TOP Hotels with Entertainment in Lanai, HI for 2026

Behold... Puu Pehe, known as “Sweetheart Rock”.

This is Lanai’s most notable landmark and the setting for one of Hawaii’s epic legends.
Story goes a hottie princess from Maui was "captured" by a young warrior from Lanai. He made her his wife and he was so smitten with her beauty and... apparently so insecure that he was afraid to let other men see her so kept her in a sea cave near the rock when he was away. One day the weather suddenly changes, the surf slams the area, and... yup, one less princess. The warrior rushed back to the cave, but it was too late, he climbed the steep rock where he buried her in a tomb and then overcome with grief leapt to his death.

Moral of story might be... um, don't abduct women and lock them in caves.

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Check availability on Lanai Hotels with Entertainment

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Our top choices for Lanai hotels with entertainment

Four Seasons Resort Lanai

Lanai City

lynn

₹129,616 total

includes taxes & fees

25 Feb - 26 Feb

Outdoor pool, pool umbrellas, pool loungers

Montage Kapalua Bay

Lahaina

Mandy D

₹154,232 total

includes taxes & fees

4 Mar - 5 Mar

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Top Lanai Hotel Reviews

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent

"Loved every bit of this place!"

Hyatt Regency Maui Resort & Spa

10/10 Excellent

"We had an absolutely wonderful stay! Everything was perfect from start to finish. The room was beautiful, very comfortable, and spotless. Housekeeping did an excellent job every day — everything was always clean and fresh. The resort itself is stunning and very well maintained. We loved everything here — the atmosphere, the service, and the attention to detail. The food was delicious with a great variety of options, and the staff were friendly and professional throughout our stay. It was so comfortable and beautiful here — we honestly wished we could stay longer. We would definitely love to come back and highly recommend this resort Hotel!!!"