A lush landscape with a wooden fence, palm trees, and a mountain range under a partly cloudy sky.

Holiday Rentals in Waikapu

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Waikapu holiday rentals

1. OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Wailuku
9.4 out of 10, Exceptional, (174 reviews)
"Nice place and conviently located"
United States
Mike M.
The price is €326
includes taxes & fees
24 Aug - 25 Aug
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

2. Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (58 reviews)
"The property was very clean and well maintained! We enjoyed our stay. "
United States
Cindy B.
The price is €697
includes taxes & fees
24 Aug - 25 Aug
Bright, Beautiful, Remodeled Island Sands 505 Condo

3. Unit 22 Waena Inn - Maui Private Suite

Unit 22 Waena Inn - Maui Private Suite
Wailuku
9.8 out of 10, Exceptional, (38 reviews)
"The studio is super cute and in a convenient location, it was very clean and the check in process was really easy!"
United States
Claire R.
The price is €283
includes taxes & fees
17 Sept - 18 Sept
Unit 22 Waena Inn - Maui Private Suite

4. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (315 reviews)
"Kevin was a great host! Communication was prompt and he gave wonderful suggestions on places to eat, things to do.The condo was beautiful, very cozy and clean.We would definitely stay here again"
United States
Janet M.
The price is €337
includes taxes & fees
11 Sept - 12 Sept
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

5. Sugar Beach Resort Oceanview 1 bed/1 bath

Sugar Beach Resort Oceanview 1 bed/1 bath
North Kihei
9.6 out of 10, Exceptional, (120 reviews)
"Great location, great property and great condo. "
Canada
DIANNE V.
Sugar Beach Resort Oceanview 1 bed/1 bath

6. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (306 reviews)
"Awesome stay, all you need around there, very quiet place, good neighbors, excellent Host and amazing commons area."
United States
pablo
The price is €331
includes taxes & fees
9 Sept - 10 Sept
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

7. Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
North Kihei
10.0 out of 10, Exceptional, (44 reviews)
"Had lots of great and useful amenities "
United States
Rochelle P.
The price is €373
includes taxes & fees
24 Aug - 25 Aug
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

8. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
North Kihei
9.8 out of 10, Exceptional, (280 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
The price is €349
includes taxes & fees
26 Aug - 27 Aug
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

9. Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (43 reviews)
"Excellent location. "
United States
Thomas
Romantic Beachfront Getaway

10. Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
North Kihei
9.8 out of 10, Exceptional, (110 reviews)
"This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!"
United States
Troy s.
The price is €420
includes taxes & fees
23 Aug - 24 Aug
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

11. Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.6 out of 10, Exceptional, (59 reviews)
"This is a great place to stay. Kristal was really helpful, both with questions about the condo and with suggestions of things to do. Great mid island location; we went to both sides of the island from here. Condo was stocked with essential items, which was much appreciated. Beautiful view and easy beach access. Highly recommend!!"
United States
Lisa J.
Top Floor Beachfront Condo with Ocean view

12. Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.4 out of 10, Exceptional, (80 reviews)
"We loved our stay! Great location"
United States
Madison
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

13. Steps to the Beach, Affordable w/Free Parking

Steps to the Beach, Affordable w/Free Parking
North Kihei
9.6 out of 10, Exceptional, (172 reviews)
"Clean, across the street from beach and whale center. Great location to get to other places on the island. "
Canada
wayneiversonphotosk
The price is €375
includes taxes & fees
1 Sept - 2 Sept
Steps to the Beach, Affordable w/Free Parking

14. Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!

Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!
North Kihei
9.8 out of 10, Exceptional, (216 reviews)
"The location of the suite was perfect, close to the pool, hot tub and grills and still offered privacy."
United States
Laurie D.
Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!

15. New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
North Kihei
9.6 out of 10, Exceptional, (16 reviews)
"Perfect ocean views for morning coffee. Close to all the restaurants and good beaches "
United States
Michael A.
The price is €400
includes taxes & fees
21 Sept - 22 Sept
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

16. Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
North Kihei
9.8 out of 10, Exceptional, (33 reviews)
"Property was clean and great location to do everything we wanted to do. Was very pleased for the price!!"
United States
Rachel
The price is €423
includes taxes & fees
20 Sept - 21 Sept
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

17. Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets

Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
Central Kihei
10.0 out of 10, Exceptional, (204 reviews)
"We loved this place! Was perfect for what we were needing:)"
United States
Alana C.
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets

18. Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023

Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023
Central Kihei
10.0 out of 10, Exceptional, (113 reviews)
"Beautiful condo, fabulous location."
Canada
Joan R.
Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023

19. 🤙 Sept-Oct-Nov SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

🤙 Sept-Oct-Nov SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
North Kihei
10.0 out of 10, Exceptional, (142 reviews)
"We enjoyed the resort and the condo was perfect"
United States
Shelley S.
The price is €547
includes taxes & fees
23 Aug - 24 Aug
🤙 Sept-Oct-Nov SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

20. SUMMER SPECIAL! Walk to Beach! Cute Beachy Ground Floor Getaway! Pool Access

SUMMER SPECIAL! Walk to Beach! Cute Beachy Ground Floor Getaway! Pool Access
South Kihei
9.8 out of 10, Exceptional, (133 reviews)
"Location; proximity to beach and stores/restaurants"
United States
Sharon O.
The price is €456
includes taxes & fees
20 Sept - 21 Sept
SUMMER SPECIAL! Walk to Beach! Cute Beachy Ground Floor Getaway! Pool Access
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Waikapu Hotel Reviews

Find out more about Waikapu

Everything you need to know about Waikapu holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Waikapu holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Waikapu holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Waikapu holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waikapu. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Waikapu holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Waikapu holiday rentals we have selected for you start as low as €238 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Waikapu rentals

At Expedia, we put the best Waikapu holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Waikapu rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Waikapu holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Waikapu. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Waikapu?

Yes, there are holiday rentals close to the most popular sights in Waikapu, or you can select a more secluded option if you're looking for a relaxing stay. Waikapu is known for its shopping and beaches. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best holiday rentals that Waikapu has to offer?

Yonegan Maui Getaways - Haiku : This holiday home rental outside of Waikapu is located near the beach, and has 1 hot tub, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a microwave, kitchenware and a coffee maker.

What’s there to see and do in Waikapu?

While exploring the area, visit family-friendly sights like Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters, or get outside and enjoy nature at Maui Tropical Plantation. Other popular places to visit in the area include Kaanapali Beach and Wailea Beach.

What’s a holiday rental in Waikapu like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Waikapu. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for small groups.