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Top Upcountry Maui hotels

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$765 nightly
The price is $908 total per night from Apr 30 to May 1
$908 total
Apr 30 - May 1
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and ...
Last night on an extended trip to Asia, stopped over in Maui. A perfect end to our trip (despite the inclement weather). We have always stayed in the Ka'anapali area of Maui, but due to weather Wailea was better option for this trip and The Four Seasons didn't disappoint. Would definitely consider ...

Reviewed on Mar 28, 2026

Opens in a new windowFour Seasons Resort Maui at Wailea
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$272 nightly
The price is $323 total per night from May 5 to May 6
$323 total
May 5 - May 6
Total with taxes and fees
2 restaurants, 2 outdoor pools, and 3 hot tubs are among this hotel's featured amenities. Enjoy the 24-hour gym and perks like free WiFi and a free area shuttle. ...
The amenities are wonderful here. The staff are so friendly and accommodating. Great location, wonderful room. Also the onsite restaurants are all great.

Reviewed on Apr 4, 2026

Opens in a new windowMaui Coast Hotel
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
$1,149 nightly
The price is $1,364 total per night from May 3 to May 4
$1,364 total
May 3 - May 4
Total with taxes and fees
A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's ...
nice hotel but not amazing would say the pool and amenities felt lacking. Pretty expensive for what it is

Reviewed on Apr 4, 2026

Opens in a new windowFairmont Kea Lani Maui
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
$523 nightly
The price is $620 total per night from Apr 12 to Apr 13
$620 total
Apr 12 - Apr 13
Total with taxes and fees
A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this luxury hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. ...
Staff is super friendly and helpful. Great food at the restaurants. Beautiful views.

Reviewed on Apr 5, 2026

Opens in a new windowThe Westin Maui Resort & Spa, Ka'anapali
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway Lahaina HI
Fully refundableReserve now, pay when you stay
$350 nightly
The price is $416 total per night from May 3 to May 4
$416 total
May 3 - May 4
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Guests will appreciate ...
Vintage looking property, rainforest vibes. Our room had beach view, our room was clean and everything worked fine. Restaurant had awesome ocean view, service was ok, and food was ok.

Reviewed on Apr 5, 2026

Opens in a new windowOUTRIGGER Kaanapali Beach Resort
Gods Peace Of Maui

Gods Peace Of Maui

2 out of 5
1290 Haliimaile Rd Makawao HI
$155 nightly
The price is $184 total per night from May 4 to May 5
$184 total
May 4 - May 5
Total with taxes and fees
A full-service spa, free self parking, and barbecue grills are featured at this bed & breakfast. Guests will appreciate free perks like self-serve breakfast ...
Amazing views and wonderful little place tucked away from everything, highly recommend!

Reviewed on Mar 28, 2026

Opens in a new windowGods Peace Of Maui
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$716 nightly
The price is $850 total per night from May 6 to May 7
$850 total
May 6 - May 7
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with sun loungers ...
The pools and beach w

Reviewed on Mar 31, 2026

Opens in a new windowGrand Wailea Maui, A Waldorf Astoria Resort
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
$245 nightly
The price is $291 total per night from Apr 13 to Apr 14
$291 total
Apr 13 - Apr 14
Total with taxes and fees
A restaurant and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and free airport shuttle. ...
This is a truck stop motel with a nice lawn and an okay pool. It happens to be near the ocean with a couple hundred years of sandy beach. Without the beach it wouldn’t be worth much. The rooms are gross and worn out. We were disappointed in the condition considering we paid quite a bit for our stay. ...

Reviewed on Apr 4, 2026

Opens in a new windowMaui Seaside Hotel
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
$315 nightly
The price is $374 total per night from May 1 to May 2
$374 total
May 1 - May 2
Total with taxes and fees
This hotel features a full-service spa, 2 outdoor pools, and 11 outdoor tennis courts. Enjoy beachfront dining and relax with beach cabanas and sun loungers. ...
Property was in excellent shape. Drinks were excellent, especially the spicy Bloody Mary. Beach very accessible and clean.

Reviewed on Apr 3, 2026

Opens in a new windowRoyal Lahaina Resort & Bungalows
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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.

Cheap Upcountry Maui hotels

Bamboo Valley Inn

Bamboo Valley Inn

1444 West Kuiaha Rd Haiku HI
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.

Recent Upcountry Maui hotel reviews by fellow wanderers

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

4 out of 5
Posted 8 hours ago
Travelocity Verified Review
"Vintage looking property, rainforest vibes. Our room had beach view, our room was clean and everything worked fine. Restaurant had awesome ocean view, service was ok, and food was ok. "
A verified traveler stayed at OUTRIGGER Kaanapali Beach Resort
OUTRIGGER Kaanapali Beach Resort

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