
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

Sugar Beach Resort #532 - Maui HI

Charley's Hideaway (Oceanfront)

Oceanfront penthouse with amazing views at Kauhale

On the beach in 5 steps! Ocean front view!

The Whale Watch 208-Oceanfront Kihei

Premier Poolside Villa at Kihei Bay Vista (D202)
Waterfront house rentals

Brand Newly Remodeled Luxury 2 BR - Kapalua Golf

Island-Inspired 2BD Oceanfront ~ Quam Properties

Gorgeous Views! - Kihei Surfside #109

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

Hale Ho'okipa Kai Cottage, County Licensed
Waterfront condo accommodation

Ocean front property- Sugar Beach! Hotel District!

Oceanfront! Sugar Beach Resort Penthouse with a/c

Gorgeous Condo in Wailea Ekahi Village!

Steps to the Beach! Ocean View Condo w/ King Bed

Beachfront Remodel with 180° Views! Epic Sunsets

Maui is Open - Come Support the Locals

Island treasure, Ocean Front Maui

NEW Ocean View 1 Bedroom Condo with Common Hot Tub
Quick stats about waterfront rentals in Wailea
Total rentals
280 properties
Nightly prices starting at
$17 NZD 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
- Family-friendly rentals Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Pet-friendly rentals Wailea
- Beach condo rentals Wailea
- Condo rentals Wailea
- Luxury rentals Wailea
- Rentals with a kayak Wailea
- Rentals with an EV charger Wailea
- Rentals with a sauna Wailea
- Rentals with pools Wailea
- Apartment rentals Wailea
- Fitness-friendly rentals Wailea
- Serviced apartment rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Cottage rentals Wailea
- House rentals Wailea
- Villa rentals Wailea
- Hotel rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating 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
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Hāmoa Beach
- Maui Ocean Center
- Kaipukaihina
- Wailea Beach
- Oneloa Beach
- Changs Beach
- Puu Olai Beach
- Palauea Beach
- Old Lahaina Luau
- Maui Golf & Sports Park
- Wailau Valley
- Wailea Golf Club
- Ka'anapali Golf Courses