
Hotel holiday rentals in Wailea, Wailea-Makena
Find and book unique hotel rentals on Airbnb
Top-rated hotel rentals in Wailea, Wailea-Makena
Guests agree: these hotel rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for hotel rentals in Wailea, Wailea-Makena
Family-friendly hotel rentals

Westin Ka'anapali Villas 2 bdrm NYE 2025-26

Westin Kaanapali Ocean Resort South 1 BR Oceanview

Romantic Oceanfront Condo at Lahaina Shores

Premium Studio Westin Ka'anapali

Westin Kaanapali Ocean Resort North

Stunning & Spacious Suite 111, 1 bed/1bath Sleeps4

Beautiful Lahaina Shores Condo

Hyatt Kaanapali Beach 2 Bedroom 2 Bathroom Villa
Hotel rentals with a pool

Relax in Style | Pool. Near Kalepolepo Beach

Hilton Maui Bay Villas - 1 Bedroom

Modern & Stylish Deluxe King | Free Parking. Pool

Elegant Penthouse Suite | Free Parking

Shoreline Stay | Watersports. Pool. Near Beach.

2bdm-sleeps6 at Maui Lea at Maui Hill

Hilton Maui Bay Villas - 2 Bedroom

Maui, vacation in paradise.
Hotel rentals with a patio

Westin Kaanapali Ocean Resort - Studio

The Westin Kā‘anapali Ocean Resort North-Studio

2 BR Villa @ Marriott Maui Ocean Club

Aloha Tower 514 @ Maui Kaanapali Villas 5th Floor!

Oceanview Westin Ka'anapali South Studio Sleeps 4

Beachfront Ka'anapali Beach Club

Garden Pool View - Napili Surf

Marriott Maui Ocean Club - Beautiful Studio Unit
Quick stats about hotel rentals in Wailea, Wailea-Makena
Total rentals
30 properties
Nightly prices starting at
$381 SGD before taxes and fees
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Destinations to explore
- Family-friendly rentals Wailea
- House rentals Wailea
- Rentals with pools Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Rentals with a sauna Wailea
- Serviced apartment rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Waterfront rentals Wailea
- Villa rentals Wailea
- Fitness-friendly rentals Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Family-friendly rentals Wailea
- Pet-friendly rentals Wailea
- Apartment rentals Wailea
- Rentals with an EV charger Wailea
- Luxury rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Cottage rentals Wailea
- Flat rentals Wailea
- Beach apartment rentals Wailea
- Hotel rentals Wailea-Makena
- Hotel rentals Maui County
- Hotel rentals Hawaii
- Hotel rentals United States
- 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
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Wailea Beach
- Manele Golf Course
- Hāmoa Beach
- Kapua
- Oneloa Beach
- Maui Ocean Center
- Wailea Golf Club
- Palauea Beach
- Old Lahaina Luau
- Papaloa Beach
- Kaulahao Beach
- Wailau Valley
- Ka'anapali Golf Courses
- Puu Olai Beach