Romantic Hotels in Upcountry Maui
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A barren volcanic landscape with rugged terrain and distant mountains.

Romantic Hotels & Resorts in Upcountry Maui from NZ$325

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your current months are November, 2026 and December, 2026.

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Our top choices for Upcountry Maui romantic 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!

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

Makawao

9.8 out of 10, Exceptional, (13 reviews)

9.8/10

Exceptional

(13 reviews)

"a beautiful property and a nice cottage! We completely enjoyed our time here."

Kathy W.

The price is NZ$991

NZ$991

includes taxes & fees

16 Nov - 17 Nov

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

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

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

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

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

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

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

Makawao

10.0 out of 10, Exceptional, (82 reviews)

10/10

Exceptional

(82 reviews)

"This place was perfect for our big group!"

Lisa B.

The price is NZ$5,040

NZ$5,040

includes taxes & fees

17 Nov - 18 Nov

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

A terrace with wicker furniture, potted plants, and a view of the ocean.

A spacious living area with a wooden staircase, a dining table, and a sofa.

A spacious living area with a kitchen, dining area, and a balcony with a view of palm trees.

A hotel with a lush garden, palm trees, and a red-roofed building.

3. Kohea Kai Hotel Maui

Kohea Kai Hotel Maui

3.0 star property

North Kihei

8.6 out of 10, Excellent, (1,000 reviews)

8.6/10

Excellent

(1,000 reviews)

"Great stay, above expectations"

Lingxi

The price is NZ$326

NZ$326

includes taxes & fees

17 Nov - 18 Nov

Kohea Kai Hotel Maui

A wooden deck with a chair, surrounded by lush tropical vegetation and a clear blue sky.

A wooden staircase leading to a balcony of a blue building surrounded by lush greenery and flowering plants.

A well-maintained garden with a wooden fence, a gazebo, and various trees.

A living room with a brown sectional sofa, a dining table with wooden chairs, and a kitchen area with green cabinets and a white refrigerator.

4. Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku

3.0 star property

Haiku

8.8 out of 10, Excellent, (42 reviews)

8.8/10

Excellent

(42 reviews)

"The place was just as described. The host was great. Definitely recommend."

Nancy

The price is NZ$565

NZ$565

includes taxes & fees

17 Nov - 18 Nov

Yonegan Maui Getaways - Haiku

A modern house with a covered porch, a dining area, and a barbecue grill.

A dining area with a long table, wicker hanging lamps, and a view of greenery outside.

A pathway surrounded by lush tropical plants, leading to a building with a modern design.

A beachside resort with red lounge chairs, a grassy lawn, and a view of the ocean.

5. Paia Inn

Paia Inn

3.5 star property

Paia

9.0 out of 10, Wonderful, (416 reviews)

9.0/10

Wonderful

(416 reviews)

"Cute property and very welcoming staff. I recommend giving this place a look!"

Austin

The price is NZ$590

NZ$590

includes taxes & fees

5 Dec - 6 Dec

Paia Inn

A balcony with a view of the ocean and palm trees.

A resort with a swimming pool, solar panels, and a view of the ocean.

A modern hotel with a large entrance, palm trees, and a sign indicating it is the Maui Coast Hotel.

A beach with palm trees, umbrellas, and people.

6. Maui Coast Hotel

Maui Coast Hotel

3.5 star property

South Kihei

9.6 out of 10, Exceptional, (2,722 reviews)

9.6/10

Exceptional

(2,722 reviews)

"Great hotel staff property location and very nice rooms"

Scott

The price is NZ$556

NZ$556

includes taxes & fees

10 Nov - 11 Nov

Maui Coast Hotel

A green house with a porch, surrounded by lush greenery.

A paved pathway leading to a gate with red pillars, surrounded by lush greenery and palm trees, with a view of the ocean in the background.

A room with a bed, a dining table, chairs, a kitchen area, and a large window.

A house with a covered porch, surrounded by lush greenery and a lawn.

7. Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

Hana

10.0 out of 10, Exceptional, (537 reviews)

10/10

Exceptional

(537 reviews)

"Beautiful scenery and hostess!"

Sonja W.

The price is NZ$699

NZ$699

includes taxes & fees

11 Nov - 12 Nov

Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

A swimming pool with a hot tub, surrounded by palm trees and lounge chairs.

A spacious living room with a TV, comfortable seating, a dining area, and a balcony with a view.

A modern living room with a glass table, wicker chairs, a sofa, and a television on a wooden cabinet.

A modern kitchen with wooden cabinets, stainless steel appliances, a tiled backsplash, and a white countertop.

