Explore Olowalu Vacation Rentals
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.71 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Parking
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.26 mi to center
- Parking
- Pool
- Ocean View
- Balcony/Terrace
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.71 mi to center
- Oceanfront
- Hot Tub
- Parking
- Pool
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.48 mi to center
- Private Pool
- Oceanfront
- Breakfast
- Parking
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.27 mi to center
- Hot Tub
- Parking
- Pool
- Kitchen
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.55 mi to center
- Oceanfront
- Hot Tub
- Parking
- Pool
- Lahaina
- ·
- Historic Lahaina Front Street
- 1.39 mi to center
- Oceanfront
- Parking
- Pool
- Ocean View
- Lahaina
- ·
- Downtown Lahaina
- 1.51 mi to center
- Parking
- Pool
- Ocean View
- Balcony/Terrace
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.72 mi to center
- Oceanfront
- Hot Tub
- Parking
- Pool
Luxury Places to Stay in Olowalu
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.52 mi to center
- Oceanfront
- Breakfast
- Ocean View
- View
- Lahaina
- ·
- Historic Lahaina Front Street
- 3.52 mi to center
- Private Pool
- Oceanfront
- Hot Tub
- Parking
- Lahaina
- ·
- Historic Lahaina Front Street
- 1.44 mi to center
- Air Conditioner
- Internet
- Child Friendly
- Laundry
- Lahaina
- ·
- Downtown Lahaina
- 1.68 mi to center
- Oceanfront
- Parking
- Pool
- Ocean View
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.58 mi to center
- Hot Tub
- Parking
- Pool
- Spa
- Lahaina
- ·
- Historic Lahaina Front Street
- 3.09 mi to center
- Parking
- Pool
- View
- Internet
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.58 mi to center
- Child Friendly
- Lahaina
- ·
- Downtown Lahaina
- 1.52 mi to center
- Parking
- Pool
- Ocean View
- Balcony/Terrace
- Lahaina
- ·
- Downtown Lahaina
- 1.64 mi to center
- Oceanfront
- Parking
- Pool
- Ocean View
Top-Rated Vacation Rentals with a Pool in Olowalu
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.73 mi to center
- Hot Tub
- Parking
- Pool
- Ocean View
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.71 mi to center
- Oceanfront
- Hot Tub
- Parking
- Pool
- Lahaina
- ·
- Historic Lahaina Front Street
- 1.47 mi to center
- Oceanfront
- Parking
- Pool
- Ocean View
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.66 mi to center
- Hot Tub
- Parking
- Pool
- Ocean View
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.71 mi to center
- Oceanfront
- Hot Tub
- Parking
- Pool
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.71 mi to center
- Hot Tub
- Parking
- Pool
- Ocean View
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.71 mi to center
- Oceanfront
- Hot Tub
- Parking
- Pool
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.72 mi to center
- Hot Tub
- Parking
- Pool
- Ocean View
- Lahaina
- ·
- Historic Lahaina Front Street
- 1.43 mi to center
- Oceanfront
- Parking
- Pool
- Ocean View
Pet-Friendly Vacation Rentals in Olowalu
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.69 mi to center
- Oceanfront
- Hot Tub
- Parking
- Pool
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.81 mi to center
- Breakfast
- Parking
- Pool
- Spa
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.58 mi to center
- Oceanfront
- Parking
- Pool
- Ocean View
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.79 mi to center
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
- Lahaina
- ·
- Downtown Lahaina
- 1.52 mi to center
- Private Pool
- Pool
- Kitchen
- Air Conditioner
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.20 mi to center
- Air Conditioner
- Pet Friendly
- Laundry
- Bedding/Linens
- Lahaina
- ·
- Downtown Lahaina
- 1.53 mi to center
- Private Pool
- Oceanfront
- Pool
- Spa
- Lahaina
- ·
- Downtown Lahaina
- 1.51 mi to center
- Private Pool
- Oceanfront
- Parking
- Pool
Large Vacation Homes & Villas in Olowalu
- Lahaina
- ·
- Downtown Lahaina
