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

100 steps from the beach! Tranquil Seaside Oasis

Last Minute Deal! Amazing Oceanview! Family Fave!

Sugar Beach Resort #532 - Maui HI

Upscale Oceanfront Penthouse Vistas

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

Beautiful Beachfront Townhouse !

Centrally located and steps to the beach!

Maalaea Kai 307 - Maui Prime Oceanfront

Remodeled One BD Ocean, AC,wifi, pool D202

Westin Ka'anapali Ocean Resort Villas North- 2bd

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

*25% Off-Steps to Beach-AC in Every Room-Remodeled

Maui Kamaole A114 Kihei Ocean View & Whales!

Gorgeous Condo in Wailea Ekahi Village!

Enjoy Your Oceanside Dream at Kihei

Stunning Ocean View Penthouse - Steps to Beach

Mana Kai Palms: Beachfront Resort ~Keawakapu Beach

Beautiful Kihei Front Row OCEAN View l Top BEACH

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
R177 ZAR 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
- Condo rentals Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Rentals with a washer and dryer Wailea
- House rentals Wailea
- Cottage rentals Wailea
- Luxury rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Fitness-friendly rentals Wailea
- Beach condo rentals Wailea
- Serviced apartment rentals Wailea
- Rentals with an EV charger Wailea
- Rentals with a sauna Wailea
- Pet-friendly rentals Wailea
- Family-friendly rentals Wailea
- Rentals with pools Wailea
- Villa rentals Wailea
- Apartment rentals 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