
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

100 steps from the beach! Tranquil Seaside Oasis

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

Amazing Oceanview! Family Fave! Whales, Beach, AC!

Sugar Beach Resort #532 - Maui HI

Pent house on the ocean

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

Wailea Ekahi Ocean View Studio!
Waterfront house rentals

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

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

Oceanfront Condo. Pool & Spa, 1 Br.

Turtle Cove Oceanfront Views Island Sands Resort

Spacious S. Kihei Suite New A/C across from Kam 3

Top Floor Ocean Views | Beach & Restaurant Access

60% Off: Beauty & the Beach: OceanVws! A+ Location

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

Cozy Retreat With Ocean Views & Luxury Amenities!

Sugar Beach Renovated 10% Discnt on 7 days Booking
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
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Changs Beach
- Pahoa Beach
- Manele Golf Course
- Kaipukaihina
- Wailea Beach
- Hāmoa Beach
- Maui Ocean Center
- Kapua
- Oneloa Beach
- Mokulau Beach
- Puu Olai Beach
- Wailea Golf Club
- Palauea Beach
- Maui Golf & Sports Park
- Old Lahaina Luau