out of 10, Exceptional, (5)
"This unit fit all of our needs regarding location, cleanliness, and amenities. I would 100% recommend this property to my friends and family and will revisit this if I'm in town in the future!"
United States
Reservations G.
The price is AU$1,178
includes taxes & fees
12 Dec - 13 Dec
Conveniently located two bedroom two bath HK319

Spacious 2 bedroom 2 bath Palms at Wailea 1703

Wailea
8.6 out of 10, Excellent, (27)
"Perfect location, walking distance to the beach. Place was nice and clean, team was very responsive. Would definitely stay here again!"
United States
Stephanie
The price is AU$1,236
includes taxes & fees
9 Dec - 10 Dec
Spacious 2 bedroom 2 bath Palms at Wailea 1703
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.
Save an average of 15% on thousands of hotels when you're signed in

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, 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 favourite 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 depend 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 AU$440 per night. Entering your travel dates in the search wizard might find you 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.