
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

Amazing Oceanview! Family Fave! Whales, Beach, AC!

Sugar Beach Resort #532 - Maui HI

Pent house on the ocean

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

Wailea Ekahi Ocean View Studio!

Oceanfront penthouse with amazing views at Kauhale
Waterfront house rentals

Island-Inspired 2BD Oceanfront ~ Quam Properties

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

Hale Ho'okipa Kai Cottage, County Licensed

Stunning Ocean Two Bd Corner Condo,AC,Pool D301
Waterfront apartment rentals

Coastal Dream Oceanfront Condo!

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

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Turtle Cove Oceanfront Views Island Sands Resort

With alaea Surf Oceanfront 2 Bedroom Condo on 2nd Fr

Surrounded by Glass! Ocean All Around.

Ocean View Condo w/ King Bed & Steps to the Beach!

Mana Kai Palms: Beachfront Resort ~Keawakapu Beach
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
- Rentals with a washing machine and dryer Wailea
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- Maui
- Kaanapali Beach
- Laie
- Pahoa Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Kaipukaihina
- Maui Ocean Center
- Oneloa Beach
- Kapua
- Palauea Beach
- Old Lahaina Luau
- Puu Olai Beach
- Changs Beach
- Maui Golf & Sports Park
- Wailau Valley
- Wailea Golf Club
- Ka'anapali Golf Courses
- Pōhakukāʻanapali
- Hallulu
- Papaloa Beach
- Kalepolepo
- Paukukalo Beach