- 1.64 mi to center
- Parking
- Pool
- Ocean View
- Balcony/Terrace
- Lahaina
- ·
- Historic Lahaina Front Street
- 3.24 mi to center
- Oceanfront
- Parking
- Pool
- Spa
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.52 mi to center
- Ocean View
- Balcony/Terrace
- View
- Kitchen
- Lahaina
- ·
- Historic Lahaina Front Street
- 3.20 mi to center
- Hot Tub
- Breakfast
- Parking
- Pool
- Lahaina
- ·
- Downtown Lahaina
- 1.65 mi to center
- Parking
- Ocean View
- Balcony/Terrace
- View
- Lahaina
- ·
- Historic Lahaina Front Street
- 1.05 mi to center
- Child Friendly
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.34 mi to center
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.95 mi to center
- Private Pool
- Pool
- Kitchen
- Internet
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.11 mi to center
- Oceanfront
- Hot Tub
- Parking
- Ocean View
Wheelchair Accessible Vacation Homes in Olowalu
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.72 mi to center
- Oceanfront
- Hot Tub
- Parking
- Pool
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.71 mi to center
- Pool
- Ocean View
- Balcony/Terrace
- View
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.71 mi to center
- Private Pool
- Hot Tub
- Parking
- Pool
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.71 mi to center
- Oceanfront
- Hot Tub
- Parking
- Pool
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.72 mi to center
- Parking
- Pool
- Ocean View
- Balcony/Terrace
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.70 mi to center
- Hot Tub
- Parking
- Pool
- Ocean View
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.69 mi to center
- Oceanfront
- Hot Tub
- Parking
- Pool
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.70 mi to center
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
Olowalu Villas and Airbnb Homes Under $200
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.27 mi to center
- Pool
- Kitchen
- Air Conditioner
- Internet
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.69 mi to center
- Ocean View
- View
- Kitchen
- Air Conditioner
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.72 mi to center
- Kitchen
- Air Conditioner
- Wheelchair Accessible
- TV
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.40 mi to center
- Kitchen
- Air Conditioner
- TV
- Bedding/Linens
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.27 mi to center
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.27 mi to center
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.27 mi to center
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.13 mi to center
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.27 mi to center
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
Instantly Bookable Vacation Homes in Olowalu
- Lahaina
- ·
- Downtown Lahaina
- 0.27 mi to center
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.72 mi to center
- Oceanfront
- Hot Tub
- Parking
- Pool
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.69 mi to center
- Oceanfront
- Hot Tub
- Parking
- Pool
- Lahaina
- ·
- Downtown Lahaina
- 1.68 mi to center
- Oceanfront
- Parking
- Pool
- Ocean View
- Lahaina
- ·
- Downtown Lahaina
- 1.53 mi to center
- Oceanfront
- Parking
- Pool
- Ocean View
- Lahaina
- ·
- Historic Lahaina Front Street
- 0.27 mi to center
- Private Pool
- Hot Tub
- Parking
- Pool
- Lahaina
- ·
- Historic Lahaina Front Street
- 1.35 mi to center
- Oceanfront
- Hot Tub
- Parking
- Pool
- Lahaina
- ·
- Downtown Lahaina
- 1.54 mi to center
- Hot Tub
- Parking
- Pool
- Ocean View
- Lahaina
- ·
- Downtown Lahaina
- 1.67 mi to center
- Parking
- Pool
- Ocean View
- Balcony/Terrace
Book a Last Minute Place to Stay in Olowalu
About Olowalu Vacation Rentals
Explore more than 622 vacation rentals available in Olowalu. These accommodations, including vacation homes and HawaiiVillas properties, boast excellent amenities and exceptional value, blending comfort and luxury. Enjoy spaciousness and convenience at a HawaiiVillas property in Olowalu.
