A barren volcanic landscape with rugged terrain and distant mountains.

Adventure Sport Hotels & Resorts in Upcountry Maui from NZ$580

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Upcountry Maui Adventure Sport Hotels

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Upcountry Maui adventure hotels

A spacious living room with a large glass coffee table, a sofa, and a fireplace.
A bathroom with a wooden vanity, a sink with a unique basin, and a large mirror.
A living room with a large window, a ceiling fan, a sofa, and a patterned rug.
A spacious room with a large bed, a sofa, a dining area, and a kitchen.

1. Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Makawao
United States
Ronald A C.
NZ$601
includes taxes & fees
1 Oct - 2 Oct
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
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 beachside resort with red lounge chairs, a grassy lawn, and a view of the ocean.
A bedroom with a large bed, wooden wardrobe, and a view of the ocean through a sliding door.

2. Paia Inn

Paia Inn
Paia
United States
Jan
NZ$580
includes taxes & fees
3 Oct - 4 Oct
Paia Inn
A spacious balcony with wicker furniture, a view of the ocean, and a mountain in the distance.
A resort pool area with a waterfall, palm trees, and a building with balconies.
A stone wall with the text "MAUI BAY VILLAS" and "HILTON GRAND VACATIONS" indicating a hotel location.
A spacious lobby with a wooden ceiling, large windows, and a seating area with sofas and a coffee table.

3. Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas
North Kihei
United States
Mary Joy
NZ$731
includes taxes & fees
17 Oct - 18 Oct
Hilton Grand Vacations Club Maui Bay Villas
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.
A kitchen with a double sink, a window with a view of greenery, and various kitchen items on the counter.

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

Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
Hana
United States
Diann
NZ$683
includes taxes & fees
18 Oct - 19 Oct
Paradise Ocean View Private Cottage Solar Power Tropical Flower Gardens
A living room with a sofa, coffee table, and a large mirror. There is a sliding glass door leading to an outdoor area with a table and chairs.
A tropical landscape with palm trees and yellow flowers under a partly cloudy sky.
A living room with a sofa, coffee table, and a dining area with a kitchen in the background.
A well-lit, spacious living area with a sofa, a coffee table, and a bed with a patterned bedspread.

5. Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
North Kihei
United States
Rochelle P.
NZ$734
includes taxes & fees
1 Oct - 2 Oct
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
A table with a bottle and glasses on a red mat, surrounded by red chairs on a balcony with a view of palm trees and a tennis court.
A bedroom with a bed, bedside table, lamp, and a view into the kitchen.
A spacious living area with a dining table, chairs, a sofa, a TV, and a ceiling fan.
A hot tub area with a pool, lounge chairs, and a building with a balcony in the background.

6. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
United States
Sylvia
NZ$685
includes taxes & fees
1 Oct - 2 Oct
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
A balcony with a table set for two, featuring a bottle of wine and two glasses.
A kitchen counter with a coffee maker, a toaster, and a paper towel holder. There are two hanging bags on the wall, one with a mountain logo and the other with a blue logo.
A cozy living area with a patterned sofa, a small table, a surfboard on the wall, a bed, and a kitchenette in the background.
A hotel room with a bed, a television on a wooden cabinet, a wicker chair with a red cushion, a nightstand with a lamp, and a framed picture on the wall.

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

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
United States
pablo
NZ$685
includes taxes & fees
1 Oct - 2 Oct
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
A beach with clear turquoise waters, rocky shoreline, and distant mountains under a clear sky.
A bedroom with a bed, a nightstand, a ceiling fan, a door, and a window.
A spacious patio area with a sliding glass door leading to a balcony, furnished with wicker sofas and a large potted plant.
A narrow hallway with a beige tiled floor, a beige sofa, a patterned cushion, and a small table with a lamp. There are three framed pictures on the wall and a potted plant hanging from the ceiling.

