
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 Wailea villa rentals
Private villa rentals

Kapalua Ridge Villa 2214- Endless Ocean Views!

Ka'anapali Beach Club "Ocean View"

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

Kapalua Ridge 2511- Discounted Summer Rates!

Spacious 2BR | Huge Patio + Haleakalā Views

Kapalua Ridge 2412- Oceanview Discounted Rates!

Kapalua Ridge 1712- Stunning Ocean & Island Views

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

Chic Villa 2 | Modern Vibes by the Ocean

Ocean Front Cottage, 30 steps to the beach!

Red's Retreat

Kapalua Ridge 1711- Platinum Oceanview Villa

Come Play on Maui & Save $ ~Ocean Front Kapalua

Kapalua Ridge 2821-22- Luxury FULL Ocean Views

Modern 2 bedroom/2bath Villa near Beach!

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

Chic Villa 6 – Beach Vibes & Walkable Paradise!

Kapalua Ridge 2422. Luxurious remodeled townhouse!

Kapalua Ridge 914. Unwind in the quiet luxury!

Kapalua Ridge 1915- Platinum Ocean View Villa

Kapalua Ridge 1614- Ocean View Luxury Living

Ocean View Villa at Villas by the Cove!

Our Kapalua Golf Villa piece of paradise, Specials

Luxury Ocean/Island View Kapalua Ridge 2914
Quick stats about villa rentals in Wailea
Total rentals
40 properties
Nightly prices starting at
$445 AUD 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
- Honolulu Holiday rentals
- O‘ahu Holiday rentals
- Kauaʻi County Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikiki Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kona Holiday rentals
- Kihei Holiday rentals
- Kaanapali Holiday rentals
- North Kona Holiday rentals
- Hilo Holiday rentals
- Princeville Holiday rentals
- Apartment rentals Wailea
- Rentals with beach access Wailea
- Serviced apartment rentals Wailea
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- Luxury rentals Wailea
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- Rentals with a hot tub Wailea
- Townhouse rentals Wailea
- Family-friendly rentals Wailea
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- Hotel rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Rentals with a patio Wailea
- Beach condo rentals Wailea
- House rentals Wailea
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- Pet-friendly rentals Wailea
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- Villa rentals Maui County
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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
- Oneloa Beach
- Kapua
- Puu Olai Beach
- Palauea Beach
- Changs Beach
- Old Lahaina Luau
- Maui Golf & Sports Park
- Wailea Golf Club
- Things to do Wailea
- Sports activities Wailea
- Food and drink Wailea
- Art and culture Wailea
- Nature and outdoors Wailea
- Things to do Maui County
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- Things to do Hawaii
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- Things to do United States
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- Nature and outdoors United States
- Sightseeing United States
- Art and culture United States
- Food and drink United States
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- Entertainment United States
- Wellness United States