
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

Oceanview + Beach; whale season views! Family Fave

Sugar Beach Resort #532 - Maui HI

Charley's Hideaway (Oceanfront)

Oceanfront penthouse with amazing views at Kauhale

Premier Poolside Villa at Kihei Bay Vista (D202)

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

Ocean front property- Sugar Beach! Hotel District!

Makani A Kai B4 beachfront Maui, pool, a/c, w/d

Oceanfront! Sugar Beach Resort Penthouse with a/c

Maui is Open - Come Support the Locals

Beachfront Remodel with 180° Views! Epic Sunsets

Spacious S. Kihei Suite New A/C across from Kam 3

Cozy Retreat With Ocean Views & Luxury Amenities!

Sugar Beach Renovated 10% Discnt on 7 days Booking
Quick stats about waterfront rentals in Wailea
Total rentals
280 properties
Nightly prices starting at
£7 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
- Rentals with a sauna Wailea
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- Rentals with an EV charger Wailea
- Serviced apartment rentals Wailea
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- Townhouse rentals Wailea
- Pet-friendly rentals Wailea
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- Rentals with beach access Wailea
- Rentals with outdoor seating 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
- Hāmoa Beach
- Maui Ocean Center
- Kaipukaihina
- Wailea Beach
- Oneloa Beach
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Maui Golf & Sports Park
- Wailau Valley
- Wailea Golf Club
- Ka'anapali Golf Courses