Luxury Maui Rentals - Vacation Rentals in Olalla

Dome Away From Home From US $613
         

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10.0 (3 Reviews)
House
  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety
*GRAND DEL MAR CHATEAU* From US $594
         

9.8 (196 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Peacock Hill Retreat on 1 Acre, 1 Mi to Harbor From US $268
         

10.0 (83 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace

Luxury Places to Stay in Olalla

Over 187+ Luxury Places to Stay in or Near Olalla
Vashon Island Estate From US $3,399
         

10.0 (4 Reviews)
House
  • Parking
  • TV
  • View
Morning Star Retreat From US $1,175
         

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10.0 (1 Review)
House
  • View
  • Private Beach
  • Ocean View
Gated Estate Property Spacious 5-Bedroom Pet-friendly House From US $1,002
         

8.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Olalla

Over 9+ Top-Rated Vacation Rentals with a Pool in or Near Olalla
Vashon Farmhouse From US $404
         

9.0 (37 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Prime Location - Gated Estate Property - Excellent Long Term Rates From US $598
         

Pet-Friendly Vacation Rentals in Olalla

Over 50+ Pet-Friendly Vacation Rentals in or Near Olalla
Charming Beach Cabin in Quartermaster Harbor From US $266
         

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10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • View
KVI BEACH HOUSE STUDIO! Directly Above Vashon's Favorite Beach! From US $180
         

Tranquil Retreat in Gig Harbor From US $356
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Lakehouse With Hot Tub, Covered Patio, Outdoor Fire-pit and BBQ From US $548
         

See More Pet-Friendly Vacation Rentals in Olalla on PetFriendly.io

Large Vacation Homes & Villas in Olalla

Over 18+ Large Vacation Homes & Villas in or Near Olalla
Eagle`s Lookout Lodge w/Hot Tub From US $532
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Olalla Bay Waterfront Stay w/Beach, Kayaks & Hot Tub From US $516
         

Forest Trails 4BR-2BA Home in Olalla, great for families From US $355
         

New
House
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Experience Waterfront Luxury on the Burton Peninsula, Vashon Island From US $822
         

10.0 (31 Reviews)
House
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Burton Bungalow on Vashon Island From US $396
         

9.0 (12 Reviews)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace

Wheelchair Accessible Vacation Homes in Olalla

Over 3+ Wheelchair Accessible Vacation Homes in or Near Olalla
Bay Breeze Bliss From US $275
         

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9.0 (1 Review)
House
  • View
  • Wheelchair Accessible
  • Private Beach
✿Beautiful Suite Apartment NearDowntown Gigharbor✿ From US $149
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Vashon Beach House From US $427
         

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New
House
  • View
  • Wheelchair Accessible
  • Private Beach

Olalla Vacation Rentals and Airbnb Places to Stay Under $200

Over 27+ Olalla Vacation Rentals and Airbnb Places to Stay Under $200
Enchanted Cottage From US $120
         

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9.6 (7 Reviews)
House
  • Security/Safety
  • Sports/Activities
  • Restaurant
Sailboat Glamping on Bud Inlet in OLYMPIA, Washington. From US $107
         

9.6 (4 Reviews)
Boat Rental
  • Parking
  • Designated Smoking Area
  • Bedding/Linens
Cozy Renovated Bus From US $55
         

9.0 (4 Reviews)
House
  • Child Friendly

Instantly Bookable Vacation Homes in Olalla

Over 78+ Instantly Bookable Vacation Homes in or Near Olalla
Waterfront cabin facing the sunset From US $562
         

10.0 (37 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Private Waterfront Escape From US $391
         

10.0 (28 Reviews)
House
  • Parking
  • TV
  • View
Lounge On The Lake In Privacy/Fly-in Friendly From US $322
         

Charming Creekside Studio Near Ferries to Seattle From US $277
         

Seaside Serenity Beach Getaway w/kayaks & SUPs! From US $408
         

Stunning Waterfront ~ Amazing Location ~ Gig Harbor From US $601
         

About Olalla Vacation Rentals

With more than 196 Olalla vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Luxurymauirentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Olalla.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Luxurymauirentals Olalla, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Olalla. Places to stay near Olalla are 1004.88 ft² on average, with prices averaging US $411 a night.

Luxurymauirentals makes it easy and safe to find and compare vacation rentals in Olalla with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Olalla

Type Count
Vacation Homes 142
Cabin Rentals 18
Holiday Apartments 13
Cottages 13
Others 4
Hotels 2
Villas 1

Use these Quick Filters to Find a Vacation Rental in Olalla

Pro Tip: Luxurymauirentals makes it easy to compare the best listings on Luxurymauirentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Luxurymauirentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Olalla.

Weather in Olalla

View the weather forecast for Olalla before booking your Olalla Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay Near Olalla, WA


Olalla Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Olalla?
How many vacation rentals are available in Olalla?

Currently, the total number of properties listed in 2026 is over 196 in the Olalla area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Olalla.