Photo by Aldines Zapparoli

Waikapu holiday rentals

We found 2,285 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Waikapu to find one that's perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the amenities that you need and want for your stay, which might include a pool and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Waikapu

Showing deals for:1 Jan - 8 Jan

Living Room
Lanaii
Pool
Koi Pond
Exceptional
(69 reviews)

Kihei Maui Beach house - On the water

Kihei

7% off
AU$14,989
for 7 nights, 1 home
AU$2,141 per night
includes taxes & fees
Kihei Maui Beach house - On the water
60 foot "L"-shaped Swimming Pool 81-84ºF  & Hot Tub 102ºF all year long
Property grounds
Peaceful grassy lawn to rig your ocean toys, have a picnic, read or snooze
Pool and hot tub are nestled behind greenery on our lush 5.5 acres
Exceptional
(145 reviews)

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

Kihei

7% off
AU$4,967
for 7 nights, 1 apartment
AU$710 per night
includes taxes & fees
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
Interior
Pool
beautiful park in front of condo with golf green grass, steps to the ocean
Outdoor dining
Wonderful
(12 reviews)

SPECTACULAR VIEW LE PENTHOUSE 513B Luxury KING Bed OCEAN FRONT UPSCALE REMODEL

Kihei

7% off
AU$3,773
for 7 nights, 1 apartment
AU$539 per night
includes taxes & fees
SPECTACULAR VIEW LE PENTHOUSE 513B Luxury KING Bed OCEAN FRONT UPSCALE REMODEL
Private kitchen
Outdoor dining
Private kitchen
Pool
Exceptional
(103 reviews)

Ocean View!! 1BR Luxury Condo!! Kihei, Fully Remodeled! Superior Reviews, Pool

Kihei

7% off
AU$3,896
for 7 nights, 1 apartment
AU$557 per night
includes taxes & fees
Ocean View!! 1BR Luxury Condo!! Kihei, Fully Remodeled! Superior Reviews, Pool
Pool
Outdoor dining
Living area
Exterior
Exceptional
(178 reviews)

Remodeled Quiet Oceanfront Corner Unit on 3rd Floor at Sugar Beach Resort

Kihei

7% off
AU$4,102
for 7 nights, 1 apartment
AU$586 per night
includes taxes & fees
Remodeled Quiet Oceanfront Corner Unit on 3rd Floor at Sugar Beach Resort
Exterior
living room area with A/C
dinning area with open kitchen
Pool
Exceptional
(93 reviews)

Lovely Pacific Shores B306 Kihei Maui 2 Bedroom Condo

Kihei

5% off
AU$4,020
for 7 nights, 1 apartment
AU$574 per night
includes taxes & fees
Lovely Pacific Shores B306 Kihei Maui 2 Bedroom Condo
Hale Wailana Resort building
Surrounded by lush tropical scenery and serenity! Small Peek-a-Boo View
Freds South Shore Cantina.. Terrific Taco Tuesday Specials!! Sunsets are GREAT
Living area to kitchen and entry
Excellent
(92 reviews)

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

Kihei

7% off
AU$3,705
for 7 nights, 1 apartment
AU$529 per night
includes taxes & fees
Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex
Living area
Maui Tropical Plantation a wonderful tour and great way to learn of agriculture
Championship golf courses are amazing, make sure to schedule your tee time!
Living area
Exceptional
(48 reviews)

**Newly Renovated** Ground Floor Condo In Paradise

Kihei

7% off
AU$2,816
for 7 nights, 1 apartment
AU$402 per night
includes taxes & fees
**Newly Renovated** Ground Floor Condo In Paradise
Living area
Interior
Living area
Property grounds
Exceptional
(30 reviews)

KOA RESORT - LUXURY 2BD GRD FL NEAR POOL-PERFECT FOR FAMILIES - FREE INSURANCE

Kihei

7% off
AU$5,342
for 7 nights, 1 apartment
AU$763 per night
includes taxes & fees
KOA RESORT - LUXURY 2BD GRD FL NEAR POOL-PERFECT FOR FAMILIES - FREE INSURANCE
Maui Vista is popular in affordability and comfort comfortable
BBQ areas at the Maui Vista
Terrific Maui Vista!!
Sparkling Pool Area
Wonderful
(51 reviews)

Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"

Kihei

7% off
AU$2,806
for 7 nights, 1 apartment
AU$401 per night
includes taxes & fees
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
  • 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

The tropical setting of Waikapu is ready to explore

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in Waikapu. Well known for its ziplining, shopping and restaurants, this romantic city won't disappoint. Kaanapali Beach and Wailea Beach are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Waikapu

Are you looking for attractions to see during your stay? Venture out of your cosy holiday rental and experience everything that makes Waikapu a fun place to get away to. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Maui Nui Golf Club (8.5 mi / 13.7 km)
  • Maui Spa Retreat (11.9 mi / 19.2 km)
  • Kaanapali Golf Courses (12.6 mi / 20.2 km)
  • Kaanapali Kai Course at Kaanapali Golf Resort (12.6 mi / 20.3 km)
  • Kapalua Golf Club Plantation Course (13.4 mi / 21.5 km)
  • Kapalua Resort (13.9 mi / 22.4 km)

Exploring the natural landscape of Waikapu

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Waikapu. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Kaanapali Beach (12.9 mi / 20.8 km)
  • Wailea Beach (12.9 mi / 20.7 km)
  • Maui Tropical Plantation (0.6 mi / 0.9 km)
  • Maui Nui Botanical Gardens (2.6 mi / 4.3 km)
  • Kanaha Beach Park (5.1 mi / 8.2 km)
  • Kahului Bay (6.7 mi / 10.8 km)

Transport to and around Waikapu

The nearest airport is in Kahului, HI (OGG), located 5.2 mi (8.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Kapalua, HI (JHM-West Maui), which is 13 mi (21 km) away.

Frequently asked questions

What is the best area to stay in Waikapu when booking a holiday rental?
When considering a holiday rental in Waikapu, the neighbourhood of Waikapu itself is a fantastic option. This area offers a tranquil atmosphere surrounded by lush landscapes, making it great for those looking to unwind while still being close to the vibrant attractions of Maui. Waikapu is known for its scenic views of the West Maui Mountains and its proximity to the beautiful beaches that the island is famous for.One of the top attractions nearby is the Maui Tropical Plantation, which provides an engaging glimpse into Hawaii's agricultural heritage. Here, you can enjoy guided tours, a lovely café, and even zip-lining for the more adventurous. Additionally, the close-knit community often celebrates local events, adding to the charm of the area.While detailed data on the number of properties available in Waikapu may vary, it's safe to say that visitors can find a range of holiday rentals, from charming cottages to modern villas, suiting different preferences and budgets.
What are the top attractions in Waikapu?
In Waikapu, Hawaii, visitors can enjoy a blend of natural beauty and cultural attractions. The area is known for its stunning landscapes, including views of the West Maui Mountains and lush greenery. While Waikapu itself is more residential and less tourist-focused, it serves as a convenient base for exploring nearby attractions.Just a short drive away, the Maui Tropical Plantation offers guided tours and a chance to learn about Hawaii's agricultural history. For those interested in outdoor activities, the nearby Iao Valley State Park features lush hiking trails and the iconic Iao Needle, superb for nature enthusiasts.Additionally, the historic town of Wailuku is nearby, where visitors can explore local shops, eateries, and cultural sites, including the Wailuku Coffee Company and the Iao Theater.
Are all fees included in the Waikapu 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 Waikapu holiday homes with parking?
Stayz offers a wide selection of holiday homes in Waikapu 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 Waikapu holiday homes?
You can find great discounts on holiday homes in Waikapu 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 Waikapu holiday home booking on Stayz?
To find Waikapu 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 Waikapu?
A long-stay holiday home in Waikapu 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 Waikapu holiday home?
Book your Waikapu 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 Waikapu?
Prices for holiday homes in Waikapu 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 Waikapu 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.

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