A beach with clear turquoise water, people sunbathing and swimming, and a mountain in the background.

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Check availability on Wailea Hotels with Early Check-in

Our top choices for Wailea hotels with express check-in

A pool with a waterfall feature, surrounded by palm trees and a stone structure.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1,008 reviews)
"Great location beach and pool. Would stay again."
United States
nicholas gaetano
The price is CA $1,076
CA $1,369 total
includes taxes & fees
Oct 29 - Oct 30
Grand Wailea Maui, A Waldorf Astoria Resort
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.

2. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,000 reviews)
"We were here with our adult children for a family trip and really enjoyed the pools, spa, Spago, the complementary car service and every employee we came in contact with! A great trip!"
United States
Quinn
The price is CA $1,458
CA $1,824 total
includes taxes & fees
Nov 15 - Nov 16
Four Seasons Resort Maui at Wailea
A resort with multiple swimming pools, palm trees, and a view of the ocean.

3. Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 star property
Wailea
9.2 out of 10, Wonderful, (1,000 reviews)
"Amazing hotel with very friendly staff. there are many choices in terms of food, leisure and tourism opportunities. Not to mention the fact that there are other hotels nearby to explore. Andaz is for sure a very unique experience."
United States
Karolina
The price is CA $1,124
CA $1,434 total
includes taxes & fees
Nov 16 - Nov 17
Andaz Maui at Wailea Resort - a concept by Hyatt
A staircase with a view of a garden, palm trees, and a bridge.

4. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,002 reviews)
"Perfect stay for our honeymoon and babymoon. Absolute paradise, great location and beautiful hotel."
United Kingdom
Sonam
The price is CA $1,517
CA $1,900 total
includes taxes & fees
Oct 25 - Oct 26
Fairmont Kea Lani Maui
A staircase with a view of a garden, palm trees, and a bridge.

5. Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
5.0 star property
Wailea
9.8 out of 10, Exceptional, (7 reviews)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is CA $3,712
CA $4,506 total
includes taxes & fees
Oct 24 - Oct 25
Fairmont Kea Lani Maui Villa Experience
A beach with clear turquoise water, a sandy shore, and some greenery.

6. Maui Private Ground Floor Studio #11 mins from Airport

Maui Private Ground Floor Studio #11 mins from Airport
Wailuku
9.2 out of 10, Wonderful, (22 reviews)
The price is CA $291
CA $480 total
includes taxes & fees
Oct 22 - Oct 23
Maui Private Ground Floor Studio #11 mins from Airport
A swimming pool with lounge chairs and a hedge.

7. Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center
3.5 star property
Makawao
8.6 out of 10, Excellent, (233 reviews)
"Very relaxing and good buffet breakfast"
United States
Lorie
The price is CA $422
CA $618 total
includes taxes & fees
Nov 15 - Nov 16
Lumeria Maui Educational Retreat Center
A well-lit outdoor area with a stone structure, possibly a gazebo, surrounded by lush greenery and palm trees.

8. Robbins Estate

Robbins Estate
1.0 star property
Wailuku
7.6 out of 10, Good, (5 reviews)
"This is not a hotel or motel. You need to slide open the gate in order to enter and leave the property. The grounds keeper was very helpful and a pleasure to visit with. Shared bathroom and very clean."
United States
Aaron
The price is CA $156
CA $306 total
includes taxes & fees
Oct 22 - Oct 23
Robbins Estate
A beach with clear turquoise water, a sandy shore, and some greenery.

9. Unit 21 Waena Inn - Maui Private Suite

Unit 21 Waena Inn - Maui Private Suite
Wailuku
9.6 out of 10, Exceptional, (16 reviews)
"Enjoyed our stay"
United States
Dave & Annette B.
The price is CA $262
CA $444 total
includes taxes & fees
Oct 25 - Oct 26
Unit 21 Waena Inn - Maui Private Suite
A beach with clear turquoise water, a sandy shore, and some greenery.

10. Unit 19 Waena Inn - Maui Private Suite

Unit 19 Waena Inn - Maui Private Suite
Wailuku
9.4 out of 10, Exceptional, (8 reviews)
"Excellent stay excellent place and location "
United States
Christopher K.
The price is CA $269
CA $453 total
includes taxes & fees
Oct 22 - Oct 23
Unit 19 Waena Inn - Maui Private Suite
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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Price trends for hotels in Wailea

Less expensive
More expensive
Next month
September
May
CA $474
Month
Price
January
CA $876
February
CA $796
March
CA $572
April
CA $606
May
CA $1,117
June
CA $424
July
CA $524
August
CA $414
September
CA $400
October
CA $442
November
CA $474
December
CA $558
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Wailea. Select dates and complete search for nightly totals inclusive of taxes and fees.

Top Wailea Hotel Reviews

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