
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

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

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

Fully remodeled, Ocean View, 3 mins walk to beach

Oceanfront Kihei Condo Free SUP & Resort Pools!

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Gorgeous Condo in Wailea Ekahi Village!

Beachfront Remodel with 180° Views! Epic Sunsets

Mana Kai Palms: Beachfront Resort ~Keawakapu Beach

Top Floor Ocean Views | Beach & Restaurant Access

NEW Ocean View 1 Bedroom Condo with Common Hot Tub
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
- House rentals Wailea
- Villa rentals Wailea
- Hotel rentals Wailea
- Rentals with a sauna Wailea
- Cottage rentals Wailea
- Luxury rentals Wailea
- Beach apartment rentals Wailea
- Serviced apartment rentals Wailea
- Rentals with an EV charger Wailea
- Rentals with pools Wailea
- Fitness-friendly rentals Wailea
- Flat rentals Wailea
- Apartment rentals Wailea
- Family-friendly rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Rentals with a washing machine and dryer Wailea
- Pet-friendly rentals Wailea
- Rentals with a kayak Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Waterfront rentals Wailea
- Waterfront rentals Maui County
- Waterfront rentals Hawaii
- Waterfront rentals United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Wailea Beach
- Maui Ocean Center
- Hāmoa Beach
- Oneloa Beach
- Kaipukaihina
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Wailea Golf Club
- Maui Golf & Sports Park
- Ka'anapali Golf Courses