
Villa holiday rentals in Wailea-Makena
Find and book unique villas on Airbnb
Top-rated villa rentals in Wailea-Makena
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-Makena
Private villa rentals

Luxurious Two Bedroom near I’ao Valley w/ Haleakal

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

Luxurious 1BR Near I'ao Valley, Bright and Modern!

Newly Remodeled 2 Bed/2 Bath - Close to Beach

Ocean Views! Remodeled Redecorated Pretty & Modern
Luxury villa rentals

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6

KLVR presents Honua Kai Resort, Luana Villa 5C

Luxurious Two Bedroom near I’ao Valley w/ Haleakal

Chic Villa 6 – Beach Vibes & Walkable Paradise!

Ocean Front Cottage, 30 steps to the beach!

The Westin Ka'anapali Ocean Resort Villas 1 BR

Ocean View Villa at Villas by the Cove!

Modern 2 bedroom/2bath Villa near Beach!
Villa rentals with a pool

Kaanapali Beach Club "All Views"

Westin Kaanapali Resort North 1BR IslandView Villa

Westin Kaanapali Ocean Resort Villas North Studio

Ka'anapali Beach Club "Ocean View"

Westin Kaanapali Beach Resort IslandView 1BR Villa

Westin Kaanapali Ocean Resort 2BR IslandView Villa
Quick stats about villa rentals in Wailea-Makena
Total rentals
50 properties
Nightly prices starting at
£237 before taxes and fees
Total number of reviews
570 reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- Waikiki Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kona Holiday rentals
- Kihei Holiday rentals
- Kaanapali Holiday rentals
- North Kona Holiday rentals
- Kailua Holiday rentals
- Napili-Honokowai Holiday rentals
- Island of Hawai'i Holiday rentals
- Honolulu Holiday rentals
- Kauai Holiday rentals
- O‘ahu Holiday rentals
- Fitness-friendly rentals Wailea-Makena
- Rentals with an EV charger Wailea-Makena
- Family-friendly rentals Wailea-Makena
- Rentals with outdoor seating Wailea-Makena
- Pet-friendly rentals Wailea-Makena
- Luxury rentals Wailea-Makena
- Rentals with beach access Wailea-Makena
- Waterfront rentals Wailea-Makena
- House rentals Wailea-Makena
- Rentals with a patio Wailea-Makena
- Townhouse rentals Wailea-Makena
- Rentals with a hot tub Wailea-Makena
- Rentals with a washing machine and dryer Wailea-Makena
- Rentals with a sauna Wailea-Makena
- Serviced apartment rentals Wailea-Makena
- Beach apartment rentals Wailea-Makena
- Flat rentals Wailea-Makena
- Apartment rentals Wailea-Makena
- Rentals with pools Wailea-Makena
- Hotel rentals Wailea-Makena
- Family-friendly rentals Wailea-Makena
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Kaipukaihina
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Pahoa Beach
- Wailea Beach
- Manele Golf Course
- Hāmoa Beach
- Oneloa Beach
- Maui Ocean Center
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Mokulau Beach
- Wailea Golf Club
- Kaulahao Beach
- Ka'anapali Golf Courses
- Things to do Wailea-Makena
- Art and culture Wailea-Makena
- Sports activities Wailea-Makena
- Nature and outdoors Wailea-Makena
- Things to do Maui County
- Art and culture Maui County
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- Things to do United States
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- Sightseeing United States
- Wellness United States
- Food and drink United States
- Nature and outdoors United States
- Art and culture United States
- Entertainment United States
- Sports activities United States