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

Kauhale Makai - Oceanfront Property

Locally Owned Ocean View Studio in Kahana

100 steps from the beach! Tranquil Seaside Oasis

Amazing Oceanview! Beach, whales! Family Fave!

Sugar Beach Resort #532 - Maui HI

Oceanfront penthouse with amazing views at Kauhale

Wailea Couples Retreat, 300 FT To Keawakapu Beach

180* Oceanfront View w/ AC! Remodel+2Pools+Clean
Waterfront house rentals

Island-Inspired 2BD Oceanfront ~ Quam Properties

Hale Hookipa Kai House, County Licensed

Luana Kai C209

Beautiful Beachfront Townhouse !

Centrally located and steps to the beach!

Maalaea Kai 307 - Maui Prime Oceanfront
Waterfront condo rentals

Stunning Beachfront - Hale Kai O Kihei 112

Unwind in Style: Stunning Oceanfront Maui Condo.

Oceanfront Condo. Pool & Spa, 1 Br.

Remodeled Penthouse24 Ocean Front at Sugar Beach

#220 Cool, Comfortable, And Calling Your Name!

Beachfront Penthouse #25 at Sugar Beach Resort

Oceanfront Oasis of your Dreams

Coral Cove-Poolside Condo and Panoramic Ocean View
Quick stats about waterfront rentals in Wailea-Makena
Total rentals
270 properties
Nightly prices starting at
G$25,255 GYD 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
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- Sandy Beach
- Kaipukaihina
- Laie
- Wailea Beach
- Hāmoa Beach
- Manele Golf Course
- Oneloa Beach
- Pahoa Beach
- Maui Ocean Center
- Kailiili
- Mokulau Beach
- Kaulana Beach
- Hallulu
- Paukukalo Beach
- Ka'anapali Golf Courses
- Pepeiaolepo Beach
- Kahemanō
- Halepalaoa Beach
- Maluaka Beach
- Waipu
- Changs Beach
- Oneuli Beach
- Honukanaenae
- Maui Golf & Sports Park
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