
Villa holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for villa rentals in Wailea
Private villa rentals

Kaanapali Beach Club "All Views"

Kapalua Ridge 2423-24- Platinum Oceanview Villa

Ka'anapali Beach Club "Ocean View"

Kaanapali Beach Club "Scenic View"

Kaanapali Beach Club "Deluxe Ocean View"

Kapalua Ridge 1614- Ocean View Luxury Living

Ka'anapali Beach Club "Ocean View"

Ridge Villa 1512 Ocean Views, Every 5th Night Free
Luxury villa rentals

Kapalua Ridge 2422. Luxurious remodeled townhouse!

Ocean Front Cottage, 30 steps to the beach!

Kapalua Ridge 1712- Stunning Ocean & Island Views

Kapalua Ridge 1915- Platinum Ocean View Villa

Kapalua Ridge 2821-22- Luxury FULL Ocean Views

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 Villa 2214- Endless Ocean Views!

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

Kapalua Ridge 2511- Discounted Summer Rates!

Chic Villa 6 – Beach Vibes & Walkable Paradise!

Kapalua Ridge 2412- Oceanview Discounted Rates!

Kapalua Ridge 1711- Platinum Oceanview Villa

Kapalua Ridge 1623- Endless Ocean & Coastal Views

Ocean View Villa at Villas by the Cove!
Quick stats about villa rentals in Wailea
Total rentals
40 properties
Nightly prices starting at
€ 247 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
- Serviced apartment rentals Wailea
- Rentals with an EV charger Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Rentals with a sauna Wailea
- Luxury rentals Wailea
- Apartment rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Fitness-friendly rentals Wailea
- Cottage rentals Wailea
- Pet-friendly rentals Wailea
- Beach apartment rentals Wailea
- Hotel rentals Wailea
- Flat rentals Wailea
- Rentals with pools Wailea
- Waterfront rentals Wailea
- Family-friendly rentals Wailea
- Rentals with a kayak Wailea
- Villa rentals Wailea
- Villa rentals Maui County
- Villa rentals Hawaii
- Villa rentals United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Wailea Beach
- Maui Ocean Center
- Hāmoa Beach
- Oneloa Beach
- Kaipukaihina
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Wailea Golf Club
- Maui Golf & Sports Park
- Ka'anapali Golf Courses