8. Hale Nihi - Paia, Maui

Hale Nihi - Paia, Maui
Paia
United States
Chameil H.
NZ$827
includes taxes & fees
2 Oct - 3 Oct
Hale Nihi - Paia, Maui
A swimming pool with a turtle, surrounded by palm trees and a building with balconies.
A residential street with houses, palm trees, and a clear view of the ocean.
A two-story house with a white exterior, a balcony, and a staircase leading to the upper floor.
A beach with clear skies, calm sea, and a distant mountain.

9. Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
United States
Kathryn R.
NZ$653
includes taxes & fees
6 Oct - 7 Oct
Romantic 1 BR Condo with King Tempurpedic
An aerial view of a coastal town with a beach, residential buildings, and a mountainous backdrop.
A kitchen with wooden cabinets, a dining area with wicker chairs, and a tiled floor.
A tropical garden with palm trees, a building with a sloped roof, and a view of the ocean.
A living room with a sofa, chairs, a glass table, a ceiling fan, and large windows with a view of greenery.

10. Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!

Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
South Kihei
United States
Melissa P.
NZ$726
includes taxes & fees
1 Oct - 2 Oct
Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
View all properties

Top Upcountry Maui Hotel Reviews

Maui Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"Awesome property"
Harvey 3-night trip
Posted 1 hour ago
Maui Seaside Hotel
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent
"Room had some stains, but the overall property was so beautiful. It was hard to get any service at the pool for drinks/food, but otherwise wonderful location"
Ashley 3-night trip
Posted 1 hour ago
The Westin Maui Resort & Spa, Ka'anapali
Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"This is the 5th time that I've stayed at Aston Kaanapali Shores and each time I truly enjoy my stay. Very kind and welcoming staff. The rooms are spacious and the views are amazing. Looking forward to coming back again."
Eliza 3-night trip
Posted 2 hours ago
Aston Kaanapali Shores
Maui Beach Hotel

Maui Beach Hotel

10/10 Excellent
"Clean room, awesome staff, loved the breakfast buffet. I wish you could have a bench out toward the parking lot for us smokers to sit down on."
Jacqueline 4-night trip
Posted 21 hours ago
Maui Beach Hotel
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

10/10 Excellent
"We celebrated our honeymoon here! Condo was amazing, just like the pictures. Loved the view, balcony and kitchenette. Space was spacious as well, didn't seem cramped. Staff was very friendly, gave us wine, chocolates and marriage advice to celebrate. Only downside to us was the beach in front wasn't as wide as our last hotel in kannapali and there were quite a few flat rocks in the shallows with a drop off in the water so it wasn't ideal for swimming or lounging on the beach at this property. Although the daily turtles we saw eating the algae on the rocks were a bonus. We did a lot of exploring this trip so we weren't too upset about the beach. Still walkable so that was good."
Amelia Geraldine 7-night trip
Posted 21 hours ago
Aston Mahana at Kaanapali
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

8/10 Good
"Thank you!"
Layla 6-night trip
Posted 1 day ago
Royal Lahaina Resort & Bungalows
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent
"We loved this resort! First time visiting Maui and had a blast. The staff was super friendly and very helpful. Given a chance to go back we would stay here every time! We also loved the fact it was close to everything we needed and even walking to Whalers Village"
Shana Lurae 7-night trip
Posted 1 day ago
OUTRIGGER Kaanapali Beach Resort
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

10/10 Excellent
"Excellent villa with excellent decor. Fairly clean. Very nice staff provided excellent service. Very nice kitchen. I was impressed with the upscale finishes."
Faysal 6-night trip
Posted 2 days ago
Aston Maui Kaanapali Villas
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"Everything was just FANTASTIC. Please don't laugh. The only thing that we can think of that for you guys to do something about, and only if you are allowed to do something about it, is too many black bees at the smoking hut areas."
Ali 9-night trip
Posted 2 days ago
Grand Wailea Maui, A Waldorf Astoria Resort

Explore a world of travel with Expedia