Photo by Aldines Zapparoli

Waikapu holiday rentals

We found 2,244 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:13 Nov - 20 Nov

Living room / futon bed
Lanai / yard w BBQ
Our Hale (Home)
Room
Exceptional
(106 reviews)

HALE NIHI, Paia, Maui

Paia

8% off
AU$4,269
for 7 nights, 1 home
AU$610 per night
includes taxes & fees
HALE NIHI, Paia, Maui
Sunset viewed from the pool
Property grounds
living dining area
A nice view at sunset from the lanai
Exceptional
(107 reviews)

Maui Sunset B201: Beautiful 2 Bedroom, 2 Bath, Kihei Condo. Sleeps up to Six

Kihei

7% off
AU$3,916
for 7 nights, 1 apartment
AU$559 per night
includes taxes & fees
Maui Sunset B201: Beautiful 2 Bedroom, 2 Bath, Kihei Condo. Sleeps up to Six
"Sunrise" unit Kitchenette
Interior
Room
Interior
Exceptional
(64 reviews)

Hale Nihi - Paia, Maui

Paia

7% off
AU$3,985
for 7 nights, 1 home
AU$569 per night
includes taxes & fees
Hale Nihi - Paia, Maui
We are top left corner of the far wing
Rare double rainbow over Maalaea Harbor taken from our bedroom.
beautifully landscaped sheltered courtyard facing Maalaea Bay
This is where we eat most meals
Exceptional
(166 reviews)

OCEANFRONT - TWO OCEANVIEW bedrooms - 20 feet from water - Kanai a Nalu 401

Wailuku

7% off
AU$4,139
for 7 nights, 1 apartment
AU$591 per night
includes taxes & fees
OCEANFRONT - TWO OCEANVIEW bedrooms - 20 feet from water - Kanai a Nalu 401
Private kitchen
Exterior
Exterior
Living area
Exceptional
(5 reviews)

3 Bedroom 3.5 Bathroom Ocean View House. A Short Walk To Paia Town & Beaches!

Paia

8% off
AU$15,003
for 7 nights, 1 home
AU$2,143 per night
includes taxes & fees
3 Bedroom 3.5 Bathroom Ocean View House. A Short Walk To Paia Town & Beaches!
Living area
view from lanai / balcony
kitchen with view to lanai
Dining
Wonderful
(80 reviews)

Ocean Front with Spectacular View

Wailuku

8% off
AU$3,101
for 7 nights, 1 apartment
AU$443 per night
includes taxes & fees
Ocean Front with Spectacular View
Dining Area Recently Remodeled Kitchen
Pool Hot Tub Daily 8a-10p
View beautiful grounds, pool and shuffle board from Lanai
View from Lanai Looking into Living Area
Exceptional
(55 reviews)

Aloha Paradise Views! Oceanfront Condominium, at Maui Sunset A219

Kihei

5% off
AU$4,718
for 7 nights, 1 apartment
AU$674 per night
includes taxes & fees
Aloha Paradise Views! Oceanfront Condominium, at Maui Sunset A219
Sparkling Pool Area
BBQ areas at the Maui Vista
Terrific Maui Vista!!
Wailea Golf Course, get your game on!
Wonderful
(51 reviews)

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

Kihei

8% off
AU$2,044
for 7 nights, 1 apartment
AU$292 per night
includes taxes & fees
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Private kitchen
Terrace/patio
Interior
Interior
Exceptional
(5 reviews)

New Full Remodel 2nd Floor Oceanfront Condo

Kihei

7% off
AU$4,039
for 7 nights, 1 apartment
AU$577 per night
includes taxes & fees
New Full Remodel 2nd Floor Oceanfront Condo
Upgraded kitchen/dining area with granite counter tops and maple cabinets with
Beautiful sunset as seen from lanai
Shoreline at Infamous Sugar Beach Resort!
Living area
Exceptional
(99 reviews)

SPECTACULAR OCEAN & SUNSET VIEWS!!

Kihei

7% off
AU$3,593
for 7 nights, 1 apartment
AU$513 per night
includes taxes & fees
SPECTACULAR OCEAN & SUNSET VIEWS!!
Room
Property grounds
Living area
The grounds with Koi pond in the background
Wonderful
(7 reviews)

Ocean, Mtn, & Reserve View Penthouse 1 BR End Unit Wonderfully Updated!

