
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

100 steps from the beach! Tranquil Seaside Oasis

Last Minute Deal! Amazing Oceanview! Family Fave!

Sugar Beach Resort #532 - Maui HI

Upscale Oceanfront Penthouse Vistas

Pent house on the ocean

Remodeled, 50% off price, 1 min walk to the beach.

Wailea Ekahi Ocean View Studio!
Waterfront house rentals

Brand Newly Remodeled Luxury 2 BR - Kapalua Golf

Island-Inspired 2BD Oceanfront ~ Quam Properties

Gorgeous Views! - Kihei Surfside #109

Pohailani 212

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

Coastal Dream Oceanfront Condo!

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

Turtle Cove Oceanfront Views Island Sands Resort

Ma'alaea Surf Oceanfront 2 Bedroom Condo on 2nd Fr

Modern and Luxurious Property at Polo Beach

Cozy Retreat With Ocean Views & Luxury Amenities!

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

Cozy Oceanfront 2BR Condo with Pool and Epic Views
Quick stats about waterfront rentals in Wailea
Total rentals
280 properties
Nightly prices starting at
€ 9 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
- Kona Holiday rentals
- Kihei Holiday rentals
- Kaanapali Holiday rentals
- North Kona Holiday rentals
- Hilo Holiday rentals
- Princeville Holiday rentals
- Rentals with an EV charger Wailea
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- Maui
- Kaanapali Beach
- Laie
- Pahoa Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Kaipukaihina
- Maui Ocean Center
- Kapua
- Oneloa Beach
- Old Lahaina Luau
- Palauea Beach
- Maui Golf & Sports Park
- Puu Olai Beach
- Changs Beach
- Wailau Valley
- Ka'anapali Golf Courses
- Pōhakukāʻanapali
- Wailea Golf Club
- Hallulu
- Kalepolepo
- Paukukalo Beach
- Kaulahao Beach
- Things to do Wailea
- Nature and outdoors Wailea
- Sports activities Wailea
- Art and culture Wailea
- Food and drink Wailea
- Things to do Maui County
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- Food and drink Maui County
- Art and culture Maui County
- Things to do Hawaii
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- Entertainment Hawaii
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- Wellness Hawaii
- Sightseeing Hawaii
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- Tours Hawaii
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