
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

Stunning Wailea 2/2, AC, Upper Fl , walk to beach

Ohe'o || Wailea Ekahi Unit 28B || Lowered Rates

Wailea Elua 1101 - Beachfront Section - Ocean View

Wailea Ekahi 1BR | 2 Beds | Steps to Beach & Pools

Ekahi 22C Toes in the Sand in Under 2 Minutes

Gorgeous Remodel! Two King Suites & Huge Ocean Vie

Luxe 2bed Wailea, 5-min walk to beach, ocean view,

Ocean View with Great Location! PA1503
Pet-friendly apartment rentals

Amazing Oceanfront Apartment

Maui Tropical Sunset - First Floor with The Extras

Beautiful Views~

High-Floor Island Surf | AC | Walk to Beach

Entire Villa at Nanea Ocean Villas, Maui

Resort Studio – 2 Beds, AC, Walk Everywhere!

Breathtaking Location-Sugar Beach #129

2BR dog friendly condo with furnished lanai, W/D
Apartment rentals with a pool

Coastal Dream Oceanfront Condo!

Newly Remodeled-AC-Ocean Views-Modern Finishes

Beautiful Ocean Views and Aloha at Wailea Ekolu!

Maui Retreat Ekahi 50F -All YOU Need! 10% OFF WEEK

Tropical Wailea Retreat

*Fully Remodeled* Modern Island Style*

Aloha Moon - The Honeymoon Hideaway

Gorgeous Elua 1 Bd+2Ba Executive Vacation Condomin
Quick stats about apartment rentals in Wailea
Total rentals
1.3K properties
Nightly prices starting at
£8 before taxes and fees
Total number of reviews
40K reviews
Family-friendly rentals
780 properties are a good fit for families
Rentals with a pool
1.3K properties have a pool
Rentals with dedicated workspaces
760 properties have a dedicated workspace
Destinations to explore
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- Maui
- Kaanapali Beach
- Laie
- Pahoa Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Kaipukaihina
- Maui Ocean Center
- Oneloa Beach
- Kapua
- Palauea Beach
- Old Lahaina Luau
- Puu Olai Beach
- Changs Beach
- Maui Golf & Sports Park
- Wailau Valley
- Wailea Golf Club
- Ka'anapali Golf Courses
- Pōhakukāʻanapali
- Hallulu
- Papaloa Beach
- Kalepolepo
- Paukukalo Beach