Kailua Vacation Rentals
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Vacation Rentals in Kailua

Yonegan Maui Getaways - Haiku
64 Puu Koa Place Haiku HI
$236 nightly
The price is $261 total per night
$261 total
Dec 9 - Dec 10
Total with taxes and fees
When you stay at Yonegan Maui Getaways - Haiku in Haiku, you'll be near the beach, within a 5-minute drive of Haiku Park and Haleakala Bike Company.
Hot Tub
Parking included

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana HI
$303 nightly
The price is $353 total per night
$353 total
Dec 8 - Dec 9
Total with taxes and fees
With a stay at this vacation home in Hana (Hana Town Center), you'll be a 4-minute walk from Hana Bay Beach and 6 minutes by foot from Hana Cultural Center.
Kitchen
Washer

Fisher's Hana Bay Hale, Across from Hana Bay
Kahului HI
$343 nightly
The price is $401 total per night
$401 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
With a stay at this vacation home in Hana (Hana Town Center), you'll be a 4-minute walk from Hana Bay Beach and 6 minutes by foot from Hana Cultural Center.
Kitchen
Washer

Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In
Paia HI
A stay at this vacation home places you in the heart of Paia, just a 5-minute walk from One Love Farmers Market and within a 5-minute drive of Lower Paia Park.
Kitchen
Washer

4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi
Kihei HI
With a stay at this vacation home in Kihei (Central Kihei), you'll be steps from Kalama Beach Park and 3 minutes by foot from Kihei Town Center Shopping Center.
Pool
Hot Tub

Oceanfront Hideaway on the Beach
Kihei HI
With a stay at this vacation home in Kihei (Central Kihei), you'll be steps from Makamakaole Trail and 6 minutes by foot from Saint Theresa Church.
Kitchen
Washer

Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops
Kihei HI
With a stay at this vacation home, you'll be centrally located in Kihei, within a 10-minute drive of Wailea Beach and Kalama Beach Park.
Pool
Hot Tub

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Hana HI
$553 nightly
The price is $644 total per night
$644 total
Dec 11 - Dec 12
Total with taxes and fees
With a stay at this vacation home in Hana (Kaʻeleku), you'll be steps from Hana Lava Tubes and 4 minutes by foot from Kaʻeleku Caverns.
Kitchen
Washer

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Hana HI
$834 nightly
The price is $971 total per night
$971 total
Dec 14 - Dec 15
Total with taxes and fees
Located in Hana (Kaʻeleku), this vacation home is within a 5-minute drive of Hana Lava Tubes and Kaʻeleku Caverns.
Kitchen
Dryer

Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b
Hana HI
$433 nightly
The price is $504 total per night
$504 total
Dec 17 - Dec 18
Total with taxes and fees
With a stay at this vacation home in Hana (Hana Town Center), you'll be a 5-minute walk from Hana Coast Gallery and 11 minutes by foot from Hana Cultural Center.
Kitchen
Washer
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Kailua Vacation Rentals essential information
Accommodation | 137 Vacation Rentals |
|---|---|
Lowest Price | $261 |
Highest Price | $971 |
Popular accommodation | Yonegan Maui Getaways - Haiku , Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002 , Fisher's Hana Bay Hale, Across from Hana Bay, Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In, 4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi , Oceanfront Hideaway on the Beach, Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops, Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!, 3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006, Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b, Kihei Maui Beach house - On the water, Specials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view |


