
Hotel holiday rentals in Wailea
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Top-rated hotels in Wailea
Guests agree: These hotels 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 hotels
Family-Friendly hotels

Westin Ka'anapali Villas 2 bdrm NYE 2025-26

Westin Kaanapali Ocean Resort South 1 BR Oceanview

Romantic Oceanfront Condo at Lahaina Shores

Premium Studio Westin Ka'anapali

Westin Kaanapali Ocean Resort North

Stunning & Spacious Suite 111, 1 bed/1bath Sleeps4

Hyatt Kaanapali Beach 2 Bedroom 2 Bathroom Villa

Ka'anapali Beach Club- 1 bedroom scenic view
Hotels with a pool

Relax in Style | Pool. Near Kalepolepo Beach

Modern & Stylish Deluxe King | Free Parking. Pool

Shoreline Stay | Watersports. Pool. Near Beach.

Elegant Penthouse Suite | Free Parking

Affordable Oceanfront Stay near Kahului Airport

Hilton Maui Bay Villas - 2 Bedroom

Maui! Big 1 Bedroom Suite Sleeps 4! Very Nice!

Waterfront Hotel 1 King Bed | Near the Airport
Hotels with a patio

The Westin Kā‘anapali Ocean Resort North-Studio

Westin Kā‘anapali Ocean Resort (Studio Ocean View)

Ocean View @ MKV Corner Unit! 1BR-5th Floor

1 BR Villa @ Napili/Lahaina Tower

Last minute deal: HIlton's Ka'anapali Beach Club

Marriott Maui Ocean Club - Beautiful Studio Unit

Westin Nanea Premium Villa, Ka'anapali, Maui

Beachfront Condo Lahaina Shores. Fully upgraded!
Quick stats about hotel rentals in Wailea
Total rentals
30 properties
Nightly prices starting at
$1,231 AUD before taxes and fees
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
Destinations to explore
- Kid-friendly rentals Wailea
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Kaipukaihina
- Kapua
- Oneloa Beach
- Maui Ocean Center
- Hallulu
- Mokulau Beach
- Wailea Golf Club
- Palauea Beach
- Old Lahaina Luau
- Maui Golf & Sports Park
- Wailau Valley