Pirate Cove Cottages - Vacation Rentals in Wailua

Hana Maui Luxe in Hana From US $675
         

New
Cottage
  • Child Friendly
Cozy cottage nestled on our 5 acre Organic fruit farm in HANA From US $457
         

10.0 (13 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Wailua

Over 143+ Luxury Places to Stay in or Near Wailua
Featured on Staycation TV Stunning Modern Home Surrounded by Nature in Haiku-Pauwela From US $1,461
         

10.0 (13 Reviews)
House
  • Parking
  • Pet Friendly
  • Designated Smoking Area
Hana Ocean Front Paradise STHA2018:0004 in Hana From US $1,229
         

Hana Homestead in Hana From US $981
         

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9.0 (19 Reviews)
House
  • Parking
  • View
  • Ocean View

Top-Rated Vacation Rentals with a Pool in Wailua

Over 32+ Top-Rated Vacation Rentals with a Pool in or Near Wailua
JJs Hāna Hale - Farm House in Hana From US $418
         

10.0 (157 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Haleakala Cottage - private hot tub, pool access in Haiku From US $532
         

10.0 (106 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL in Haiku From US $722
         

10.0 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Priv Hot Tub + Shared Jungle Pool! - Ocean Lookout in Haiku From US $766
         

10.0 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Spacious Hawaiian Cottage Suite in the Upcountry of Maui! in makawao From US $396
         

Plumeria Room on a Lush Farm on Maui's North Shore in Haiku From US $601
         

10.0 (7 Reviews)
Cabin
  • Parking
  • Pool
  • Balcony/Terrace

Pet-Friendly Vacation Rentals in Wailua

Over 3+ Pet-Friendly Vacation Rentals in or Near Wailua
Hana-Maui Resort, a Destination by Hyatt Residence in Hana From US $483
         

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8.7 (234 Reviews)
Resort
  • Parking
  • Pet Friendly
  • TV
Spacious 3br/1ba home, A/C & WiFi in Haiku-Pauwela From US $504
         

9.8 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Wailua on PetFriendly.io

Large Vacation Homes & Villas in Wailua

Over 11+ Large Vacation Homes & Villas in or Near Wailua
Tranquil 4-bedroom on Tropical Flower Farm in Haiku, Maui in Haiku From US $1,390
         

10.0 (1 Review)
House
  • Parking
  • Pool
  • Designated Smoking Area
Cliff House with Ocean Views in Haiku, Maui jungle in Huelo From US $576
         

9.8 (5 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Banyan Tree B&B Retreat in Makawao From US $175
         

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9.7 (58 Reviews)
Bed & Breakfast
  • Parking
  • Pool
  • Designated Smoking Area
Historic Upcountry Maui Property With Pool, 5 Bedrooms, Sleeps 12 in Makawao From US $1,345
         

New
House
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Hale Akua Garden Farm & Eco-Retreat in Huelo From US $285
         

9.2 (11 Reviews)
House
  • Parking
  • Pool
  • View
Waterfall House with Ocean Views in Haiku, Maui in Huelo From US $590
         

8.2 (5 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Wailua

Over 2+ Wheelchair Accessible Vacation Homes in or Near Wailua
Welcome to the Dolphin Studio + 1 bathroom with Wifi in Haiku-Pauwela From US $170
         

4.9 (18 Reviews)
Apartment
  • Wheelchair Accessible
  • Bedding/Linens
  • Internet

Wailua Vacation Rentals and Airbnb Places to Stay Under $200

Over 4+ Wailua Vacation Rentals and Airbnb Places to Stay Under $200
Tropical Fruit Farm Sanctuary in Haiku-Pauwela From US $78
         

New
Apartment
  • Security/Safety
  • Bedding/Linens
  • Child Friendly
Forest studio with Rv van possibility in Kaupakulua From US $180
         

New
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Maui Sunrise Haleakala Getaway, 5 minutes to Haleakala created entrance in Kula From US $146
         

10.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Upcountry Oasis in Makawao From US $185
         

New
House
  • Parking
  • TV
  • Balcony/Terrace

Instantly Bookable Vacation Homes in Wailua

Over 58+ Instantly Bookable Vacation Homes in or Near Wailua
Peaceful Haiku Retreat Beach 10 Min & Paia 15 Min in Haiku-Pauwela From US $430
         

9.8 (69 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Peaceful Haiku Retreat Beach 10 Min & Paia 15 Min in Haiku-Pauwela From US $439
         

9.8 (79 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b in Hana From US $464
         

About Wailua Vacation Rentals

With more than 17 Wailua vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Piratecovecottages 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 Wailua.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Piratecovecottages Wailua, 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 Wailua. Places to stay near Wailua are 348.71 ft² on average, with prices averaging US $528 a night.

Piratecovecottages makes it easy and safe to find and compare vacation rentals in Wailua 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 Wailua

Type Count
Cottages 17

Use these Quick Filters to Find a Vacation Rental in Wailua

Pro Tip: Piratecovecottages makes it easy to compare the best listings on Piratecovecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Piratecovecottages 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 Wailua.

Weather in Wailua

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

December - February
High 82°F       Low 63°F
March - May
High 86°F       Low 66°F
June - August
High 90°F       Low 71°F
September - November
High 90°F       Low 66°F

Wailua Vacation Rental Frequently Asked Questions

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

Currently, the total number of properties listed in 2026 is over 17 in the Wailua area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Wailua.