
Waterfront vacation 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.
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

Beautiful Studio Oasis Maui Banyan

100 steps from the beach! Tranquil Seaside Oasis

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

Oceanview + Beach; whale season views! Family Fave

Sugar Beach Resort #532 - Maui HI

Charley's Hideaway (Oceanfront)

Oceanfront penthouse with amazing views at Kauhale
Waterfront house rentals

Brand Newly Remodeled Luxury 2 BR - Kapalua Golf

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
Waterfront condo rentals

Maui Kamaole A114 Kihei Ocean View & Whales!

Oceanfront Condo. Pool & Spa, 1 Br.

Gorgeous Condo in Wailea Ekahi Village!

OCEANFRONT Hono Kai / TA-081-709-8752-01

Maui is Open - Come Support the Locals

Enjoy this Beachfront Unit w/Peaceful Ocean Sounds

Lovely Oceanfront Condo with pool

Ground Floor | Building 1 | Across the Best Beach
Quick stats about waterfront rentals in Wailea
Total rentals
280 properties
Nightly prices starting at
G$2,092 GYD 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
- Villa rentals Wailea
- Beachfront rentals Wailea
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- Apartment rentals Wailea
- Rentals with pools Wailea
- Fitness-friendly rentals Wailea
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- Rentals with outdoor seating Wailea
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- Condo rentals Wailea
- Beach condo rentals Wailea
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- Rentals with a sauna Wailea
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- Townhouse rentals Wailea
- Serviced apartment rentals Wailea
- Luxury rentals Wailea
- Pet-friendly rentals Wailea
- House rentals Wailea
- Hotel rentals Wailea
- Cottage rentals Wailea
- Rentals with a kayak Wailea
- Waterfront rentals Wailea
- Waterfront rentals Maui County
- Waterfront rentals Hawaii
- Waterfront rentals United States
- 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
- Wailea Golf Club