Find the best cottages in Wailea - We found 6 exact matches
People Visiting Wailea Also Like
About Wailea Cottage Rentals on Vacation Cottage
For travelers seeking a comfortable and luxurious retreat in Wailea, Vacation Cottage has you covered. Opt for a cottage rental, lake house retreat, or summer home resort and enjoy the flexibility of a hotel. With over 6 options available in Wailea on Vacation Cottage, we can assist you in finding the perfect accommodation.
Elevate your next vacation with a picturesque cottage rental in Wailea, offering top-notch amenities such as swimming pools, fitness centers, Wi-Fi, luxury suites, and fully-equipped kitchens. Discover unbeatable deals on outdoor vacation cottages, lake houses, and summer home retreats. Start planning your trip to Wailea today and secure your accommodation in minutes on our website.
Whether it's a short-term getaway or a long-term seasonal stay, find the perfect cottage rental, lake house, or summer home for your favorite travel destinations. Compare options with Vacation Cottage and stay close to nature.
Frequently Asked Questions About Wailea Rental Cottages
What are the top rated Cottage 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 Cottage Rentals in Wailea:
- Romantic, Luxury, Sensual Retreat - Couples Only
- Ekahi 34F - Best Panoramic Ocean View!
- Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms
- 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🌈
- Luxe Townhome, Ocean Views, Relax by the Pool
- Featured on A&E's Vacation Rental Potential! Luxury Family Condo! AC and Pool!
- 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 cottage in Wailea?
The average cost for a cottage rental in Wailea is $648 per night. Vacation Cottage has a wide list of great cottages near Wailea that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Wailea that allow pets?
Yes, here are the top cottage rentals in Wailea that allow you to bring your pet:
- Hawaiian Cottage and Personal Paradise/BBKM 2013/0004
- Luxury Cottage w/Private Pool. Under The Warm Maui Sun Pmt #BBKM20160004
- Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
- Private Ocean View Cottage Overlooking Wailea
- Maui Luxury with Island Serenity - Wailea Beach Villas Penthouse K107
- Ho'olei at Grand Wailea
- Luxurious Wailea Ocean Vistas
- Wailea Elua 204 - Luxury 1BR, 2BA Condo, Stunning Ocean Views & Modern Upgrades
See all pet-friendly vacation rentals in Wailea on Vacation Cottage
Do you have any rental cottages in Wailea that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Wailea to find one that works for you.
Are there quality cottages in Wailea that have indoor swimming pools?
As of 2026, the data from Vacation Cottage shows that there are Over 6 private swimming pools or cottages with indoor pools in the Wailea area along with other great amenities.
Do any cottages in Wailea have hot tubs?
About 6 cottages in Wailea boast of premium hot tubs. Some of the popular places to stay with hot tubs include:
See all holiday vacation rentals in Wailea on Vacation CottageAre there luxury cottages in Wailea?
Yes, there are luxury cottages in Wailea. Find more luxury, lakefront, winter, & last-minute cottage rentals near Wailea.
