Holiday Homes in Wailea-Makena

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12 Sept - 14 Sept
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19 Sept - 21 Sept
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3 Oct - 5 Oct
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31 Oct - 2 Nov

Featured Holiday Homes in Wailea-Makena

Our top choices for Wailea-Makena holiday homes

Experience luxury in a spacious 900 sq ft condo in South Kihei, featuring 2 bedrooms with king beds
Interior

Experience luxury in a spacious 900 sq ft condo in South Kihei, featuring 2 bedrooms with king beds

The price is AU$1,294
includes taxes & fees
8 Sept - 9 Sept
Experience luxury in a spacious 900 sq ft condo in South Kihei, featuring 2 bedrooms with king beds
Central 1 bedroom gorgeous beaches
Iron/ironing board, free WiFi, bed sheets

Central 1 bedroom gorgeous beaches

The price is AU$1,317
includes taxes & fees
19 Sept - 20 Sept
Central 1 bedroom gorgeous beaches
OCEANFRONT WAILEA EKAHI VILLAGE CHARMING GORGEOUS CONDO! BEST LOCATION ON MAUI!
Private kitchen

OCEANFRONT WAILEA EKAHI VILLAGE CHARMING GORGEOUS CONDO! BEST LOCATION ON MAUI!

The price is AU$1,142
includes taxes & fees
18 Sept - 19 Sept
OCEANFRONT WAILEA EKAHI VILLAGE CHARMING GORGEOUS CONDO! BEST LOCATION ON MAUI!
🏝️Maui! Booking Now-2🛌 2🛁 Beautiful Oceanview, Great Location Across the Beach🏝️
Dining

🏝️Maui! Booking Now-2🛌 2🛁 Beautiful Oceanview, Great Location Across the Beach🏝️

"This unit is comfortable and stocked with everything you need. It takes a day or so to figure out all the remotes but after that it's easy to operate everything. I would have given this unit 5 stars with the exception of we had to clean the fridge upon arrival before we could use it. The rental and property staff were quick to respond and wonderful to work with. We would stay in this unit again. "
🏝️Maui! Booking Now-2🛌 2🛁 Beautiful Oceanview, Great Location Across the Beach🏝️
Wailea Ekahi Village | 47B
Pool

Wailea Ekahi Village | 47B

Wailea Ekahi Village | 47B
Wailea Ekahi Village | 47D
Property grounds

Wailea Ekahi Village | 47D

Wailea Ekahi Village | 47D
Luxury Oceanview Wailea Retreat [Hōkū Hale]
Property grounds

Luxury Oceanview Wailea Retreat [Hōkū Hale]

The price is AU$1,648
includes taxes & fees
24 Sept - 25 Sept
Luxury Oceanview Wailea Retreat [Hōkū Hale]
Yonegan Maui Getaways - Haiku
Garden

Yonegan Maui Getaways - Haiku

3.0 star property
9.0 out of 10, Wonderful, (4)
"It was a last minute stay and it had what we needed. "
The price is AU$356
includes taxes & fees
5 Oct - 6 Oct
Yonegan Maui Getaways - Haiku
Locally-owned, eco-friendly condo on Road to Hāna. 2-min walk to beach & seafood
Beach

Locally-owned, eco-friendly condo on Road to Hāna. 2-min walk to beach & seafood

The price is AU$425
includes taxes & fees
19 Sept - 20 Sept
Locally-owned, eco-friendly condo on Road to Hāna. 2-min walk to beach & seafood
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Property grounds

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

10.0 out of 10, Exceptional, (67)
"16 of us stayed at this beautiful property. Two Families, 12 children total. We have nothing bad to say. All of our expectations were met. The listing is true and accurate. Communication with the property manager was always prompt and efficient.We would definitely stay her again."
The price is AU$4,271
includes taxes & fees
10 Sept - 11 Sept
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Sugar Beach 106 - Ground Floor next to the 5 Miles of Sandy Beach
A heated pool

Sugar Beach 106 - Ground Floor next to the 5 Miles of Sandy Beach

The price is AU$817
includes taxes & fees
8 Sept - 9 Sept
Sugar Beach 106 - Ground Floor next to the 5 Miles of Sandy Beach
Oceanview Retreat in Puamana – Steps from the Beach & Surf
Property grounds

