Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

S$1,129

21 Jan - 22 Jan

includes taxes & fees

Stay at this luxury resort in Kihei. Enjoy free Wi-Fi, 9 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...

8.8/10 Excellent! (1,006 reviews)

amazing location facing the beach. Fun Pools that kids can’t not get out of. Only thing is it gets a bit crowded. Make sure to take your beach chairs spot early in the morning!

Reviewed on 28 Dec, 2025

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

S$1,214

13 Jan - 14 Jan

includes taxes & fees

Stay at this luxury resort in Kihei. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the helpful staff in their reviews. Popular ...

9.6/10 Exceptional! (999 reviews)

This property has long been one of my global Four Seasons favorites, and I remain truly grateful for the warm hospitality I always receive. I was also very appreciative of the wonderful upgrade to an ocean-view room — mahalo for that thoughtful gesture. I’ve been visiting this resort regularly since ...

Reviewed on 2 Dec, 2025

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

S$1,515

9 Jan - 10 Jan

includes taxes & fees

Stay at this luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa and 6 restaurants. Our guests praise the helpful staff and the property condition ...

9.4/10 Exceptional! (1,001 reviews)

Spotless room, turn down service at night. Fantastic stay

Reviewed on 28 Dec, 2025

See all 2,931 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.

Aston Maui Hill

2881 S Kihei Rd Kihei HI

Stay at this aparthotel in Kihei. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff in their reviews. Popular attractions ...

9/10 Wonderful! (860 reviews)

Nice unit

Reviewed on 15 Dec, 2025

Castle Kama'ole Sands

2695 S Kihei Road Kihei HI

Stay at this condo in Kihei. Enjoy free Wi-Fi, free parking and a fitness centre. Our guests praise the helpful staff in their reviews. Popular attractions Wailea ...

8/10 Very Good! (2,286 reviews)

Building and grounds were great. Only issue was the ice maker on the freezer leaked a large amount of stew into the fridge getting all of our groceries wet. Also the WiFi on the fridge door was incorrect

Reviewed on 30 Dec, 2025

Signature Residences at Maui Banyan

2575 S Kihei Rd Kihei HI

Stay at this luxury condo in Kihei. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located ...

9.6/10 Exceptional! (5 reviews)

Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time.

Reviewed on 23 Nov, 2025

See all 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)

Make friends with the local marine life at this popular beach resort where luxury comes as standard.

Keawakapu Beach showing landscape views, tropical scenes and a beach

Keawakapu Beach North

This secluded beach is a true gem on the Hawaiian coastline, perfect for those looking to leave the world behind and escape to a tranquil paradise.

Maluaka Beach

This sandy, tree-lined stretch of coast is one of the best spots on Maui for viewing Hawaiian green turtles.

Kamaole Beach Park 3

During your trip to Kihei, enjoy the surf and sand at Kamaole Beach Park 3 along with the snorkelling. Wander the seaside or discover the beautiful sunsets in this family-friendly area.

Makena Beach State Park which includes a sandy beach

Makena State Park Beach

3/5(1 review)

Choose from three different beaches, each with its own character, along this unspoilt stretch of Maui’s southern shoreline.

Polo Beach

If a restful holiday is part of your travel plans, Polo Beach might be the perfect place to visit during your trip to Kihei. Wander the seaside or discover the beautiful sunsets in this relaxing area.