
Villa vacation rentals in Wailea
Find and book unique villas on Airbnb
Top-rated villa rentals in Wailea
Guests agree: these villas 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 villa rentals
Private villa rentals

Kaanapali Beach Club "All Views"

Kapalua Ridge Villa 2214- Endless Ocean Views!

Ka'anapali Beach Club "Ocean View"

Kapalua Ridge 2412- Oceanview Discounted Rates!

1929 Restored 1BR Plantation Home | Walk to Town

Kapalua Ridge 914. Unwind in the quiet luxury!

Kapalua Ridge 1712- Stunning Ocean & Island Views

Kapalua Ridge 1623- Endless Ocean & Coastal Views
Luxury villa rentals

Kapalua Ridge 2422. Luxurious remodeled townhouse!

Chic Villa 2 | Modern Vibes by the Ocean

Red's Retreat

Kapalua Ridge 1711- Platinum Oceanview Villa

Kapalua Ridge 1915- Platinum Ocean View Villa

Modern 2 bedroom/2bath Villa near Beach!

Kapalua Ridge 613-15- Lowest Summer Rates!

Ocean View 2BR Villa Steps To The Beach
Villa rentals with a pool

Kapalua Ridge 412- Stunning Views w/5th Night Free

Kapalua Ridge 2511- Discounted Summer Rates!

Chic Villa 6 – Beach Vibes & Walkable Paradise!

KLVR presents Honua Kai Resort*Luana Villa 11D*

Ocean View Villa at Villas by the Cove!

Kapalua Ridge 1614- Ocean View Luxury Living

Our Kapalua Golf Villa piece of paradise, Specials

Kapalua Ridge 924- Ocean View Lowest Summer Prices
Quick stats about villa rentals in Wailea
Total rentals
40 properties
Nightly prices starting at
$401 CAD before taxes and fees
Total number of reviews
580 reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- House rentals Wailea
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- Rentals with a washer and dryer Wailea
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- Waterfront rentals Wailea
- Cottage rentals Wailea
- Rentals with a sauna Wailea
- Luxury rentals Wailea
- Beach condo rentals Wailea
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- Townhouse rentals Wailea
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- Pet-friendly rentals Wailea
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- Rentals with beach access Wailea
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- Villa rentals Wailea
- Villa rentals Maui County
- Villa rentals Hawaii
- Villa rentals United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Maui Ocean Center
- Kaipukaihina
- Kapua
- Oneloa Beach
- Old Lahaina Luau
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Maui Golf & Sports Park
- Ka'anapali Golf Courses