Kihei

7% off
AU$3,816
for 7 nights, 1 apartment
AU$545 per night
includes taxes & fees
Ocean, Mtn, & Reserve View Penthouse 1 BR End Unit Wonderfully Updated!
Step into tranquility! 🌿 Our building's serene atrium invites you to relax amidst lush greenery and natural beauty. Perfect for a peaceful moment before your island adventures!
Welcome to your tropical oasis! 🌴 Relax in style with stunning views and cozy comfort at our Maui Dream vacation rental. Perfect for unwinding after a day of island adventures!
Pool
Interior
Exceptional
(8 reviews)

Ocean View 1 Bed/1Bath Condo | AC | Pool | Full Kitchen in Kihei

Kihei

7% off
AU$4,266
for 7 nights, 1 apartment
AU$609 per night
includes taxes & fees
Ocean View 1 Bed/1Bath Condo | AC | Pool | Full Kitchen in Kihei
Experience the Hawaiian Culture at the Luau while on island. Concierge Available
Try your golf game and one of Maui's terrific Golf Courses
Living area with beautiful views from the lanai
Beautiful Lanai view
Wonderful
(22 reviews)

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

Kihei

8% off
AU$2,185
for 7 nights, 1 apartment
AU$312 per night
includes taxes & fees
Pool View from the 2nd floor with the Great Values this Season!!
Rest and rejuvenate
Property grounds
Peaceful grassy lawn to rig your ocean toys, have a picnic, read or snooze
60 foot "L"-shaped Swimming Pool 81-84ºF  & Hot Tub 102ºF all year long
Exceptional
(144 reviews)

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

Kihei

8% off
AU$4,841
for 7 nights, 1 apartment
AU$692 per night
includes taxes & fees
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
Guest access- your hammock in the front yard.
Guest access- spacious, grassy front lawn overlooks Charley Young Beach
Room
Exterior
Exceptional
(50 reviews)

Vintage Beachfront Studio Apartment Right On Charley Young Beach

Kihei

7% off
AU$2,126
for 7 nights, 1 apartment
AU$304 per night
includes taxes & fees
Vintage Beachfront Studio Apartment Right On Charley Young Beach
Room
Interior
Private kitchen
Living area
Exceptional
(14 reviews)

Resort Condo near the Beach

Kihei

5% off
AU$4,049
for 7 nights, 1 apartment
AU$578 per night
includes taxes & fees
Resort Condo near the Beach
Outdoor dining
Pool
Property grounds
Living space has LED dimmer lighting in kitchen
Exceptional
(175 reviews)

Special Summer Pricing June 2 through August 31, 2026!

Kihei

7% off
AU$2,575
for 7 nights, 1 apartment
AU$368 per night
includes taxes & fees
Special Summer Pricing June 2 through August 31, 2026!
View from the roof deck of pool and Kalepolepo Beach Park
Kalepolepo Beach with Kings Pond (walled in swimming area) right out front
Daily tradewinds offer a pleasant breeze
Enjoy sunsets from our third floor lanai
Exceptional
(128 reviews)

Menehune Shores 304: Stunning sunset views and just steps to the beach!

Kihei

7% off
AU$3,907
for 7 nights, 1 apartment
AU$558 per night
includes taxes & fees
Menehune Shores 304: Stunning sunset views and just steps to the beach!
Living area
Interior
Property grounds
Interior
Exceptional
(30 reviews)

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

Kihei

7% off
AU$3,616
for 7 nights, 1 apartment
AU$517 per night
includes taxes & fees
KOA RESORT - LUXURY 2BD GRD FL NEAR POOL-PERFECT FOR FAMILIES - FREE INSURANCE
  • 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)
  • 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)
  • The Dunes at Maui Lani (1.9 mi / 3.1 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)
  • Napili Bay (14 mi / 22.5 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)

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

How much does it cost to rent a holiday home in Waikapu?
The average price for a holiday home in Waikapu depends on a number of factors, including season, property type and length of stay. Whether you're dreaming about a sprawling villa with lots of space or an apartment just enough for two, just enter your dates of travel to discover stays with great value.
How much does it cost to rent a beach house in Waikapu?
The average price for a holiday home by the beach in Waikapu depends on when you'll be there and the type and size of property you're looking for. Find prices easily on Stayz by entering your preferred travel dates and destination. Then make use of the filter tool to pick the number of bedrooms and amenities that you need, like WiFi, air conditioning and a pool.
What are the top attractions for families in Waikapu?
Keeping the kiddos entertained during your stay in Waikapu is simple with these fabulous family-friendly attractions:
  • Maui Ocean Centre
  • Kanaha Beach Park
  • Waihee Beach
How old do you have to be to rent a holiday home in Waikapu?
We advise checking with the Waikapu holiday property you want on Stayz as the minimum age varies. However, typically it's 16, 18 or 21.
How long can I rent a holiday home in Waikapu for?
The amount of time you can stay in a Waikapu holiday home for varies depending on the property. Simply tap in your travel dates to view available options that offer long-term stays. They feature all you need to make your extended break more convenient and comfortable, like air conditioning and kitchens. Some holiday homes might also offer weekly or monthly discounts, so you can hang around longer for less.

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