
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

Stay Cool with Outdoor Pool Near Beach and Shops

The Travelers Suite.

Garden View Oasis w/Lanai - Maui Banyan T108A

Affordable Oceanfront Stay near Kahului Airport

Paia Inn - Deluxe Room - Town View

Paia Inn - Petite Room - Town View

Hilton Maui Bay Villas - 1 Bedroom W Double Bed

Pikake Room
Hotel rentals with a pool

Relax in Style | Pool. Near Kalepolepo Beach

Waterfront Hotel | Minutes from the Airport

Elegant Penthouse Suite | Free Parking

Shoreline Stay | Watersports. Pool. Near Beach.

Island Escape w/ Pool Near Ho’aloha Park Beach

Escape to Paradise | Pool. Near Beach

Tropical Dream! Pool, Pets Allowed, Parking!

Beachfront Retreat Ideal for Scenic Sunset View
Hotel rentals with a patio

1 Bedroom Courtyard - Napili Surf

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
Quick stats about hotel rentals in Wailea
Total rentals
30 properties
Nightly prices starting at
$1,032 SGD 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
- Kihei Holiday rentals
- Kona Holiday rentals
- Kaanapali Holiday rentals
- Hilo Holiday rentals
- Princeville Holiday rentals
- North Kona Holiday rentals
- Rentals with a patio Wailea
- House rentals Wailea
- Luxury rentals Wailea
- Flat rentals Wailea
- Serviced apartment rentals Wailea
- Villa rentals Wailea
- Waterfront rentals Wailea
- Rentals with a hot tub Wailea
- Family-friendly rentals Wailea
- Rentals with a sauna Wailea
- Fitness-friendly rentals Wailea
- Apartment rentals Wailea
- Rentals with an EV charger Wailea
- Rentals with a washing machine and dryer Wailea
- Townhouse rentals Wailea
- Rentals with beach access Wailea
- Rentals with pools Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Rentals with a kayak Wailea
- Beach apartment rentals Wailea
- Beachfront rentals Wailea
- Hotel rentals Maui County
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Wailea Beach
- Maui Ocean Center
- Hāmoa Beach
- Oneloa Beach
- Kaipukaihina
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Wailea Golf Club
- Maui Golf & Sports Park
- Ka'anapali Golf Courses
- Things to do Wailea
- Sports activities Wailea
- Art and culture Wailea
- Food and drink Wailea
- Nature and outdoors Wailea
- Things to do Maui County
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