
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

Maui Ocean - Studio

Last Minute Sale~Whale Season on Ka'anapali Beach!

Westin Kaanapali Ocean Resort North

Hyatt Kaanapali Beach 2 Bedroom 2 Bathroom Villa

Paia Inn - Petite Room - Town View

Ka'anapali Beach - 1 Bedroom Scenic View

WESTIN KAANAPALI VILLAS JULY 4 OV & NEW YEAR’S IV

Westin Kaanapali Ocean Villas Studio
Hotel rentals with a pool

Hilton Maui Bay Villas - 1 Bedroom

Westin Maui Kaanapali Ocean Resort Villas-1BR

Ohanacondos "KA'ANAPALI SHORES GETAWAY" 434

Family friendly large 2 bedroom condo

Beachfront Bliss! Steps to Ka'anapali Surf Club

Westin Kaanapali Ocean Resort Villa One bedroom

Marriott Maui Ocean Club Resort - Studio Suite

Studio Westin Kaanapali Ocean Resort Villa timesha
Hotel rentals with a patio

Westin Kaanapali Ocean Resort - Studio

1BR Westin Kaanapali Ocean Resort Villa

Maui HI- Ka'anapali Beach Club, 1Bd Dlx Ocean View

Maui Awaits You

1 BR Villa @ Napili/Lahaina Tower

Westin Ka'anapali-Stunning one bedroom unit

Beach front: HIlton's Ka'anapali Beach Club

Westin Nanea Premium Villa, Ka’anapali, Maui
Quick stats about hotel rentals in Wailea
Total rentals
30 properties
Nightly prices starting at
€ 686 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
- Honolulu Holiday rentals
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- Kauaʻi County Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikiki Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kihei Holiday rentals
- Kona Holiday rentals
- Kaanapali Holiday rentals
- Hilo Holiday rentals
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- North Kona Holiday rentals
- Flat rentals Wailea
- Fitness-friendly rentals Wailea
- Rentals with an EV charger Wailea
- House rentals Wailea
- Beach apartment rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Rentals with a patio Wailea
- Waterfront rentals Wailea
- Rentals with beach access Wailea
- Apartment rentals Wailea
- Rentals with a sauna Wailea
- Serviced apartment rentals Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Luxury rentals Wailea
- Rentals with pools Wailea
- Rentals with a kayak Wailea
- Rentals with a hot tub Wailea
- Family-friendly rentals Wailea
- Townhouse rentals Wailea
- Villa rentals Wailea
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- Hotel rentals Maui County
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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
- Paukukalo Beach
- Things to do Wailea
- Art and culture Wailea
- Food and drink Wailea
- Sports activities Wailea
- Nature and outdoors Wailea
- Things to do Maui County
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- Wellness United States
- Nature and outdoors United States
- Art and culture United States
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