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

Pele’s Penthouse Top Floor Book Now!

Kauhale Makai - Oceanfront Property

100 steps from the beach! Tranquil Seaside Oasis

Maui Calling! Oceanfront Condo with Amazing Views.

Scenic Paradise: Maui 1BR Haven.

Sugar Beach Resort #532 - Maui HI

Beautiful Oceanfront Condo

Wailea Couples Retreat, 300 FT To Keawakapu Beach
Waterfront house rentals

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

Come Back to Puamana Nani
Waterfront apartment rentals

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

Direct Oceanfront 2B/2B ~ Maalaea Banyans 409

Oceanfront Condo. Pool & Spa, 1 Br.

Simply Amazing Oceanfront Condo! Milowai 310

Beachfront Penthouse #25 at Sugar Beach Resort

Oceanfront Oasis of your Dreams

Stunning 5th Flr Oceanfront 2BR/2BA, AC, Renovated

Oceanfront Modern 3 Bed Loft - Near Maalaea Harbor
Quick stats about waterfront rentals in Wailea, Wailea-Makena
Total rentals
270 properties
Nightly prices starting at
€ 145 before taxes and fees
Total number of reviews
5.3K reviews
Family-friendly rentals
170 properties are a good fit for families
Rentals with a pool
270 properties have a pool
Rentals with dedicated workspaces
180 properties have a dedicated workspace
Destinations to explore
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- Sandy Beach
- Laie
- Kaipukaihina
- Wailea Beach
- Oneloa Beach
- Hāmoa Beach
- Ka'anapali Golf Courses
- Maui Ocean Center
- Pahoa Beach
- Honukanaenae
- Kanaio Beach
- Changs Beach
- Kaulana Beach
- Oneuli Beach
- Waipu
- Puu Olai Beach
- Maluaka Beach
- Mokulau Beach
- Wailea Golf Club
- Kaleʻia
- Pepeiaolepo Beach
- Palauea Beach
- Mōkapu Beach
- Kapueokahi Beach