
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

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

Hale Hookipa Kai House, County Licensed

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
Waterfront apartment rentals

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

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

Surrounded by Glass! Ocean All Around.

Gorgeous Condo in Wailea Ekahi Village!

Top Floor Ocean Views | Beach & Restaurant Access

Oceanfront Condo with Pool and Jacuzzi

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
€ 8 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
- Kihei Holiday rentals
- Kona Holiday rentals
- Kaanapali Holiday rentals
- Hilo Holiday rentals
- Princeville Holiday rentals
- North Kona Holiday rentals
- Rentals with pools Wailea
- Rentals with a washing machine and dryer Wailea
- House rentals Wailea
- Family-friendly rentals Wailea
- Beach apartment rentals Wailea
- Flat rentals Wailea
- Rentals with a hot tub Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Villa rentals Wailea
- Rentals with a kayak Wailea
- Luxury rentals Wailea
- Serviced apartment rentals Wailea
- Hotel rentals Wailea
- Beachfront rentals Wailea
- Rentals with a patio Wailea
- Rentals with beach access Wailea
- Apartment rentals Wailea
- Townhouse rentals Wailea
- Rentals with a sauna Wailea
- Fitness-friendly rentals Wailea
- Rentals with an EV charger 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
- Things to do Wailea
- Art and culture Wailea
- Sports activities Wailea
- Nature and outdoors Wailea
- Food and drink Wailea
- Things to do Maui County
- Art and culture Maui County
- Food and drink Maui County
- Nature and outdoors Maui County
- Sports activities Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Art and culture Hawaii
- Food and drink Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Entertainment Hawaii
- Tours Hawaii
- Things to do United States
- Wellness United States
- Sightseeing United States
- Nature and outdoors United States
- Art and culture United States
- Tours United States
- Sports activities United States
- Entertainment United States
- Food and drink United States