Oceanfront Rentals in Smith's Tropical Paradise, HI: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Oceanfront Rentals
  3.  USA

  4.  Hawaii

  5.  Kapaa

  6.  Smith's Tropical Paradise

Refine your search

Price per night

Amenity Filter

Rating

700 Best Oceanfront Rentals in Smith's Tropical Paradise (Starting from $144)

Fern Grotto Inn
Fern Grotto Inn
House
Kapaa, HI, USA
0.4k from Smith's Tropical Paradise center

Accommodations, Parking, Villas, Vacation homes, Cottages, 3-star, Lodgings, Vacation rentals, Places to stay

11 Bedrooms22 Guests
9.1

Superb

51 reviews

$298
Average price / night
Check Availability
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
0.4k from Smith's Tropical Paradise center

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

3 Bedrooms6 Guests
9.8

Exceptional

21 reviews

$624
Average price / night
Check Availability
"Sea Haven" at the Wailua Bay View 305
"Sea Haven" at the Wailua Bay View 305
Apartment
Kapaa, HI, USA
1.0k from Smith's Tropical Paradise center

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

1 Bedroom2 Guests
8.0

Good

1 reviews

$304
Average price / night
Check Availability
Kaha Lani #216, 2Bdrm, 2bath, See VIDEO! beachfront resort! Ocean views. Quiet!
Kaha Lani #216, 2Bdrm, 2bath, See VIDEO! beachfront resort! Ocean views. Quiet!
Condo
Lihue, HI, 96766, United States
0.9k from Smith's Tropical Paradise center

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

2 Bedrooms6 Guests
9.6

Exceptional

156 reviews

$482
Average price / night
Check Availability
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
1.0k from Smith's Tropical Paradise center

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

1 Bedroom2 Guests
New to Booking
$280
Average price / night
Check Availability
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
1.0k from Smith's Tropical Paradise 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
Check Availability
"Picture Perfect" Oceanfront Beauty Top Floor at Wailua Bay View!
"Picture Perfect" Oceanfront Beauty Top Floor at Wailua Bay View!
House
HI, USA
1.0k from Smith's Tropical Paradise 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
Check Availability
\"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
1.0k from Smith's Tropical Paradise 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
Check Availability
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
1.0k from Smith's Tropical Paradise 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
Check Availability
\"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
1.0k from Smith's Tropical Paradise 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
Check Availability
Stunning Oceanfront View Top Floor Condo at Wailua Bay View
Stunning Oceanfront View Top Floor Condo at Wailua Bay View
House
HI, USA
1.0k from Smith's Tropical Paradise 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
Check Availability
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
1.0k from Smith's Tropical Paradise 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
Check Availability
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
1.0k from Smith's Tropical Paradise center

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

1 Bedroom2 Guests
7.0

Good

1 reviews

$191
Average price / night
Check Availability
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
1.0k from Smith's Tropical Paradise center

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

1 Bedroom2 Guests
9.0

Fabulous

88 reviews

$349
Average price / night
Check Availability
Wailua Bay View 103
Wailua Bay View 103
Apartment
Kapaa, HI, USA
1.0k from Smith's Tropical Paradise center

Apartments, Cheap, Accommodations, Pools, Serviced apartments, 3-star, Lodgings, Vacation rentals, Beach

3 Bedrooms10 Guests
8.3

Very Good

16 reviews

$240
Average price / night
Check Availability
Just finished complete renovation in March, 2025
Just finished complete renovation in March, 2025
Condo
Kapaa, HI, 96746, United States
1.0k from Smith's Tropical Paradise center

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

1 Bedroom4 Guests
9.4

Superb

120 reviews

$428
Average price / night
Check Availability
Wailua Bay View 115
Wailua Bay View 115
Apartment
Kapaa, HI, USA
1.0k from Smith's Tropical Paradise center

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

2 Bedrooms4 Guests
8.8

Fabulous

4 reviews

$341
Average price / night
Check Availability
Oceanfront Top Floor Luxury Condo for 2 with AC - Wailua Bay View 312
Oceanfront Top Floor Luxury Condo for 2 with AC - Wailua Bay View 312
Condo
Kapaa, HI, 96746, United States
1.0k from Smith's Tropical Paradise center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
9.8

