Find Hotels with Early Check-in in Wailea, HI

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Our top choices for Wailea hotels with express check-in

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1000)
"Beautiful property, efficient staff, truly a wonderful stay "
Canada
Angela
$755 nightly
The price is $891
Dec 19 - Dec 20
Total with taxes and fees
Four Seasons Resort Maui at Wailea

Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
5.0 star property
Wailea
9.8 out of 10, Exceptional, (6)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
$3,099 nightly
The price is $3,655
Dec 16 - Dec 17
Total with taxes and fees
Fairmont Kea Lani Maui Villa Experience

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, (1000)
"Awesome place to stay with kids "
United States
Sandeep
$700 nightly
The price is $826
Dec 14 - Dec 15
Total with taxes and fees
Grand Wailea Maui, A Waldorf Astoria Resort

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, (1001)
"Wonderful "
United States
John Richard
$815 nightly
The price is $967
Jan 12 - Jan 13, 2026
Total with taxes and fees
Andaz Maui at Wailea Resort - a concept by Hyatt

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1006)
"Beautiful amenities and friendly staff! "
United States
Laura
$831 nightly
The price is $980
Dec 17 - Dec 18
Total with taxes and fees
Fairmont Kea Lani Maui

Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center
3.5 star property
Makawao
8.6 out of 10, Excellent, (209)
"Could not be happier. The staff were professional and accommodating. Excellent yoga sessions and lovely, relaxing massage services. The grounds and pool are absolutely stunning. Nice relaxing vacation. The breakfast is top notch. Highly recommend Lumeria. "
United States
Rhonda
$488 nightly
The price is $575
Dec 16 - Dec 17
Total with taxes and fees
Lumeria Maui Educational Retreat Center

Unit 11 Waena Inn - Maui Private Suite

Unit 11 Waena Inn - Maui Private Suite
Wailuku
9.4 out of 10, Exceptional, (20)
"We really enjoyed our stay. The place was very clean and modern on the inside. The beds were cozy and having a kitchen was nice. "
United States
Rob G.
$312 nightly
The price is $325
Dec 14 - Dec 15
Total with taxes and fees
Unit 11 Waena Inn - Maui Private Suite

Unit 10 Maui Ohana Modern Studio

Unit 10 Maui Ohana Modern Studio
Wailuku
9.8 out of 10, Exceptional, (38)
"The studio is super cute and in a convenient location, it was very clean and the check in process was really easy!"
United States
Claire R.
$272 nightly
The price is $284
Dec 14 - Dec 15
Total with taxes and fees
Unit 10 Maui Ohana Modern Studio

Unit 21 Waena Inn – Maui Suites

Unit 21 Waena Inn – Maui Suites
Wailuku
9.6 out of 10, Exceptional, (15)
"Clean room, "
United States
Luba
$272 nightly
The price is $284
Dec 14 - Dec 15
Total with taxes and fees
Unit 21 Waena Inn – Maui Suites

Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.

Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.
South Kihei
9.8 out of 10, Exceptional, (185)
"Mark and Pam are generous, responsive hosts who made our stay smooth and welcoming. The condo is clean, spacious, and modern, with comfortable beds, a well-stocked kitchen (plenty of pots, pans, and utensils), and lots of beach gear. Its location is ideal—just a short walk to the beach, with food, gas, and groceries close by.A special note of gratitude: they kindly allowed us a later check-out, which may not always be possible, but made our last day especially relaxing. This was the perfect home...
United States
Harold N.
$378 nightly
The price is $439
Dec 14 - Dec 15
Total with taxes and fees
Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.
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.

Price trends for hotels in Wailea

Less expensive
More expensive
This month
Next month
June
February
$644
$575
Month
Price
January
$575
February
$650
March
$508
April
$486
May
$453
June
$430
July
$459
August
$437
September
$465
October
$432
November
$459
December
$644
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.

Find out more about Wailea

Book your early check-in hotels in Wailea

When you select an hotel with early check-in in Wailea, you can be sure that your room will be ready for you when you arrive. Instead of having to wait or kill time while the front desk holds onto your luggage, you can go straight to your room and relax.  

Start browsing our amazing selection of best Wailea hotels with early check-in. You can click onto a property and scroll to the policies section to see details for your preferred hotel, such as specific check-in times.  

If your travel dates are between tonight and next weekend, check our dedicated section on Wailea hotels with early check-in. You may even find hotels in Wailea with free early check-in or discover some highly sought-after anytime check-in hotels. All you have to do is put in your check-in and check-out dates to see what's available during the time you're traveling to Wailea. 

All sorts of hotels in Wailea can offer early check-in whether you're looking for romantic accommodations, something suitable for the whole family, a business hotel, a 5-star resort, or cheap hotels with early check-in. Hotels with 24-hour front desk service often have early check-in available even if you're looking for hotels with a 6 am check-in. You may even find Wailea hotels with 24-hour check-in. 

Deals for early check-in hotels in Wailea 

Fares for hotels with early check-in in Wailea range from $284 to $3,655. Early check-in can come at an extra cost, but the specific cost can vary depending on the property. Some offer free early check-in depending on availability, while others require an extra fee in all circumstances.  

Hotel deals for properties with early check-in are readily available in Wailea. Don't hesitate to opt for those high-end amenities you love and with early check-in, you can arrive and check in to your room before the check-in window officially begins.

Fully refundable Wailea hotels with early check-in 

Some early check-in hotels in Wailea are fully refundable. You can find them easily in our curated selection. If you do need to cancel, find your booking in your itinerary on your Expedia account, just click "Cancel" and follow the instructions. 

Expedia makes planning a vacation simple. When you book a hotel, you can add a flight or a car to create a package deal and unlock even more attractive fares. You can also buy activities near your accommodations to add more fun to your trip. Book today! 

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