Vacation Rentals in Waimanalo, HI: Compare 10+ Sites & Save

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322 Best Vacation Rentals in Waimanalo (Starting from $120)

All Inclusive Waimanalo Beachlots, Sleeps 8
All Inclusive Waimanalo Beachlots, Sleeps 8
House
Waimanalo, HI, USA
0.2k from Waimanalo center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Jacuzzis

2 Bedrooms8 Guests
New to Booking
$325
Average price / night
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House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more
House that has it all, Hot Tub, Kayaks, Surf Boards, Snorkeling gear & more
House
Waimanalo, HI, 96795, United States
0.2k from Waimanalo center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Hot Tub, Internet

2 Bedrooms9 Guests
9.0

Fabulous

94 reviews

$376
Average price / night
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Waimanalo Beach Cottages
Waimanalo Beach Cottages
Cabin
Waimanalo, HI, USA
1.1k from Waimanalo center

Accommodations, Parking, Lodges, Cabins, Pet-friendly, Lodgings, Places to stay, Self-catering

39 Bedrooms50 Guests
8.8

Fabulous

51 reviews

$507
Average price / night
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Just a couple houses away from the nicest beach on the island.
Just a couple houses away from the nicest beach on the island.
House
Waimanalo, HI, 96795, United States
0.2k from Waimanalo center

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

1 Bedroom5 Guests
10.0

Exceptional

44 reviews

$245
Average price / night
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Seabreeze Hawaii Kai
Seabreeze Hawaii Kai
House
Honolulu, HI, USA
3.8k from Waimanalo center

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

3 Bedrooms6 Guests
New to Booking
$231
Average price / night
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Wonderful executive home steps from a gorgeous beach\n30 night stay required!
Wonderful executive home steps from a gorgeous beach\n30 night stay required!
House
Waimanalo, HI, 96795, United States
0.2k from Waimanalo center

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

4 Bedrooms6 Guests
10.0

Exceptional

31 reviews

$282
Average price / night
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Newly Upgraded Private Home in Kailua
Newly Upgraded Private Home in Kailua
Villa
Waimanalo, Hawaii, USA
4.6k from Waimanalo center

Pet Friendly, Internet, Air Conditioner, Parking, Child Friendly

1 Bedroom4 Guests
New to Booking
$170
Average price / night
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4 Bedroom/ 3 Bathroom Private Home
4 Bedroom/ 3 Bathroom Private Home
House
Waimanalo, HI, 96795, United States
0.3k from Waimanalo center

AC, Free Parking, Internet, Pool

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$832
Average price / night
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Lanikai Ohana Hale
Lanikai Ohana Hale
House
Kailua, HI, USA
5.0k from Waimanalo center

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

1 Bedroom4 Guests
New to Booking
$976
Average price / night
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Waimanalo Beach Cottage
Waimanalo Beach Cottage
House
Waimanalo, HI, 96795, United States
0.3k from Waimanalo center

AC, Extra Bed, Free Parking, Internet, Kitchen, No Smoking

2 Bedrooms5 Guests
New to Booking
$302
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
5.1k from Waimanalo 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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Waimanalo Beach Family Home,  2 Bed, 2 Bath, Steps to Beach
Waimanalo Beach Family Home, 2 Bed, 2 Bath, Steps to Beach
House
Waimanalo, HI, 96795, United States
0.4k from Waimanalo center

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

2 Bedrooms6 Guests
8.8

Fabulous

50 reviews

$317
Average price / night
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A Place of Peace Where Heaven Meets the Ocean
A Place of Peace Where Heaven Meets the Ocean
House
Kailua, HI, USA
5.2k from Waimanalo center

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

2 Bedrooms4 Guests
New to Booking
$662
Average price / night
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Bright 3-bedroom tropical house in Waimanalo Beach Lots
Bright 3-bedroom tropical house in Waimanalo Beach Lots
House
Waimanalo, HI, 96795, United States
0.5k from Waimanalo center

Barbecue, Dryer, Free Parking, Internet, Laundry, Microwave, No Smoking, TV, Washer

3 Bedrooms6 Guests
New to Booking
$303
Average price / night
Check Availability
Cozy Honolulu Retreat with Pool Access, Near Beaches
Cozy Honolulu Retreat with Pool Access, Near Beaches
Apartment
Waimanalo, HI, USA
5.5k from Waimanalo center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
New to Booking
$147
Average price / night
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2 Bedroom Cottage With Hot Tub
2 Bedroom Cottage With Hot Tub
Cottage
Waimanalo, HI, 96795, United States
0.5k from Waimanalo center

