
Vacation rentals in Wailea
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Top-rated vacation rentals in Wailea
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Vacation rentals for every style
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Popular amenities for Wailea, Wailea-Makena vacation rentals
Wailea, Wailea-Makena beach vacation rentals

*25% Off-Steps to Beach-AC in Every Room-Remodeled

Beautiful Resort Condo w/ AC @ Kam III Beach

Kihei Akahi D308-Remodeled-Ocean Views-AC

Oceanfront! Sugar Beach Resort Penthouse with a/c

Peaceful Kihei 2 bed Loft Across from Beach w/AC

Island Style living! AC. Walk to beaches, shops

BeachFront S Kihei Rd~Royal Mauian

Wailea Ekolu 505, Ocean Views, New Furnishings
Wailea, Wailea-Makena home rentals

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01

Mana Hale Vacation Rental

South Maui Guesthouse

12 Minute Walk Kamaole Beach II-Quiet Private Easy

Beautiful Beachfront Townhouse !

Oceanview Home with Private pool and hot tub

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

Beautiful One bd Ocean AC,wifi,pool A102
Wailea, Wailea-Makena condo rentals

Coastal Dream Oceanfront Condo!

Live, Love, Loft in Beautiful Maui

Beautiful Ocean Views and Aloha at Wailea Ekolu!

Wailea Elua 1101 - Beachfront Section - Ocean View

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

Wailea Resort studio suite

Ekahi 22C Toes in the Sand in Under 2 Minutes

Romantic Beach Retreat, New King Bed & A+ Wi-fi
Quick stats about vacation rentals in Wailea
Total rentals
1.8K properties
Nightly prices starting at
R177 ZAR 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
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- House rentals Wailea
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Kaipukaihina
- Kapua
- Oneloa Beach
- Maui Ocean Center
- Hallulu
- Palauea Beach
- Wailea Golf Club
- Maui Golf & Sports Park
- Old Lahaina Luau
- Mokulau Beach
- Papaloa Beach