Find the best beach rentals in Wailea - We found 1352 exact matches
About Wailea Beach Home Rentals on Vacation Cottage
Looking for a cottage rental, lake house, or summer homes near Wailea? Vacation Cottage features more than 1352 villas, beach hotels, and private rentals that are perfect for your next beach vacation. Discover luxury beach resorts and rentals that are within walking distance from Wailea. Premium stays near the beach in Wailea are kid-friendly & family-friendly, and are near top local attraction spots, to give guests an unforgettable travel experience. Vacation Cottage's listings come in all shapes and sizes for large groups, friends, couples, or wedding retreats in Wailea.
Vacation Cottage offers 1352 high-end holiday homes, villas, and great places to stay in Wailea. The site provides unique Airbnb-style accommodations as well as hotels and resorts to make your trip with friends and family something you'll never forget.
Vacation Cottage beachfront places to stay give you the best travel experience that makes it easy to find and book the best stays at the best destinations. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Wailea Beach Rentals
What are the top rated Beach Home Rentals in Wailea?
There are a lot of options in Wailea. If you plan on staying in the Wailea area, consider making a reservation for a few nights at one of these properties as these have been rated the top Beach Home Rentals in Wailea:
- Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms
- Luxury Cottage w/Private Pool. Under The Warm Maui Sun Pmt #BBKM20160004
- Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean View. 3 BR/3 BA
- Owner Direct - Check our 160 Reviews! - Elua Village 701, Luxury 2BR, Ocean View
- 🐬Georgeous 5-STAR Wailea Retreat!🏝Tranquil Corner unit, Top tier Upgrades🌈
- Walk to Beach, Ocean Views, Relax by the Pool
- Featured on A&E's Vacation Rental Potential! Luxury Family Condo! AC and Pool!
- Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
- nNEW KITCHEN REMODEL! Amazing View!
- 125+ 5star REVIEWS SAYS IT ALL! All upgraded/vaulted ceil/Golf & Ocean view!
How much does it cost to rent a beach view rental home in Wailea?
The average cost for a beach rental in Wailea is $1,029 per night. Vacation Cottage has a wide assortment of great beachfront homes near Wailea that would suit your needs.
Can I find a beach rental with a pool in Wailea?
Yes, we have 1352 beach rentals with pools available in Wailea. Check our search bar to find a selection of vacation rentals available near Wailea.
Are there any beach rentals in Wailea that allow pets?
Yes, here are the top beach rentals in Wailea that allow you to bring your pet:
- Maui Luxury with Island Serenity - Wailea Beach Villas Penthouse K107
- Ho'olei at Grand Wailea
- Luxurious Wailea Ocean Vistas
- Hoolei Residences 93-3 Luxurious 3BR Villa, Sleeps 8
See all pet-friendly beach rentals in Wailea on Vacation Cottage
Do you have any beachfront homes in Wailea that are perfect for families?
Most of the beach rentals we list are suitable for families or groups. Check out the complete list of the beach houses in Wailea to find one that works for you.
Are there private rental homes in Wailea that have indoor swimming pools?
As of 2026, the data from Vacation Cottage shows that there are over 1352 properties with private swimming pools or private homes with indoor pools in the Wailea area.
Do any rentals in Wailea have hot tubs?
About 1352 properties in Wailea boast of having access to hot tubs.
