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Olowalu Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Olowalu holiday rentals

A pathway leading to a gate with a view of the ocean.

1. LAHAINA SHORES #105 OCEANFRONT PREMIER SUITE, 2Bath 1Bedroom GROUND FLOOR

LAHAINA SHORES #105 OCEANFRONT PREMIER SUITE, 2Bath 1Bedroom GROUND FLOOR
Lahaina
10.0 out of 10, Exceptional, (178 reviews)
"Lovely stay!"
United States
laura h.
The price is HK$1,726
HK$4,009 total
includes taxes & fees
12 Oct - 13 Oct
LAHAINA SHORES #105 OCEANFRONT PREMIER SUITE, 2Bath 1Bedroom GROUND FLOOR
A beach resort with rows of palm trees, a sandy beach, and a view of the ocean.

2. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (39 reviews)
"It was as good as a motel 6 bed was comfortable and my beach front condo as it was described was a room facing a mountain that you couldn’t see passed the forest of plants in front of back patio and the ac unit was very old and loud but served its purpose"
United States
Roark
The price is HK$397
HK$4,108 total
includes taxes & fees
30 Sept - 1 Oct
Signature Residences at Maui Banyan
A beach scene with two palm trees and a view of the ocean.

3. Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (43 reviews)
"Excellent location. "
United States
Thomas
The price is HK$1,451
HK$3,549 total
includes taxes & fees
30 Sept - 1 Oct
Romantic Beachfront Getaway
A balcony with a table set for two, featuring a bottle of wine and two glasses.

4. 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, (308 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 HK$812
HK$2,961 total
includes taxes & fees
7 Oct - 8 Oct
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
A living room with a sofa, coffee table, and a large mirror. There is a sliding glass door leading to an outdoor area with a table and chairs.

5. 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, (47 reviews)
"Had lots of great and useful amenities "
United States
Rochelle P.
The price is HK$699
HK$3,262 total
includes taxes & fees
30 Sept - 1 Oct
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
A resort with multiple buildings, a swimming pool, and a view of the ocean and mountains.

6. 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, (317 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 HK$835
HK$2,987 total
includes taxes & fees
5 Oct - 6 Oct
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
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.

7. 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 HK$812
HK$2,961 total
includes taxes & fees
2 Oct - 3 Oct
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
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, (223 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 HK$1,867
HK$3,907 total
includes taxes & fees
28 Oct - 29 Oct
Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!
A beach with clear blue water, a sandy shore, and a distant mountain.

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

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.6 out of 10, Exceptional, (88 reviews)
"We loved our stay! Great location"
United States
Madison
The price is HK$847
HK$2,567 total
includes taxes & fees
2 Oct - 3 Oct
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
A beachside resort with palm trees, lounge chairs, and umbrellas.

10. Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view
North Kihei
9.6 out of 10, Exceptional, (61 reviews)
"It was a beautiful place and very cozy"
United States
Stephanie T.
The price is HK$1,109
HK$3,367 total
includes taxes & fees
1 Oct - 2 Oct
Top Floor Beachfront Condo with Ocean view
A beach with clear blue water, palm trees, and a resort in the background.

11. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (237 reviews)
"thank you for the best stay! perfect location, stunning beach with walking distance to beach, cafe, and rentals. room had everything we needed, recommend upgrading to ocean view it was a treat!"
United States
ASHLEY
The price is HK$1,555
HK$1,846 total
includes taxes & fees
30 Sept - 1 Oct
Napili Village Hotel
A view of a beach with palm trees and a sailboat on the water.

12. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.4 out of 10, Exceptional, (480 reviews)
"Great place"
United States
Alessio
The price is HK$1,925
HK$5,152 total
includes taxes & fees
7 Oct - 8 Oct
The Whaler Resort Kaanapali Beach
A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

13. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,638 reviews)
"The property was a fantastic place to stay. The beach that is in front of the property is excellent for swimming and snorkeling."
United States
Marie
The price is HK$1,788
HK$2,821 total
includes taxes & fees
16 Oct - 17 Oct
Aston Maui Kaanapali Villas
A staircase leading to a stone wall with a 'WELCOME' sign, a framed mirror, and potted plants.

14. 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 HK$1,447
HK$2,428 total
includes taxes & fees
6 Oct - 7 Oct
Unit 22 Waena Inn - Maui Private Suite
A beach with clear turquoise water, a sandy shore, and some greenery.

15. Unit 23 Waena Inn - Maui Private Suite

Unit 23 Waena Inn - Maui Private Suite
Wailuku
10.0 out of 10, Exceptional, (12 reviews)
"Fairly central location. Helpful and due to the length of our stay, offered for us to use washer/dryer, snorkels, beach towels. "
United States
Suzan F.
The price is HK$1,551
HK$2,445 total
includes taxes & fees
13 Oct - 14 Oct
Unit 23 Waena Inn - Maui Private Suite
A beach with boats, a sign about green turtles, and a clear view of the ocean.

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

Steps to the Beach, Affordable w/Free Parking
North Kihei
9.6 out of 10, Exceptional, (175 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 HK$1,020
HK$3,364 total
includes taxes & fees
18 Oct - 19 Oct
Steps to the Beach, Affordable w/Free Parking
A tropical garden with a waterfall, lush greenery, and a gazebo.

17. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,338 reviews)
"Great Stay"
United States
Roopa Rani
The price is HK$1,751
HK$2,311 total
includes taxes & fees
2 Oct - 3 Oct
Aston Kaanapali Shores
An aerial view of a coastal area with a clear pathway leading to a beach, surrounded by lush greenery and rocky coastline.

18. 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 HK$805
HK$3,722 total
includes taxes & fees
30 Sept - 1 Oct
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
A pool area with lounge chairs and palm trees, overlooking the ocean at sunset.

19. Oceanfront Unit in a Gorgeous Tropical Complex with Beachfront Pool

Oceanfront Unit in a Gorgeous Tropical Complex with Beachfront Pool
Central Kihei
9.6 out of 10, Exceptional, (86 reviews)
"Great place right on the beach."
United States
Phet S.
The price is HK$1,090
HK$4,170 total
includes taxes & fees
9 Oct - 10 Oct
Oceanfront Unit in a Gorgeous Tropical Complex with Beachfront Pool
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.

20. 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, (47 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.
The price is HK$1,618
HK$4,345 total
includes taxes & fees
1 Oct - 2 Oct
Sugar Beach 102 Gorgeous Remodeled Home Beachfront Condo Home
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

Maui Beach Hotel

Maui Beach Hotel

10/10 Excellent
"Clean room, awesome staff, loved the breakfast buffet. I wish you could have a bench out toward the parking lot for us smokers to sit down on."
Jacqueline 4-night trip
Posted 9 hours ago
Maui Beach Hotel

Find out more about Olowalu

Search for holiday rentals in Olowalu on Expedia! You can easily find your home rentals, villas, holiday apartments in Olowalu using one of the methods below:

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Look no further and take a look at our great range of rental properties in Olowalu!

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.