8. Castle at Maui Banyan

Castle at Maui Banyan

3.5 star property

South Kihei

7.8 out of 10, Good, (308 reviews)

7.8/10

Good

(308 reviews)

"Staff was very helpful and accommodating. Thoroughly enjoyed our stay."

Darryl

The price is NZ$767

NZ$767

includes taxes & fees

17 Nov - 18 Nov

Castle at Maui Banyan

A covered outdoor area with a table and chairs, overlooking a lush landscape and the ocean.

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

A modern kitchen with a built-in oven and refrigerator, a dining area with a wooden table and chairs, and a living area with a sofa and a coffee table.

A bedroom with a bed, a sofa, a chair, a small table, and a TV.

9. North shore Maui B and B room 1.

North shore Maui B and B room 1.

Haiku

10.0 out of 10, Exceptional, (132 reviews)

10/10

Exceptional

(132 reviews)

"A very peaceful property overlooking the ocean. This was a wonderful getaway for my wife and I."

Steven

The price is NZ$468

NZ$468

includes taxes & fees

6 Nov - 7 Nov

North shore Maui B and B room 1.

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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Top Upcountry Maui Hotel Reviews

A resort with a swimming pool, lounge areas, and a view of the ocean.

A spacious living area with a high ceiling, a dining set, and a sofa facing a large window overlooking the ocean at sunset.

A coastal property with a single-story building, a rocky shoreline, and clear blue waters.

A spacious living area with a view of the ocean, a kitchen, and a dining area with outdoor seating.

The Resort at Kapalua Bay, Maui

Lahaina

10/10 Excellent

luxurious....so very nice. a rejuvinating place to hang out for a few days

Anonymous traveller

Reviewed May 19, 2015Reviewed May 19, 2015

The Resort at Kapalua Bay, Maui

A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.

A resort with a pool, beach, and mountain view.

A balcony with wicker furniture, a view of the ocean, palm trees, and a mountain in the distance.

An aerial view of a resort with multiple pools, palm trees, and lounge areas.

Four Seasons Resort Maui at Wailea

Wailea

10/10 Excellent

We thoroughly enjoyed our honeymoon stay at the Four Seasons Maui. While pricey, it was definitely worth the experience for such a special occasion.

Adam

Reviewed January 22, 2017Reviewed January 22, 2017

Four Seasons Resort Maui at Wailea

A staircase with a view of a garden, palm trees, and a bridge.

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

A resort pool area with lounge chairs, umbrellas, and palm trees.

A balcony with a view of the ocean and sunset.

Fairmont Kea Lani Maui

Wailea

10/10 Excellent

We were surprised at the Beaty of Maui and the Fairmont property. It was so much better than the photos ! The stag were incredibly attentive , kind and so good at their jobs We will definitely return here and will also book Fairmont in the future as it is a smooth well run hotel

Alishia

Reviewed May 2, 2025Reviewed May 2, 2025

Fairmont Kea Lani Maui

A view of a beach with palm trees and a sailboat on the water.

A resort with a swimming pool, beach, and palm trees.

A pool area with lounge chairs and umbrellas, a sign reading "The Whaler," and a view of the ocean and a mountain in the background.

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

The Whaler Resort Kaanapali Beach

Kannapali Beach Area

10/10 Excellent

Stunning location with beautiful views. Fantastic property with everything we needed. Exceeded our expectations. We will be back.

Theresa

Reviewed September 6, 2024Reviewed September 6, 2024

The Whaler Resort Kaanapali Beach

A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.

A pool with a waterfall feature, lounge chairs, and palm trees under a sunset sky.

A multi-level hotel atrium with a central bar, outdoor seating, and multiple balconies.

A spacious kitchen with a large island, wooden cabinets, and a view of the ocean.

Ho‘olei Villas at Grand Wailea

Wailea

10/10 Excellent

Close to Grand Wailea. Great service. Great views. Great experience plenty of room and high quality furnishings including a lift which was actually handy for our suitcases. In summary just do it!

Peter

Reviewed May 1, 2012Reviewed May 1, 2012

Ho‘olei Villas at Grand Wailea

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Romantic Hotels & Resorts in Upcountry Maui from NZ$325

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Upcountry Maui romantic hotels

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

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

3. Kohea Kai Hotel Maui

4. Yonegan Maui Getaways - Haiku

5. Paia Inn

6. Maui Coast Hotel

7. Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens

8. Castle at Maui Banyan

9. North shore Maui B and B room 1.

Top Upcountry Maui Hotel Reviews

The Resort at Kapalua Bay, Maui

10/10 Excellent

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