Kailua-Kona Vacation Rentals & Apartments with Swimming Pool - 44 Rentals Available.
44 Vacation rentals
Filters applied: Swimming pool

Kona Beach Rental 4* Bdrm, 4 Bath, Private Pool
Kailua-Kona House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 0.4 mi
- Swimming pool
Responds fast! Avg. 1 hour 31 minutes
$480.00
from $480.00 / night
Certificate of Excellence

Absolute Oceanfront Studio Condo aside Magic Sands Beach
Kailua-Kona Condo
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Swimming pool
Responds fast! Avg. 43 minutes
Certificate of Excellence
$187.00
from $187.00 / night
Certificate of Excellence

Direct Oceanfront 2br/2ba condo--Just steps from the ocean!
Kailua-Kona Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 2 mi
- Swimming pool
Responds fast! Avg. 43 minutes
Certificate of Excellence
$252.00
from $252.00 / night

Guest house on gated acre estate, Sleeps up to 7
Kailua-Kona Manor house
- 2 bedrooms 2
- 2 bathrooms
- sleeps 7 7
- 1 night min
- Swimming pool
- Ask about children
- Air conditioning
$200.00
from $200.00 / night

Direct Oceanfront Kona Condo #308 ~Oceanfront Bdrm ~A/C ~W/D ~2 Bath ~Free Prkg
Kailua-Kona Condo
- 1 bedroom 1
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Nearest beach 4 mi
- Swimming pool
- Child friendly
$207.00
from $207.00 / night
Tradewinds White Sands - Sleeps 14,Large Pool, Ocean View,Tropical Grounds
Kailua-Kona House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 14 14
- min stay varies
- Nearest beach 0.5 mi
- Swimming pool
- Ask about children
$945.00
from $945.00 / night
Kahaluu Beach across the street- OCEAN VIEWS - The Best Snorkeling & Surfing
Kailua-Kona Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Nearest beach 0.1 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 1 hour 32 minutes
$205.00
from $205.00 / night
Certificate of Excellence
Konamazing OCEANfront for Three with AC-Convenient Downtown Kona!
Kailua-Kona Condo
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- min stay varies
- Nearest beach 0.1 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 43 minutes
Certificate of Excellence
$186.00
from $186.00 / night
Oceanfront Resort Sea Cliff,A/C, TENNIS, 2 pools jacuzzI
Kailua-Kona Condo
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 2 mi
- Swimming pool
$125.00
from $125.00 / night
Ahinahina Hale- Minutes to the Beach/ Amazing View/ Private Pool / AC / Spacious
Kailua-Kona House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,018.00
from $1,018.00 / night
Hibiscus Hale - Big Lanai, Pool, Amazing Price, Best Views! good for 10 guests!
Kailua-Kona House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 4 nights min
- Nearest beach 5 mi
- Swimming pool
- Child friendly
$596.00
from $596.00 / night
Artistic Honu Combo - swimming pools, ocean views, lanai/balcony, BBQ grill - ID
Kailua-Kona House
- 7 bedrooms 7
- 7 bathrooms
- sleeps 17 17
- min stay varies
- Nearest beach 2 mi
- Swimming pool
- Child friendly
$1,289.00
from $1,289.00 / night
Hale Pua - Sleeps 20/ Oceanfront/ Private Pool/ AC/ Great View
Kailua-Kona House
- 6 bedrooms 6
- 6 bathrooms
- sleeps 20 20
- min stay varies
- Nearest beach 0 mi
- Swimming pool
- Child friendly
$2,404.00
from $2,404.00 / night
Oceanfront condo just feet from the ocean in beautiful Kona, Hawaii
Kailua-Kona Condo
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 5 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$114.00
from $114.00 / night
Kona Shangrila - Private Oasis with Pool
Kailua-Kona House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 16 16
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$753.00
from $753.00 / night
Alii Pua Combo - Ocean views, ocean front, infinity swimming pool, Jacuzzi
Kailua-Kona House
- 9 bedrooms 9
- 9 bathrooms
- sleeps 26 26
- min stay varies
- Nearest beach 0.1 mi
- Swimming pool
- Child friendly
$3,583.00
from $3,583.00 / night
Piko Kona Combo - w/ private pool and spa, spectacular ocean views, 2 homes - ID
Kailua-Kona House
- 10 bedrooms 10
- 10 bathrooms
- sleeps 23 23
- min stay varies
- Nearest beach 5 mi
- Swimming pool
- Child friendly
$2,119.00
from $2,119.00 / night
Oceanside Palm Estate -Luxurious Oceanfront Home - ID
Kailua-Kona House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Nearest beach 0.01 mi
- Swimming pool
- Child friendly
$3,310.00
from $3,310.00 / night
TU TU'S BEACH HOUSE WITH OCEAN VIEW AND LARGE POOL
