
Waterfront holiday rentals in Wailea
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Wailea
Guests agree: These waterfront accommodation options 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 Wailea waterfront rentals
Waterfront apartment accommodation

Stunning Luxury Oceanview Condo

Beautiful Studio Oasis Maui Banyan

100 steps from the beach! Tranquil Seaside Oasis

Sugar Beach Resort #532 - Maui HI

Upscale Oceanfront Penthouse Vistas

Charley's Hideaway (Oceanfront)

Remodeled, 50% off, steps from the beach, private

Oceanfront penthouse with amazing views at Kauhale
Waterfront house rentals

Brand Newly Remodeled Luxury 2 BR - Kapalua Golf

Island-Inspired 2BD Oceanfront ~ Quam Properties

Gorgeous Views! - Kihei Surfside #109

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 accommodation

Maui Kamaole A114 Kihei Ocean View & Whales!

Makani A Kai B4 beachfront Maui, pool, a/c, w/d

Stunning Ocean View Penthouse - Steps to Beach

Maui is Open - Come Support the Locals

Beachfront Remodel with 180° Views! Epic Sunsets

Endless Summer Maui Only300Steps2Beach! Remodeled!

Sugar Beach Renovated 10% Discnt on 7 days Booking

3BR spacious Condo with Ocean View in top location
Quick stats about waterfront rentals in Wailea
Total rentals
280 properties
Nightly prices starting at
$15 AUD 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
- Townhouse rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Fitness-friendly rentals Wailea
- Cottage rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Rentals with a sauna Wailea
- Villa rentals Wailea
- Pet-friendly rentals Wailea
- Rentals with an EV charger Wailea
- Beach condo rentals Wailea
- Condo rentals Wailea
- Apartment rentals Wailea
- Family-friendly rentals Wailea
- Hotel rentals Wailea
- Luxury rentals Wailea
- House rentals Wailea
- Rentals with pools Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Rentals with a kayak Wailea
- Serviced apartment rentals Wailea
- Waterfront rentals Wailea
- Waterfront rentals Maui County
- Waterfront rentals Hawaii
- Waterfront rentals United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Hāmoa Beach
- Maui Ocean Center
- Kaipukaihina
- Wailea Beach
- Oneloa Beach
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Maui Golf & Sports Park
- Old Lahaina Luau
- Wailau Valley
- Ka'anapali Golf Courses
- Wailea Golf Club