
House vacation rentals in Wailea, Wailea-Makena
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Top-rated house rentals in Wailea, Wailea-Makena
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Wailea, Wailea-Makena house rentals
House rentals with a pool

Mahalo Pono @ Ka 'anapali Royal

Newly Remodeled Cottage

ICC 20 Remodeled 2BD Hawaiian Cottage w Pool AC

Luana Kai C209

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

Maalaea Kai 307 - Maui Prime Oceanfront

Centrally located and steps to the beach!

Pualei Beach House
Weekly house rentals

Kihei 533 Ocean View Condo

3 Bedroom Private House Kihei /Wailea Maui

Oceanviews From ALL Rooms 2BR - Maui Eldorado L105

Kuau Beachy Family Cottage Maui

Chez Maui Kihei Beach House, 1 Block to the Beach!

Come Back to Puamana Nani

Cottage Keawakapu Beach
Private house rentals

Aloha Aku CoCoPalm Suite – Tropical Bliss

Charming Direct Oceanfront North Shore Beach House

Paia cottage walk to town and beach
Quick stats about house rentals in Wailea, Wailea-Makena
Total rentals
50 properties
Nightly prices starting at
$100 CAD before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Rentals with beach access Wailea
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- Sandy Beach
- Laie
- Kaipukaihina
- Wailea Beach
- Oneloa Beach
- Hāmoa Beach
- Ka'anapali Golf Courses
- Maui Ocean Center
- Honukanaenae
- Pahoa Beach
- Kaulana Beach
- Waipu
- Kanaio Beach
- Oneuli Beach
- Puu Olai Beach
- Mokulau Beach
- Maluaka Beach
- Changs Beach
- Palauea Beach
- Wailea Golf Club
- Pepeiaolepo Beach
- Mōkapu Beach
- Kapueokahi Beach
- Manele Golf Course