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Olowalu Holiday Rentals

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Our top choices for Olowalu holiday rentals

1. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (456 reviews)
"Clean room, friendly staff, great location and views!"
United States
Luis A
The price is S$808
includes taxes & fees
28 Aug - 29 Aug
The Whaler Resort Kaanapali Beach

2. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,282 reviews)
"Great location!"
United States
Shad
The price is S$353
includes taxes & fees
28 Aug - 29 Aug
Aston Kaanapali Shores

3. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,621 reviews)
"Great place"
United States
Luis MANUEL
The price is S$457
includes taxes & fees
10 Sept - 11 Sept
Aston Maui Kaanapali Villas

4. The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Lahaina
8.6 out of 10, Excellent, (1,150 reviews)
"Great for families. Safe, clean, and beautiful."
Canada
Jennifer
The price is S$746
includes taxes & fees
5 Sept - 6 Sept
The Westin Ka'anapali Ocean Resort Villas

5. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,028 reviews)
"We found this resort clean, family friendly,"
United States
Amanda
The price is S$1,189
includes taxes & fees
1 Sept - 2 Sept
OUTRIGGER Honua Kai Resort & Spa

6. Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,864 reviews)
"Napili Shores is an awesome place and great Hawaiian vibe! Quiet and serene let alone Napili Bay and the famous Gazebo Restaurant! Beautiful views!"
Canada
Kevin
The price is S$496
includes taxes & fees
2 Sept - 3 Sept
Napili Shores Maui by OUTRIGGER

7. Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (220 reviews)
"Great stay, thank you"
United States
Elizabeth
The price is S$342
includes taxes & fees
28 Aug - 29 Aug
Napili Village Hotel

8. Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (657 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is S$424
includes taxes & fees
30 Aug - 31 Aug
Napili Sunset on the Beach

9. Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Lahaina
8.6 out of 10, Excellent, (254 reviews)
"Great property very close to everything"
United States
Carroll M
The price is S$770
includes taxes & fees
9 Sept - 10 Sept
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

10. Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning

Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning
3.5 star property
Lahaina
The price is S$1,532
includes taxes & fees
29 Aug - 30 Aug
Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning

11. Kuleana Club - 611

Kuleana Club - 611
3.5 star property
Lahaina
Kuleana Club - 611

12. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,557 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is S$536
includes taxes & fees
31 Aug - 1 Sept
Aston at The Whaler on Kaanapali Beach

13. Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (962 reviews)
"Dennis and the entire staff made our trip so enjoyable. We will forever have a special place in our hearts for this place. Celebrated our 10 year wedding anniversary here!"
United States
Arleen
The price is S$429
includes taxes & fees
27 Sept - 28 Sept
Aston Maui Hill

14. The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Lahaina
8.4 out of 10, Very good, (59 reviews)
"Fantastic amenities for family fun!!!"
United States
Jackie R.
The price is S$746
includes taxes & fees
5 Sept - 6 Sept
The Westin Ka'anapali Ocean Resort Villas North

15. Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.6 out of 10, Exceptional, (51 reviews)
"The property was exactly as shown in the pictures. Very clean and the washer and dryer was a big plus. Would definitely stay here again."
United States
Monica Ivette
The price is S$665
includes taxes & fees
28 Aug - 29 Aug
Kihei Ali'i Kai Condos with Free Parking

16. Kuleana Club - 412

Kuleana Club - 412
3.5 star property
Lahaina
The price is S$548
includes taxes & fees
17 Sept - 18 Sept
Kuleana Club - 412

17. Wonderful South Maui Beach Condos

Wonderful South Maui Beach Condos
3.5 star property
South Kihei
9.2 out of 10, Wonderful, (44 reviews)
"Excellent location with all that you need in the condo. "
United States
Karen
The price is S$599
includes taxes & fees
31 Aug - 1 Sept
Wonderful South Maui Beach Condos

18. Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.0 out of 10, Very good, (26 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is S$535
includes taxes & fees
30 Aug - 31 Aug
Royal Lahaina Bungalows & Spa

19. Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Lahaina
8.8 out of 10, Excellent, (221 reviews)
"Amazing"
United States
Grace
The price is S$746
includes taxes & fees
23 Sept - 24 Sept
Marriott's Maui Ocean Club - Lahaina & Napili Towers

20. Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
3.5 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"room was amazing best view with ocean front right out of your window turtles and whales right outside your window as well what a place def recommend just one thing needed for the ladies is more mirrors and a iron lol. "
United States
Louis Philip
The price is S$1,517
includes taxes & fees
4 Sept - 5 Sept
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
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

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.