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Olowalu Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Olowalu vacation rentals

An aerial view of a resort with a central swimming pool surrounded by lounge chairs and palm trees.

1. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,440 reviews)
"It’s such a nice hotel for a good price and we’re definitely coming back regularly."
United States
Alyssa
The price is SAR 680
SAR 919 total
includes taxes & fees
15 Nov - 16 Nov
Aston Kaanapali Shores
A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

2. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,665 reviews)
"Amazing and relaxing resort"
United States
Mariano
The price is SAR 741
SAR 1,214 total
includes taxes & fees
15 Dec - 16 Dec
Aston Maui Kaanapali Villas
A resort pool with red umbrellas, palm trees, and a view of the ocean.

3. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,097 reviews)
"Nice and clean resort, staff was very friendly and accommodating"
United States
Trung
The price is SAR 1,252
SAR 3,218 total
includes taxes & fees
14 Dec - 15 Dec
OUTRIGGER Honua Kai Resort & Spa
Lobby

4. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (523 reviews)
"Amazing stay!"
United States
zachary
The price is SAR 786
SAR 2,304 total
includes taxes & fees
1 Dec - 2 Dec
The Whaler Resort Kaanapali Beach
A beach with clear blue water, a sandy shore, and palm trees.

5. 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 vacation. Location was perfect for our plans."
United States
Jennifer C.
The price is SAR 402
SAR 1,932 total
includes taxes & fees
16 Nov - 17 Nov
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
A beach with clear turquoise water, sandy shore, palm trees, and a resort building in the background.

6. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,916 reviews)
"Very nice location and grounds. Throughly enjoyed our stay!"
United States
Steve
The price is SAR 963
SAR 1,138 total
includes taxes & fees
27 Nov - 28 Nov
Napili Shores Maui by OUTRIGGER
An aerial view of a resort pool area with a hot tub, lounge chairs, and palm trees.

7. 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, (547 reviews)
"great family stay"
United States
Justin
The price is SAR 1,501
SAR 1,782 total
includes taxes & fees
2 Dec - 3 Dec
The Westin Nanea Ocean Villas, Ka'anapali
A beach with clear blue water, palm trees, and a resort in the background.

8. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
8.8 out of 10, Excellent, (261 reviews)
"amazing location"
United States
Adrian
The price is SAR 847
SAR 1,006 total
includes taxes & fees
15 Nov - 16 Nov
Napili Village Hotel
A tropical resort with a beach view, lounge chairs, and palm trees.

9. 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 SAR 915
SAR 1,086 total
includes taxes & fees
12 Dec - 13 Dec
Napili Sunset on the Beach
A swimming pool with a curved edge, surrounded by well-maintained grass and palm trees, with a view of the ocean and mountains in the background.

10. In the center of it all!

In the center of it all!
Maalaea
10.0 out of 10, Exceptional, (109 reviews)
"Overall nice place to stay"
United States
Danny H.
The price is SAR 751
SAR 1,512 total
includes taxes & fees
15 Nov - 16 Nov
In the center of it all!
A beach with clear blue water, a person walking, and a palm tree.

11. Romantic Beachfront Getaway

Romantic Beachfront Getaway
Maalaea Bay
9.6 out of 10, Exceptional, (43 reviews)
"Excellent location. "
United States
Thomas
The price is SAR 694
SAR 1,726 total
includes taxes & fees
21 Nov - 22 Nov
Romantic Beachfront Getaway
A stone wall with a sign reading "Maui Hill" and a blue whale sculpture.

12. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (1,004 reviews)
"Such a beautiful place, lots to do, close to local beaches, tons of yummy food nearby"
United States
Megan
The price is SAR 1,018
SAR 1,209 total
includes taxes & fees
13 Dec - 14 Dec
Aston Maui Hill
A patio with a round table and wicker chairs, overlooking a grassy area and the ocean.

13. 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, (228 reviews)
"One of the best places I’ve stayed at. The best location in the building, steps to the beach, pool and bbq. Amazing condo"
United States
Colleen D.
Beachfront ,Ground floor, Sugar Beach, Corner unit 114 - Steps to the Ocean!!!
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 SAR 779
SAR 1,215 total
includes taxes & fees
15 Nov - 16 Nov
Unit 22 Waena Inn - Maui Private Suite
A beach with clear skies and waves.

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

Book Your Maui Escape Now: Stunning Oceanfront Condo.
North Kihei
9.6 out of 10, Exceptional, (102 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 SAR 939
SAR 2,284 total
includes taxes & fees
27 Nov - 28 Nov
Book Your Maui Escape Now: Stunning Oceanfront Condo.
An aerial view of a coastal resort with beachfront properties, a large hotel, and a swimming pool.

16. 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, (282 reviews)
"Very good place to stay. Very clean 100% recommend."
United States
john
The price is SAR 389
SAR 1,428 total
includes taxes & fees
15 Nov - 16 Nov
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
A balcony with a view of the ocean, furnished with chairs and a table, and a flower vase.

17. Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.4 out of 10, Exceptional, (106 reviews)
"nice place for vacation,"
United States
Edgar
The price is SAR 1,623
SAR 3,410 total
includes taxes & fees
27 Nov - 28 Nov
Honua Kai Konea Resort by KBM
An aerial view of a coastal resort area with a large building, a beach, and a pool.

18. 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, (310 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 SAR 421
SAR 1,541 total
includes taxes & fees
10 Dec - 11 Dec
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
A beach with a sandcastle and palm trees.

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

~~OceanFRONT complex~~on the BEACH~~Luxury Remodel~~
North Kihei
10.0 out of 10, Exceptional, (141 reviews)
"Great location and facilities. Very convenient to all the great places on Maui."
United States
Tom
The price is SAR 1,216
SAR 2,603 total
includes taxes & fees
27 Nov - 28 Nov
~~OceanFRONT complex~~on the BEACH~~Luxury Remodel~~
A beach with a rainbow, palm trees, and a mountain in the background.

20. 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 SAR 1,123
SAR 2,503 total
includes taxes & fees
27 Nov - 28 Nov
Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311
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

Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

8/10 Good
"Hotel was a beautiful resort, wish there were more places to eat on the resort. Staff and business center was very helpful and pleasant to talk to. Appears restaurant and bar closed by 8:00pm. Would be nice to stay open a little later. Would suggest have music playing by the poolside. Overall would recommend to stay at this resort."
Tamie 7-night trip
Posted less than an hour ago
Hilton Vacation Club Ka'anapali Beach Maui

Frequently asked questions

Are there vacation rentals in Olowalu?

Yes, we have vacation rentals near the most popular local attractions in Olowalu, or you can go with a secluded option if you want a relaxing place to 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 vacation rentals that Olowalu has to offer?

Kaiholo Hale: This vacation home rental near 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 vacation rental in Olowalu like?

A vacation rental is a private property you can stay in for several days or longer in Olowalu. Vacation rentals offer amenities such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.