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

Stylish Oceanfront Remodel 2/2

Kihei Villa

Oceanfront Ground Floor w/Stunning Sunset Views

Summer Deals! Best unit on property! Ocean View!

Kamaole Sands condo with ocean view. Split AC

On the beach in 5 steps! Ocean front view!

The Whale Watch 208-Oceanfront Kihei

Steps from Beach | Garden & Peekaboo Ocean View
Private apartment rentals

Paradise awaits! Hale Kamaole unit 175 South Kihei

Newly Remodeled Kihei Retreat: Steps from Ocean

Aloha Vibes: Oceanfront View, Beach & Food Trucks

Beachfront Condo in Kihei!

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

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

Beautiful Ocean View Remodel I Luana Kai B306

Kihei Beach Retreat: Ocean Views and Sandy Feet!
Apartment rentals with a hot tub

Luxe 1BD Condo w/ Ocean Views @ Maui Banyan Resort

Hawaiian Paradise Escape Across Street from Beach

Quiet Studio, Great location across from beach

Stunning Luxury Oceanview Condo

In the center of it all!

OCEAN VIEW - NEWLY REMODELED / STUNNING! SLEEPS 4!

Charming Studio steps to beach with washer/dryer

Beautiful One BD Ocean, AC, wifi, pool A202
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
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Kaipukaihina
- Kapua
- Oneloa Beach
- Maui Ocean Center
- Hallulu
- Mokulau Beach
- Wailea Golf Club
- Palauea Beach
- Old Lahaina Luau
- Maui Golf & Sports Park
- Wailau Valley