What are the top rated Villa Rentals in Wailea-Makena?

There are a lot of options in Wailea-Makena. If you plan on staying in the Wailea-Makena area, consider making a reservation for a few nights at one of these properties as these have been rated the top Villa Rentals in Wailea-Makena: <a href="/property/wailea-custom-home-pool-panoramic-ocean-view-waterfalls-maui-ocean-palms/HA-321502088" class="class="static-page-link"">Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms</a> <a href="/property/luxe-townhome-ocean-views-relax-by-the-pool/HA-321223642" class="class="static-page-link"">Luxe Townhome, Ocean Views, Relax by the Pool</a> <a href="/property/luxe-oceanview-hideaway-on-wailea-old-blue-golf-course/HA-3212180103" class="class="static-page-link"">Luxe Oceanview Hideaway on Wailea Old Blue Golf Course</a> <a href="/property/stunning-ocean-view-wailea-beach-villa-book-save/HA-121164181" class="class="static-page-link"">Stunning Ocean View Wailea Beach Villa- Book &amp; Save</a> <a href="/property/luxury-villa-steps-from-wailea-beach-with-resort-amenities-and-stunning-upgrades/HA-3211236427" class="class="static-page-link"">Luxury Villa Steps from Wailea Beach with Resort Amenities and Stunning Upgrades</a> <a href="/property/i-p-m-presents-hoolei-81-4-amazing-new-remodel-flexible-cancelation-policy/HA-321424433" class="class="static-page-link"">I.P.M PRESENTS: HOOLEI 81-4: AMAZING NEW REMODEL! FLEXIBLE CANCELATION POLICY</a> <a href="/property/maui-escape-with-ocean-views-lanai-dining-poolside-jacuzzis-gated-community/HA-3212205720" class="class="static-page-link"">Maui escape with ocean views, lanai dining, poolside jacuzzis &amp; gated community</a> <a href="/property/private-ocean-front-at-wailea-beach-villas-b102/HA-3211695154" class="class="static-page-link"">Private Ocean Front at Wailea Beach Villas B102</a> <a href="/property/panoramic-ocean-front-sunny-surf-e301-at-makena-surf/HA-121973356" class="class="static-page-link"">PANORAMIC OCEAN FRONT SUNNY SURF E301 AT MAKENA SURF!</a> <a href="/property/beautiful-azure-azul-m212-at-luxurious-breathtaking-wailea-beach-villas/HA-1213465329" class="class="static-page-link"">BEAUTIFUL AZURE AZUL M212 AT LUXURIOUS/BREATHTAKING WAILEA BEACH VILLAS!</a>

What is the rate per night for renting a villa near Wailea-Makena?

At Castleinhawaii, the average rental fee for standard villas in Wailea-Makena is $2,066 per night. Castleinhawaii has a large database of quality villas near Wailea-Makena that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.

Do you have a villa in Wailea-Makena that allows pets?

Yes, here are the top villas rentals in Wailea-Makena that are pet friendly: I.P.M PRESENTS: HOOLEI 69-2: GREAT LOCATION + STUNNING NEW REMODEL! WOW! Ho'olei at Grand Wailea Fairmont Kea Lani Maui Villa Experience Spectacular 3rd Row Villa at Ho'olei with Ocean Views See all pet-friendly vacation rentals in Wailea-Makena on Castleinhawaii

Are there any rental villas in Wailea-Makena that are suitable for families?

Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Wailea-Makena to find what works for you.

Do your rental villas in Wailea-Makena have indoor swimming pools?

Based on the 2026 data from our Castleinhawaii site, there are more than 178 private swimming pools or villas with indoor pools in or near Wailea-Makena.

Wailea-Makena Villa Rentals【 LUXURY 】

I.P.M PRESENTS: HOOLEI 69-2: GREAT LOCATION + STUNNING NEW REMODEL! WOW!

From US $1,585

10.0 (43 Reviews)

Villa

I.P.M PRESENTS: HOOLEI 69-2: GREAT LOCATION + STUNNING NEW REMODEL! WOW!

Air Conditioner
Parking
Pool

Wailea-Makena Villa Rentals & Homes

Find villas near Wailea-Makena - We found 178 exact matches

When do you want to travel?