Top 50 Waimanalo Vacation Rentals

Condos (1,646)
Houses (786)
Apartments (390)
Golf rental (2,042)
Ocean view (1,297)
Mountain view (906)

Explore a selection of Waimanalo vacation rentals

Very Spacious and Just Remodeled studio within minutes to Best...
Guests3
Studio
Bathroom1
Wonderful 4.9 / 5
$130 avg/night
Studio
1 Bathroom
Guests 3
24 reviews
Sept Special!! *$125/night* 5+ nights* Private, close to Kailua...
Guests2
Bedroom1
Bathroom1
Wonderful 5 / 5
$160 avg/night
1 bed
1 Bathroom
Guests 2
41 reviews
Unbeatable Value! Beach Nearby-Budget Without Compromise!
Guests3
Studio
Bathroom1
Wonderful 5 / 5
$83 avg/night
Studio
1 Bathroom
Guests 3
49 reviews
Sept Special *$125/night* 5+ night min *Private, clean,Tropical >5...
Guests2
Bedroom1
Bathroom1
Wonderful 4.9 / 5
$160 avg/night
1 bed
1 Bathroom
Guests 2
26 reviews
Spacious 3BR/1.5BA Waimanalo Home!
Guests6
Bedrooms3
Bathrooms2
Wonderful 4.4 / 5
$235 avg/night
3 beds
2 Bathrooms
Guests 6
5 reviews
Mountain Views, Fully Stocked, Family-Friendly, Comfortable...
Guests4
Bedrooms2
Bathroom1
Wonderful 4.7 / 5
$190 avg/night
2 beds
1 Bathroom
Guests 4
20 reviews
Walk to Waimanalo/Bellow Beach. 3bed/2bath Sleeps 8+
Guests8
Bedrooms3
Bathrooms2
Wonderful 4.7 / 5
$310 avg/night
3 beds
2 Bathrooms
Guests 8
3 reviews
OVW-WAIKIKI *$388 OCT w/FreeVAN* FAMILY EST 2009 BBB A+
Guests12
Bedrooms4
Bathrooms3
Wonderful 4.9 / 5
$517 avg/night
4 beds
3 Bathrooms
Guests 12
26 reviews
OVDH-WAIKIKI *$288 OCT w/FreeVAN* FAMILY EST 2009 BBB A+
Guests12
Bedrooms3
Bathrooms3
Wonderful 4.9 / 5
$551 avg/night
3 beds
3 Bathrooms
Guests 12
68 reviews
Beautiful Beachfront Beach House with Ocean Views from Every Room!
Guests10
Bedrooms4
Bathrooms4
Wonderful 4.9 / 5
$659 avg/night
4 beds
4 Bathrooms
Guests 10
14 reviews
OVK-WAIKIKI *$388 OCT w/FreeVAN* FAMILY EST 2009 BBB A+
Guests12
Bedrooms4
Bathrooms3
Wonderful 4.9 / 5
$545 avg/night
4 beds
3 Bathrooms
Guests 12
21 reviews
Authentic Hawaiian home with pool, large yard & short walk to...
Guests6
Bedrooms3
Bathrooms2
Wonderful 4.9 / 5
$350 avg/night
3 beds
2 Bathrooms
Guests 6
12 reviews
Newly Renovated Condo With Mountain And Water Views In The Heart...
Guests5
Bedrooms2
Bathrooms2
Wonderful 4.8 / 5
$240 avg/night
2 beds
2 Bathrooms
Guests 5
61 reviews
Posh*&*Lavish = 2 Adjoining Suites = Direct Ocean View = Beach...
Guests6
Bedrooms2
Bathrooms2
Wonderful 5 / 5
$595 avg/night
2 beds
2 Bathrooms
Guests 6
82 reviews
Ilikai Hotel Ocean/Lagoon View
Guests4
Studio
Bathroom1
Wonderful 4.6 / 5
$123 avg/night
Studio
1 Bathroom
Guests 4
25 reviews
Private Estate With Panoramic Ocean And Mountain Views!
Guests10
Bedrooms4
Bathrooms3
Wonderful 4.9 / 5
