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Our top choices for Olowalu holiday rentals

1. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,911 reviews)
"Very nice location and grounds. Throughly enjoyed our stay!"
United States
Steve
The price is £217
includes taxes & fees
5 Nov - 6 Nov
Napili Shores Maui by OUTRIGGER

2. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (258 reviews)
"I had a good time in my stay"
United States
Dawa
The price is £159
includes taxes & fees
5 Nov - 6 Nov
Napili Village Hotel

3. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,424 reviews)
"Great stay at a great price"
United States
Dina
The price is £188
includes taxes & fees
6 Nov - 7 Nov
Aston Kaanapali Shores

4. Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Wailuku
9.4 out of 10, Exceptional, (71 reviews)
"Great location to harbor for whale watching and good distance between airport and beaches. "
United States
Kellie B.
The price is £382
includes taxes & fees
11 Nov - 12 Nov
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

5. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,659 reviews)
"Amazing and relaxing resort"
United States
Mariano
The price is £254
includes taxes & fees
4 Dec - 5 Dec
Aston Maui Kaanapali Villas

6. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (656 reviews)
"Nice and clean stay! "
United States
Beverly
The price is £199
includes taxes & fees
17 Nov - 18 Nov
Napili Sunset on the Beach

7. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (516 reviews)
"Amazing stay!"
United States
zachary
The price is £457
includes taxes & fees
1 Dec - 2 Dec
The Whaler Resort Kaanapali Beach

8. The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (543 reviews)
"great family stay"
United States
Justin
The price is £354
includes taxes & fees
2 Dec - 3 Dec
The Westin Nanea Ocean Villas, Ka'anapali

9. 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, (227 reviews)
"Has everything you need and you cannot beat the location. Everything works, slept great, would definitely book again"
United States
Michelle S.
The price is £366
includes taxes & fees
7 Nov - 8 Nov
Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!

10. Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (43 reviews)
"Excellent location. "
United States
Thomas
The price is £346
includes taxes & fees
5 Nov - 6 Nov
Romantic Beachfront Getaway

11. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,086 reviews)
"Nice and clean resort, staff was very friendly and accommodating"
United States
Trung
The price is £621
includes taxes & fees
5 Dec - 6 Dec
OUTRIGGER Honua Kai Resort & Spa

12. Book Your Maui Escape Now: Stunning Oceanfront Condo.

Book Your Maui Escape Now: Stunning Oceanfront Condo.
North Kihei
9.6 out of 10, Exceptional, (101 reviews)
"This location cannot be beat. You've got a fantastic view, right on the beach, and a central location that makes it easy to get most places on the island. The bathroom is a little small, but overall it makes a fine place for a couple to explore Maui."
United States
Jeremy and Sara L.
The price is £442
includes taxes & fees
9 Nov - 10 Nov
Book Your Maui Escape Now: Stunning Oceanfront Condo.

13. ~~OceanFRONT complex~~on the BEACH~~Luxury Remodel~~

~~OceanFRONT complex~~on the BEACH~~Luxury Remodel~~
North Kihei
9.8 out of 10, Exceptional, (140 reviews)
"Great location and facilities. Very convenient to all the great places on Maui."
United States
Tom
The price is £441
includes taxes & fees
9 Nov - 10 Nov
~~OceanFRONT complex~~on the BEACH~~Luxury Remodel~~

14. Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311

Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311
North Kihei
10.0 out of 10, Exceptional, (144 reviews)
"We really enjoy staying here at Sugar Beach!! This condo is always perfect in every way! We have stayed here multiple times and it is always a great experience. Would highly recommend this condo!!"
United States
Lela N.
The price is £494
includes taxes & fees
17 Nov - 18 Nov
Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311

15. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (1,002 reviews)
"Such a beautiful place, lots to do, close to local beaches, tons of yummy food nearby"
United States
Megan
The price is £227
includes taxes & fees
3 Dec - 4 Dec
Aston Maui Hill

16. 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 £246
includes taxes & fees
5 Nov - 6 Nov
Unit 22 Waena Inn - Maui Private Suite

17. 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
10.0 out of 10, Exceptional, (281 reviews)
"Very good place to stay. Very clean 100% recommend."
United States
john
The price is £300
includes taxes & fees
5 Nov - 6 Nov
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

18. 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, (54 reviews)
"Absolutely an amazing place. Very nice, clean, comfortable. We stayed in B104 and it is a perfect spot to get in and out. Definitely come back again."
United States
Angeline
The price is £382
includes taxes & fees
16 Nov - 17 Nov
Kihei Ali'i Kai Condos with Free Parking

19. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.6 out of 10, Excellent, (41 reviews)
"Absolutely loved our room. The kitchen was spacious and had all of the necessities. The best part was the lawn chairs, umbrella and tote bag provided in the room. Rooms large enough to relax and not feel so crowded."
United States
Mai
The price is £389
includes taxes & fees
5 Nov - 6 Nov
Signature Residences at Maui Banyan

20. The Whaler 518 – Remodeled Ocean View Studio on Kāʻanapali Beach

The Whaler 518 – Remodeled Ocean View Studio on Kāʻanapali Beach
Kannapali Beach Area
9.6 out of 10, Exceptional, (82 reviews)
"Good view, good location!"
United States
Nate M.
The price is £720
includes taxes & fees
21 Nov - 22 Nov
The Whaler 518 – Remodeled Ocean View Studio on Kāʻanapali Beach
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 Olowalu Hotel Reviews

Find out more about Olowalu

Everything you need to know about Olowalu 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 Olowalu 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 Olowalu holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Olowalu holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Olowalu. 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 Olowalu 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 Olowalu holiday rentals we have selected for you start as low as £159 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Olowalu rentals

At Expedia, we put the best Olowalu 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 Olowalu 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 Olowalu 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 Olowalu. 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

Are there holiday rentals in Olowalu?

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

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

Kaiholo Hale: This holiday home rental outside of Olowalu is by the ocean, and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

What’s there to see and do in Olowalu?

Explore the area and family-friendly sights such as Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters, or get out into nature at a spot like Mile Marker 14 Beach. Kaanapali Beach and Whalers Village are other popular places to visit in the area.

What’s a holiday rental in Olowalu like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Olowalu. Holiday rentals feature extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a small group gathering.