Olowalu Vacation Rentals from ￥29,838: Search Short-Term Rentals

Q: 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.

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Our top choices for Olowalu vacation rentals

A beach with clear turquoise water, sandy shore, palm trees, and a resort building in the background.

1. Napili Shores Maui by OUTRIGGER

Lahaina

Shawn

￥42,131 total

includes taxes & fees

Oct 27 - Oct 28

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

Kannapali Beach Area

Joseph

￥54,684 total

includes taxes & fees

Nov 8 - Nov 9

A view of a beach with palm trees and a sailboat on the water.

3. The Whaler Resort Kaanapali Beach

Kannapali Beach Area

Alessio

￥103,692 total

includes taxes & fees

Oct 12 - Oct 13

4. Aston at The Whaler on Kaanapali Beach

Kannapali Beach Area

Stewart

￥98,703 total

includes taxes & fees

Oct 25 - Oct 26

A resort with a pool, palm trees, and a view of the ocean.

5. The Westin Nanea Ocean Villas, Ka'anapali

Lahaina

Maria

￥104,820 total

includes taxes & fees

Oct 30 - Oct 31

A resort pool with red umbrellas, palm trees, and a view of the ocean.

6. OUTRIGGER Honua Kai Resort & Spa

Lahaina

Andrea

￥151,236 total

includes taxes & fees

Nov 8 - Nov 9

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

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

Lahaina

laura h.

￥91,323 total

includes taxes & fees

Oct 12 - Oct 13

A beach with clear blue water, palm trees, and a resort in the background.

8. Napili Village Hotel

Lahaina

Thomas

￥29,838 total

includes taxes & fees

Nov 1 - Nov 2

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Top Olowalu Hotel Reviews

Aston Kaanapali Shores

10/10 Excellent

"This is a lovely place to stay. The pools are beautiful and inviting. The rooms are spacious and air conditioned. The restaurant has really great food. The sunsets are beautiful from the beach at this location. Highly recommend this place."

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent

"Good staff. Beware of pricing - a lot of hidden fees. Your total at expedia is not the actual total. Mandatory $45 dollar fee per day for I don't know what. $35 / day parking fee. Some other stuff. No chairs or umbrellas on the beach (another $90/day to rent those - separate vendor). Very good restaurant on premises. Our room had a good view (we upgraded), but as far as cleanliness it was mid. Smelled like someone smoked in it previously."

Hilton Grand Vacations Club Maui Bay Villas

10/10 Excellent

"The swimming pools are very large. They have a kids pool that is like a foot and a half or two feet deep all around and barriers. To the other deeper pools. Has a slide for smaller kids ans a larger tube slide for 3 ft kids or taller. Good for adults too. Alot of pool space. Another more secluded pool by the beach. The rooms are great for my family of 5. All slept well and only had one neighbor since we stayed 9 night they were all great. We got the breakfast included. It was a made to order sandwich with egg and cheese and either ham sausage or bacon. But cant substitute also comes with juice. Was a good deal as it was for all my 5 members of the family. The beach was a bit washed out due to storms but overall we walked south from the more secluded beach to make sand castles and spend a day in the beach we liked it more than baby beach. There is also another beach just a couple more feet south where they have a whale exhibit and that beach has calms water usually but the storms knocked some rocks that stop the waves but still was better than baby beach in my opinion they have great beaches at the resort just a couple feet from there. And the sunsets are wow."

Find out more about Olowalu

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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.

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Check prices for these dates

Our top choices for Olowalu vacation rentals

1. Napili Shores Maui by OUTRIGGER

2. Aston Maui Kaanapali Villas

3. The Whaler Resort Kaanapali Beach

4. Aston at The Whaler on Kaanapali Beach

5. The Westin Nanea Ocean Villas, Ka'anapali

6. OUTRIGGER Honua Kai Resort & Spa

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

8. Napili Village Hotel

9. Romantic Beachfront Getaway

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

11. Unit 15 Waena Inn - Maui Private Suite

12. Aston Maui Hill

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

14. Aston Kaanapali Shores

15. Signature Residences at Maui Banyan

16. Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining

17. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

18. Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei

19. 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

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

Find vacation rentals that suit your style

Top Olowalu Hotel Reviews

Aston Kaanapali Shores

OUTRIGGER Kaanapali Beach Resort

Sheraton Maui Resort & Spa

Grand Wailea Maui, A Waldorf Astoria Resort

Hyatt Regency Maui Resort & Spa

Hilton Grand Vacations Club Maui Bay Villas

Maui Beach Hotel

Maui Coast Hotel

Hilton Vacation Club Ka'anapali Beach Maui

Find out more about Olowalu

Frequently asked questions

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