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

Waikapu Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Waikapu vacation rentals

A staircase leading to a stone wall with a 'WELCOME' sign, a framed mirror, and potted plants.

1. 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.
$293 nightly
The price is $328
Aug 29 - Aug 30
Total with taxes and fees
Unit 22 Waena Inn - Maui Private Suite
A tropical garden with a waterfall, lush greenery, and a gazebo.

2. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,285 reviews)
"Great location!"
United States
Shad
$230 nightly
The price is $273
Sep 1 - Sep 2
Total with taxes and fees
Aston Kaanapali Shores
A resort with a swimming pool, palm trees, and ocean views.

3. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (962 reviews)
"Dennis and the entire staff made our trip so enjoyable. We will forever have a special place in our hearts for this place. Celebrated our 10 year wedding anniversary here!"
United States
Arleen
$284 nightly
The price is $337
Sep 27 - Sep 28
Total with taxes and fees
Aston Maui Hill
A beach scene with two palm trees and a view of the ocean.

4. Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (43 reviews)
"Excellent location. "
United States
Thomas
$412 nightly
The price is $482
Aug 29 - Aug 30
Total with taxes and fees
Romantic Beachfront Getaway
A pool area with a view of the ocean, palm trees, and a building in the background.

5. 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.
$782 nightly
The price is $819
Aug 31 - Sep 1
Total with taxes and fees
Bright, Beautiful, Remodeled Island Sands 505 Condo
A dining area with a table set for four, overlooking a lush garden and a view of the ocean.

6. 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, (175 reviews)
"Nice place and conviently located"
United States
Mike M.
$323 nightly
The price is $378
Aug 30 - Aug 31
Total with taxes and fees
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
A beach with clear blue water, palm trees, and a resort in the background.

7. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (221 reviews)
"Great stay, thank you"
United States
Elizabeth
$218 nightly
The price is $259
Sep 7 - Sep 8
Total with taxes and fees
Napili Village Hotel
A kitchen with wooden cabinets, stainless steel appliances, and a view of the ocean.

8. 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, (217 reviews)
"The location of the suite was perfect, close to the pool, hot tub and grills and still offered privacy."
United States
Laurie D.
$409 nightly
The price is $478
Aug 29 - Aug 30
Total with taxes and fees
Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!
A view of a beach with palm trees and a sailboat on the water.

9. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (456 reviews)
"Clean room, friendly staff, great location and views!"
United States
Luis A
$543 nightly
The price is $644
Aug 29 - Aug 30
Total with taxes and fees
The Whaler Resort Kaanapali Beach
A modern kitchen with a granite countertop, wooden cabinets, and a large island. There is a dining area with a gray sofa and a table, and a view of a garden through large glass doors.

10. Sugar Beach 102 Gorgeous Remodeled Home Beachfront Condo Home

Sugar Beach 102 Gorgeous Remodeled Home Beachfront Condo Home
North Kihei
9.4 out of 10, Exceptional, (45 reviews)
"The pool and hot tub are great and very easy to access. The views are stunning. And the grounds are kept incredibly clean and groomed. "
United States
Guy C.
$479 nightly
The price is $561
Aug 29 - Aug 30
Total with taxes and fees
Sugar Beach 102 Gorgeous Remodeled Home Beachfront Condo Home
A beach view with lounge chairs and a clear sky.

11. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (657 reviews)
"Clean room amd friendly staff."
United States
Chris
$281 nightly
The price is $334
Aug 29 - Aug 30
Total with taxes and fees
Napili Sunset on the Beach
A coastal view with palm trees, a beach, and wind turbines in the background.

12. 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.
$355 nightly
The price is $415
Aug 29 - Aug 30
Total with taxes and fees
Sugar Beach Resort Oceanview 1 bed/1 bath
A table with a bottle and glasses on a red mat, surrounded by red chairs on a balcony with a view of palm trees and a tennis court.

13. 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
$344 nightly
The price is $403
Aug 29 - Aug 30
Total with taxes and fees
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
A beachside resort with palm trees, lounge chairs, and umbrellas.

14. 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.
$445 nightly
The price is $520
Sep 6 - Sep 7
Total with taxes and fees
Top Floor Beachfront Condo with Ocean view
A resort pool area with lounge chairs, a hot tub, and a view of the ocean.

15. Spectacular Summer Specials - Beachfront Condo With Amazing Oceanfront Views.

Spectacular Summer Specials - Beachfront Condo With Amazing Oceanfront Views.
North Kihei
9.6 out of 10, Exceptional, (40 reviews)
"The host responded quickly to questions. The condo was comfortable and very clean."
United States
Anonymous traveler
$456 nightly
The price is $534
Sep 8 - Sep 9
Total with taxes and fees
Spectacular Summer Specials - Beachfront Condo With Amazing Oceanfront Views.
A beach with clear turquoise water, sandy shore, palm trees, and a resort building in the background.

16. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,865 reviews)
"Wonderful Beach and right next door to kapalua!"
United States
joe
$273 nightly
The price is $324
Sep 5 - Sep 6
Total with taxes and fees
Napili Shores Maui by OUTRIGGER
A beach with a sandy shore, ocean waves, and a clear sky with clouds.

17. 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
$402 nightly
The price is $470
Aug 29 - Aug 30
Total with taxes and fees
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

18. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,622 reviews)
"Great place"
United States
Luis MANUEL
$303 nightly
The price is $360
Sep 11 - Sep 12
Total with taxes and fees
Aston Maui Kaanapali Villas

19. A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Kuau
9.4 out of 10, Exceptional, (215 reviews)
"Great location for our last night. Walk to the beach and close enough to the airport for an early flight."
United States
jeff s.
$383 nightly
The price is $448
Aug 30 - Aug 31
Total with taxes and fees
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
A modern kitchen with a large island, a dining area with a view, and a living room with a sofa and chairs.

20. Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.6 out of 10, Exceptional, (51 reviews)
"The property was exactly as shown in the pictures. Very clean and the washer and dryer was a big plus. Would definitely stay here again."
United States
Monica Ivette
$440 nightly
The price is $523
Aug 31 - Sep 1
Total with taxes and fees
Kihei Ali'i Kai Condos with Free Parking
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.
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Top Waikapu Hotel Reviews

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

10/10 Excellent
"We love the Maui Kaanapali Villas! It is quiet (very important to us), right on the beach--you walk out your door and you are steps from the water, the convenience of condo living with the combination of an onsite restaurant when we need it. The morning coffee service is lovely as well."
Rene 7-night trip
Posted 6 hours ago
Aston Maui Kaanapali Villas

Find out more about Waikapu

Everything you need to know about Waikapu vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Waikapu vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Waikapu vacation 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 low season months. For more hustle and bustle, you may prefer to visit Waikapu in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $259 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Waikapu rentals

At Expedia, we put the best Waikapu vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Waikapu?

Yes, there are vacation rentals near popular attractions in Waikapu, or you can choose a more secluded option if you're looking for relaxation. 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's the top vacation rental that Waikapu has to offer?

Yonegan Maui Getaways - Haiku : This vacation home rental near Waikapu is located near the beach and has a hot tub, a barbecue grill, 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 vacation rental in Waikapu like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Waikapu. Vacation rentals provide amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family trip.