
Hotel holiday rentals in Wailea
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Top-rated hotel rentals in Wailea
Guests agree: these hotel rentals 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 hotel rentals in Wailea
Family-friendly hotel rentals

Kahili Suite - Historic charm meets Luxury

Shared 8 Bed Mixed Gender Dorm Room

Lehua Suite - Hawaiian elegance | Patio garden

Elegant Puakenikeni Suite- Historic & Ground Floor

Pikake Suite - Historic Elegance, Wailuku

Mamane Suite - Historic charm and views

Experience luxury at The Ulu Suite | Garden patio

Hinano Suite | Historic Maui Inn+Chef’s Breakfast
Hotel rentals with a pool

Relax in Style | Pool. Near Kalepolepo Beach

Garden View Oasis w/Lanai - Maui Banyan T108A

Modern & Stylish Deluxe King | Free Parking. Pool

Elegant Penthouse Suite | Free Parking

Hilton Maui Bay Villas - 2 Bedroom

Hilton Maui Bay Villas - 1 Bedroom Plus

Hilton Maui Bay Villas - 1 Bed W Double Bed Plus

Escape to Paradise | Pool. Near Beach
Hotel rentals with a patio

The Westin Kā‘anapali Ocean Resort North-Studio

Aloha Tower 514 @ Maui Kaanapali Villas 5th Floor!

Maui Awaits You

Oceanview Westin Ka'anapali South Studio Sleeps 4

1 BR Villa @ Napili/Lahaina Tower

Beach front: HIlton's Ka'anapali Beach Club

Marriott Maui Ocean Club - Beautiful Studio Unit

Beachfront Condo Lahaina Shores. Fully upgraded!
Quick stats about hotel rentals in Wailea
Total rentals
30 properties
Nightly prices starting at
€ 681 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
Wifi availability
30 properties include access to wifi
Destinations to explore
- Villa rentals Wailea
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- Rentals with a hot tub Wailea
- Flat rentals Wailea
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- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Rentals with an EV charger Wailea
- Apartment rentals Wailea
- Beach apartment rentals Wailea
- Family-friendly rentals Wailea
- Rentals with a sauna Wailea
- Rentals with a washing machine and dryer Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Serviced apartment rentals Wailea
- Luxury rentals Wailea
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- House rentals Wailea
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- Hotel rentals Wailea
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- Hotel rentals United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Kaipukaihina
- Oneloa Beach
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Maui Golf & Sports Park
- Ka'anapali Golf Courses
- Wailea Golf Club