$373 avg/night
4 beds
3 Bathrooms
Guests 10
7 reviews
Short walk to Kailua Beach. Recently renovated and very spacious.
Guests5
Bedrooms2
Bathroom1
Wonderful 4.9 / 5
$165 avg/night
2 beds
1 Bathroom
Guests 5
49 reviews
Special! $399 Waterfront Spa & Playground!
Guests8
Bedrooms4
Bathrooms3
Wonderful 4.9 / 5
$566 avg/night
4 beds
3 Bathrooms
Guests 8
14 reviews
Waikiki 5-Star Penthouse
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.8 / 5
$300 avg/night
2 beds
2 Bathrooms
Guests 6
17 reviews
Sweeping Ocean Views from Prime High Floor Unit at the Waikiki...
Guests4
Bedroom1
Bathroom1
Wonderful 4.6 / 5
$152 avg/night
1 bed
1 Bathroom
Guests 4
25 reviews
Kailua Beachside 'Host With the Most' - 5-Bedroom/6-Bath Newer...
Guests10
Bedrooms5
Bathrooms4
Wonderful 5 / 5
$495 avg/night
5 beds
4 Bathrooms
Guests 10
95 reviews
OVH-WAIKIKI *$588 OCT w/FreeVAN* FAMILY EST 2009 BBB A+
Guests10
Bedrooms3
Bathrooms2
Wonderful 4.9 / 5
$614 avg/night
3 beds
2 Bathrooms
Guests 10
20 reviews
High-end Renovations!!! Gorgeous, Oceanview, Oceanfront, Luxury...
Guests4
Bedroom1
Bathroom1
Wonderful 5 / 5
$235 avg/night
1 bed
1 Bathroom
Guests 4
77 reviews
Gorgeous 2 bedroom bayside house on Windward side of Oahu
Guests6
Bedrooms2
Bathrooms2
Wonderful 4.8 / 5
$290 avg/night
2 beds
2 Bathrooms
Guests 6
13 reviews
Beautiful Ocean Front Ilikai Condo with an Amazing View! Free Wifi
Guests4
Studio
Bathroom1
Wonderful 4.6 / 5
$136 avg/night
Studio
1 Bathroom
Guests 4
67 reviews
Akialoa Getaways: Huge 3 Bedroom, Living, Dining and Kitchen!
Guests6
Bedrooms3
Bathrooms2
Wonderful 4.8 / 5
$270 avg/night
3 beds
2 Bathrooms
Guests 6
60 reviews
Just renovated, beach views and Beachfront Location!! Sleeps 4.
Guests4
Bedroom1
Bathroom1
Wonderful 4.7 / 5
$140 avg/night
1 bed
1 Bathroom
Guests 4
58 reviews
'Hale Nalu Palekaiko' Pool, Walk to Kailua Beach
Guests10
Bedrooms4
Bathrooms3
Wonderful 4.9 / 5
$495 avg/night
4 beds
3 Bathrooms
Guests 10
65 reviews
Panoramic Ocean View 2BR Condo with Tons of Amenities
Guests4
Bedrooms2
Bathrooms2
Wonderful 4.7 / 5
$147 avg/night
2 beds
2 Bathrooms
Guests 4
3 reviews
Upscale Luxury Condo with Superior Ocean and Beach Views!
Guests5
Bedroom1
Bathroom1
Wonderful 4.8 / 5
$140 avg/night
1 bed
1 Bathroom
Guests 5
37 reviews
Steps to the Kailua Beach. Spacious Cottage
Guests2
Bedroom1
Bathroom1
Wonderful 4.9 / 5
$129 avg/night
1 bed
1 Bathroom
Guests 2
94 reviews
Waikiki Studio Fully Furnished
Guests4
Studio
Bathrooms0
Wonderful 4.9 / 5
$83 avg/night
Studio
0 Bathrooms
Guests 4
7 reviews
Sleeps 14 Spacious Charming Beach Cottage Style House
Guests14
Bedrooms6
Bathrooms5
Wonderful 4.7 / 5
$300 avg/night
6 beds