Kailua-Kona House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- 5 nights min
- Swimming pool
- Ask about children
$401.00
from $401.00 / night
Blue Secluded Pool, Hot Tub, Amazing 180 Ocean Views, Beach & Town close, WIFI
Kailua-Kona House
- 5 bedrooms 5
- 6 bathrooms
- sleeps 13 13
- min stay varies
- Nearest beach 2 mi
- Swimming pool
- Child friendly
$533.00
from $533.00 / night
Exclusive area, heated infinity pool with waterfalls, private yard, oceanview
Kailua-Kona House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 2 mi
- Swimming pool
- Ask about children
$1,134.00
from $1,134.00 / night
Ahina Palauna Estate- Sleeps 20! Minutes from ocean! Private pool!
Kailua-Kona House
- 10 bedrooms 10
- 11 bathrooms
- sleeps 20 20
- 7 nights min
- Nearest beach 1 mi
- Swimming pool
- Ask about children
$2,033.00
from $2,033.00 / night
Akai Elua Combo- Perfect for Reunions/Large Groups/Private Pool/Great Ocean View
Kailua-Kona Apartment
- 10 bedrooms 10
- 11 bathrooms
- sleeps 20 20
- 7 nights min
- Nearest beach 2 mi
- Swimming pool
- Child friendly
$1,289.00
from $1,289.00 / night
White Sand Oasis - Private lap pool, Lanai, Walk to White Sand Beach - ID
Kailua-Kona House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
$441.00
from $441.00 / night
Tradewinds Villa - new AC, large Pool, outdoor kitchen, Close to Magic Sands
Kailua-Kona Villa
- 4 bedrooms 4
- 5 bathrooms
- sleeps 14 14
- min stay varies
- Nearest beach 2 mi
- Swimming pool
- Child friendly
$675.00
from $675.00 / night
Kona Ocean View Twin Villas
Kailua-Kona Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 16 16
- min stay varies
- Nearest beach 8 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 3 hours 50 minutes
$974.00
from $974.00 / night
Hale Kona A'ekai - Infinity Pool, Oceanfront - ID
Kailua-Kona Manor house
- 4 bedrooms 4
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 1 mi
- Swimming pool
$1,895.00
from $1,895.00 / night
Keauhou Gardens 11-303 1 BR, 1.5 BA Oceanview
Kailua-Kona Condo
- 1 bedroom 1
- 2 bathrooms
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 48 minutes
$130.00
from $130.00 / night
SEA VILLAGE RESORT in Kona (Oceanfront/Oceanview)
Kailua-Kona Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 1 night min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$132.00
from $132.00 / night
Keauhou Gardens 3104, 1 BR.Garden view
Kailua-Kona Condo
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
Responds fast! Avg. 48 minutes
$100.00
from $100.00 / night
Surf & Racquet 5102 January 2020, Discounted Rates
Kailua-Kona Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 48 minutes
$175.00
from $175.00 / night
Surf & Racquet 1201 2/2 Oceanfront
Kailua-Kona Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 3 mi
- Swimming pool
Responds fast! Avg. 48 minutes
$175.00
from $175.00 / night
Surf & Racquet Club 8303 2/2 garden View
Kailua-Kona Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
Responds fast! Avg. 48 minutes
$135.00
from $135.00 / night
Kanaloa 1703 3BR Oceanfront
Kailua-Kona Condo
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 1 mi
- Swimming pool
Responds fast! Avg. 48 minutes
$275.00
from $275.00 / night
Kanaloa 1br./2ba ocean view
Kailua-Kona Condo
- 1 bedroom 1
- 2 bathrooms
- sleeps 2 2
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 48 minutes
$110.00
from $110.00 / night
4 Bedrooms! New Listing! Pool! Ocean Views! Gorgeous Home!
Kailua-Kona House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 31 nights min
- Swimming pool
- Child friendly
- Air conditioning
$389.00
from $389.00 / night
Kanaloa at Kona 3203 2/2 + loft Oceanfront
Kailua-Kona Condo
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
Responds fast! Avg. 48 minutes
$265.00
from $265.00 / night
Country Club Villas 110 2/2 Oceanview
Kailua-Kona Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Nearest beach 2 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 48 minutes
$155.00
from $155.00 / night
16 Bedroom Kona Beach Bungalows Estate
Kailua-Kona House
- 16 bedrooms 16
- 12 bathrooms
- sleeps 38 38
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$3,658.00
from $3,658.00 / night
Country Club Villas 119 2/2 Ocean view
Kailua-Kona Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 5 mi
- Swimming pool
Responds fast! Avg. 48 minutes
$139.00
from $139.00 / night
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.