
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

Wailea Elua 1101 - Beachfront Section - Ocean View

Gorgeous Condo in Wailea Ekahi Village!

Maui Kamaole Retreat Modern Remodel, Close 2 Beach

Sugar Beach Resort Beach / Ocean Front Unit 426

Maui Retreat Ekahi 50F -All YOU Need!

Modern Renovated Palms at Wailea Condo!

Mana Kai Palms: Beachfront Resort ~Keawakapu Beach
Pet-friendly apartment rentals

Amazing Oceanfront Apartment

Westin Kaanapali Ocean Resort Villas North Studio

Maui Tropical Sunset - First Floor with The Extras

Beautiful Views~

High-Floor Island Surf | AC | Walk to Beach

A jewel on Oceanfront & Breath Taking Views.

Breathtaking Location-Sugar Beach #129

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

Gem near Keawakapu Beach - Privacy and Ocean Views

Sale! Gorgeous 3BR/2BA with Ocean & Sunset views

Best Location, Panoramic Ocean View Remodel WE1508

Amazing Ocean Views at Wailea Ekolu Village!

Aloha Moon - The Honeymoon Hideaway

Wailea Hidden Gem

Wailea Ekolu Village | 912

Wailea Ekolu Ocean Suite 207 AC and Ocean Views
Quick stats about apartment rentals in Wailea
Total rentals
1.3K properties
Nightly prices starting at
âŹÂ 9 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
- House rentals Wailea
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- Hotel rentals Wailea
- Rentals with a sauna Wailea
- Cottage rentals Wailea
- Luxury rentals Wailea
- Beach apartment rentals Wailea
- Serviced apartment rentals Wailea
- Rentals with an EV charger Wailea
- Rentals with pools Wailea
- Fitness-friendly rentals Wailea
- Waterfront rentals Wailea
- Flat rentals Wailea
- Family-friendly rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Rentals with a washing machine and dryer Wailea
- Pet-friendly rentals Wailea
- Rentals with a kayak Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Apartment rentals Wailea
- Apartment rentals Maui County
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- Apartment rentals United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Wailea Beach
- Maui Ocean Center
- HÄmoa Beach
- Oneloa Beach
- Kaipukaihina
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Wailea Golf Club
- Maui Golf & Sports Park
- Ka'anapali Golf Courses