
Holiday houses in Wailea
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Top-rated holiday rentals in Wailea
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Wailea holiday rentals
Other great holiday rentals in Wailea
Guest favourite

Condo in Wailea
4.96 out of 5 average rating, 73 reviewsGem near Keawakapu Beach - Privacy and Ocean Views
Top Guest favourite

Condo in Wailea
4.92 out of 5 average rating, 78 reviewsWailea Elua 1101 - Beachfront Section - Ocean View
Top Guest favourite

Home in Kihei
5 out of 5 average rating, 16 reviewsBeautiful Beachfront Townhouse !
Guest favourite

Condo in Kihei
4.95 out of 5 average rating, 100 reviewsRemodeled Oceanfront I Royal Mauian 509
Top Guest favourite

Condo in Wailea
5 out of 5 average rating, 54 reviewsAmazing Ocean Views at Wailea Ekolu Village!
Guest favourite

Condo in Wailea
4.98 out of 5 average rating, 86 reviewsMaui Retreat Ekahi 50F -All YOU Need!
Guest favourite

Condo in Wailea
4.88 out of 5 average rating, 25 reviewsWailea Ekolu Village | 912
Guest favourite

Condo in Wailea
4.94 out of 5 average rating, 66 reviewsWailea Hidden Gem
Quick stats about holiday rentals in Wailea
Total rentals
1.8K properties
Nightly prices starting at
$17 NZD before taxes and fees
Total number of reviews
50K reviews
Family-friendly rentals
1K properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
1.7K properties have a pool
Destinations to explore
- Family-friendly rentals Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Pet-friendly rentals Wailea
- Beach condo rentals Wailea
- Condo rentals Wailea
- Luxury rentals Wailea
- Rentals with a kayak Wailea
- Rentals with an EV charger Wailea
- Rentals with a sauna Wailea
- Rentals with pools Wailea
- Apartment rentals Wailea
- Fitness-friendly rentals Wailea
- Serviced apartment rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Waterfront rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Cottage rentals Wailea
- House rentals Wailea
- Villa rentals Wailea
- Hotel rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Hāmoa Beach
- Maui Ocean Center
- Kaipukaihina
- Wailea Beach
- Oneloa Beach
- Changs Beach
- Puu Olai Beach
- Palauea Beach
- Old Lahaina Luau
- Maui Golf & Sports Park
- Wailau Valley
- Wailea Golf Club
- Ka'anapali Golf Courses