Wailea-Makena Holidays 2026

Top hotels in Wailea-Makena

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

20.127.106 ₫

25.602.424 ₫ total

18 Jun - 19 Jun

includes taxes & fees

8.8/10 Excellent! (1,010 reviews)

"The grounds are stunning, the valet staff were amazing! The rooms are about average, the staff working the resort pool and beach were hit or miss. Cleaning staff was kind and thorough as were the staff at the desk at check in. The $55 resort charge, additional taxes and fees added up quickly. The ..."

Reviewed on 4 Jun 2026

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

29.214.387 ₫

36.244.703 ₫ total

28 Jun - 29 Jun

includes taxes & fees

9.4/10 Exceptional! (1,001 reviews)

"The resort was excellent and made for a great trip!"

Reviewed on 31 May 2026

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

24.894.135 ₫

29.552.325 ₫ total

26 Jun - 27 Jun

includes taxes & fees

9.6/10 Exceptional! (1,000 reviews)

"Absolutely beautiful! Staff were all friendly and attentive. We really appreciated the cleanliness, amenities, and high level of service."

Reviewed on 25 May 2026

See all 2,957 properties in Wailea-Makena

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.

Popular places to visit

Wailea Beach

4.5/5(7 reviews)

Nothing says holiday like spending a lazy day at Wailea Beach, a popular beach in Kihei. Wander the seaside or discover the beautiful sunsets in this romantic area.

Keawakapu Beach North

Why not spend a care-free afternoon at Keawakapu Beach North during your travels in Kihei? Stroll along the seaside or discover the area's sunsets.

Shops at Wailea

You can enjoy retail therapy at Shops at Wailea during your stay in Kihei. Wander the beautiful beaches or discover the beautiful sunsets in this romantic area.