Exceptional

140 reviews

$384
Average price / night
Check Availability
Wailua Bay View
Wailua Bay View
Apartment
Smith's Tropical Paradise, Kapaa, Hawaii, USA
1.0k from Smith's Tropical Paradise center

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

1 Bedroom4 Guests
9.0

Fabulous

2 reviews

$144
Average price / night
Check Availability
Oceanfront Top Floor Luxury Condo for 2 - Wailua Bay View 306
Oceanfront Top Floor Luxury Condo for 2 - Wailua Bay View 306
Condo
Kapaʻa, HI, 96746, United States
1.0k from Smith's Tropical Paradise center

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

1 Bedroom2 Guests
9.8

Exceptional

83 reviews

$384
Average price / night
Check Availability
Luxury Oceanfront ground floor condo
Luxury Oceanfront ground floor condo
House
Kapaa, HI, USA
1.1k from Smith's Tropical Paradise center

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

2 Bedrooms6 Guests
New to Booking
$1339
Average price / night
Check Availability
Coastal Oasis on the Beach w/ Shared Pool, Ocean View, Private Balcony, & WiFi
Coastal Oasis on the Beach w/ Shared Pool, Ocean View, Private Balcony, & WiFi
Condo
Kapaa, HI, 96746, United States
1.0k from Smith's Tropical Paradise center

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

1 Bedroom4 Guests
9.8

Exceptional

35 reviews

$357
Average price / night
Check Availability
The Golden Hibiscus - Lanikai 222
The Golden Hibiscus - Lanikai 222
Apartment
Kapaa, HI, USA
1.2k from Smith's Tropical Paradise center

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

2 Bedrooms4 Guests
9.1

Superb

8 reviews

$443
Average price / night
Check Availability
\"Oceanfront Condo: Coconut Tree & Ocean Views, Whale Watching, Paddlers, and Surfers at Wailua Bay!\"
\"Oceanfront Condo: Coconut Tree & Ocean Views, Whale Watching, Paddlers, and Surfers at Wailua Bay!\"
Condo
Kapaa, HI, 96746, United States
1.0k from Smith's Tropical Paradise center

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

1 Bedroom2 Guests
9.6

Exceptional

69 reviews

$368
Average price / night
Check Availability
Wailua Bay View Condo w/ Private Washer/Dryer, Free WiFi, Shared Pool
Wailua Bay View Condo w/ Private Washer/Dryer, Free WiFi, Shared Pool
House
Kapaa, HI, 96746, United States
1.0k from Smith's Tropical Paradise center

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

1 Bedroom4 Guests
9.0

Fabulous

51 reviews

$301
Average price / night
Check Availability
Wailua Bay View condo near surf & sand with pool, ocean views & W/D
Wailua Bay View condo near surf & sand with pool, ocean views & W/D
House
Kapaa, HI, 96746, United States
1.0k from Smith's Tropical Paradise center

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

1 Bedroom4 Guests
9.0

Fabulous

17 reviews

$318
Average price / night
Check Availability
Stunning Oceanfront Kauai Condo for Two! No storm damage at Wailua Bay View!
Stunning Oceanfront Kauai Condo for Two! No storm damage at Wailua Bay View!
Condo
Kapaʻa, HI, 96746, United States
1.0k from Smith's Tropical Paradise center

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

1 Bedroom2 Guests
9.6

Exceptional

134 reviews

$356
Average price / night
Check Availability

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 Oceanfront Rentals in Smith's Tropical Paradise.

Where to stay in Smith's Tropical Paradise? Best neighborhoods & areas

Smith's Tropical Paradise Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 700 verified oceanfront rentals in Smith's Tropical Paradise. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Smith's Tropical Paradise vary depending on the property size, exact beachfront location, and season. Rates typically start from around $144 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Smith's Tropical Paradise offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Smith's Tropical Paradise welcome pets. Currently, 1 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Smith's Tropical Paradise often include features designed for a comfortable coastal stay, such as Ocean View, Oceanfront, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.