Upcountry Maui Holiday Rentals

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Our top choices for Upcountry Maui holiday rentals

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
9.0 out of 10, Wonderful, (30 reviews)
"The location was great, especially if you plan to see the whole island! Easy check in and check out. Clean place."
United States
Weronika
The price is S$440
includes taxes & fees
20 May - 21 May
Yonegan Maui Getaways - Haiku

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.6 out of 10, Excellent, (15 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is S$531
includes taxes & fees
27 May - 28 May
Royal Lahaina Bungalows & Spa

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.4 out of 10, Very good, (25 reviews)
"Thank you for hosting us! The place was very clean and the location was fantastic, close to the beach, shops and restaurants!"
United States
Julie
The price is S$679
includes taxes & fees
17 May - 18 May
Signature Residences at Maui Banyan

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (2 reviews)
"Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!"
United States
Sophie
The price is S$847
includes taxes & fees
9 Jun - 10 Jun
The Residences at Kamaole Sands Resort

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is S$687
includes taxes & fees
3 Jun - 4 Jun
The Ocean View Residence

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (908 reviews)
"Staff was amazing and nice! The GM is a huge Kansas City Chiefs fan. The property is beautiful and is a perfect walking distance for anything Kīhei/Wailea. Great TV channels as well. There are cute roosters, lizards and birds everywhere. Will be staying here again for sure! "
Canada
Ethan
The price is S$412
includes taxes & fees
25 May - 26 May
Aston Maui Hill

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is S$918
includes taxes & fees
21 May - 22 May
Kuau Plaza Paia Condo with Parking

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,794 reviews)
"Everything was perfect! Will come back again"
United States
Alla
The price is S$360
includes taxes & fees
30 May - 31 May
Napili Shores Maui by OUTRIGGER

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (183 reviews)
"The property is beautiful and located just steps away from the beach."
United States
Patricia
The price is S$292
includes taxes & fees
17 May - 18 May
Napili Village Hotel

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (654 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is S$427
includes taxes & fees
17 May - 18 May
Napili Sunset on the Beach

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (404 reviews)
"From check-in to check-out and all days in between the staff and property were wonderful.Clean, beautiful property located in the hub of Kaanapali Beach. Always a great place to stay."
United States
Ralph
The price is S$932
includes taxes & fees
17 May - 18 May
The Whaler Resort Kaanapali Beach

The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Lahaina
8.2 out of 10, Very good, (47 reviews)
"Staff was great, rooms were clean, pools were warm. The ocean right outside the hotel is clean and allows you do do activities without leaving the area like snorkeling, swimming, boogie boarding, floating, etc)"
United States
Clinton
The price is S$692
includes taxes & fees
24 May - 25 May
The Westin Ka'anapali Ocean Resort Villas North

Kuleana Club - 210

Kuleana Club - 210
4.0 star property
Lahaina
8.0 out of 10, Very good, (2 reviews)
"We had an incredible stay at this beautiful property. The home was spacious and well-appointed, offering plenty of room for everyone to relax comfortably. Located in a gated community, we felt secure and appreciated the added sense of privacy and exclusivity. One of the absolute highlights was the private beach access—just a short walk away and never crowded. It felt like our own slice of paradise where we could unwind and enjoy the ocean without the usual tourist hustle. The landscaping and...
United States
Suresh
The price is S$843
includes taxes & fees
21 May - 22 May
Kuleana Club - 210

Napili Shores D229 Studio Bedroom Condo by RedAwning

Napili Shores D229 Studio Bedroom Condo by RedAwning
3.5 star property
Lahaina
8.0 out of 10, Very good, (1 review)
The price is S$1,587
includes taxes & fees
17 May - 18 May
Napili Shores D229 Studio Bedroom Condo by RedAwning

Kuleana Club - 701

Kuleana Club - 701
3.5 star property
Lahaina
The price is S$620
includes taxes & fees
28 May - 29 May
Kuleana Club - 701

Kuleana Club - 712

Kuleana Club - 712
3.5 star property
Lahaina
The price is S$664
includes taxes & fees
22 May - 23 May
Kuleana Club - 712

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.2 out of 10, Wonderful, (32 reviews)
"Everything was set up to be an amazing experience and we would definitely stay again."
Canada
Tamara
The price is S$612
includes taxes & fees
24 May - 25 May
Kihei Ali'i Kai Condos with Free Parking

Stunning South Maui Condo w/ Lanai by Beach!

Stunning South Maui Condo w/ Lanai by Beach!
3.5 star property
North Kihei
The price is S$492
includes taxes & fees
19 May - 20 May
Stunning South Maui Condo w/ Lanai by Beach!

The Kalama Residence

The Kalama Residence
3.0 star property
South Kihei
8.0 out of 10, Very good, (3 reviews)
"My stay was okay. "
United States
Rosalba
The price is S$1,125
includes taxes & fees
2 Jun - 3 Jun
The Kalama Residence

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Lahaina
8.4 out of 10, Very good, (248 reviews)
"Great hotel and perfect location"
United States
Sevelina Georgieva
The price is S$716
includes taxes & fees
29 May - 30 May
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
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