
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

Studio Westin Kaanapali Ocean Resort Villa timesha

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

Ka'anapali Beach Club1 Bedroom Ocean view

Resort Condo w/Everything Steps from the Ocean

WESTIN OV 2BD FOR JUL 4 & ISLAND VIEW AT NEW YEARS

Ka'anapali Beach - 1 Bedroom Scenic View

Kaanapali Shores junior suite

Hilton Ka'anapali Beach Club Ocean View
Hotel rentals with a pool

Unparalleled Luxury at the Finest Adult-Only Hotel

Maui Adventure! On-site Pool!

Kihei, Maui Nice Resort Sleeps 4

Westin Maui Kaanapali Ocean Resort Villas-1BR

Hilton Maui Bay Villas - 2 Bedroom

Premium beachfront Westin resort, Studio Oceanview

Kaanapali Alii | 462

Outstanding Westin Ka'anapali Ocean Villas North
Hotel rentals with a patio

WorldMark Kihei Two Bedroom

Westin Kaanapali Ocean Resort - Studio

Tropical Studio Retreat

Resort in Lahaina/Kaanapali

1 BR Villa @ Napili/Lahaina Tower

Westin Kaanapali Ocean Resort Villa One bedroom

Westin Ka'anapali-Stunning one bedroom unit

Kaanapali Oceanfront Villa
Quick stats about hotel rentals in Wailea
Total rentals
30 properties
Nightly prices starting at
€ 683 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
- O‘ahu Holiday rentals
- Kauaʻi County Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikiki Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kona Holiday rentals
- Kihei Holiday rentals
- Kaanapali Holiday rentals
- North Kona Holiday rentals
- Hilo Holiday rentals
- Princeville Holiday rentals
- Rentals with a hot tub Wailea
- Flat rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Rentals with a patio Wailea
- Beachfront rentals Wailea
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- Townhouse rentals Wailea
- Apartment rentals Wailea
- House rentals Wailea
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- Rentals with a sauna Wailea
- Rentals with an EV charger Wailea
- Luxury rentals Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Fitness-friendly rentals Wailea
- Rentals with pools Wailea
- Beach apartment rentals Wailea
- Serviced apartment rentals Wailea
- Rentals with beach access Wailea
- Hotel rentals Maui County
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Maui Ocean Center
- Kaipukaihina
- Kapua
- Oneloa Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Puu Olai Beach
- Wailau Valley
- Wailea Golf Club
- Maui Golf & Sports Park
- Paukukalo Beach
- Things to do Wailea
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- Nature and outdoors Wailea
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