
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

Stunning Ocean Views · Steps to Beach · Comfort

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

Oceanfront Getaway, Brand New, Steps To Beach

Maui Condo Steps From Beach & Ocean (Hotel Zoned)

Turtle Cove Oceanfront Views Island Sands Resort

Oceanfront! Sugar Beach Resort Penthouse with a/c

Maui Kamaole Retreat Modern Remodel, Close 2 Beach

Romantic Beach Retreat, New King Bed & A+ Wi-fi
Home rentals in Wailea, Wailea-Makena

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

Maalaea Kai 307 - Maui Prime Oceanfront

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu
Beach home rentals in Wailea, Wailea-Makena

Authentic Hawaii Beach Home & Gardens

Stunning One Bd Partial ocean, AC, wifi,Pool C209

Westin Ka'anapali Ocean Resort Villas North- 2bd

Best Studio Ocean Views at Honua Kai -Hokulani 719

Oceanfront 2BR Condo w/ Pool Access & Sunset Views

Walk to Front St., ALOHA CABANA, "PEOPLES CHOICE"

Oceanview Penthouse and Beach Bliss!

Exclusive Beachfront Cottage, Ocean Views, WiFi/AC
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
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Serviced apartment rentals Wailea
- Rentals with an EV charger Wailea
- Cottage rentals Wailea
- Beach condo rentals Wailea
- Pet-friendly rentals Wailea
- Waterfront rentals Wailea
- Rentals with a sauna Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Fitness-friendly rentals Wailea
- Apartment rentals Wailea
- Hotel rentals Wailea
- Rentals with a washer and dryer Wailea
- Rentals with pools Wailea
- Family-friendly rentals Wailea
- Condo rentals Wailea
- Villa rentals Wailea
- Luxury rentals Wailea
- House rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Hāmoa Beach
- Kaipukaihina
- Maui Ocean Center
- Wailea Beach
- Kapua
- Puu Olai Beach
- Changs Beach
- Oneloa Beach
- Maui Golf & Sports Park
- Old Lahaina Luau
- Palauea Beach
- Ka'anapali Golf Courses
- Wailau Valley
- Wailea Golf Club
- Mokulau Beach
- Paukukalo Beach