
Waterfront vacation rentals in Wailea, Wailea-Makena
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Top-rated waterfront accommodations in Wailea, Wailea-Makena
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Wailea, Wailea-Makena waterfront rentals
Waterfront apartment rentals

Stunning Luxury Oceanview Condo

100 steps from the beach! Tranquil Seaside Oasis

Summer deals! Amazing Oceanview! Family Fave!

Sugar Beach Resort #532 - Maui HI

Charley's Hideaway (Oceanfront)

Oceanfront penthouse with amazing views at Kauhale

Captivating Modern 2-Bedroom for a Dream Vacation!

OnePERFECTRetreat! Ocean/Sunset views! A/C, Clean!
Waterfront house rentals

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

Westin Ka'anapali Ocean Resort Villas North- 2bd

Aloha Aku Hula Suite – Find Peace by the Shore

Hale Ho'okipa Kai Cottage, County Licensed
Waterfront condo rentals

Fully remodeled, Ocean View, 3 mins walk to beach

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Maui Kamaole A114 Kihei Ocean View & Whales!

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

Epic View! Lovely 2BR Beach Condo in Kihei/Wailea

Walk to the beach! Beautiful remodel! King bed!

Spectacular ocean view Maui

Ma'alaea Surf Oceanfront 2 Bedroom Condo on 2nd Fr
Quick stats about waterfront rentals in Wailea, Wailea-Makena
Total rentals
270 properties
Nightly prices starting at
$164 CAD before taxes and fees
Total number of reviews
5.5K reviews
Family-friendly rentals
170 properties are a good fit for families
Rentals with a pool
260 properties have a pool
Rentals with dedicated workspaces
180 properties have a dedicated workspace
Destinations to explore
- Kid-friendly rentals Wailea
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- Apartment rentals Wailea
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Kaipukaihina
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Wailea Beach
- Manele Golf Course
- Hāmoa Beach
- Kapua
- Oneloa Beach
- Maui Ocean Center
- Old Lahaina Luau
- Palauea Beach
- Wailea Golf Club
- Kaulahao Beach
- Papaloa Beach
- Wailau Valley
- Ka'anapali Golf Courses
- Kapalua Golf