Oceanview Retreat in Puamana – Steps from the Beach & Surf

10.0 out of 10, Exceptional, (1)
"This property had everything you would want in a vacation home. Great location. We enjoyed the beach, community pool and grounds. The photos were exactly as pictured. We had a great time in your home. Thank you for hosting us."
The price is AU$1,829
includes taxes & fees
13 Sept - 14 Sept
Oceanview Retreat in Puamana – Steps from the Beach & Surf
Charming Direct Oceanfront North Shore Beach House
4 bedrooms, iron/ironing board, free WiFi, bed sheets

Charming Direct Oceanfront North Shore Beach House

9.0 out of 10, Wonderful, (33)
"We had a great time at this VRBO! It was so clean and was the perfect lay out for our family. The beds were comfortable and the views were gorgeous! We will definitely be staying again. "
The price is AU$1,257
includes taxes & fees
17 Sept - 18 Sept
Charming Direct Oceanfront North Shore Beach House
Sugar Beach 417 Direct Row Beach Views in Beautifully Upgraded Ocean front Condo Home
Property grounds

Sugar Beach 417 Direct Row Beach Views in Beautifully Upgraded Ocean front Condo Home

The price is AU$893
includes taxes & fees
6 Sept - 7 Sept
Sugar Beach 417 Direct Row Beach Views in Beautifully Upgraded Ocean front Condo Home
Hotel-zoned OCEAN FRONT GROUND FLOOR! Menehune Shores 121
Pool

Hotel-zoned OCEAN FRONT GROUND FLOOR! Menehune Shores 121

10.0 out of 10, Exceptional, (186)
"The property was amazing and was well stocked in both the kitchen as well as for all supplies. We loved our stay here and the immediate access from the patio to the beach area was amazing. We would stay here again!"
The price is AU$1,068
includes taxes & fees
9 Sept - 10 Sept
Hotel-zoned OCEAN FRONT GROUND FLOOR! Menehune Shores 121
Sugar Beach PH17 - Direct Oceanfront 1 bedroom
Property grounds

Sugar Beach PH17 - Direct Oceanfront 1 bedroom

The price is AU$898
includes taxes & fees
21 Sept - 22 Sept
Sugar Beach PH17 - Direct Oceanfront 1 bedroom
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC
Fridge, microwave, oven, stovetop

Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC

10.0 out of 10, Exceptional, (3)
"This place was exactly what our family (3 adults and 2 toddlers) needed. It was immaculately clean, walkable to a very private beach, and had everything needed for our stay to be perfect (toys, beach gear, towels, kitchen necessities, etc). We would 100% rebook "
The price is AU$2,055
includes taxes & fees
6 Sept - 7 Sept
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC
New! The Aloha Cottage in Puamana, Maui Hawaii
Pool

New! The Aloha Cottage in Puamana, Maui Hawaii

9.8 out of 10, Exceptional, (86)
"Great place to stay. We all enjoyed the area and Lahaina was incredible."
The price is AU$1,414
includes taxes & fees
6 Sept - 7 Sept
New! The Aloha Cottage in Puamana, Maui Hawaii
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
Exterior

Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach

10.0 out of 10, Exceptional, (7)
"Clean, cozy and nicely designed. This condo has an amazing view and access to the beach and pool. Kitchen is well equipped, even has a milk warmer/frother which I appreciate so much as a lover of lattes. We'll happily stay here again on our next trip to Maui. "
The price is AU$1,184
includes taxes & fees
3 Oct - 4 Oct
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
Haiku Hale - 3 Bedroom Maui Getaway!
Property grounds

Haiku Hale - 3 Bedroom Maui Getaway!

10.0 out of 10, Exceptional, (4)
"Clean, well lit, private, Haiku is a sweet town. Note that there are a few steep steps to master bedroom."
The price is AU$1,517
includes taxes & fees
13 Sept - 14 Sept
Haiku Hale - 3 Bedroom Maui Getaway!
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

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Wailea-Makena Holiday Homes information

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82 Holiday Homes
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