A barren volcanic landscape with rugged terrain and distant mountains.

Upcountry Maui Vacation Rentals

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Our top choices for Upcountry Maui vacation rentals

1. 2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
3.0 star property
Haiku
The price is ¥88,019
¥191,265 total
includes taxes & fees
Sep 16 - Sep 17
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

2. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, 971, (971 reviews)
"Dennis and the entire staff made our trip so enjoyable. We will forever have a special place in our hearts for this place. Celebrated our 10 year wedding anniversary here!"
United States
Arleen
The price is ¥44,292
¥52,580 total
includes taxes & fees
Oct 14 - Oct 15
Aston Maui Hill

3. Grand Champions by KBM

Grand Champions by KBM
3.5 star property
Wailea
10.0 out of 10, 5, (5 reviews)
"Clean everything great time great location! "
United States
Sean
The price is ¥201,487
¥340,031 total
includes taxes & fees
Sep 15 - Sep 16
Grand Champions by KBM

4. Makena Surf - CoralTree Residence Collection

Makena Surf - CoralTree Residence Collection
4.0 star property
Wailea
9.4 out of 10, 117, (117 reviews)
"Most beautiful view"
United States
Vesselina
The price is ¥122,102
¥185,191 total
includes taxes & fees
Sep 15 - Sep 16
Makena Surf - CoralTree Residence Collection

5. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, 37, (37 reviews)
"Wonderful location, a short walk to restaurants, shops and beaches. The condo and property grounds were VERY well taken care of and groomed. Beautiful gardens and waterfalls. The pools were very relaxing and our experience was definitely one we will remember. A++"
United States
Patrick
The price is ¥7,297
¥79,417 total
includes taxes & fees
Sep 17 - Sep 18
Signature Residences at Maui Banyan

6. Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, 37, (37 reviews)
"Good location for the Road to Hana and exploring Paia, hot tub was enjoyable."
United States
Matt
The price is ¥19,428
¥46,104 total
includes taxes & fees
Sep 15 - Sep 16
Yonegan Maui Getaways - Haiku

7. Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.6 out of 10, 53, (53 reviews)
"Absolutely an amazing place. Very nice, clean, comfortable. We stayed in B104 and it is a perfect spot to get in and out. Definitely come back again."
United States
Angeline
The price is ¥32,857
¥86,235 total
includes taxes & fees
Sep 20 - Sep 21
Kihei Ali'i Kai Condos with Free Parking

8. The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, 5, (5 reviews)
"Bonus was there were beach chairs, towels and an umbrella. We only used two chairs as our family were busy snorkeling or boarding away while 1-2 sat out and rested. Clean, right down from beach park 3...stocked pantry got some add-ons and pots and pans enough to allow us making most of our meals. Great times and great communication from host. Thanks! Lucas"
United States
George Lucas
The price is ¥15,781
¥97,544 total
includes taxes & fees
Sep 17 - Sep 18
The Residences at Kamaole Sands Resort

9. Lanai & Steps to Beach! Stunning South Maui Condo

Lanai & Steps to Beach! Stunning South Maui Condo
3.5 star property
North Kihei
The price is ¥36,252
¥76,496 total
includes taxes & fees
Sep 16 - Sep 17
Lanai & Steps to Beach! Stunning South Maui Condo

10. The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
9.0 out of 10, 2, (2 reviews)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is ¥7,368
¥79,568 total
includes taxes & fees
Sep 15 - Sep 16
The Ocean View Residence

11. Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
7.8 out of 10, 27, (27 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is ¥51,459
¥69,293 total
includes taxes & fees
Sep 30 - Oct 1
Royal Lahaina Bungalows & Spa

12. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, 1873, (1,873 reviews)
"Love this place!"
United States
Diana
The price is ¥42,749
¥50,747 total
includes taxes & fees
Sep 26 - Sep 27
Napili Shores Maui by OUTRIGGER

13. Polo Beach Club POL-109 by KBM

Polo Beach Club POL-109 by KBM
3.5 star property
Wailea
8.0 out of 10, 1, (1 review)
"The property location was exactly what we wanted, easy access to the Wailea beachfront walking path and directly on the beach. We had a great time but if you are considering this place you need to go in with your eyes wide open. It was very pricey for how tired this unit is. It badly needs a full renovation. The tile is from the 1980's, the carpet is gross and crunchy. When we arrived late, it appeared someone had tried to break in the sliding doors and that set off numerous R&M emails...
Canada
PAMELA
The price is ¥486,499
¥673,085 total
includes taxes & fees
Sep 15 - Sep 16
Polo Beach Club POL-109 by KBM

14. The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Kannapali Beach Area
8.6 out of 10, 1158, (1,158 reviews)
"All in all , it was an amazing experience, staff was great, room clean, trip was amazing."
United States
Brenda
The price is ¥76,037
¥90,265 total
includes taxes & fees
Sep 21 - Sep 22
The Westin Ka'anapali Ocean Resort Villas

15. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, 466, (466 reviews)
"Clean room, friendly staff, great location and views!"
United States
Luis A
The price is ¥35,852
¥98,686 total
includes taxes & fees
Oct 5 - Oct 6
The Whaler Resort Kaanapali Beach

16. Kapalua Golf Villas Resort by KBM

Kapalua Golf Villas Resort by KBM
4.0 star property
Lahaina
9.0 out of 10, 16, (16 reviews)
"Absolute gem. Wife and I love this place and location. "
United States
Joe
The price is ¥254,826
¥374,538 total
includes taxes & fees
Sep 15 - Sep 16
Kapalua Golf Villas Resort by KBM

17. Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking
3.0 star property
Central Kihei
9.8 out of 10, 6, (6 reviews)
"Easy access to the beach, nice kitchen, view of the water"
United States
Phillip J
The price is ¥35,330
¥89,170 total
includes taxes & fees
Sep 16 - Sep 17
Waiohuli Beach Hale Ocean View Condos with Parking

18. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, 3041, (3,041 reviews)
"Beautiful property, kind staff, Dukes restaurant was awesome & located on property!! Will definitely come back again!!"
United States
Diana
The price is ¥54,709
¥146,774 total
includes taxes & fees
Sep 21 - Sep 22
OUTRIGGER Honua Kai Resort & Spa

19. Ocean-view Kihei Condo w/ Lanai: Steps to Beach!

Ocean-view Kihei Condo w/ Lanai: Steps to Beach!
3.0 star property
North Kihei
The price is ¥34,409
¥118,922 total
includes taxes & fees
Sep 25 - Sep 26
Ocean-view Kihei Condo w/ Lanai: Steps to Beach!

20. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, 2628, (2,628 reviews)
"Loved the waterfront cafe and beautiful beach!"
United States
Sabrina
The price is ¥33,871
¥53,884 total
includes taxes & fees
Oct 10 - Oct 11
Aston Maui Kaanapali Villas
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

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