
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

Remodeled, 6th floor, Oceanview, AC, walk to beach

Closest to the beach!

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

Beachfront Condo in Kihei!

Whale Watch from Best Oceanview Unit! Pool + AC.

Kihei Condo 3 min Walk to Beach

Wailea Ekolu 1106 Remodel Peaceful Island Getaway

Wailea Ekahi Ocean View Studio!
Private apartment rentals

Kihei Villa

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

Fall Deals-Cute Kihei Studio Across the Beach

Chic Oceanfront Escape-Boutique Studio-Noelani 219

Maui Calling! Oceanfront Condo with Amazing Views.

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

Maui Turtle Haven 70 ft 2 Ocean ground floor Lanai

Modern Kihei Hideaway/Zen Garden/Beach/KingBed
Apartment rentals with a hot tub

Hawaiian Paradise Escape Across Street from Beach

Quiet Studio, Great location across from beach

Beautiful Studio Oasis Maui Banyan

In the center of it all!

Charming Studio steps to beach with washer/dryer

Oceanfront penthouse with amazing views at Kauhale

Kihei Beach Retreat: Ocean Views and Sandy Feet!

Your Perfect Kihei Vacation full of ALOHA
Quick stats about flat rentals in Wailea
Total rentals
210 properties
Nightly prices starting at
$13 SGD 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
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- Kauaʻi County Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikiki Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kihei Holiday rentals
- Kona Holiday rentals
- Kaanapali Holiday rentals
- Hilo Holiday rentals
- Princeville Holiday rentals
- North Kona Holiday rentals
- Rentals with a hot tub Wailea
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
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- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Kaipukaihina
- Oneloa Beach
- Changs Beach
- Puu Olai Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Maui Golf & Sports Park
- Ka'anapali Golf Courses
- Wailea Golf Club
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