Short-Term Rentals in Sleeping Giant Trailhead, HI: Compare 10+ Sites & Save

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949 Best Short-Term Rentals in Sleeping Giant Trailhead (Starting from $188)

Worldmark Kapaa Shore
Worldmark Kapaa Shore
Apartment
Kapaa, HI, USA
1.7k from Sleeping Giant Trailhead center

Apartments, Accommodations, Pools, Parking, Lodgings, Hot tubs, Places to stay, Self-catering

3 Bedrooms10 Guests
7.4

Good

33 reviews

$188
Average price / night
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Wailua Bay View 105 Oceanfront Condo
Wailua Bay View 105 Oceanfront Condo
Condo
Kapaʻa, HI, 96746, United States
1.4k from Sleeping Giant Trailhead center

AC, Barbecue, Dryer, Free Parking, Internet, Laundry, Microwave, No Smoking, Pool

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$533
Average price / night
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Wailua Bay View 115
Wailua Bay View 115
Apartment
Kapaa, HI, USA
1.7k from Sleeping Giant Trailhead center

Apartments, Accommodations, Pools, Lodgings, Beach, Places to stay, Family

2 Bedrooms4 Guests
8.8

Fabulous

4 reviews

$341
Average price / night
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Wailua Bay View 215 Oceanfront condo
Wailua Bay View 215 Oceanfront condo
Condo
Kapaʻa, HI, 96746, United States
1.5k from Sleeping Giant Trailhead center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Microwave

1 Bedroom2 Guests
9.2

Superb

5 reviews

$496
Average price / night
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Luxury Oceanfront ground floor condo
Luxury Oceanfront ground floor condo
House
Kapaa, HI, USA
1.8k from Sleeping Giant Trailhead center

Luxury, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Beach, Jacuzzis

2 Bedrooms6 Guests
New to Booking
$1339
Average price / night
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Bamboo Suite - Beachfront Ground Floor Condo - Lae Nani 316
Bamboo Suite - Beachfront Ground Floor Condo - Lae Nani 316
Condo
Kapaʻa, HI, 96746, United States
1.7k from Sleeping Giant Trailhead center

Barbecue, Free Parking, Internet, Laundry, Microwave, No Smoking, Outdoor Space, Pool, TV

2 Bedrooms4 Guests
9.4

Superb

20 reviews

$523
Average price / night
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Gardenfront Escape with Ocean Views at Kapa’a Sands 24
Gardenfront Escape with Ocean Views at Kapa’a Sands 24
House
Kapaa, HI, USA
1.8k from Sleeping Giant Trailhead center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
8.7

Fabulous

13 reviews

$258
Average price / night
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Wailua Bay View 107 Oceanfront condo
Wailua Bay View 107 Oceanfront condo
Condo
Kapaʻa, HI, 96746, United States
1.7k from Sleeping Giant Trailhead center

Dryer, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Washer

1 Bedroom2 Guests
10.0

Exceptional

3 reviews

$377
Average price / night
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Hale Kai at Kapaa Sands 15
Hale Kai at Kapaa Sands 15
House
Kapaa, HI, USA
1.8k from Sleeping Giant Trailhead center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

2 Bedrooms4 Guests
8.4

Very Good

5 reviews

$381
Average price / night
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TripAdvisor and Lonely Planet Recommends Our Charming Cottages.
TripAdvisor and Lonely Planet Recommends Our Charming Cottages.
Cottage
Kapaa, HI, 96746, United States
1.7k from Sleeping Giant Trailhead center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

3 reviews

$313
Average price / night
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"Sea Haven" at the Wailua Bay View 305
"Sea Haven" at the Wailua Bay View 305
Apartment
Kapaa, HI, USA
1.8k from Sleeping Giant Trailhead center

Apartments, Cheap, Accommodations, Pools, Lodgings, Beach, Places to stay

1 Bedroom2 Guests
8.0

Good

1 reviews

$304
Average price / night
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Beautiful Spacious Oceanfront Condo on Wailua Bay
Beautiful Spacious Oceanfront Condo on Wailua Bay
Condo
Kapa'a, HI, 96746, United States
1.7k from Sleeping Giant Trailhead center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
10.0

Exceptional

172 reviews

$221
Average price / night
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Stunning Oceanfront Condo - The Seashore Hideaway, Wailua Bay View, Unit 208, Kapaa
Stunning Oceanfront Condo - The Seashore Hideaway, Wailua Bay View, Unit 208, Kapaa
Apartment
HI, USA
1.8k from Sleeping Giant Trailhead center

Apartments, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Beach, Places to stay, Condos

1 Bedroom2 Guests
New to Booking
$280
Average price / night
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Beautiful OCEANFRONT Kauai Condo with Spectacular Views & Beach Access
Beautiful OCEANFRONT Kauai Condo with Spectacular Views & Beach Access
Condo
Kapaʻa, HI, 96746, United States
1.7k from Sleeping Giant Trailhead center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms2 Guests
9.8

Exceptional

189 reviews

$332
Average price / night
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"Picture Perfect" Oceanfront Beauty Top Floor at Wailua Bay View!
"Picture Perfect" Oceanfront Beauty Top Floor at Wailua Bay View!
House
HI, USA
1.8k from Sleeping Giant Trailhead center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

