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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Apartments in Upcountry Maui

Aina Nalu Lahaina
Private kitchen

Aina Nalu Lahaina

3.0 star property
8.4 out of 10, Very good, (1265)
"Nice place, would stay there again for sure."
Aina Nalu Lahaina
Kihei Ali'i Kai Condos with Free Parking
Private kitchen

Kihei Ali'i Kai Condos with Free Parking

4.0 star property
9.0 out of 10, Wonderful, (17)
"One of the best private properties I have stayed in"
The price is RM588
RM1,794 total
includes taxes & fees
28 Aug - 29 Aug
Kihei Ali'i Kai Condos with Free Parking
Kaanapali Plantation Villa by KBM
Private kitchen

Kaanapali Plantation Villa by KBM

4.0 star property
10.0 out of 10, Exceptional, (2)
"Loved this property! Nice and quiet, ocean view, updated and very large floor plan. Quick to get to other tourist sites. Perfect location. Plenty of parking. Will stay again for sure! "
Kaanapali Plantation Villa by KBM
Modern & Central Oceanview Vistas
Beach nearby, beach umbrellas

Modern & Central Oceanview Vistas

3.5 star property
10.0 out of 10, Exceptional, (4)
"The condo was spotless and beautifully furnished. I loved how they provided so many things to make beach days a success. The view from balcony was beautiful. Great location. It is across the street from the beach. Overall we loved staying here and was comfortable for a family of four. I would highly recommend staying here. "
Modern & Central Oceanview Vistas
Kihei Bay Surf 227
Property amenity

Kihei Bay Surf 227

3.5 star property
9.2 out of 10, Wonderful, (14)
"Clean, quiet location, comfortable bed. Beautiful sunsets from front balcony. Short walk to beach."
Kihei Bay Surf 227
Romannas Golden Ray Oceanfront Condo
On the beach

Romannas Golden Ray Oceanfront Condo

4.0 star property
8.0 out of 10, Very good, (6)
"The court yard was awesome "
Romannas Golden Ray Oceanfront Condo
Pacific Shores
Property amenity

Pacific Shores

3.5 star property
9.2 out of 10, Wonderful, (16)
"Great location and condo was beautiful!"
Pacific Shores
Kapalua Bay Villas by KBM
Terrace/patio

Kapalua Bay Villas by KBM

4.0 star property
9.8 out of 10, Exceptional, (8)
"We thoroughly enjoyed our stay at the villa. The view was stunning, the amenities were excellent, and the area felt safe and peaceful. We were able to walk to the beach and watch seabirds nearby."
Kapalua Bay Villas by KBM
Kamaole Sands Condos Close to Beach with Parking
Beach nearby, white sand, beach towels

Kamaole Sands Condos Close to Beach with Parking

3.5 star property
8.0 out of 10, Very good, (1)
"Clean property nice room good location"
Kamaole Sands Condos Close to Beach with Parking
Hip Hawaiian Seaside Vistas
On the beach, white sand, sun-loungers, beach umbrellas

Hip Hawaiian Seaside Vistas

3.0 star property
10.0 out of 10, Exceptional, (1)
Hip Hawaiian Seaside Vistas
Deluxe Oceanside Resort Vistas
View from room

Deluxe Oceanside Resort Vistas

4.0 star property
9.4 out of 10, Exceptional, (3)
"Nice place. I would stay there again. Close to a lot of good restaurants and the it’s ni"
Deluxe Oceanside Resort Vistas
Polo Beach - CoralTree Residence Collection
Outdoor pool

Polo Beach - CoralTree Residence Collection

3.5 star property
9.0 out of 10, Wonderful, (61)
"Our stay was fantastic! I wasn’t quite sure which unit we’d be in, but our view was amazing and the property was perfect! Soft, sandy beach right next to a lovely pool and hot tub. We would definitely choose this stay again!"
Polo Beach - CoralTree Residence Collection
Refined Resort Wailea Oceanview Vistas
Private kitchen

Refined Resort Wailea Oceanview Vistas

3.0 star property
9.0 out of 10, Wonderful, (2)
"Great well maintained property. Would recommend this property and will visit again when returning to Maui."
Refined Resort Wailea Oceanview Vistas
Kihei Retreat w/ Kamaole Sands Resort Amenities!
Interior

Kihei Retreat w/ Kamaole Sands Resort Amenities!

3.5 star property
The price is RM1,137
RM2,923 total
includes taxes & fees
28 Aug - 29 Aug
Kihei Retreat w/ Kamaole Sands Resort Amenities!
Beautiful Kihei Condo - Walk to the Beach!
Interior

Beautiful Kihei Condo - Walk to the Beach!

3.0 star property
9.0 out of 10, Wonderful, (4)
"Property management was extremely accommodating to our early check in needs to drop our stuff off. Huge patio to enjoy your morning coffee and book, close to the beach, and great staff. I would stay here again in a heartbeat!"
Beautiful Kihei Condo - Walk to the Beach!
Kapalua Ridge Villas by KBM
Exterior

Kapalua Ridge Villas by KBM

4.0 star property
10.0 out of 10, Exceptional, (3)
"I loved it here. Best trip I’ve ever taken. Clean, beautiful property. "
Kapalua Ridge Villas by KBM
Wailea Elua- CoralTree Residence Collection
2 outdoor pools

Wailea Elua- CoralTree Residence Collection

3.5 star property
9.6 out of 10, Exceptional, (245)
"Very lovely experience "
Wailea Elua- CoralTree Residence Collection
Valle Isle
Exterior

Valle Isle

3.0 star property
Valle Isle
Calina's Maui Parkshore Kam lll
Beach

Calina's Maui Parkshore Kam lll

3.0 star property
7.6 out of 10, Good, (10)
"Beatuiful condo with an amazing view of the ocean."
Calina's Maui Parkshore Kam lll
Wailea Luxury Hilltop Resort Vistas
Private kitchen

Wailea Luxury Hilltop Resort Vistas

5.0 star property
10.0 out of 10, Exceptional, (2)
"very nice place and location 🤗"
Wailea Luxury Hilltop Resort Vistas
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

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent
"Our rooms were very nice. Beach grounds are beautiful!! Personal is super friendly and attentive Buildings and pool could use a facelift."
Edgar A 7-night trip
Posted 19 hours ago
OUTRIGGER Kaanapali Beach Resort