What are the top rated Cottage 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 Cottage Rentals in Wailea-Makena: <a href="/property/romantic-luxury-sensual-retreat-couples-only/HA-1213564788" class="class="static-page-link"">Romantic, Luxury, Sensual Retreat - Couples Only</a> <a href="/property/ekahi-34f-best-panoramic-ocean-view/HA-3211833116" class="class="static-page-link"">Ekahi 34F - Best Panoramic Ocean View!</a> <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/aloha-kai-suite-at-wailea-beach-villas-penthouse-205-ocean-view-3-br-3-ba/HA-321122885" class="class="static-page-link"">Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean View. 3 BR/3 BA</a> <a href="/property/owner-direct-check-our-160-reviews-elua-village-701-luxury-2br-ocean-view/HA-121212306" class="class="static-page-link"">Owner Direct - Check our 160 Reviews! - Elua Village 701, Luxury 2BR, Ocean View</a> <a href="/property/georgeous-5-star-wailea-retreat-tranquil-corner-unit-top-tier-upgrades/HA-3211746792" class="class="static-page-link"">🐬Georgeous 5-STAR Wailea Retreat!🏝Tranquil Corner unit, Top tier Upgrades🌈</a> <a href="/property/walk-to-beach-ocean-views-relax-by-the-pool/HA-321223642" class="class="static-page-link"">Walk to Beach, Ocean Views, Relax by the Pool</a> <a href="/property/featured-on-a-e-s-vacation-rental-potential-luxury-family-condo-ac-and-pool/HA-3211331969" class="class="static-page-link"">Featured on A&amp;E&#39;s Vacation Rental Potential! Luxury Family Condo! AC and Pool!</a> <a href="/property/nnew-kitchen-remodel-amazing-view/HA-321456792" class="class="static-page-link"">nNEW KITCHEN REMODEL! Amazing View!</a> <a href="/property/125-5star-reviews-says-it-all-all-upgraded-vaulted-ceil-golf-ocean-view/HA-3212379983" class="class="static-page-link"">125+ 5star REVIEWS SAYS IT ALL! All upgraded/vaulted ceil/Golf &amp; Ocean view!</a>

How much does it cost to rent a cottage in Wailea-Makena?

The average cost for a cottage rental in Wailea-Makena is $648 per night. Vacationsrental has a wide list of great cottages near Wailea-Makena that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Wailea-Makena that allow pets?

Yes, here are the top cottage rentals in Wailea-Makena that allow you to bring your pet: Hawaiian Cottage and Personal Paradise/BBKM 2013/0004 Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted Luxury Cottage w/Private Pool. Under The Warm Maui Sun Pmt #BBKM20160004 Private Ocean View Cottage Overlooking Wailea Amazing view, Close to the beach, Wailea Ekahi Unit 20i Ho'olei at Grand Wailea Luxurious Wailea Ocean Vistas F207 Spectacular Ocean Views - Beautifully Renovated Condo - 2 New Pools <a href="/all/usa/hawaii/wailea-makena" class="class="static-page-link"">See all pet-friendly vacation rentals in Wailea-Makena on Vacationsrental</a>

Do you have any rental cottages in Wailea-Makena that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Wailea-Makena to find one that works for you.

Are there quality cottages in Wailea-Makena that have indoor swimming pools?

As of 2026, the data from Vacationsrental shows that there are Over 6 private swimming pools or cottages with indoor pools in the Wailea-Makena area along with other great amenities.