Wailea-Makena Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Wailea-Makena vacation rentals

Exterior

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
8.0 out of 10, Very Good, (7 reviews)
"Roaches, bugs, rusty appliances, appliances didn’t work. Aesthetically it was disappointing. There were no matching towels. The silverware didn’t match. The closet doors didn’t close, the mirrors were chipped.. I specifically asked the rental company if the property was updated and they said it was tiptop condition. It’s a total lie."
United States
Dean
$509 nightly
The price is $604
Feb 2 - Feb 3
Total with taxes and fees
Signature Residences at Maui Banyan
Deluxe Apartment, Partial Ocean View | Balcony

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"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
$492 nightly
The price is $598
Feb 2 - Feb 3
Total with taxes and fees
The Residences at Kamaole Sands Resort
Beach nearby

Beachside Retreat | Walk to Shops & Dining

Beachside Retreat | Walk to Shops & Dining
South Kihei
9.6 out of 10, Exceptional, (8 reviews)
"Kitchen is well stocked "
United States
Brent F.
$446 nightly
The price is $535
Feb 2 - Feb 3
Total with taxes and fees
Beachside Retreat | Walk to Shops & Dining
TV

Maui Tropical Oasis_Maui Banyan MBH306

Maui Tropical Oasis_Maui Banyan MBH306
South Kihei
9.6 out of 10, Exceptional, (20 reviews)
"Kitchen setup was great stools fit our needs perfectly."
United States
Blaine I.
$380 nightly
The price is $446
Feb 27 - Feb 28
Total with taxes and fees
Maui Tropical Oasis_Maui Banyan MBH306
Condo (2 Bedrooms) | Terrace/patio

Grand Champions Condos by KBM

Grand Champions Condos by KBM
3.5 star property
Wailea
10.0 out of 10, Exceptional, (3 reviews)
"We loved it!! "
United States
Tyler
$3,544 nightly
The price is $4,207
Feb 13 - Feb 14
Total with taxes and fees
Grand Champions Condos by KBM
Condo, 1 Bedroom | Property grounds

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

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
3.0 star property
Wailea
10.0 out of 10, Exceptional, (1 review)
"Beautiful place"
United States
Armando
$1,060 nightly
The price is $1,259
Feb 6 - Feb 7
Total with taxes and fees
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
Pool

ONE BEDROOM OCEAN VIEW

ONE BEDROOM OCEAN VIEW
South Kihei
10.0 out of 10, Exceptional, (3 reviews)
"Liked location. "
United States
Patricia
$438 nightly
The price is $507
Mar 1 - Mar 2
Total with taxes and fees
ONE BEDROOM OCEAN VIEW
Property grounds

Beautiful Ocean View Studio at Kihei Akahi

Beautiful Ocean View Studio at Kihei Akahi
South Kihei
10.0 out of 10, Exceptional, (12 reviews)
"Happy.Would come again. 5 min walk to the beach."
United States
lloyd i.
$455 nightly
The price is $526
Feb 2 - Feb 3
Total with taxes and fees
Beautiful Ocean View Studio at Kihei Akahi
Beach

Kihei Akahi Resort D114 Partial Oceanview Paradise

Kihei Akahi Resort D114 Partial Oceanview Paradise
South Kihei
9.6 out of 10, Exceptional, (14 reviews)
"Surprisingly, one the best places on Maui!"
United States
Barbara S.
$546 nightly
The price is $616
Feb 23 - Feb 24
Total with taxes and fees
Kihei Akahi Resort D114 Partial Oceanview Paradise
Beach nearby

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, (38 reviews)
"Clean room and everything you need for a beach stay. "
United States
Glenn
$461 nightly
The price is $539
Feb 3 - Feb 4
Total with taxes and fees
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet
Beach nearby

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, (154 reviews)
"My wife and I have stayed multiple times. As usual everything was top shelf! Excellent location close to many restaurants & beaches. Great swimming pool and the condo is well equipped with everything you need for a great stay!"
United States
Gary T.
$371 nightly
The price is $434
Feb 11 - Feb 12
Total with taxes and fees
Across from Kamaole 2 Beach, concrete building, well maintained.
Exterior

