Holiday Rentals Olowalu from ฿8,504: Find Short-Term Rentals & Holiday Accommodations

Q: 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.

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Our top choices for Olowalu holiday rentals

Outdoor pool, open 8:00 AM to 9:30 PM, pool loungers

Aston Maui Hill

South Kihei

Ethan

฿9,471 total

includes taxes & fees

28 May - 29 May

Aston Kaanapali Shores

Lahaina

Doreen

฿11,017 total

includes taxes & fees

17 May - 18 May

Napili Shores Maui by OUTRIGGER

Lahaina

Mark

฿8,504 total

includes taxes & fees

25 May - 26 May

Basic Studio, Garden View | Rollaway beds, free WiFi, bed sheets

Napili Village Hotel

Lahaina

Patricia

฿9,757 total

includes taxes & fees

13 May - 14 May

Suite, Multiple Beds, Garden View (2 Baths) | Garden view

The Whaler Resort Kaanapali Beach

Lahaina

Forest Daniel

฿23,494 total

includes taxes & fees

13 May - 14 May

Beachfront Two Bedrooms | In-room safe, iron/ironing board, free WiFi, bed sheets

Napili Sunset on the Beach

Lahaina

Chris

฿10,748 total

includes taxes & fees

14 May - 15 May

Suite, 1 King Bed, Ocean View (1 Bedroom, Ocean View) | Living area | 50-inch LCD TV with cable channels, TV

Aston Maui Kaanapali Villas

Lahaina

meryem

฿16,597 total

includes taxes & fees

31 May - 1 Jun

4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

Lahaina

Jag

฿32,808 total

includes taxes & fees

18 May - 19 May

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Top Olowalu Hotel Reviews

Royal Lahaina Resort & Bungalows

10/10 Excellent

"Amzing"

Hilton Grand Vacations Club Maui Bay Villas

10/10 Excellent

"Our stay at Hilton Grand Vacations Club Maui Bay Villas was truly outstanding from beginning to end. Every member of the staff made us feel welcomed and cared for — from the gentleman who graciously assisted with our luggage, to the incredibly patient and accommodating woman at the front desk, to the friendly and helpful concierge team. The villa itself was absolutely beautiful, with every detail thoughtfully designed for comfort and relaxation. The amenities were fantastic and added so much to the overall experience. What made this stay especially unique was the genuine warmth and attentiveness of the staff, who consistently went above and beyond in ways that felt personal rather than routine. Combined with the peaceful atmosphere, beautiful surroundings, and exceptional accommodations, it created an experience that felt far more special than a typical resort stay. All things considered, this was the nicest and most enjoyable stay we have ever experienced, and we are incredibly grateful for the hospitality we received."

Grand Wailea Maui, A Waldorf Astoria Resort

8/10 Good

"We were upgraded to a deluxe ocean view room. The room and premises were gorgeous. Staff including the cultural activities were top notch we took full advantage of the pool area and water slides. The biggest inconvenience was trying to find a couple of chairs to relax and to keep our stuff while enjoying the pool. So many people reserve seats and don’t use the chairs. It was incredibly frustrating. I knew this from reading the reviews ahead of time and it was still frustrating as we tried to get an early start our second day and were still late to grab chairs. The adult pool is less crowded. "

OUTRIGGER Kaanapali Beach Resort

4/10 Poor

"The hotel was okay. I would not choose to stay here again. The cultural activities were supposed to be good but we preferred seeing the island. Renting chairs for the beach was inconvenient and they don’t offer half day rentals just a flat $85 fee. The pool was cold, small and drab. The coffee and fridge are located in the bathroom which seemed unsanitary and was inconvenient when traveling with multiple people. Our sink didn’t drain properly and the toilet would make funny noises. The hotel overall felt very dated. Staff were friendly for the most part."

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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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.

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