
Apartment holiday rentals in Wailea
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Top-rated apartment rentals in Wailea
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Holiday rentals for every style
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Popular amenities for Wailea apartment rentals
Weekly apartment rentals

Closest to the beach!

Wailea 2BR | Walk to Beach | A/C | Family-Friendly

Whale Watch from Best Oceanview Unit! Pool + AC.

Wailea Ekolu 1106 Remodel Peaceful Island Getaway

Beautiful One BD Ocean, AC, wifi, pool A202

TOP FlOOR OCEAN VIEW VILLA - many amenities

Kamaole Sands condo with ocean view. Split AC

[summer promotion]Chic Tropical Getaway
Private apartment rentals

Stylish Oceanfront Remodel 2/2

Kihei Villa

Beachfront Condo in Kihei

Kihei 525- A/C, Free Parking, and WiFi

Kihei Condo 3 min Walk to Beach

Renovated 1BD/1BA | 3 min Walk to Beach | A/C

Pent house on the ocean

On the beach in 5 steps! Ocean front view!
Apartment rentals with a hot tub

Hawaiian Paradise Escape Across Street from Beach

Stunning Luxury Oceanview Condo

Fall Deals-Cute Kihei Studio Across the Beach

Maui Calling! Oceanfront Condo with Amazing Views.

In the center of it all!

Kihei Beach Retreat: Ocean Views and Sandy Feet!

Unit A201 - Maui Banyan

King Suite at Maui Banyan | Steps from the Beach
Quick stats about flat rentals in Wailea
Total rentals
210 properties
Nightly prices starting at
£7 before taxes and fees
Total number of reviews
4.6K reviews
Family-friendly rentals
110 properties are a good fit for families
Rentals with a pool
200 properties have a pool
Rentals with dedicated workspaces
100 properties have a dedicated workspace
Destinations to explore
- Apartment rentals Wailea
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Hāmoa Beach
- Maui Ocean Center
- Wailea Beach
- Kaipukaihina
- Kapua
- Oneloa Beach
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Maui Golf & Sports Park
- Ka'anapali Golf Courses
- Wailea Golf Club
- Mokulau Beach