
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

Renovated 1BD/1BA | 3 min Walk to Beach | A/C

Oceanview Family Getaway. Whale Season Views!

Sugar Beach Resort #532 - Maui HI

Charley's Hideaway (Oceanfront)

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

Beautiful Beachfront Townhouse !

Oceanfront Napili Shores ~AC

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

Fully remodeled, Ocean View, 3 mins walk to beach

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Gorgeous Condo in Wailea Ekahi Village!

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

Oceanfront Elua Condo -Family Managed- Beachfront!

Beachfront Remodel with 180° Views! Epic Sunsets

Mana Kai Palms: Beachfront Resort: Keawakapu Beach

Beautiful Kihei Front Row OCEAN View l Top BEACH
Quick stats about waterfront rentals in Wailea
Total rentals
290 properties
Nightly prices starting at
$139 AUD before taxes and fees
Total number of reviews
6K reviews
Family-friendly rentals
190 properties are a good fit for families
Rentals with a pool
280 properties have a pool
Rentals with dedicated workspaces
200 properties have a dedicated workspace
Destinations to explore
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Rentals with a kayak Wailea
- Fitness-friendly rentals Wailea
- Condo rentals Wailea
- Rentals with pools Wailea
- Pet-friendly rentals Wailea
- Luxury rentals Wailea
- Apartment rentals Wailea
- Beach condo rentals Wailea
- Villa rentals Wailea
- Serviced apartment rentals Wailea
- Hotel rentals Wailea
- Rentals with a sauna Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Rentals with an EV charger Wailea
- Cottage rentals Wailea
- Family-friendly rentals Wailea
- House rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Rentals with a washing machine and dryer Wailea
- Waterfront rentals Wailea
- Waterfront rentals Maui County
- Waterfront rentals Hawaii
- Waterfront rentals United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Oneloa Beach
- Kaipukaihina
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Polo Beach
- Wailea Golf Club
- Maui Golf & Sports Park