AC, Barbecue, Crib, Free Parking, Internet, Kitchen, Microwave, Outdoor Space, Patio

2 Bedrooms5 Guests
New to Booking
$378
Average price / night
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Ocean View Hawaii Kai Studio
Ocean View Hawaii Kai Studio
Apartment
Waimanalo, Hawaii, USA
6.0k from Waimanalo center

Wheelchair Accessible, Internet, Parking, Balcony/Terrace, Kitchen, Pool, Air Conditioner

1 Bedroom2 Guests
New to Booking
$120
Average price / night
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Oceanfront Gem! Private 4 bdr beach home on long white sandy Waimanalo Beach.
Oceanfront Gem! Private 4 bdr beach home on long white sandy Waimanalo Beach.
House
waimanalo, HI, 96795, United States
0.6k from Waimanalo center

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

4 Bedrooms8 Guests
9.8

Exceptional

122 reviews

$2016
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
6.0k from Waimanalo 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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Short walk to the best beach around. Peace and tranquility! 30 nights only
Short walk to the best beach around. Peace and tranquility! 30 nights only
House
Waimanalo, HI, 96795, United States
0.6k from Waimanalo center

Internet, No Smoking

2 Bedrooms5 Guests
10.0

Exceptional

14 reviews

$193
Average price / night
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Tranquil Marina Front Pool House Resort
Tranquil Marina Front Pool House Resort
House
Honolulu, HI, USA
6.1k from Waimanalo center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom8 Guests
New to Booking
$299
Average price / night
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Island Beach Cottage with a deck !! Gated, Air Conditioning,steps to beach
Island Beach Cottage with a deck !! Gated, Air Conditioning,steps to beach
Cottage
Waimanalo, HI, 96795, United States
0.8k from Waimanalo center

AC, Barbecue, Breakfast Available, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry

3 Bedrooms4 Guests
9.8

Exceptional

83 reviews

$203
Average price / night
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Hale Pohaku, Waimanalo - Lic.#1990/NUC-1689
Hale Pohaku, Waimanalo - Lic.#1990/NUC-1689
House
Waimanalo, HI, 96795, United States
1.0k from Waimanalo center

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

3 Bedrooms8 Guests
10.0

Exceptional

61 reviews

$1432
Average price / night
Check Availability
Beach Paradise Hawaiian Vacation Home: 300 feet From White Sand Beach, A/C
Beach Paradise Hawaiian Vacation Home: 300 feet From White Sand Beach, A/C
House
Waimanalo, HI, 96795, United States
1.2k from Waimanalo center

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

3 Bedrooms6 Guests
9.8

Exceptional

13 reviews

$367
Average price / night
Check Availability
Luxury Estate~Spectacular Location~Heated Pool~Private Beach Access!
Luxury Estate~Spectacular Location~Heated Pool~Private Beach Access!
House
Waimanalo, HI, 96795, United States
2.7k from Waimanalo center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Elevator, Fitness Equipment

9 Bedrooms20 Guests
10.0

Exceptional

37 reviews

$10719
Average price / night
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BEACH FRONT ESTATE - WHITE SANDY BEACH AND BLUE LAGOON /3 HOUSES/GATED/HOT TUB
BEACH FRONT ESTATE - WHITE SANDY BEACH AND BLUE LAGOON /3 HOUSES/GATED/HOT TUB
House
Waimanalo, HI, 96795, United States
2.8k from Waimanalo center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Free Parking, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

22 reviews

$1464
Average price / night
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Mana Kai at Waimanalo: Beachfront Luxury & Tranquility w/  Stunning Ocean Views
Mana Kai at Waimanalo: Beachfront Luxury & Tranquility w/ Stunning Ocean Views
House
Waimanalo, HI, 96795, United States
3.0k from Waimanalo center

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

4 Bedrooms10 Guests
New to Booking
$749
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 Vacation Rentals in Waimanalo.

Stay Near Waimanalo's Top Attractions

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Frequently Asked Questions

You can explore 322 verified vacation rentals in Waimanalo. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Waimanalo vary depending on the season, property size, and location. Rates typically start from around $120 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Waimanalo include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Waimanalo welcome pets. Currently, 8 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Waimanalo often include amenities such as Child Friendly, Internet, and View. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.