Top 10 Historic Hotels & Accommodation in Upcountry Maui from AU$383 | Expedia

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Check availability on Upcountry Maui Historic Hotels

Tonight

30 Aug - 31 Aug

Tomorrow

31 Aug - 1 Sept

Next weekend

4 Sept - 6 Sept

In two weeks

11 Sept - 13 Sept

Our top choices for Upcountry Maui historic hotels

A rustic wooden house with a large window and a door, surrounded by lush greenery and palm trees.

A beach with clear water, rocks, and mountains in the background.

A small, rustic cabin with a stone exterior and a wooden door, surrounded by dense foliage.

A wooden cabin interior with a table, chairs, a book, and a floral arrangement.

1. Adorable 1930's Gingerbread House....Permitted!

Makawao

United States

Kathy W.

AU$783

includes taxes & fees

4 Sept - 5 Sept

A bamboo structure with a sloped roof, surrounded by rocks and plants.

A sunlit room with large windows, wicker furniture, and a view of a lush garden.

A spacious living room with wicker furniture, a fireplace, and a large TV mounted above it.

A covered outdoor seating area with a chair, a tree, and a grassy garden.

2. Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Makawao

Canada

Marley L.

AU$4,056

includes taxes & fees

31 Aug - 1 Sept

A resort with multiple buildings, a swimming pool, and a view of the ocean and mountains.

A living room with a flat-screen TV, a coffee table with a potted plant, a wicker sofa, and a kitchen area with a bar stool and a microwave.

A hotel courtyard with palm trees, a grassy lawn, and a building with balconies.

A swimming pool surrounded by palm trees and a wooden building with a sloped roof.

3. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

North Kihei

United States

Janet M.

AU$544

includes taxes & fees

11 Sept - 12 Sept

A landscaped garden with a pond, palm trees, and a view of the ocean.

A hotel room with a large bed, a desk, two chairs, a ceiling fan, and a kitchen area in the background.

A beach with waves, a black sand shore, and a building with multiple balconies overlooking the ocean.

A modern kitchen with a stainless steel sink, a coffee maker, and a microwave. There are decorative fish on the wall and a view of the balcony.

4. Partial Oceanview #106 at Hana Kai Maui - Studio unit with a really nice view!

Hana Town Center

United States

Inon

AU$383

includes taxes & fees

31 Aug - 1 Sept

A balcony with a table set for two, featuring a bottle of wine and two glasses.

A cozy living area with a patterned sofa, a small table, a surfboard on the wall, a bed, and a kitchenette in the background.

An aerial view of a coastal resort area with a large building, a beach, and a pool.

5. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

North Kihei

United States

pablo

AU$543

includes taxes & fees

9 Sept - 10 Sept

A clear beach with visible rocks and a distant mountain range.

A modern kitchen with wooden cabinets, a black refrigerator, a stove, and a large window with a view.

A covered porch with a table, chairs, and a ceiling fan.

A bedroom with a bed, two bedside tables, a ceiling fan, and large windows.

6. Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Hana Town Center

United States

Michelle S.

AU$590

includes taxes & fees

1 Sept - 2 Sept

A hotel with a pool, a lawn, and a view of the ocean.

A multi-story hotel with balconies, surrounded by tropical vegetation and palm trees.

A beach with waves, a black sand shore, and a building with multiple balconies overlooking the ocean.

A hotel with a parking area, a building with a green roof, and a view of the ocean.

7. Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit

Hana Town Center

United States

janie h.

AU$471

includes taxes & fees

2 Sept - 3 Sept

A beach with palm trees, clear blue sky, and ocean.

A hotel with a red roof, multiple floors, and a view of mountains in the background.

A swimming pool surrounded by palm trees and a building with a covered patio.

A kitchen with a refrigerator, stove, and island. There is a dining area with a table and chairs, and a living room with a sofa and a lamp.

8. Beach Steps Away - Cozy Maui Condo Ocean Peek

South Kihei

United States

alyssa c.

AU$577

includes taxes & fees

31 Aug - 1 Sept

View all properties

Top Upcountry Maui Hotel Reviews

Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

8/10 Good

"clean room"

Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent

"Staff friendly. Services very good."

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent

"Excellent resort. This has become our go-to. Everything about it is five stars, all the way. Great for couples and wonderful for families. We really love this spot!"

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent

"There was nothing not to like! Everything was amazing!"

Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

10/10 Excellent

"Great Family Stay in Ka'anapali! Our family had a fantastic stay at the Hilton Vacation Club, enjoying a beautiful panaromic ocean view from a remarkably clean and well-maintained room. The staff was warm and attentive, the pool area was fantastic for relaxing, and the resort felt very safe. Plus, having great dining options just steps away made our Maui trip completely stress-free!"

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

10/10 Excellent

"Will stay again!"

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