Top 10 Historic Hotels & Accommodation in Upcountry Maui from AU$571 | Expedia

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Check availability on Upcountry Maui Historic Hotels

Tonight

16 Oct - 17 Oct

Tomorrow

17 Oct - 18 Oct

This weekend

16 Oct - 18 Oct

Next weekend

23 Oct - 25 Oct

Our top choices for Upcountry Maui historic hotels

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

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.

A swimming pool with a wooden deck, surrounded by palm trees and tropical plants.

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

Makawao

United States

Lisa B.

AU$4,160

includes taxes & fees

30 Oct - 31 Oct

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

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

2. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

North Kihei

United States

Luukia R.

AU$581

includes taxes & fees

24 Oct - 25 Oct

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

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

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

3. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

North Kihei

United States

pablo

AU$571

includes taxes & fees

30 Oct - 31 Oct

A modern living room with a sofa, coffee table, and dining area.

A resort with a swimming pool, palm trees, and a view of the ocean.

A modern kitchen with a built-in oven, a coffee maker, and a water dispenser.

A beach with a person walking along the shoreline.

4. ContemporaryHawaiianReno in WaileaPoolBeach*Golf

Wailea

Canada

Marcie M.

AU$595

includes taxes & fees

20 Oct - 21 Oct

A modern kitchen with a dining area, a ceiling fan, and a wall art piece.

A beach with clear skies, sandy shore, and a distant coastline.

A kitchen with wooden shelves, a sink, and a decorative pineapple pattern on the wall.

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a multi-story building.

5. Hawaiian Reno on Wailea Blue Golf Ocean ViewPool

Wailea

United States

david k.

AU$595

includes taxes & fees

28 Oct - 29 Oct

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

A bedroom with a large bed, a ceiling fan, a view of the outdoors, and a balcony with chairs.

A modern kitchen with stainless steel appliances, a tiled backsplash, and a decorative mirror.

A hotel room with a bed, a ceiling fan, a desk, a chair, a dresser, and a view of the ocean.

6. Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!

Hana Town Center

Canada

Celine

AU$649

includes taxes & fees

1 Nov - 2 Nov

A clear coastal view with a beach and mountains in the background.

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

A modern kitchen with wooden cabinets, a black refrigerator, and a dining area with wooden chairs and a table set for four.

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

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

Hana Town Center

United States

Apurv

AU$708

includes taxes & fees

18 Oct - 19 Oct

A balcony with a table set for two, overlooking a beach with palm trees and the ocean.

A living room with a sofa, a glass coffee table, a wicker chair, a lamp, and a potted plant.

A nighttime view of a multi-story building with balconies, surrounded by palm trees.

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

8. 🤙 Oct-Nov-Dec SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

North Kihei

United States

Shelley S.

AU$982

includes taxes & fees

18 Oct - 19 Oct

View all properties

Top Upcountry Maui Hotel Reviews

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

8/10 Good

"Hotel was very nice. We only stayed one night, so the accommodations was just perfect."

Aston Kaanapali Shores

Aston Kaanapali Shores

8/10 Good

"Condo had decent utensils and plates for our family of 6, but this unit was a little run down with rickety doors and drawers"

Maui Beach Hotel

Maui Beach Hotel

10/10 Excellent

"Got warning for parking tickets, lobby didn’t offer a tag for parking"

Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

10/10 Excellent

"No"

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

8/10 Good

"Property was clean and spacious and right on the beach front."

Maui Seaside Hotel

Maui Seaside Hotel

8/10 Good

"The view and location"

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

10/10 Excellent

"Our stay was amazing! The property is well cared for and is a great location with easy access to the beach as well as shopping/dining options. The staff were great, everyone was welcoming and accommodating. I will definitely recommend staying here to friends and family."

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