
Villa holiday rentals in Wailea Beach
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Top-rated villa rentals in Wailea Beach
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 Beach villa rentals
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!

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

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6

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

Modern 2 bedroom/2bath Villa near 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!

Westin Kaanapali Beach Resort IslandView 1BR Villa

Chic Villa 2 | Modern Vibes by the Ocean

Ocean Front Cottage, 30 steps to the beach!

The Westin Ka'anapali Ocean Resort Villas 1 BR
Villa rentals with a pool

Kaanapali Beach Club "All Views"

Kaanapali Beach Club "All Views"

Westin Kaanapali Resort North 1BR IslandView Villa

Westin Nanea Kaanapali Ocean Villa 1BR Premium
Destinations to explore
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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
- Mokulau Beach
- Wailea Golf Club
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Kaulahao Beach
- Ka'anapali Golf Courses