Iola 2-bedroom Vacation Rentals, Homes & More - 70 Rentals Available.
70 Vacation rentals
Filters applied: 2+ Bedrooms
Wonderlust Cabin - New listing with private hot tub!
Iola House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 7 7
- min stay varies
- Ask about children
- Pet friendly
$145.00
from $145.00 / night
BOWKW - Edgartown, Lovely Coastal Cape Retreat, Luxury Decor, Chef's Kitchen, I
Iola House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Ask about children
- Air conditioning
$286.00
from $286.00 / night
Bear Butte Gulch Lodge - beautiful log cabin in private location!
Iola House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 14 14
- min stay varies
- Ask about children
- Air conditioning
- Pet friendly
$235.00
from $235.00 / night
Villa Pleasure (2 bedrooms)
Iola Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Nearest beach 0.1 mi
- Child friendly
- Air conditioning
$571.00
from $571.00 / night
Big Jim`s Hideaway
Iola House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 12 12
- min stay varies
- Ask about children
- Pet friendly
$195.00
from $195.00 / night
Villa Emma
Iola Villa
- 6 bedrooms 6
- 7 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,249.00
from $2,249.00 / night
Bigfoot Bungalow
Iola House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 9 9
- min stay varies
- Ask about children
- Air conditioning
- Pet friendly
$150.00
from $150.00 / night
Mountain Oasis - 6 bedroom cabin on Terry Peak!
Iola House
- 6 bedrooms 6
- 3 bathrooms
- sleeps 20 20
- min stay varies
- Ask about children
- Pet friendly
$275.00
from $275.00 / night
Villa Pleasure (3 bedrooms)
Iola Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 0.1 mi
- Child friendly
- Air conditioning
$643.00
from $643.00 / night
Villa Sandalle
Iola Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,670.00
from $1,670.00 / night
The Aquila Villa
Iola Villa
- 7 bedrooms 7
- 10 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Air conditioning
$1,976.00
from $1,976.00 / night
Laluna - Indigo
Iola Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,050.00
from $2,050.00 / night
New Home in Deadwood
Iola House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
- Pet friendly
$720.00
from $720.00 / night
Laluna - Seascape
Iola Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,050.00
from $2,050.00 / night
Knotty Pine Chalet
Iola House
- 6 bedrooms 6
- 2 bathrooms
- sleeps 12 12
- min stay varies
- Ask about children
$175.00
from $175.00 / night
Sturgis Trail Retreat
Iola House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
- Pet friendly
$725.00
from $725.00 / night
Gunslinger
Iola House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
- Pet friendly
$175.00
from $175.00 / night
Villa Andrea
Iola Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 9 9
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,924.00
from $2,924.00 / night
F4 Waikoloa Beach Villa with Hilton Waikoloa Pool Pass thru 2018 and 2019
Iola House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$339.00
from $339.00 / night
C1 Waikoloa Beach Villa with Hilton Waikoloa Pool Pass thru 2018 and 2019
Iola House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$303.00
from $303.00 / night
A1 Waikoloa Beach Villa with Waikoloa Golf Membership Benefits
Iola House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$289.00
from $289.00 / night
1102 Waikoloa Colony Villa with Hilton Waikoloa Pool Pass thru 2018 and 2019
Iola House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$239.00
from $239.00 / night
1705 Waikoloa Colony Villa. Hilton Pool Pass Included for 2018 and 2019
Iola House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$239.00
from $239.00 / night
102 Waikoloa Colony Villa
Iola House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$199.00
from $199.00 / night
E1 Waikoloa Beach Villa with Hilton Waikoloa Pool Pass thru 2018 and 2019
Iola House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$239.00
from $239.00 / night
1004 Waikoloa Colony Villas
Iola House
- 2 bedrooms 2
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Ask about children
- Air conditioning
$159.00
from $159.00 / night
F33 Waikoloa Beach Villas with Hilton Waikoloa Pool Pass thru 2018 and 2019
Iola House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$169.00
from $169.00 / night
303 Shores Waikoloa Beach Resort
Iola House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$189.00
from $189.00 / night
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.