Oceanfront Rentals in Windward Coast, USA: Compare 10+ Sites & Save

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146 Best Oceanfront Rentals in Windward Coast (Starting from $104)

Kalama Room
Kalama Room
Apartment
Kailua, HI, USA
4.2k from Windward Coast center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals

1 Bedroom2 Guests
New to Booking
$104
Average price / night
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Kailua Condo / Townhouse on Oahu 30 day period 7 day min
Kailua Condo / Townhouse on Oahu 30 day period 7 day min
Apartment
Kailua, HI, 96734, United States
2.3k from Windward Coast center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
10.0

Exceptional

3 reviews

$383
Average price / night
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Your Perfect Home Charming 2BR2BA Apartment with Full Kitchen WD & AC
Your Perfect Home Charming 2BR2BA Apartment with Full Kitchen WD & AC
Apartment
Kailua, HI, USA
4.2k from Windward Coast center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals

2 Bedrooms6 Guests
New to Booking
$261
Average price / night
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Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
House
Kailua, HI, 96734, United States
2.6k from Windward Coast center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
10.0

Exceptional

89 reviews

$1720
Average price / night
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Modern Luxury Beach House Kailua
Modern Luxury Beach House Kailua
House
Windward Coast, USA
5.0k from Windward Coast center

Luxury, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms7 Guests
9.1

Superb

73 reviews

$275
Average price / night
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Kailua Palms Guest House with Pool and Views!  Parking and wi-fi included
Kailua Palms Guest House with Pool and Views! Parking and wi-fi included
Cottage
Kailua, HI, 96734, United States
2.7k from Windward Coast center

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

2 Bedrooms4 Guests
9.6

Exceptional

13 reviews

$591
Average price / night
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Kailani Loft, Kailua Coconut Grove 1-bedroom
Kailani Loft, Kailua Coconut Grove 1-bedroom
Apartment
Kailua, HI, USA
5.2k from Windward Coast center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom3 Guests
9.3

Superb

47 reviews

$193
Average price / night
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Hoʻonānea I Loko Kailua
Hoʻonānea I Loko Kailua
House
Kailua, HI, 96734, United States
2.8k from Windward Coast center

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

4 Bedrooms8 Guests
New to Booking
$520
Average price / night
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Stylish 1BR Apartment with AC Full Kitchen & WD - Just Steps to the Beach
Stylish 1BR Apartment with AC Full Kitchen & WD - Just Steps to the Beach
Apartment
Kailua, HI, USA
5.7k from Windward Coast center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom4 Guests
New to Booking
$173
Average price / night
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Open-Plan Lush Garden Home Near Kailua & Lanikai Beaches
Open-Plan Lush Garden Home Near Kailua & Lanikai Beaches
House
Kailua, HI, 96734, United States
2.8k from Windward Coast center

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

3 Bedrooms8 Guests
9.0

Fabulous

89 reviews

$372
Average price / night
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Charming Hale Mokolea in Lanikai 2BR 2BA Full Kitchen
Charming Hale Mokolea in Lanikai 2BR 2BA Full Kitchen
Apartment
Kailua, HI, USA
5.7k from Windward Coast center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms4 Guests
New to Booking
$273
Average price / night
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Beachside Kailua Beach House by Gather w/ Pool & Gourmet Kitchen
Beachside Kailua Beach House by Gather w/ Pool & Gourmet Kitchen
House
Kailua, HI, 96734, United States
3.0k from Windward Coast center

AC, Balcony, Dryer, Fireplace, Free Parking, Hot Tub, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
New to Booking
$686
Average price / night
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Beachfront spectacular Kailua beach
Beachfront spectacular Kailua beach
House
Windward Coast, USA
5.9k from Windward Coast center

Breakfast, Internet, Private Beach, Balcony/Terrace, View, Kitchen, Air Conditioner

4 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$1224
Average price / night
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Close to Kailua Beach-AC's-Renovated/Upgraded-Fenced Backyard-Patio-Laundry
Close to Kailua Beach-AC's-Renovated/Upgraded-Fenced Backyard-Patio-Laundry
House
Kailua, HI, 96734, United States
3.1k from Windward Coast center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

3 Bedrooms7 Guests
9.0

Fabulous

2 reviews

$373
Average price / night
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Upscale Kailua Getaway Steps to Swim Beach!
Upscale Kailua Getaway Steps to Swim Beach!
House
Kailua, HI, USA
7.3k from Windward Coast center

