
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

Spacious 2BR | Huge Patio + Haleakalā Views

Chic Villa 2 | Modern Vibes by the Ocean

Ocean Front Cottage, 30 steps to the beach!

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6

Luxury at it's Finest, Truly a Home away from Home

1929 Restored 1BR Plantation Home | Walk to Town

KLVR presents Honua Kai Resort, Luana Villa 6B

Modern 2 bedroom/2bath Villa near Beach!
Luxury villa rentals

Spacious Ocean & Golf Course Views Kapalua 2B/3B

Kapalua Ridge 2511- Discounted Summer Rates!

Kapalua Ridge 2422. Luxurious remodeled townhouse!

Scandinavian Chalet, Maui, Hawaii

Kapalua Ridge 1711- Platinum Oceanview Villa

Panoramic Ocean-View Villa steps from the beach!

Come Play on Maui & Save $ ~Ocean Front Kapalua

Kapalua Ridge 613-15- Lowest Summer Rates!
Villa rentals with a pool

Ocean View Villa at Villas by the Cove!

Modern 2 bedroom/2bath Villa near Beach!

Chic Villa 6 – Beach Vibes & Walkable Paradise!

Ocean View 2BR Villa Steps To The Beach

Newly Remodeled 2 Bed/2 Bath - Close to Beach

Newly Remodeled Beach Hideaway, Sleeps up to 8!
Quick stats about villa rentals in Wailea
Total rentals
40 properties
Nightly prices starting at
$399 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
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- 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
- Things to do Wailea
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- Food and drink Wailea
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