
Waterfront holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Wailea
Waterfront apartment rentals

Stunning Luxury Oceanview Condo

Beautiful Studio Oasis Maui Banyan

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
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

Westin Ka'anapali Ocean Resort Villas North- 2bd

Aloha Aku Hula Suite – Find Peace by the Shore

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

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Cozy Oceanfront Retreat - Direct Beach Access

Turtle Cove Oceanfront Views Island Sands Resort

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

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

Boho Beach Retreat *OCEAN VIEWS*

Sugar Beach Renovated 10% Discnt on 7 days Booking

Exquisite Oceanfront Remodel - Amazing View!
Quick stats about waterfront rentals in Wailea
Total rentals
280 properties
Nightly prices starting at
$13 SGD 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
- Luxury rentals Wailea
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- Townhouse rentals Wailea
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- Rentals with pools Wailea
- Rentals with a sauna Wailea
- Fitness-friendly rentals Wailea
- Rentals with an EV charger Wailea
- Serviced apartment rentals Wailea
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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