
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

Beautiful Studio Oasis Maui Banyan

100 steps from the beach! Tranquil Seaside Oasis

Oceanview + Beach; whale season views! Family Fave

Sugar Beach Resort #532 - Maui HI

Upscale Oceanfront Penthouse Vistas

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

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 condo rentals

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

Oceanfront Condo. Pool & Spa, 1 Br.

Gorgeous Condo in Wailea Ekahi Village!

Incomparable Maui Sunset condo, includes all taxes

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

Top Floor Ocean Views | Beach & Restaurant Access

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

Sugar Beach Renovated 10% Discnt on 7 days Booking
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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- Rentals with outdoor seating Wailea
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- Waterfront rentals Maui County
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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
- Wailea Golf Club
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