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Ulupalakua holiday rentals

We found 4,246 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Ulupalakua that are perfect for your trip. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as Wi-Fi and parking. You're sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Ulupalakua

Showing deals for:18 Dec - 25 Dec

Freds South Shore Cantina.. Terrific Taco Tuesday Specials!! Sunsets are GREAT
Surrounded by lush tropical scenery and serenity! Small Peek-a-Boo View
Kitchen fully updated
Hale Wailana Resort building
Excellent
(92 reviews)

Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex

Kihei

7% off
AU$3,720
for 7 nights, 1 apartment
AU$531 per night
includes taxes & fees
Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex
Community swimming pool on property
Granite countertop, living area
Dining area, kitchen
Living area looks out to lanai and lush landscaping
Exceptional
(140 reviews)

Kihei, Maui Ground Floor Tropical Getaway - Across street from beach

Kihei

7% off
AU$2,904
for 7 nights, 1 apartment
AU$415 per night
includes taxes & fees
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Living area with beautiful views from the lanai
Try your golf game and one of Maui's terrific Golf Courses
Nicely updated living area with kitchen, entry
Beautiful Lanai view
Wonderful
(22 reviews)

Pool View from the 2nd floor with the Great Values this Season!!

Kihei

7% off
AU$3,011
for 7 nights, 1 apartment
AU$430 per night
includes taxes & fees
Pool View from the 2nd floor with the Great Values this Season!!
Lanai with Table and 4 Chairs Ocean View
Living area
2023 new sofa bed living room
Pool Area
Exceptional
(42 reviews)

Modern, remodeled, ocean views, comfortable and convenient 580 sf

Kihei

7% off
AU$3,577
for 7 nights, 1 apartment
AU$511 per night
includes taxes & fees
Modern, remodeled, ocean views, comfortable and convenient 580 sf
Living Room
Lower Swimming Pool
Entry Sign by Kihei Rd
New Kitchen
Exceptional
(95 reviews)

D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.

Kihei

5% off
AU$4,983
for 7 nights, 1 apartment
AU$712 per night
includes taxes & fees
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
Dining
Property grounds
Private kitchen
view from lanai over the complex grounds
Exceptional
(168 reviews)

Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed

Kihei

7% off
AU$5,536
for 7 nights, 1 apartment
AU$791 per night
includes taxes & fees
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Living area with entertainment, dining, and kitchen
Maui has terrific ocean coast courses, for the golfers visiting!
Living area set up with queen sofa sleeper and beautiful view of the grounds
Tropical Plantation is fantastic, trolley ride is great!
Wonderful
(31 reviews)

Partial Ocean View from private lanai, Queen Bed.....fully furnished condo

Kihei

7% off
AU$3,101
for 7 nights, 1 apartment
AU$443 per night
includes taxes & fees
Partial Ocean View from private lanai, Queen Bed.....fully furnished condo
Our 3 turtles welcome you
Living area
Dresser Drawers in bedroom. AC cabinet to the right of TV.
Interior
Exceptional
(50 reviews)

Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.

Kihei

8% off
AU$5,716
for 7 nights, 1 apartment
AU$817 per night
includes taxes & fees
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
Living space has LED dimmer lighting in kitchen
Pool
Interior
Property grounds
Exceptional
(175 reviews)

Tropical garden setting minutes from the beach! Not a high rise!

Kihei

7% off
AU$2,875
for 7 nights, 1 apartment
AU$411 per night
includes taxes & fees
Tropical garden setting minutes from the beach! Not a high rise!
Private kitchen
Living area
Outdoor dining
Exterior detail
Exceptional
(126 reviews)

Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach

Kihei

9% off
AU$11,711
for 7 nights, 1 apartment
AU$1,673 per night
includes taxes & fees
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
Rest and rejuvenate
Property grounds
Pool and hot tub are nestled behind greenery on our lush 5.5 acres
Peaceful grassy lawn to rig your ocean toys, have a picnic, read or snooze
Exceptional
(144 reviews)

🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets

Kihei

7% off
AU$4,868
for 7 nights, 1 apartment
AU$695 per night
includes taxes & fees
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
View from entryway
Clubhouse pool and hot tub
Kitchen
Kitchen bar view
Exceptional
(10 reviews)

Fully Remodeled Modern Island Style!

Kihei

7% off
AU$9,858
for 7 nights, 1 apartment
AU$1,408 per night
includes taxes & fees
Fully Remodeled Modern Island Style!

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting charming Ulupalakua

Enjoy the wineries and other features of Ulupalakua. This romantic city attracts visitors thanks to its beaches and restaurants. Wailea Beach and Haleakala National Park are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Ulupalakua

Are you looking for things to do in the city? Venture out of your cosy holiday rental and check out everything that makes Ulupalakua a fun spot to go on holiday. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Wailea Gold Golf Course (2.7 mi / 4.4 km)
  • Wailea Blue Golf Course (3.1 mi / 5 km)
  • Maui Nui Golf Club (7.6 mi / 12.2 km)
  • Maui Spa Retreat (14.4 mi / 23.2 km)
  • Makena South Course (2.6 mi / 4.2 km)
  • Wailea Emerald Golf Course (2.7 mi / 4.4 km)

Exploring the natural features in Ulupalakua

Whether you're an adventurous traveller or just want to take in the scenery, Ulupalakua is a great spot to appreciate mother nature. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Wailea Beach (3.7 mi / 6 km)
  • Haleakala National Park (16 mi / 25.7 km)
  • Maluaka Beach (2.9 mi / 4.7 km)
  • Makena State Park Beach (3.4 mi / 5.4 km)
  • Polo Beach (3.5 mi / 5.7 km)
  • Makena Beaches (3.6 mi / 5.8 km)

Transport options to and around Ulupalakua

Fly into Kahului, HI (OGG), the closest airport, located 17.2 mi (27.6 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Hana, HI (HNM), which is 26.8 mi (43.1 km) away.

Frequently asked questions

What are the top attractions in Ulupalakua?
In Ulupalakua, visitors can immerse themselves in the rich natural beauty and cultural heritage of Maui. One of the main attractions is the scenic Ulupalakua Ranch, where guests can enjoy farm tours, local food tasting, and breathtaking views of the surrounding landscape. The nearby Tedeschi Winery offers tastings of locally produced wines and a lovely setting to relax and take in the views.Additionally, the area is close to the pristine beaches of Makena and Big Beach, which are superb for sunbathing and swimming. For those interested in outdoor activities, the lush trails of Haleakalā National Park, known for its stunning sunrise and sunset views, are just a short drive away. Visitors can also explore the unique landscapes and wildlife within the park.
Are all fees included in the Ulupalakua holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Ulupalakua holiday homes with parking?
Stayz offers a wide selection of holiday homes in Ulupalakua with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Ulupalakua holiday homes?
You can find great discounts on holiday homes in Ulupalakua on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Ulupalakua holiday home booking on Stayz?
To find Ulupalakua holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Ulupalakua?
A long-stay holiday home in Ulupalakua is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Ulupalakua holiday home?
Book your Ulupalakua holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Ulupalakua?
Prices for holiday homes in Ulupalakua vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Ulupalakua to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.