
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!

Prime Location, in the HEART of it ALL!

Kihei Villa

Oceanfront Ground Floor w/Stunning Sunset Views

Whale Watch from Best Oceanview Unit! Pool + AC.

Kihei Condo 3 min Walk to Beach

In the center of it all!

Pent house on the ocean
Private apartment rentals

Stylish Oceanfront Remodel 2/2

Aloha Vibes: Oceanfront View, Beach & Food Trucks

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

Best Location- Walk to Everything 3 mins to Beach!

Charming Studio steps to beach with washer/dryer

TOP FlOOR OCEAN VIEW VILLA - many amenities

Your Perfect Kihei Vacation full of ALOHA

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

Stunning Luxury Oceanview Condo

Quiet Studio, Great location across from beach

Sugar Beach! Direct Ocean Front! Best Views! #620

Beautiful Studio Oasis Maui Banyan

Summer Deals-Cute Kihei Studio Across the Beach

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

Sugar Beach Resort #532 - Maui HI

Oceanfront penthouse with amazing views at Kauhale
Quick stats about apartment rentals in Wailea
Total rentals
210 properties
Nightly prices starting at
$17 NZD 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
- Rentals with a sauna Wailea
- Villa rentals Wailea
- House rentals Wailea
- Waterfront rentals Wailea
- Rentals with pools Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Cottage rentals Wailea
- Luxury rentals Wailea
- Family-friendly rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Pet-friendly rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Rentals with an EV charger Wailea
- Beach condo rentals Wailea
- Condo rentals Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Hotel rentals Wailea
- Fitness-friendly rentals Wailea
- Serviced apartment rentals Wailea
- Apartment rentals Wailea
- Apartment rentals Maui County
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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
- Changs Beach
- Palauea Beach
- Puu Olai Beach
- Old Lahaina Luau
- Wailau Valley
- Maui Golf & Sports Park
- Ka'anapali Golf Courses
- Wailea Golf Club
- Mokulau Beach