Quiet condo with lanai, pools & hot tubs - walk to the beach

Quiet condo with lanai, pools & hot tubs - walk to the beach
South Kihei
9.2 out of 10, Wonderful, (14 reviews)
"Location, gorgeous grounds, comfortable condo, and beautiful pools."
United States
Kleone D.
$579 nightly
The price is $679
Feb 15 - Feb 16
Total with taxes and fees
Quiet condo with lanai, pools & hot tubs - walk to the beach
Condo, 1 King Bed with Sofa bed, Balcony, Garden View (The Palms at Wailea 801) | Living area

Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801

Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801
3.5 star property
Wailea
$704 nightly
The price is $836
Mar 4 - Mar 5
Total with taxes and fees
Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden View, Palms 801
Beach nearby

Paradise at its Best KS5310

Paradise at its Best KS5310
South Kihei
8.8 out of 10, Excellent, (3 reviews)
"Everything about the condo was perfect. Ill stay here again definitely!!!"
United States
Rosemarie Tabladillo T.
$460 nightly
The price is $539
Feb 23 - Feb 24
Total with taxes and fees
Paradise at its Best KS5310
Beach nearby, sun loungers, beach towels

KKN-Get spoiled DLX Gr. Floor unit. Jan 29- Feb 4th-Golf clubs, washer and bath

KKN-Get spoiled DLX Gr. Floor unit. Jan 29- Feb 4th-Golf clubs, washer and bath
South Kihei
9.8 out of 10, Exceptional, (116 reviews)
"Great place, across from beach "
United States
Angelika H.
$428 nightly
The price is $502
Feb 11 - Feb 12
Total with taxes and fees
KKN-Get spoiled DLX Gr. Floor unit. Jan 29- Feb 4th-Golf clubs, washer and bath
Outdoor dining

#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting

#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
Wailea
9.8 out of 10, Exceptional, (186 reviews)
"Great spot to stay"
United States
Jacob B.
$686 nightly
The price is $802
Mar 2 - Mar 3
Total with taxes and fees
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
Fridge, microwave, oven, stovetop

Maui Condo Steps from the Beach--Mountain Views and Partial Ocean View

Maui Condo Steps from the Beach--Mountain Views and Partial Ocean View
South Kihei
10.0 out of 10, Exceptional, (82 reviews)
"Convenient to everything, spacious, including beach toys!"
United States
Mark K S.
$587 nightly
The price is $687
Feb 3 - Feb 4
Total with taxes and fees
Maui Condo Steps from the Beach--Mountain Views and Partial Ocean View
Outdoor pool, open 8:00 AM to 9:30 PM, sun loungers

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (873 reviews)
"The location was great, staff provided clean towels and bedding daily. "
United States
Christine
$489 nightly
The price is $581
Feb 5 - Feb 6
Total with taxes and fees
Aston Maui Hill
On the beach

Prime Wailea: Split AC, Wailea Ekahi 36E

Prime Wailea: Split AC, Wailea Ekahi 36E
Wailea
9.2 out of 10, Wonderful, (57 reviews)
"Beautiful condo!"
United States
Jennifer E.
$670 nightly
The price is $784
Feb 6 - Feb 7
Total with taxes and fees
Prime Wailea: Split AC, Wailea Ekahi 36E
Beach nearby, sun loungers, beach towels

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)
"great place for walking to the beach"
United States
Kim & Tom C.
$413 nightly
The price is $483
Feb 6 - Feb 7
Total with taxes and fees
1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wailea-Makena Hotel Reviews

Aston at the Maui Banyan

Aston at the Maui Banyan

10/10 Excellent
"Very clean, spacious, and quiet room. Walking distance to a public beach"
David 1-night trip
Posted 2 days ago
Aston at the Maui Banyan

Find out more about Wailea-Makena

Everything you need to know about Wailea-Makena vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wailea-Makena vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wailea-Makena vacation 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 low season months. For more hustle and bustle, you may prefer to visit Wailea-Makena in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $581 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wailea-Makena rentals

At Expedia, we put the best Wailea-Makena vacation 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 vacation.

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.

Explore a world of travel with Expedia