
Waterfront vacation rentals in Wailea
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Wailea
Guests agree: these waterfront accommodations 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 waterfront rentals
Waterfront apartment rentals

Stunning Luxury Oceanview Condo

Beautiful Studio Oasis Maui Banyan

Last Minute Deal! Amazing Oceanview! Family Fave!

Sugar Beach Resort #532 - Maui HI

Upscale Oceanfront Penthouse Vistas

Best Location- Walk to Everything 3 mins to Beach!

Charley's Hideaway (Oceanfront)

Remodeled, 50% off price, 1 min walk to the beach.
Waterfront house rentals

Island-Inspired 2BD Oceanfront ~ Quam Properties

Gorgeous Views! - Kihei Surfside #109

Pohailani 212

Stunning One Bd Partial ocean, AC, wifi,Pool C209

Beautiful Beachfront Townhouse !

Centrally located and steps to the beach!

Maalaea Kai 307 - Maui Prime Oceanfront

Aloha Aku Hula Suite – Find Peace by the Shore
Waterfront condo rentals

Endless Waves, Spectacular Oceanfront views!

Oceanfront! Sugar Beach Resort Penthouse with a/c

Stunning Ocean View Penthouse - Steps to Beach

Cozy Beach Condo Ocean & Mountain View’s

Beachfront Remodel with 180° Views! Epic Sunsets

Top Floor Ocean Views | Beach & Restaurant Access

Cozy Retreat With Ocean Views & Luxury Amenities!

Walking on Sunshine Maui ~ Remodeled and By Beach!
Quick stats about waterfront rentals in Wailea
Total rentals
280 properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
5.8K reviews
Family-friendly rentals
180 properties are a good fit for families
Rentals with a pool
270 properties have a pool
Rentals with dedicated workspaces
190 properties have a dedicated workspace
Destinations to explore
- Rentals with a patio Wailea
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- Villa rentals Wailea
- House rentals Wailea
- Rentals with a sauna Wailea
- Rentals with pools Wailea
- Serviced apartment rentals Wailea
- Rentals with an EV charger Wailea
- Pet-friendly rentals Wailea
- Fitness-friendly rentals Wailea
- Beach condo rentals Wailea
- Cottage rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Apartment rentals Wailea
- Rentals with a washer and dryer Wailea
- Family-friendly rentals Wailea
- Condo rentals Wailea
- Luxury rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Hotel rentals Wailea
- Waterfront rentals Wailea
- Waterfront rentals Maui County
- Waterfront rentals Hawaii
- Waterfront rentals United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Hāmoa Beach
- Maui Ocean Center
- Wailea Beach
- Kaipukaihina
- Kapua
- 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
- Mokulau Beach