Wailea-Makena Vacation Rentals

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Tonight
Dec 9 - Dec 10
Tomorrow
Dec 10 - Dec 11
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

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
10.0 out of 10, Exceptional, (4)
"Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time."
United States
Melinda
$503 nightly
The price is $593
Dec 10 - Dec 11
Total with taxes and fees
Signature Residences at Maui Banyan
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, (848)
"The accommodations were comfortable, very roomy, nice view from the balcony, and staff was helpful and friendly."
United States
David
$289 nightly
The price is $341
Dec 10 - Dec 11
Total with taxes and fees
Aston Maui Hill
View from property
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)
"This spot was everything we needed and more. Super clean, stylish, and felt way more spacious than a typical hotel room. We had a full kitchen to cook, comfy beds for deep sleep, and the AC kept things cool after long beach days. The location couldn’t have been better—walking distance to great food, coffee, and beaches. It felt private and relaxed, but still close to the action. Honestly, it felt like home… just way better. Can’t wait to book again!"
United States
Sophie
$500 nightly
The price is $605
Dec 11 - Dec 12
Total with taxes and fees
The Residences at Kamaole Sands Resort
Property amenity
Polo Beach - CoralTree Residence Collection

Polo Beach - CoralTree Residence Collection

3.5 star property
Wailea
9.0 out of 10, Wonderful, (62)
"Looking forward to booking again"
United States
robert
$969 nightly
The price is $1,121
Jan 4 - Jan 5, 2026
Total with taxes and fees
Polo Beach - CoralTree Residence Collection
Condo, 1 Bedroom | Pool
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)
"Beautiful place"
United States
Armando
$1,104 nightly
The price is $1,310
Jan 4 - Jan 5, 2026
Total with taxes and fees
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
Beach nearby, white sand, beach towels
Kamaole Sands Condos Close to Beach with Parking

Kamaole Sands Condos Close to Beach with Parking

3.5 star property
South Kihei
9.0 out of 10, Wonderful, (2)
"Clean property nice room good location"
United States
Richard
$525 nightly
The price is $571
Jan 8 - Jan 9, 2026
Total with taxes and fees
Kamaole Sands Condos Close to Beach with Parking
Apartment (2 Bedrooms) | Interior
Kihei Retreat w/ Kamaole Sands Resort Amenities!

Kihei Retreat w/ Kamaole Sands Resort Amenities!

3.5 star property
South Kihei
$670 nightly
The price is $785
Dec 10 - Dec 11
Total with taxes and fees
Kihei Retreat w/ Kamaole Sands Resort Amenities!
Condo, 2 Bedrooms | Property grounds
Palms 501 2 Bedroom Condo

Palms 501 2 Bedroom Condo

3.0 star property
Wailea
$898 nightly
The price is $1,075
Dec 16 - Dec 17
Total with taxes and fees
Palms 501 2 Bedroom Condo
Garden
Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku

3.0 star property
Haiku
8.8 out of 10, Excellent, (11)
"Loved having the hot tub to come home to!!"
United States
Pedro
$236 nightly
The price is $261
Dec 10 - Dec 11
Total with taxes and fees
Yonegan Maui Getaways - Haiku
Beach nearby, white sand, sun loungers, beach towels
Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking

3.0 star property
Paia
$537 nightly
The price is $583
Dec 10 - Dec 11
Total with taxes and fees
Kuau Plaza Paia Condo with Parking
Elite Apartment, Balcony, Ocean View | Blackout drapes, iron/ironing board, free WiFi
The Ocean View Residence

The Ocean View Residence

3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
$827 nightly
The price is $1,025
Dec 24 - Dec 25
Total with taxes and fees
The Ocean View Residence
Condo, 2 Bedrooms | Pool
Menehune Shores 223 2 Bedroom Condo

Menehune Shores 223 2 Bedroom Condo

3.0 star property
North Kihei
$859 nightly
The price is $1,013
Dec 17 - Dec 18
Total with taxes and fees
Menehune Shores 223 2 Bedroom Condo
Exterior
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5.0 star property
Lahaina
10.0 out of 10, Exceptional, (1)
"I had a wonderful stay here! The location is perfect, right by a peaceful beach that made the whole experience incredibly relaxing. I stayed in the bungalows, which were amazing—spacious, comfortable, and not crowded at all. The atmosphere felt private and serene. The staff were outstanding—friendly, attentive, and always ready to help. Their hospitality truly made the stay special. Overall, this is the ideal place if you’re looking for relaxation, great service, and a beautiful setting."
United States
Karina Soto
$349 nightly
The price is $412
Dec 14 - Dec 15
Total with taxes and fees
Royal Lahaina Bungalows & Spa
On the beach, white sand
The Kalama Residence

The Kalama Residence

3.0 star property
South Kihei
6.0 out of 10, (1)
"My stay was okay. "
United States
Rosalba
$630 nightly
The price is $743
Dec 10 - Dec 11
Total with taxes and fees
The Kalama Residence
On the beach, white sand, beach towels
Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking

3.0 star property
Central Kihei
10.0 out of 10, Exceptional, (3)
"We had a wonderful stay in this condo. It had everything we needed for a fun Hawaiian beach vacation. They stocked it with beach chairs, a cooler, and even a boogie board. The kitchen had everything we needed, although we didn't cook that much. Management was super responsive whenever we had any issues. It was just enough space for our family of four. The beach was just steps away and the pool was also very nice. "
United States
Anthony
$453 nightly
The price is $491
Dec 11 - Dec 12
Total with taxes and fees
Waiohuli Beach Hale Ocean View Condos with Parking
Condo, 2 Bedrooms | Pool
Luana Kai A104 2 Bedroom Condo

Luana Kai A104 2 Bedroom Condo

3.0 star property
Central Kihei
$808 nightly
The price is $973
Jan 6 - Jan 7, 2026
Total with taxes and fees
Luana Kai A104 2 Bedroom Condo
Beach nearby, white sand, beach towels
Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking

4.0 star property
South Kihei
9.0 out of 10, Wonderful, (20)
"I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!"
United States
Emma
$420 nightly
The price is $453
Dec 17 - Dec 18
Total with taxes and fees
Kihei Ali'i Kai Condos with Free Parking
Family Apartment, 2 Bedrooms, 2 Bathrooms, Ocean View (1015) | Private kitchen | Full-size fridge, microwave, oven, coffee/tea maker
2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset

3.5 star property
Central Kihei
$635 nightly
The price is $698
Dec 11 - Dec 12
Total with taxes and fees
2BR/2BA Oceanfront Condo in Maui Sunset
Condo, 1 Bedroom | Living area | Smart TV
Maui Vista 3213 1 Bedroom Condo

Maui Vista 3213 1 Bedroom Condo

3.0 star property
South Kihei
$499 nightly
The price is $598
Dec 14 - Dec 15
Total with taxes and fees
Maui Vista 3213 1 Bedroom Condo
Condo, 1 Bedroom | Beach | Beach nearby
Maui Vista 1315 1 Bedroom Condo

Maui Vista 1315 1 Bedroom Condo

3.0 star property
South Kihei
$499 nightly
The price is $598
Dec 17 - Dec 18
Total with taxes and fees
Maui Vista 1315 1 Bedroom Condo
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

Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

10/10 Excellent
"Wonderful "
John Richard 4-night trip
Posted 1 day ago
Andaz Maui at Wailea Resort - a concept by Hyatt

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.

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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 $341 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

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