5 Bathrooms
Guests 14
19 reviews
Ocean Front Studio - PostCard Hawaiian setting
Guests3
Studio
Bathroom1
Wonderful 4.9 / 5
$116 avg/night
Studio
1 Bathroom
Guests 3
65 reviews
Ocean View Estate-Pool ...great for family reunion
Guests14
Bedrooms6
Bathrooms4
Wonderful 4.8 / 5
$750 avg/night
6 beds
4 Bathrooms
Guests 14
46 reviews
New Upscale Ilikai Condo w/ Unobstructed Ocean Views
Guests4
Bedroom1
Bathroom1
Wonderful 4.9 / 5
$238 avg/night
1 bed
1 Bathroom
Guests 4
34 reviews
Huge, Private Air-Conditioned Villa--Steps from the Beach!!
Guests10
Bedrooms4
Bathrooms3
Wonderful 4.4 / 5
$649 avg/night
4 beds
3 Bathrooms
Guests 10
28 reviews
Amazing Ocean/Diamond Head view @ Waikiki Banyan 1 Bed/1Bath free...
Guests4
Bedroom1
Bathroom1
Wonderful 4.8 / 5
$175 avg/night
1 bed
1 Bathroom
Guests 4
13 reviews
Luxurious Ocean View Studio Suite / With Full Gourmet Kitchen
Guests4
Studio
Bathroom1
Wonderful 4.9 / 5
$187 avg/night
Studio
1 Bathroom
Guests 4
74 reviews
Waikiki Banyan - NEWLY REMODELED - Located Just Below The...
Guests6
Bedroom1
Bathroom1
Wonderful 4.2 / 5
$149 avg/night
1 bed
1 Bathroom
Guests 6
27 reviews
Ilikai 1916 Remodeled Luxury Unobstructed Direct Lagoon, Ocea...
Guests3
Studio
Bathroom1
Wonderful 4.9 / 5
$185 avg/night
Studio
1 Bathroom
Guests 3
41 reviews
Oceanfront Condo with best Ocean Views! Great deals al...
Guests4
Bedroom1
Bathroom1
Wonderful 4.5 / 5
$110 avg/night
1 bed
1 Bathroom
Guests 4
30 reviews
Just Renovated! Ocean View Ilikai condo! Great location!!
Guests3
Studio
Bathroom1
Wonderful 4.1 / 5
$131 avg/night
Studio
1 Bathroom
Guests 3
40 reviews
Newly Built North Shore Beachfront Home With Amazing Views
Guests6
Bedrooms2
Bathroom1
Wonderful 4.8 / 5
$190 avg/night
2 beds
1 Bathroom
Guests 6
19 reviews
Hawaii Vacation Get Away at Hale Pua Lei
Guests3
Bedroom1
Bathroom1
Wonderful 5 / 5
$83 avg/night
1 bed
1 Bathroom
Guests 3
4 reviews
Renovated Waikiki Paradise, Immaculate, Free Covered Parking...
Guests4
Bedroom1
Bathroom1
Wonderful 5 / 5
$145 avg/night
1 bed
1 Bathroom
Guests 4
61 reviews
Renovated Kailua Cottage
Guests2
Bedroom1
Bathroom1
Wonderful 4.9 / 5
$200 avg/night
1 bed
1 Bathroom
Guests 2
79 reviews
Great location with Ocean, Mountain, and City Views (NEWLY...
Guests5
Bedrooms2
Bathroom1
Wonderful 4.1 / 5
$175 avg/night
2 beds
1 Bathroom
Guests 5
42 reviews
Walk to beach, 3 bed, 2 bath private house, pool, yard, AC, WIFI...
Guests8
Bedrooms3
Bathrooms2
Wonderful 4.9 / 5
$450 avg/night
3 beds
2 Bathrooms
Guests 8
44 reviews
Ilikai Hotel Oceanfront/Ocean View Condo in Beautiful Waikiki...
Guests4
Bedroom1
Bathroom1
Wonderful 4.8 / 5
$166 avg/night
1 bed
1 Bathroom
Guests 4
89 reviews

