Vacation rentals in Upcountry Maui

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Top vacation rentals in Upcountry Maui

Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
31.89 mi from city center
The price is $300 per night
$300
includes taxes & fees
$255 per night
Apr 13 - Apr 14
This aparthotel's full-service spa, 2 outdoor pools, and 2 outdoor tennis courts are some of the highlights. Enjoy the 2 hot tubs and gym, and unwind with a drink at the bar/lounge.
Pool
Hot Tub
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
45 Kai Ala Dr, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
31.59 mi from city center
The price is $354 per night
$354
includes taxes & fees
$300 per night
Mar 30 - Mar 31
This aparthotel features a full-service spa, 2 outdoor pools, and 2 hot tubs. There's a restaurant and a bar/lounge for dining and drinks, and also a 24-hour gym on site.
Pool
Hot Tub
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4 out of 5
130 Kai Malina Parkway, Lahaina, HI
31.87 mi from city center
The price is $937 per night
$937
includes taxes & fees
$857 per night
Apr 27 - Apr 28
A full-service spa, 4 outdoor pools, and a restaurant are all featured at this condo resort. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the convenience store. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Kitchen
Sands of Kahana 354

Sands of Kahana 354

4 out of 5
4299 Lower Honoapiilani Road, Unit 354, Kahana, HI
31.99 mi from city center
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An outdoor tennis court is featured at this condo, along with free self parking. A picnic area is also provided.
Parking included
Outdoor Space
Kaanapali Alii

Kaanapali Alii

4 out of 5
50 Nohea Kai Dr, Lahaina, HI
31.4 mi from city center
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This aparthotel features a full-service spa, 3 outdoor pools, and 3 outdoor tennis courts. Enjoy the gym and perks like free self parking and free WiFi. A poolside bar, a 24-hour front desk, and a garden are also provided.
Pool
Kitchen
Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

3 out of 5
5315 Lower Honoapiilani Rd, Lahaina, HI
32 mi from city center
The price is $388 per night
$388
includes taxes & fees
$329 per night
Mar 29 - Mar 30
This smoke-free aparthotel features 2 restaurants, 2 outdoor pools, and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and luggage storage are also on offer.
Pool
Hot Tub
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
4221 Lower Honoapiilani Road, Lahaina, HI
31.98 mi from city center
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This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities, concierge services, and barbecue grills are also on offer.
Pool
Hot Tub
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2 out of 5
31.68 mi from city center
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This vacation home features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. A garden is also provided.
Pool
Kitchen
Kahana Falls Maui by VRI Americas

Kahana Falls Maui by VRI Americas

3.5 out of 5
4260 Lower Honoapiilani Rd, Lahaina, HI
31.9 mi from city center
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This aparthotel features an outdoor pool and a gym. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and perks like free self parking and free WiFi.
Pool
Hot Tub
Wailea Ekahi - CoralTree Residence Collection

Wailea Ekahi - CoralTree Residence Collection

3 out of 5
3300 Wailea Alanui, Kihei, HI
13.63 mi from city center
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This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, laundry facilities, and concierge services are also on offer.
Pool
Kitchen
Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach

4 out of 5
2481 Kaanapali Pkwy, Lahaina, HI
31.4 mi from city center
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2 outdoor tennis courts, an outdoor pool, and A 24-hour gym are all featured at this smoke-free condo. Enjoy a day at the beach snorkeling, or relax with sun loungers. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub
The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali

4 out of 5
45 Kai Malina Pkwy, Lahaina, HI
31.77 mi from city center
The price is $641 per night
$641
includes taxes & fees
$543 per night
Apr 21 - Apr 22
This smoke-free condo resort features 2 restaurants, 2 outdoor pools, and 3 hot tubs. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and supervised childcare is an added bonus.
Pool
Hot Tub
Napili Village Hotel

Napili Village Hotel

3 out of 5
5425 Lower Honoapiilani Rd, Lahaina, HI
32.02 mi from city center
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An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A terrace, a garden, and express check-in are also on offer.
Pool
Kitchen
AEI at Kaanapali Shores

AEI at Kaanapali Shores

4 out of 5
3445 Lower Honoapiilani Road, Lahaina, HI
31.91 mi from city center
Get rates
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free aparthotel. Enjoy the gym and perks like free WiFi. Enjoy the outdoor tennis court and unwind at the bar/lounge and poolside bar.
Pool
Hot Tub
Aston at Papakea Resort

Aston at Papakea Resort

3 out of 5
3543 Lower Honoapiilani Rd, Lahaina, HI
Free Cancellation
Reserve now, pay when you stay
31.89 mi from city center
The price is $542 per night
$542
includes taxes & fees
$509 per night
Apr 3 - Apr 4
This aparthotel features 2 outdoor pools and 2 hot tubs. A garden, a picnic area, and dry cleaning are also on offer.
Pool
Hot Tub
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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.

The Best Way to Find your Vacation Rentals in Upcountry Maui

How cheap can a vacation rental in Upcountry Maui be?

You can find vacation rentals in Upcountry Maui for as low as $300 per night.

How do you look for the best vacation rental deals in Upcountry Maui with Travelocity?

Travelocity provides the best vacation rental deals in various locations throughout Upcountry Maui so you can create the perfect plan for you. You can search and filter by type of property, amenities, neighborhood, price range, number of bedrooms, and more.

Are cancellations free on vacation rentals with Travelocity?

Each vacation rental has its own cancellation policy. It’s essential to understand the terms of your agreement before booking. Most rentals in Upcountry Maui can be canceled for free when notifying the property before the cancellation deadline.

What types of vacation rentals are available in Upcountry Maui?

Short term rentals come in all shapes and sizes. Choose from properties for a wide range of budgets and types of holidays. Families, couples, outdoor adventurers, and leisure travelers alike will find the perfect place for them. Check out our Upcountry Maui vacation apartments to get started building your trip.

What are the benefits of booking a short-term rental in Upcountry Maui?

Whether it’s for a summer getaway, a winter excursion, or a routine business trip, Upcountry Maui vacation homes are often an excellent choice. You can enjoy group vacations with short term rentals to fit your party size. You might take a romantic weekend for two or plan a family reunion, and all stay under one roof. The options are endless, and you can find them on Travelocity.

Why is Travelocity the best site to find your vacation rental in Upcountry Maui?

With Travelocity, all your travel needs are taken care of in one convenient platform. We offer fantastic deals on our large selection of vacation rentals to get you the most savings and rewards back on every booking. Save more when you bundle bookings together, including car rentals, flights, and activities. Here, you can build custom Upcountry Maui vacations.

How to cancel your vacation rental with Travelocity?

To cancel your vacation rental, contact the property manager. You can find their contact information in the ‘Itinerary’ section of your Travelocity account. Most properties receive a full refund when you cancel before the cancellation deadline. Policies vary by property, so it’s important to understand the terms before booking. For more information, visit our customer service portal.