
Vacation rentals in Wailea, Wailea-Makena
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Wailea, Wailea-Makena
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
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

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

OCEANFRONT, Prestigiously REMODELED Chic Condo**
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

Paia cottage walk to town and beach

Two Bedroom Paia North Shore Beach House
Wailea, Wailea-Makena condo rentals

Ohe'o || Wailea Ekahi Unit 28B || Lowered Rates

Beautiful Ocean Views and Aloha at Wailea Ekolu!

Wailea Elua 1101 - Beachfront Section - Ocean View

Spacious S. Kihei Suite New A/C across from Kam 3

Gorgeous Remodel! Two King Suites & Huge Ocean Vie

Maui Kamaole Ocean View...Walk to the Beach

Aloha Moon - The Honeymoon Hideaway

Wailea Elua Village | 1504
Quick stats about vacation rentals in Wailea, Wailea-Makena
Total rentals
1.9K properties
Nightly prices starting at
€ 51 before taxes and fees
Total number of reviews
49K reviews
Family-friendly rentals
1K properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
1.8K properties have a pool
Destinations to explore
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Villa rentals Wailea
- Kid-friendly rentals Wailea
- Rentals with a sauna Wailea
- Serviced apartment rentals Wailea
- Luxury rentals Wailea
- Hotel rentals Wailea
- Waterfront rentals Wailea
- Rentals with pools Wailea
- Family-friendly rentals Wailea
- Pet-friendly rentals Wailea
- Fitness-friendly rentals Wailea
- Condo rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- House rentals Wailea
- Cottage rentals Wailea
- Rentals with an EV charger Wailea
- Rentals with a washer and dryer Wailea
- Beach condo rentals Wailea
- Apartment rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Kaipukaihina
- Laie
- Honolua Bay
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Kapua
- Oneloa Beach
- Maui Ocean Center
- Wailea Golf Club
- Palauea Beach
- Old Lahaina Luau
- Kaulahao Beach
- Wailau Valley
- Papaloa Beach
- Ka'anapali Golf Courses
- Maui Golf & Sports Park
- Kalepolepo