Waimanalo, HI, USA Vacation Rentals

Very Spacious and Just Remodeled studio within minutes to Best...

Sept Special!! *$125/night* 5+ nights* Private, close to Kailua...

Unbeatable Value! Beach Nearby-Budget Without Compromise!

Sept Special *$125/night* 5+ night min *Private, clean,Tropical >5...

Spacious 3BR/1.5BA Waimanalo Home!

Mountain Views, Fully Stocked, Family-Friendly, Comfortable...

Walk to Waimanalo/Bellow Beach. 3bed/2bath Sleeps 8+

OVW-WAIKIKI *$388 OCT w/FreeVAN* FAMILY EST 2009 BBB A+

OVDH-WAIKIKI *$288 OCT w/FreeVAN* FAMILY EST 2009 BBB A+

Beautiful Beachfront Beach House with Ocean Views from Every Room!

OVK-WAIKIKI *$388 OCT w/FreeVAN* FAMILY EST 2009 BBB A+

Authentic Hawaiian home with pool, large yard & short walk to...

Newly Renovated Condo With Mountain And Water Views In The Heart...

Posh*&*Lavish = 2 Adjoining Suites = Direct Ocean View = Beach...

Ilikai Hotel Ocean/Lagoon View

Private Estate With Panoramic Ocean And Mountain Views!

Short walk to Kailua Beach. Recently renovated and very spacious.

Special! $399 Waterfront Spa & Playground!

Waikiki 5-Star Penthouse

Sweeping Ocean Views from Prime High Floor Unit at the Waikiki...

Kailua Beachside 'Host With the Most' - 5-Bedroom/6-Bath Newer...

OVH-WAIKIKI *$588 OCT w/FreeVAN* FAMILY EST 2009 BBB A+

High-end Renovations!!! Gorgeous, Oceanview, Oceanfront, Luxury...

Gorgeous 2 bedroom bayside house on Windward side of Oahu

Beautiful Ocean Front Ilikai Condo with an Amazing View! Free Wifi

Akialoa Getaways: Huge 3 Bedroom, Living, Dining and Kitchen!

Just renovated, beach views and Beachfront Location!! Sleeps 4.

'Hale Nalu Palekaiko' Pool, Walk to Kailua Beach

Panoramic Ocean View 2BR Condo with Tons of Amenities

Upscale Luxury Condo with Superior Ocean and Beach Views!

Steps to the Kailua Beach. Spacious Cottage

Waikiki Studio Fully Furnished

Sleeps 14 Spacious Charming Beach Cottage Style House

Ocean Front Studio - PostCard Hawaiian setting

Ocean View Estate-Pool ...great for family reunion

New Upscale Ilikai Condo w/ Unobstructed Ocean Views

Huge, Private Air-Conditioned Villa--Steps from the Beach!!

Amazing Ocean/Diamond Head view @ Waikiki Banyan 1 Bed/1Bath free...

Luxurious Ocean View Studio Suite / With Full Gourmet Kitchen

Waikiki Banyan - NEWLY REMODELED - Located Just Below The...

Ilikai 1916 Remodeled Luxury Unobstructed Direct Lagoon, Ocea...

Oceanfront Condo with best Ocean Views! Great deals al...

Just Renovated! Ocean View Ilikai condo! Great location!!

Newly Built North Shore Beachfront Home With Amazing Views

Hawaii Vacation Get Away at Hale Pua Lei

Renovated Waikiki Paradise, Immaculate, Free Covered Parking...

Renovated Kailua Cottage

Great location with Ocean, Mountain, and City Views (NEWLY...

Walk to beach, 3 bed, 2 bath private house, pool, yard, AC, WIFI...

Ilikai Hotel Oceanfront/Ocean View Condo in Beautiful Waikiki...

Sept Special!! $125/night 5+ nights* Private, close to Kailua...

Sept Special $125/night 5+ night min *Private, clean,Tropical >5...

OVW-WAIKIKI $388 OCT w/FreeVAN FAMILY EST 2009 BBB A+

OVDH-WAIKIKI $288 OCT w/FreeVAN FAMILY EST 2009 BBB A+

OVK-WAIKIKI $388 OCT w/FreeVAN FAMILY EST 2009 BBB A+

Posh&Lavish = 2 Adjoining Suites = Direct Ocean View = Beach...

OVH-WAIKIKI $588 OCT w/FreeVAN FAMILY EST 2009 BBB A+