
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"

Ka'anapali Beach Club "Ocean View"

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

Kapalua Ridge 2412- Oceanview Discounted Rates!

Kapalua Ridge 1711- Platinum Oceanview Villa

Kapalua Ridge 914. Unwind in the quiet luxury!

Kapalua Ridge 1623- Endless Ocean & Coastal Views

Kapalua Ridge 411- Dazzling Ocean & Island Views!
Luxury villa rentals

Spacious 2BR | Huge Patio + Haleakalā Views

Kapalua Ridge 2422. Luxurious remodeled townhouse!

Chic Villa 2 | Modern Vibes by the Ocean

Ocean Front Cottage, 30 steps to the beach!

Red's Retreat

Come Play on Maui & Save $ ~Ocean Front Kapalua

Kapalua Ridge 2821-22- Luxury FULL Ocean Views

Newly Remodeled 2 Bed/2 Bath - Close to Beach
Villa rentals with a pool

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6

Kapalua Ridge Villa 2214- Endless Ocean Views!

Chic Villa 6 – Beach Vibes & Walkable Paradise!

KLVR Honua Kai Luana Garden Villa 1D *Ocean Views

Kapalua Ridge 1712- Stunning Ocean & Island Views

Kapalua Ridge 1915- Platinum Ocean View Villa

Ocean View Villa at Villas by the Cove!

Modern 2 bedroom/2bath Villa near Beach!
Quick stats about villa rentals in Wailea
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ1,065 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
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Changs Beach
- Pahoa Beach
- Manele Golf Course
- Kaipukaihina
- Wailea Beach
- Hāmoa Beach
- Maui Ocean Center
- Kapua
- Oneloa Beach
- Mokulau Beach
- Puu Olai Beach
- Wailea Golf Club
- Palauea Beach
- Maui Golf & Sports Park
- Old Lahaina Luau
- Things to do Wailea
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- Nature and outdoors Wailea
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