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

3 Bedrooms6 Guests
New to Booking
$936
Average price / night
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Close to the Beautiful Kailua Beach-A/C's-Full Kitchen-Covered Patio-Laundry
Close to the Beautiful Kailua Beach-A/C's-Full Kitchen-Covered Patio-Laundry
House
Kailua, HI, 96734, United States
3.1k from Windward Coast center

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

1 Bedroom4 Guests
9.8

Exceptional

76 reviews

$240
Average price / night
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Paradise Bay Resort
Paradise Bay Resort
Resort
Windward Coast, USA
7.5k from Windward Coast center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Hot tubs

29 Bedrooms23 Guests
8.4

Very Good

517 reviews

$1657
Average price / night
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Tropical Gardens,4 Bdr, Large Yard, Pool, 5 min Walk to Beach,Koi Pond, Kailua
Tropical Gardens,4 Bdr, Large Yard, Pool, 5 min Walk to Beach,Koi Pond, Kailua
House
Kailua, HI, 96734, United States
3.1k from Windward Coast center

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

4 Bedrooms8 Guests
9.8

Exceptional

45 reviews

$426
Average price / night
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Relax at Kapakai Cottage 2-Bedroom Comfort with Full Kitchen & WD
Relax at Kapakai Cottage 2-Bedroom Comfort with Full Kitchen & WD
Apartment
Kailua, HI, USA
7.9k from Windward Coast center

Apartments, Accommodations, Parking, Cottages, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
New to Booking
$219
Average price / night
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 New 3 Bdrm, Large Lanai, Quiet area, Ocean Breezes, Short Walk to the Beach
New 3 Bdrm, Large Lanai, Quiet area, Ocean Breezes, Short Walk to the Beach
Apartment
Kailua, HI, 96734, United States
3.1k from Windward Coast center

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

3 Bedrooms6 Guests
9.8

Exceptional

30 reviews

$240
Average price / night
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Hale Ohana: Kailua Retreat w/hot tub, Tropical Pool, Walk to Beach
Hale Ohana: Kailua Retreat w/hot tub, Tropical Pool, Walk to Beach
House
Kailua, HI, 96734, United States
3.1k from Windward Coast center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$1122
Average price / night
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KAILUA-STEPS TO THE BEACH
KAILUA-STEPS TO THE BEACH
House
Kailua Beach, HI, 96734, United States
3.3k from Windward Coast center

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

2 Bedrooms5 Guests
10.0

Exceptional

87 reviews

$182
Average price / night
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Maluhia: Luxurious Kailua Home w/Pool Oasis, A/C, Near Beaches and Shopping!
Maluhia: Luxurious Kailua Home w/Pool Oasis, A/C, Near Beaches and Shopping!
House
Kailua, HI, 96734, United States
3.3k from Windward Coast center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Kitchen, Laundry, Microwave

4 Bedrooms9 Guests
9.0

Fabulous

2 reviews

$1317
Average price / night
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Elegant Home w/Private Beach Access, Pool & AC: Relaxing Lokomaika'i Kailua
Elegant Home w/Private Beach Access, Pool & AC: Relaxing Lokomaika'i Kailua
House
Kailua, HI, 96734, United States
3.3k from Windward Coast center

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

5 Bedrooms11 Guests
10.0

Exceptional

1 reviews

$818
Average price / night
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Two-story ocean view home with a furnished patio & deck, washer/dryer, & AC
Two-story ocean view home with a furnished patio & deck, washer/dryer, & AC
House
Kaneohe, HI, 96744, United States
3.3k from Windward Coast center

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

4 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$259
Average price / night
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@ Marbella Lane - Sunshine Seascape | Ocean View
@ Marbella Lane - Sunshine Seascape | Ocean View
House
Kaneohe, HI, 96744, United States
3.3k from Windward Coast center

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

4 Bedrooms8 Guests
8.0

Good

5 reviews

$295
Average price / night
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Amazing Kailua Beach Front Licensed Rental #1990/NUC-1802
Amazing Kailua Beach Front Licensed Rental #1990/NUC-1802
House
Kailua, HI, 96734, United States
3.4k from Windward Coast center

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

5 Bedrooms14 Guests
10.0

Exceptional

228 reviews

$3779
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 Oceanfront Rentals in Windward Coast.

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Windward Coast Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 146 verified oceanfront rentals in Windward Coast. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Windward Coast vary depending on the property size, exact beachfront location, and season. Rates typically start from around $104 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 Windward Coast 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 Windward Coast welcome pets. Currently, 7 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 Windward Coast often include features designed for a comfortable coastal stay, such as View, Oceanfront, and Ocean 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.