
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

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

Pent house on the ocean

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

Wailea Ekahi Ocean View Studio!
Waterfront house rentals

Oceanfront Views Above Dukes - Honua Kai H351

Island-Inspired 2BD Oceanfront ~ Quam Properties

Gorgeous Views! - Kihei Surfside #109

Pohailani 212

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
Waterfront apartment rentals

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Ma'alaea Surf Oceanfront 2 Bedroom Condo on 2nd Fr

Surrounded by Glass! Ocean All Around.

Cozy Beach Condo Ocean & Mountain View’s

Beautiful Kihei Front Row OCEAN View l Top BEACH

Cozy Retreat With Ocean Views & Luxury Amenities!

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

Oceanfront Maalaea Harbor Condo with pool
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
- O‘ahu Holiday rentals
- Kauaʻi County Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikiki Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kona Holiday rentals
- Kihei Holiday rentals
- Kaanapali Holiday rentals
- North Kona Holiday rentals
- Hilo Holiday rentals
- Princeville Holiday rentals
- Townhouse rentals Wailea
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- Rentals with a hot tub Wailea
- Rentals with an EV charger Wailea
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- Apartment rentals Wailea
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- Maui
- Kaanapali Beach
- Laie
- Pahoa Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Kaipukaihina
- Maui Ocean Center
- Oneloa Beach
- Kapua
- Palauea Beach
- Old Lahaina Luau
- Puu Olai Beach
- Changs Beach
- Maui Golf & Sports Park
- Wailau Valley
- Wailea Golf Club
- Ka'anapali Golf Courses
- Pōhakukāʻanapali
- Hallulu
- Kalepolepo
- Paukukalo Beach
- Kaulahao Beach
- Things to do Wailea
- Nature and outdoors Wailea
- Art and culture Wailea
- Food and drink Wailea
- Sports activities Wailea
- Things to do Maui County
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- Art and culture Maui County
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- Food and drink Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Art and culture Hawaii
- Tours Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Entertainment Hawaii
- Food and drink Hawaii
- Things to do United States
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- Nature and outdoors United States
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- Food and drink United States
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