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Top Upcountry Maui Adventure Hotels

Interior
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
9.2 out of 10, Wonderful, (30)
"Great stay upcountry. Spacious and clean. Would definitely stay there again"
United States
starr K.
The price is ￥24,609
￥63,067 total
includes taxes & fees
Oct 25 - Oct 26
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Fridge, microwave, oven, stovetop
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
10.0 out of 10, Exceptional, (181)
"Great stay"
United States
Peter A.
The price is ￥81,348
￥164,034 total
includes taxes & fees
Oct 27 - Oct 28
Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views
Exterior
Paia Inn
Paia Inn
3.5 star property
8.8 out of 10, Excellent, (335)
"Lovely Inn close to the airport. Clean, quiet, decent amenities. We will be back. A wonderful place to kick- off a Maui vacation"
United States
Jennifer
The price is ￥30,230
￥40,408 total
includes taxes & fees
Oct 24 - Oct 25
Paia Inn
A heated pool
🍍 Honua Kai Konea 830 Beach Suite – Renovated 1BD - Lanai & Tranquil Setting 🍍
🍍 Honua Kai Konea 830 Beach Suite – Renovated 1BD - Lanai & Tranquil Setting 🍍
9.8 out of 10, Exceptional, (135)
"The unit was very clean, comfortable bed and sofa bed, well stocked with beach supplies, kitchen supplies/equipment. Very responsive property manager. Thank you!"
United States
Nate S.
The price is ￥21,115
￥112,077 total
includes taxes & fees
Nov 10 - Nov 11
🍍 Honua Kai Konea 830 Beach Suite – Renovated 1BD - Lanai & Tranquil Setting 🍍
Outdoor pool, sun loungers
Ho‘olei Villas at Grand Wailea
Ho‘olei Villas at Grand Wailea
5.0 star property
9.6 out of 10, Exceptional, (44)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is ￥301,086
￥365,025 total
includes taxes & fees
Nov 15 - Nov 16
Ho‘olei Villas at Grand Wailea
Exterior
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
9.8 out of 10, Exceptional, (259)
"Very clean, close to beaches and town. The host was also great with communication and recommendations. Highly recommend! "
United States
Katie C.
The price is ￥15,039
￥59,365 total
includes taxes & fees
Oct 31 - Nov 1
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Exterior
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
9.6 out of 10, Exceptional, (285)
"Had a great experience here it was close to everything in town and near alot of cool beaches! Would definitely return"
United States
morgan J.
The price is ￥15,039
￥59,205 total
includes taxes & fees
Oct 24 - Oct 25
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Property grounds
Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!
Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!
9.6 out of 10, Exceptional, (160)
"Great location! The place seemed old but adequate. We had trouble locating the sheets for the hideabed - maybe a note would have been nice with instructions? We loved the close designated parking space!"
United States
Jeanelle H.
The price is ￥20,371
￥72,143 total
includes taxes & fees
Oct 24 - Oct 25
Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!
Property grounds
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
9.4 out of 10, Exceptional, (84)
"Beautifully furnished condo with lovely views. Great pool and bbq area, nice walking distance to the beach and a few local food establishments and businesses. "
United States
Denise L.
The price is ￥19,596
￥91,516 total
includes taxes & fees
Oct 29 - Oct 30
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
On the beach, sun loungers, beach towels
The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023
The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023
10.0 out of 10, Exceptional, (30)
"The room is lovely and updated. It is stocked with everything you need for a great beach trip. The lanai has a great view of the beach from the side. The unit is quiet and peaceful. Beach access is super easy. We had a wonderful time!"
United States
Alexandra S.
The price is ￥20,508
￥59,385 total
includes taxes & fees
Oct 24 - Oct 25
The Napili Bay, Steps to Sand, Studio, King bed, Remodeled in June of 2023
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

Maui Coast Hotel

Maui Coast Hotel

10/10 Excellent
"We stayed in the newly renovated Kai Tower. One of the best hotel experience so far out of the three Hawaiian Islands we visited. Great accommodations with clean modern style rooms, complimentary refillable bpa free aluminum water bottles, complimentary washer and dryer, good water pressure, complimentary shuttle within 3 mile radius of the hotel, complimentary bike rentals, and pickleball paddle are available to check out to play in their pickleball courts. Great location with beach across the hotel. Staff are friendly and helpful. We highly recommend this hotel to family and friends."
Vang 4-night trip
Posted 1 day ago
Maui Coast Hotel

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Frequently asked questions

How much do hotels for couples in Upcountry Maui cost?
Prices for hotels for couples in Upcountry Maui range between and 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 vacation 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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