Hot Wailea-Makena Cottage Rates

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Featured Cottages in Wailea-Makena

Luxury  Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004

Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004

Kihei HI
With a stay at this cottage in Kihei (Wailea), you'll be within a 10-minute drive of Wailea Beach and Ulua Beach Park.
Opens in a new windowLuxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004
Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

Hawaiian Cottage and Personal Paradise /BBKM 2013/0004

Kihei HI
With a stay at this cottage, you'll be centrally located in Kihei, within a 10-minute drive of Wailea Beach and Ulua Beach Park.
Opens in a new windowHawaiian Cottage and Personal Paradise /BBKM 2013/0004
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

Kihei HI
With a stay at this cottage in Kihei (Wailea), you'll be within a 15-minute drive of Wailea Beach and Ulua Beach Park.
Opens in a new windowPrivate 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
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Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining

Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining

Kihei HI
With a stay at this cottage in Kihei, you'll be by the sea, within a 10-minute drive of Wailea Beach and Ulua Beach Park.
Opens in a new windowRemodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Wailea-Makena Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Wailea-Makena will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Wailea-Makena definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Wailea-Makena, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Wailea-Makena Cottages essential information

Accommodation
4 Cottages
Lowest Price
AU$1,177
Highest Price
AU$1,474
Popular accommodation
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\2016\0004, Hawaiian Cottage and Personal Paradise /BBKM 2013/0004, Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted, Remodeled cottage with AC, ocean views, yard & lanai - near beach, golf & dining

Top trending hotels in Wailea-Makena

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
The price is AU$1,242 per night from 15 Dec to 16 Dec
AU$1,242
15 Dec - 16 Dec
includes taxes & fees
With a stay at Grand Wailea Maui, A Waldorf Astoria Resort in Kihei (Wailea), you'll be within a 10-minute walk of Wailea Beach and Shops at Wailea.
Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
The price is AU$1,339 per night from 19 Dec to 20 Dec
AU$1,339
19 Dec - 20 Dec
includes taxes & fees
With a stay at Four Seasons Resort Maui at Wailea in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Polo Beach.
Opens in a new windowFour Seasons Resort Maui at Wailea
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
3700 Wailea Alanui Dr Kihei HI
The price is AU$1,177 per night from 9 Jan to 10 Jan
AU$1,177
9 Jan - 10 Jan 2026
includes taxes & fees
With a stay at Wailea Beach Resort - Marriott, Maui in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Shops at Wailea.
Opens in a new windowWailea Beach Resort - Marriott, Maui
Save an average of 15% on thousands of hotels when you're signed in
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is AU$1,474 per night from 17 Dec to 18 Dec
AU$1,474
17 Dec - 18 Dec
includes taxes & fees
With a stay at Fairmont Kea Lani Maui in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Wailea Blue Golf Course.
Opens in a new windowFairmont Kea Lani Maui
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.