1 Bedroom4 Guests
8.0

Good

1 reviews

$326
Average price / night
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Blue Hawaii - Top Floor Lae Nani 334 - Beachfront Condo with AC & WD
Blue Hawaii - Top Floor Lae Nani 334 - Beachfront Condo with AC & WD
Condo
Kapaʻa, HI, 96746, United States
1.7k from Sleeping Giant Trailhead center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom2 Guests
10.0

Exceptional

80 reviews

$478
Average price / night
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Charming Wailua Bay View Oceanfront Top Floor with an Amazing View!
Charming Wailua Bay View Oceanfront Top Floor with an Amazing View!
House
HI, USA
1.8k from Sleeping Giant Trailhead center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

1 Bedroom2 Guests
9.0

Fabulous

3 reviews

$304
Average price / night
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Fully Decked Lifted 4WD Blue FJ Cruiser!
Fully Decked Lifted 4WD Blue FJ Cruiser!
House
Kapaʻa, HI, 96746, United States
1.8k from Sleeping Giant Trailhead center

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$225
Average price / night
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Stunning Oceanfront View Top Floor Condo at Wailua Bay View
Stunning Oceanfront View Top Floor Condo at Wailua Bay View
House
HI, USA
1.8k from Sleeping Giant Trailhead center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

1 Bedroom2 Guests
9.7

Exceptional

3 reviews

$326
Average price / night
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Oceanview Studio with private lanai, outdoor pool, BBQ area & beach access
Oceanview Studio with private lanai, outdoor pool, BBQ area & beach access
Apartment
Kapaa, HI, 96746, United States
1.8k from Sleeping Giant Trailhead center

Balcony, Barbecue, Dryer, Free Parking, Kitchen, Microwave, No Smoking, Outdoor Space, Pool

1 Bedroom2 Guests
9.6

Exceptional

4 reviews

$282
Average price / night
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Spectacular Oceanfront View Top Floor Corner Condo at Wailua Bay View
Spectacular Oceanfront View Top Floor Corner Condo at Wailua Bay View
House
HI, USA
1.8k from Sleeping Giant Trailhead center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay, Condos

1 Bedroom2 Guests
7.0

Good

1 reviews

$191
Average price / night
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Spectacular Oceanfront Corner Condo with Expansive Top Floor Views at Wailua Bay View!
Spectacular Oceanfront Corner Condo with Expansive Top Floor Views at Wailua Bay View!
Condo
Kapaa, HI, 96746, United States
1.8k from Sleeping Giant Trailhead center

Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
9.6

Exceptional

127 reviews

$347
Average price / night
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\"Ocean View Oasis\" Wailua Bay View 104 Overlooking the Beautiful Bay
\"Ocean View Oasis\" Wailua Bay View 104 Overlooking the Beautiful Bay
Condo
Kapaa, HI, 96746, United States
1.8k from Sleeping Giant Trailhead center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
9.2

Superb

157 reviews

$363
Average price / night
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\"Picture Perfect\" Oceanfront on the Top Floor at Wailua Bay View!
\"Picture Perfect\" Oceanfront on the Top Floor at Wailua Bay View!
Condo
Kapaa, HI, 96746, United States
1.8k from Sleeping Giant Trailhead center

Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
9.2

Superb

135 reviews

$352
Average price / night
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Breathtaking Oceanfront Views from Top Floor Condo at Wailua Bay View – A Coastal Paradise!
Breathtaking Oceanfront Views from Top Floor Condo at Wailua Bay View – A Coastal Paradise!
Condo
Kapaa, HI, 96746, United States
1.8k from Sleeping Giant Trailhead center

Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
9.2

Superb

55 reviews

$344
Average price / night
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Charming Oceanfront Top Floor Condo at Wailua Bay with Stunning Views and Local Fisherman Sightings!
Charming Oceanfront Top Floor Condo at Wailua Bay with Stunning Views and Local Fisherman Sightings!
Condo
Kapaa, HI, 96746, United States
1.8k from Sleeping Giant Trailhead center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom2 Guests
9.0

Fabulous

88 reviews

$349
Average price / night
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Fern Grotto Inn - Lonely Planet Recommends our Cottages! VRBO Bear Stayed Here!
Fern Grotto Inn - Lonely Planet Recommends our Cottages! VRBO Bear Stayed Here!
House
Kapaa, HI, 96746, United States
1.8k from Sleeping Giant Trailhead center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.8

Exceptional

21 reviews

$624
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Sleeping Giant Trailhead.

Where to stay in Sleeping Giant Trailhead? Best neighborhoods & areas

Sleeping Giant Trailhead Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 949 verified short-term rentals in Sleeping Giant Trailhead, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Sleeping Giant Trailhead vary depending on location, property size, and travel dates. Rates typically start from around $188 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Sleeping Giant Trailhead include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Sleeping Giant Trailhead, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Sleeping Giant Trailhead often include amenities such as View, Ocean View, and Wellness Facilities, providing a comfortable and convenient stay.

Short-term rentals in Sleeping Giant Trailhead are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.