
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!

Kihei Villa

Oceanfront Ground Floor w/Stunning Sunset Views

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

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

Kihei Beach Retreat: Ocean Views and Sandy Feet!

Honu Sunset Steps to the Beach!

OnePERFECTRetreat! Ocean/Sunset views! A/C, Clean!
Private apartment rentals

Stylish Oceanfront Remodel 2/2

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

Whale Watch from Best Oceanview Unit! Pool + AC.

Kihei Condo 3 min Walk to Beach

Best Location! Walk to Everything-3 mins to Beach!

Pent house on the ocean

TOP FlOOR OCEAN VIEW VILLA - many amenities

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

Hawaiian Paradise Escape Across Street from Beach

Quiet Studio, Great location across from beach

Stunning Luxury Oceanview Condo

Fall Deals-Cute Kihei Studio Across the Beach

Maui Calling! Oceanfront Condo with Amazing Views.

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

In the center of it all!

Sugar Beach Resort #532 - Maui HI
Quick stats about apartment rentals in Wailea
Total rentals
210 properties
Nightly prices starting at
$15 AUD 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
- Honolulu Holiday rentals
- O‘ahu Holiday rentals
- Kauaʻi County Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikiki Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kona Holiday rentals
- Kihei Holiday rentals
- Kaanapali Holiday rentals
- North Kona Holiday rentals
- Princeville Holiday rentals
- Hilo Holiday rentals
- Rentals with a hot tub Wailea
- Hotel rentals Wailea
- Fitness-friendly rentals Wailea
- Rentals with a sauna Wailea
- Villa rentals Wailea
- Family-friendly rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Rentals with an EV charger Wailea
- Townhouse rentals Wailea
- Waterfront rentals Wailea
- Rentals with pools Wailea
- Serviced apartment rentals Wailea
- Rentals with a patio Wailea
- Beachfront rentals Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Rentals with beach access Wailea
- Condo rentals Wailea
- Luxury rentals Wailea
- Beach condo rentals Wailea
- House rentals Wailea
- Apartment rentals Maui County
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- Apartment rentals United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Hāmoa Beach
- Maui Ocean Center
- Kaipukaihina
- Wailea Beach
- Kapua
- Oneloa Beach
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Maui Golf & Sports Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- Wailau Valley
- Wailea Golf Club
- Mokulau Beach
- Paukukalo Beach
- Things to do Wailea
- Art and culture Wailea
- Sports activities Wailea
- Food and drink Wailea
- Nature and outdoors Wailea
- Things to do Maui County
- Food and drink Maui County
- Art and culture Maui County
- Sports activities Maui County
- Nature and outdoors Maui County
- Things to do Hawaii
- Nature and outdoors Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Food and drink Hawaii
- Wellness Hawaii
- Art and culture Hawaii
- Tours Hawaii
- Entertainment Hawaii
- Things to do United States
- Sightseeing United States
- Art and culture United States
- Wellness United States
- Entertainment United States
- Sports activities United States
- Tours United States
- Food and drink United States
- Nature and outdoors United States