Photo by Claire Houston

Olowalu Holiday Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
28 Jun - 29 Jun
Tomorrow
29 Jun - 30 Jun
Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul

Holiday Rentals in Olowalu

AEI at Kaanapali Shores
Exterior

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (350)
"Great location , amazing views to the sunset , great staff , cute small bar at the second pool with stunning view to the sunset. Perfect beach access."
AEI at Kaanapali Shores
The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (189)
"What i liked is everything was very close and easy access plus shopping, eating beach very Enjoyable trip "
The price is S$905
includes taxes & fees
28 Jul - 29 Jul
The Whaler Resort Kaanapali Beach
Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2419)
"Awesome stay, would definitely stay again "
The price is S$408
includes taxes & fees
29 Jun - 30 Jun
Aston Maui Kaanapali Villas
Aston Kaanapali Shores
Exterior

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3613)
"Great place. "
The price is S$299
includes taxes & fees
2 Jul - 3 Jul
Aston Kaanapali Shores
Napili Shores Maui by OUTRIGGER
On the beach

Napili Shores Maui by OUTRIGGER

3.0 star property
8.8 out of 10, Excellent, (1619)
"Lovely, older quiet place to stay."
The price is S$495
includes taxes & fees
29 Jun - 30 Jun
Napili Shores Maui by OUTRIGGER
Maui Beach Vacation Club
Living area

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very good, (757)
"Great place to stay!!"
Maui Beach Vacation Club
Castle Kama'ole Sands
Balcony

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very good, (2239)
"Was nice and clean and decorated nicely. Best of all it’s in Maui ❤️❤️"
Castle Kama'ole Sands
The Westin Nanea Ocean Villas, Ka'anapali
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (459)
"Very welcoming and friendly, room was absolutely amazing. Resort was beautiful and clean. Staff was also a delight, I had forgotten my sweater and they emailed me within days to let me know I had forgotten it and that they could ship it out to me. Definitely recommend! :)"
The price is S$998
includes taxes & fees
18 Jul - 19 Jul
The Westin Nanea Ocean Villas, Ka'anapali
AEI at The Mahana Kaanapali Resort
Outdoor pool, pool umbrellas, pool loungers

AEI at The Mahana Kaanapali Resort

4.0 star property
8.8 out of 10, Excellent, (256)
"The property is situated nicely between high-end resorts. A lengthy boardwalk is available for miles."
AEI at The Mahana Kaanapali Resort
The Westin Ka'anapali Ocean Resort Villas
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1109)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is S$902
includes taxes & fees
29 Jun - 30 Jun
The Westin Ka'anapali Ocean Resort Villas
Napili Village Hotel
Beach nearby, white sand, sun-loungers, beach towels

Napili Village Hotel

3.0 star property
8.8 out of 10, Excellent, (102)
"Ok, good location, close to beach"
The price is S$333
includes taxes & fees
12 Jul - 13 Jul
Napili Village Hotel
Honua Kai Konea Resort by KBM
Indoor pool, outdoor pool

Honua Kai Konea Resort by KBM

4.0 star property
9.6 out of 10, Exceptional, (50)
"Property is amazing, very close to the beach. Everything is clean and convenient to everywhere."
The price is S$1,422
includes taxes & fees
10 Jul - 11 Jul
Honua Kai Konea Resort by KBM
Kahana Beach Vacation Club
Living area

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very good, (682)
"Love that it’s only a step away from the beach."
Kahana Beach Vacation Club
Kaanapali Alii
3 outdoor pools, pool loungers

Kaanapali Alii

4.0 star property
9.4 out of 10, Exceptional, (910)
"The property was beautiful, staff was nice, and the resort is family friendly."
Kaanapali Alii
Castle Napili Surf Beach Resort
On the beach, white sand

Castle Napili Surf Beach Resort

3.5 star property
10.0 out of 10, Exceptional, (124)
"Loved our stay and loved the yoga and breakfast etc "
Castle Napili Surf Beach Resort
OUTRIGGER Honua Kai Resort & Spa
4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2787)
"Nice property, super helpful staff"
The price is S$1,077
includes taxes & fees
28 Jul - 29 Jul
OUTRIGGER Honua Kai Resort & Spa
Aston Mahana at Kaanapali
Outdoor pool

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1631)
"Spectacular view!!!! Loved it!"
Aston Mahana at Kaanapali
AEI at Papakea Resort Maui
View from room

AEI at Papakea Resort Maui

3.5 star property
8.6 out of 10, Excellent, (83)
"Best view ever! Loved to be as close to the water as possible and 40 feet is great. The carpet needs replacing and the unit is old. But I was fine with that. Was out walking and snorkeling most of the time. "
AEI at Papakea Resort Maui
Sugar Beach Resort
Outdoor pool

Sugar Beach Resort

3.0 star property
8.6 out of 10, Excellent, (1070)
"Loved the fully stocked kitchen and amenities available. It was a delightful stay! We would stay here again."
Sugar Beach Resort
Royal Kahana Maui by OUTRIGGER
Living area

Royal Kahana Maui by OUTRIGGER

3.0 star property
8.0 out of 10, Very good, (1373)
"My family and friend really like the hotel. It's clean, staff are friendly, polite and we felt welcome."
Royal Kahana Maui by OUTRIGGER
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.