
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

Whale Watch from Best Oceanview Unit! Pool + AC.

100 steps from the beach! Tranquil Seaside Oasis

Sugar Beach Resort #532 - Maui HI

Charley's Hideaway (Oceanfront)

Oceanfront penthouse with amazing views at Kauhale

The Whale Watch 208-Oceanfront Kihei
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 !

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 apartment rentals

Wailea/Kihei 2Bed 2bath, Beach Shops steps away

Surrounded by Glass! Ocean All Around.

Endless Summer Maui Only300Steps2Beach! Remodeled!

Modern & Polished Oceanfront Vistas

Oceanfront Condo with Pool and Jacuzzi

Top Floor Ocean Views | Beach & Restaurant Access

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

Spectacular Direct Ocean Front location!
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
- Honolulu Holiday rentals
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- Kauaʻi County Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikiki Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kihei Holiday rentals
- Kona Holiday rentals
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- Hilo Holiday rentals
- Princeville Holiday rentals
- North Kona Holiday rentals
- Flat rentals Wailea
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Kaipukaihina
- Oneloa Beach
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Maui Golf & Sports Park
- Ka'anapali Golf Courses
- Paukukalo Beach
- Things to do Wailea
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