Family-Friendly Vacation Rentals in Olomana Golf, HI: Compare 10+ Sites & Save

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  6.  Olomana Golf

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114 Best Family Vacation Rentals in Olomana Golf (Starting from $170)

Newly Upgraded Private Home in Kailua
Newly Upgraded Private Home in Kailua
Villa
Olomana Golf, Waimanalo, Hawaii, USA
1.9k from Olomana Golf center

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

1 Bedroom4 Guests
New to Booking
$170
Average price / night
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Keolu Hills Haven: Renovated 2/2 & Easy Parking
Keolu Hills Haven: Renovated 2/2 & Easy Parking
House
Kailua, HI, 96734, United States
1.9k from Olomana Golf center

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

2 Bedrooms4 Guests
New to Booking
$284
Average price / night
Check Availability
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
2.7k from Olomana Golf 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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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
3.1k from Olomana Golf 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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All Inclusive Waimanalo Beachlots, Sleeps 8
All Inclusive Waimanalo Beachlots, Sleeps 8
House
Waimanalo, HI, USA
3.3k from Olomana Golf 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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2 Bedroom Cottage With Hot Tub
2 Bedroom Cottage With Hot Tub
Cottage
Waimanalo, HI, 96795, United States
3.3k from Olomana Golf 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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Lanikai Ohana Hale
Lanikai Ohana Hale
House
Kailua, HI, USA
3.8k from Olomana Golf 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 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
3.4k from Olomana Golf 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
3.8k from Olomana Golf 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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4 Bedroom/ 3 Bathroom Private Home
4 Bedroom/ 3 Bathroom Private Home
House
Waimanalo, HI, 96795, United States
3.4k from Olomana Golf center

AC, Free Parking, Internet, Pool

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$832
Average price / night
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Waimanalo Beach Cottages
Waimanalo Beach Cottages
Cabin
Waimanalo, HI, USA
4.2k from Olomana Golf 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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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
3.5k from Olomana Golf 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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Upscale Kailua Getaway Steps to Swim Beach!
Upscale Kailua Getaway Steps to Swim Beach!
House
Kailua, HI, USA
4.5k from Olomana Golf 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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Hale Alapi'i Lanikai Getaway by Gather: Newly Renovated Near Beach & Hiking
Hale Alapi'i Lanikai Getaway by Gather: Newly Renovated Near Beach & Hiking
House
Kailua, HI, 96734, United States
3.6k from Olomana Golf center

AC, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

4 Bedrooms6 Guests
New to Booking
$661
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
4.7k from Olomana Golf 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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Kailua Lanikai By The Sea- 3 Bed, 2 1/2 Baths, 2200 sq. ft., A/C, Sleeps
Kailua Lanikai By The Sea- 3 Bed, 2 1/2 Baths, 2200 sq. ft., A/C, Sleeps
House
Kailua, HI, 96734, United States
3.6k from Olomana Golf center

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

3 Bedrooms8 Guests
9.8

Exceptional

110 reviews

$755
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
4.7k from Olomana Golf 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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The Perfect Lanikai Retreat With Direct Access To Secluded White Sand Beach!
The Perfect Lanikai Retreat With Direct Access To Secluded White Sand Beach!
House
Kailua, HI, 96734, United States
3.6k from Olomana Golf center

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

3 Bedrooms6 Guests
10.0

Exceptional

72 reviews

$1137
Average price / night
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Beachfront spectacular Kailua beach
Beachfront spectacular Kailua beach
House
Olomana Golf, Waimanalo, Hawaii, USA
4.9k from Olomana Golf 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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Beautifully remodeled Lanikai house,spacious inside alot of green space outside
Beautifully remodeled Lanikai house,spacious inside alot of green space outside
House
Kailua, HI, 96734, United States
3.6k from Olomana Golf center

Balcony, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms7 Guests
New to Booking
$334
Average price / night
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Gorgeous Lankai Villa with Access to Secluded White Sand Beach
Gorgeous Lankai Villa with Access to Secluded White Sand Beach
Villa
Kailua, HI, 96734, United States
3.7k from Olomana Golf center

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

5 Bedrooms15 Guests
10.0

Exceptional

28 reviews

$4288
Average price / night
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Lanikai 5 star LUXURY PRIVATE OCEANFRONT, steps into the sea, pool, spa!
Lanikai 5 star LUXURY PRIVATE OCEANFRONT, steps into the sea, pool, spa!
House
Kailua, HI, 96734, United States
3.7k from Olomana Golf center

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

4 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$3007
Average price / night
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Little Yellow Cottage: Steps to Lanikai Beach
Little Yellow Cottage: Steps to Lanikai Beach
Cottage
Kailua, HI, 96734, United States
3.8k from Olomana Golf center

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

2 Bedrooms4 Guests
9.4

Superb

57 reviews

$274
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
3.8k from Olomana Golf 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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Luxury Lanikai Oceanfront Home!
Luxury Lanikai Oceanfront Home!
House
Kailua, HI, 96734, United States
3.9k from Olomana Golf center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms6 Guests
New to Booking
$2017
Average price / night
Check Availability
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
3.9k from Olomana Golf center

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

3 Bedrooms4 Guests
9.8

Exceptional

83 reviews

$203
Average price / night
Check Availability
Kailua Town & Kailua Beach
Kailua Town & Kailua Beach
House
Kailua, HI, 96734, United States
4.0k from Olomana Golf center

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

3 Bedrooms6 Guests
9.6

Exceptional

53 reviews

$312
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 Family Vacation Rentals in Olomana Golf.

Where to stay in Olomana Golf? Best neighborhoods & areas

Olomana Golf Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 114 verified family-friendly vacation rentals in Olomana Golf. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Olomana Golf vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $170 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Olomana Golf offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Olomana Golf are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Olomana Golf often include amenities such as Child Friendly, View, and Ocean View. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.