Looking for last-minute deals or the best available offers on cottages, condos, private villas, and large vacation homes? With HawaiiVillas in Olowalu, you can effortlessly compare various options with a simple click. Whether you seek properties with swimming pools, hot tubs, pet-friendly policies, or expansive master suites with large screen TVs, you'll find vacation rentals by owner (RBOs) and other popular Airbnb-style accommodations near Olowalu. The average room size in accommodations near Olowalu is 652.74 ft². Prices average US $625 per night.
HawaiiVillas streamlines and secures your search for vacation rentals in Olowalu, often offering savings of 30-40% compared to hotel prices. Start your search today and book with confidence.
Top Rental Accommodation Types in Olowalu
| Type | Count |
|---|---|
| Vacation Homes | 211 |
| Holiday Apartments | 72 |
| Villas | 8 |
| Cottages | 3 |
Use these Quick Filters to Find a Vacation Rental in Olowalu
★ Pro Tip: HawaiiVillas simplifies comparison of top listings across various online vacation rental platforms like Booking.com and others. Use the Advanced Filter feature to switch effortlessly between HawaiiVillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, property types, cancellation policies, prices, and more. These tools streamline the search for your ideal accommodation for your next vacation in Olowalu.
Weather in Olowalu, HI
View the weather forecast for Olowalu before booking your Olowalu Vacation Rentals to confirm your best time to go.
Top Attractions Around Olowalu, HI
HawaiiVillas offers a wide selection of top attractions nearby Olowalu . Research things to do on your vacation before you visit Olowalu.
Frequently Asked Questions About Olowalu?
What are the top vacation rentals in Olowalu?
Currently, HawaiiVillas lists over 622 properties in the Olowalu area for 2026, with more being added continuously. By consolidating listings from various websites, HawaiiVillas provides a wide selection of top properties in Olowalu.
- High End Ocean and Beach Front studio - Lahaina Shores 623
- LAHAINA SHORES #105 OCEANFRONT PREMIER SUITE, 2Bath 1Bedroom GROUND FLOOR
- Beachfront Paradise, Stunning Views, Condo with AC, Steps to the beach!
- Spacious Newly Remodeled 4 Bdrm Oceanfront Unit in Premium Puamana Location
- Oceanfront Top Floor Corner Unit with Sweeping View at Lahaina Shores
- Peaceful Oceanfront Studio 423 LS
- OCEANFRONT PUAMANA 136-1 - FUN IN THE SUN!
- Brand-new Maui home with comfort and local charm!
- Incredible ocean view above the palms! Lahaina Shores 603 is waiting for you.
- Luxury Baby Beach Retreat Private Pool 1 Min Walk to Beach Sleeps 8
How many vacation rentals have private pools in Olowalu?
Discover 53 vacation rentals featuring private pools near Olowalu. Highly-rated HawaiiVillas properties with swimming pool access include:
- Oceanfront Studio at Lahaina Shores #313
- Lahaina-2bd/2bath at Aina Nalu next to Pool
- Serene and Peaceful with Heated Pool
- Relax & Unwind – Lahaina Shores 318 Studio
Which vacation homes in Olowalu are best for families?
If you're searching for a family-friendly vacation residence in Olowalu, explore one of these highly-rated properties, all praised for their excellent reviews among families or groups visiting Olowalu:
- Puamana 2-Bed with beach access, 2 pools, tennis & pickleball.
- Aina Nalu F201 Top Floor Hawaiian Hideaway in the Heart
- Puunoa - CoralTree Residence Collection
How many Hawaii.Villas vacation rentals are available in Olowalu?
At present, HawaiiVillas showcases more than 622 properties available in the Olowalu area for 2026, with new listings added regularly. By aggregating listings from multiple sources, HawaiiVillas offers a diverse range of premier properties in Olowalu.




















































