
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

Last Minute Deal! Amazing Oceanview! Family Fave!

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!

Oceanfront penthouse with amazing views at Kauhale

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

Gorgeous Views! - Kihei Surfside #109

Beautiful Beachfront Townhouse !

Centrally located and steps to the beach!

Maalaea Kai 307 - Maui Prime Oceanfront

Westin Ka'anapali Ocean Resort Villas North- 2bd

Best Studio Ocean Views at Honua Kai -Hokulani 719

Aloha Aku Hula Suite – Find Peace by the Shore

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

Renovated 2BD/2BA | 3 Min Walk to Beach | A/C

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Turtle Cove Oceanfront Views Island Sands Resort

Surrounded by Glass! Ocean All Around.

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

Beautiful Kihei Front Row OCEAN View l Top BEACH

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

Cozy Retreat With Ocean Views & Luxury Amenities!
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
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Maui Ocean Center
- Kaipukaihina
- Kapua
- Oneloa Beach
- Old Lahaina Luau
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Maui Golf & Sports Park
- Ka'anapali Golf Courses
- Things to do Wailea
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