
Beachfront vacation rentals in Wailea
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Wailea
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Wailea beachfront rentals
Pet-friendly beachfront home rentals

Kahului Bay Dream - Perfect for Families | Pool

Peaceful Couple Retreat w/ Scenic Beach Access

Maui Beach House

Relaxing Beach at Your Doorstep | 3 Family Rooms

Beautiful Top Floor Oceanfront Condo with A/C!

Peaceful Beach Family Retreat | 4 Rooms w/ Pool

Breathtaking Location-Sugar Beach #129

Authentic Ocean Views Two Bedroom Top Floor Condo
Beachfront home rentals with a pool

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Newly Remodeled-AC-Ocean Views-Modern Finishes

Wailea Elua 1101 - Beachfront Section - Ocean View

Maui Retreat Ekahi 50F -All YOU Need! 10% OFF WEEK

Mana Kai Palms: Beachfront Resort ~Keawakapu Beach

Beautiful Kihei Front Row OCEAN View l Top BEACH

Gorgeous Elua 1 Bd+2Ba Executive Vacation Condomin

Ocean Front Paradise! Quiet Romantic!
Private beachfront home rentals

Maui Kamaole Oceanfront Oasis - South Kihei

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

Direct Oceanfront w/Amazing Views, AC, upgraded!

Stunning,Two Bd,Grd Fl,AC,wifi, pool, hot tub B108

Maui Oceanfront Condo, Amazing Views, on Sandy Bea

Gorgeous Ocean View Condo steps to the beach

Penthouse Ocean View 2 Bedroom 2 Bathroom Ensuite

Charming Studio: Walk to Beach | Resort Amenities
Quick stats about beachfront rentals in Wailea
Total rentals
430 properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
8.2K reviews
Family-friendly rentals
270 properties are a good fit for families
Rentals with a pool
430 properties have a pool
Rentals with dedicated workspaces
350 properties have a dedicated workspace
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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
- Pōhakukāʻanapali
- Ka'anapali Golf Courses
- Wailea Golf Club
- Hallulu
- Kalepolepo
- Paukukalo Beach
- Kaulahao Beach
- Things to do Wailea
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