A barren volcanic landscape with rugged terrain and distant mountains.

Upcountry Maui Hotel Guide - Adventure Sport Hotels in Upcountry Maui, Hawaii

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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 spacious room with a large bed, a sofa, a dining area, and a kitchen.
A bedroom with a four-poster bed, a brown leather sofa with patterned cushions, a wooden chest of drawers, and a patterned rug.
A bathroom with a wooden vanity, a sink with a unique basin, and a large mirror.

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.
€314
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 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.
A dining area with a long table, wicker hanging lamps, and a view of greenery outside.

2. Paia Inn

Paia Inn
Paia
United States
Jan
€289
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 spacious lobby with a wooden ceiling, large windows, and a seating area with sofas and a coffee table.
A multi-story hotel with balconies, a well-maintained lawn, and palm trees.
A resort pool area with a waterfall, palm trees, and a building with balconies.

3. Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas
North Kihei
United States
Mary Joy
€365
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 kitchen with a double sink, a window with a view of greenery, and various kitchen items on the counter.
A green house with a porch, surrounded by lush greenery.

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
€354
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 spacious living room with a sofa, a coffee table, and a ceiling fan.
A tropical landscape with palm trees and yellow flowers under a partly cloudy sky.
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.
€377
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.
An aerial view of a coastal resort with beachfront properties, a large hotel, and a swimming pool.
A bedroom with a bed, bedside table, lamp, and a view into the kitchen.
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
€358
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.
An aerial view of a coastal resort area with a large building, a beach, and a pool.

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
€345
includes taxes & fees
9 Oct - 10 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 well-maintained backyard with a grassy lawn, a palm tree, and a wooden fence.
A bedroom with a bed, a nightstand, a ceiling fan, a door, and a window.
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.
€423
includes taxes & fees
1 Oct - 2 Oct
Hale Nihi - Paia, Maui
A swimming pool with a turtle, surrounded by palm trees and a building with balconies.
A two-story house with a white exterior, a balcony, and a staircase leading to the upper floor.
A dining area with a table and chairs, a ceiling fan, and a view of the outdoors.
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.
€339
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 room with a ceiling fan, a sofa, a TV, a balcony with chairs, and a view of greenery.
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.
€372
includes taxes & fees
1 Oct - 2 Oct
Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
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Top Upcountry Maui Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"The property is gorgeous, on a wonderful beach, and has everything. We loved the waterslides, great restaurants, comfy beds, and beautiful sunsets. We will definitely be back!!"
Marian 7-night trip
Posted less than an hour ago
Grand Wailea Maui, A Waldorf Astoria Resort
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent
"Everything was good"
Vera 9-night trip
Posted 2 hours ago
OUTRIGGER Kaanapali Beach Resort
Maui Coast Hotel

Maui Coast Hotel

10/10 Excellent
"Perfect place. Right location, right price, everything was clean, and staff was very friendly and helpful. Shout out to Manny for his help with our 3rd party vendor. We would definitely stay here again!"
Ryan 8-night trip
Posted 3 hours ago
Maui Coast 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 4 hours 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 5 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 1 day 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 1 day 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
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

Frequently asked questions

How much do hotels for couples in Upcountry Maui cost?
Prices for hotels for couples in Upcountry Maui range between €289 and €423 per night. No matter your budget, you're sure to find the perfect place that'll make both your sweetheart and your wallet smile! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your hotel for couples in Upcountry Maui with Expedia?
We think that a holiday with your sweetheart should be a piece of cake, so if you're seeking a hotel for couples in Upcountry Maui at a great price, Expedia can help. Keep costs down and choose a comfortable motel, or splurge and book an opulent hotel escape to treat the one you love the most.
How can I find cheap hotels for couples in Upcountry Maui?
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