
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

Grand Champions - King Bed - Close to Wailea Beach

Live, Love, Loft in Beautiful Maui

Spectacular Ocean Front 1bd at Menehune Shores

Gorgeous Condo in Wailea Ekahi Village!

☀Very Desirable South Kihei | Enlivening Getaway ☀

Modern Renovated Palms at Wailea Condo!

Luxurious Tropical Retreat with Oceanview

*Charming OCEANVIEW*Fully Renovated*Ideal Location
Pet-friendly apartment rentals

Amazing Oceanfront Apartment

Condo w/ Private Lanai, Ocean View & On-Site Pool!

Hale Kamaole 106: 1BR Oceanview | Pool

High-Floor Island Surf | AC | Walk to Beach

Maui Banyan Resort 2 Beds- Beach, Pool, AC, Wifi

Breathtaking Location-Sugar Beach #129

2BR dog friendly condo with furnished lanai, W/D

Oceanfront renovated luxury-best location! SBR 404
Apartment rentals with a pool

Tiki Tiki - A Gorgeous Boho Beach Hideaway!

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

Wailea Elua 1101 - Beachfront Section - Ocean View

Amazing Ocean Views at Wailea Ekolu Village!

Maui Retreat Ekahi 50F -All YOU Need!

Wailea Hidden Gem

Wailea Ekolu Village | 912

Luxe 2bed Wailea, 5-min walk to beach, ocean view,
Quick stats about apartment rentals in Wailea
Total rentals
1.3K properties
Nightly prices starting at
£7 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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- Kailua-Kona Holiday rentals
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- Rentals with a washing machine and dryer Wailea
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
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- Spreckelsville Beach
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- Pahoa Beach
- Manele Golf Course
- Hāmoa Beach
- Maui Ocean Center
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- Oneloa Beach
- Changs Beach
- Puu Olai Beach
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- Old Lahaina Luau
- Maui Golf & Sports Park
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