Compare temporary rentals in Kailua, HI from 100+ providers!

393 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Kailua, HI short term rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Kailua, HI

Top-Rated Oceanfront Short-Term Rentals in Kailua, HI

Plan a relaxing coastal trip at shoreside short-term rentals in Kailua, HI, located a brief distance from regional boardwalks.

Partial Ocean King Studio W/ Kitchenette, Ac &Pool - Kailua, HI
9.6 254 reviews

Partial Ocean King Studio W/ Kitchenette, Ac &Pool

apartment, Urban Honolulu
This apartment is located in Waikiki, a 10-minute walk from Fort DeRussy Beach and close to other popular beaches. It boasts excellent ratings for location, cleanliness, and user experience.
The apartment features one bedroom and one bathroom. It offers a range of amenities including a swimming pool, fitness center, garden, and private parking.

Traveler-Approved Luxury Short-Term Rentals in Kailua, HI

These luxury properties in Kailua, HI represent the pinnacle of short-term living, combining top-tier amenities with central locations.

Ala Moana Hotel _ Ocean View With Balcony - Kailua, HI
9.0 3 reviews

Ala Moana Hotel _ Ocean View With Balcony

aparthotel, Urban Honolulu
This 4-star aparthotel in Urban Honolulu is a 10-minute walk from Ala Moana Beach and near the Hawaii Convention Center and Ala Moana Center.
This 1-bedroom, 1-bathroom suite accommodates up to 3 guests and features ocean views from a private balcony, complimentary WiFi, an outdoor swimming pool, a fitness center, and an on-site restaurant.
Luxury Ala Moana Resort 25th Floor With Balcony - Kailua, HI
8.9 6 reviews

Luxury Ala Moana Resort 25th Floor With Balcony

aparthotel, Urban Honolulu
This 4-star Honolulu aparthotel, located in the Ala Moana area, is a 10-minute walk from Ala Moana Beach and near other popular beaches and the Hawaii Convention Center.
The 250-square-foot one-bedroom suite sleeps up to five guests and features a terrace, in-unit air conditioning, free Wi-Fi, and access to a fitness center, spa, sauna, jacuzzi, and on-site restaurant.

Frequently Asked Questions about short term rentals in Kailua, HI

Popular destinations

Top-Rated Family Short-Term Rentals in Kailua, HI

Kid-friendly rentals near the Kailua, HI shoreline offer room to spread out.

Place In Paradise-kailua Beach Front Lic. Rental: - Kailua, HI
10 246 reviews

Place In Paradise-kailua Beach Front Lic. Rental:

apartment, Kailua
This Kailua beachfront home sits directly on Kailua Beach, offering unparalleled access to this consistently top-ranked US beach.
The 4,400-square-foot house features five bedrooms, five and a half bathrooms, sleeps up to 14 guests, and includes access to Hale Kai Surf and Racquet Club amenities.
Great Resort Living In A Luxury 2 Bed Corner Unit In Waikiki - Kailua, HI
10 3 reviews

Great Resort Living In A Luxury 2 Bed Corner Unit In Waikiki

apartment, Urban Honolulu
This Waikiki condo, offered as "Great Resort Living In A Luxury 2 Bed Corner Unit In Waikiki," is located in Honolulu's Waikiki district, within a 15-minute walk of the Hawaii Convention Center, Waikiki Beach Walk, and Ala Moana Center, with the Royal Hawaiian Center and International Market Place less than a mile away.
The 1,220-square-foot unit features two bedrooms, two bathrooms, accommodates four guests, and includes amenities such as a fully equipped kitchen, in-unit laundry, a fitness center, a swimming pool, tennis courts, and on-site parking.
Aloha Ohana 2bm Stylish Apt With Washer/parking - Kailua, HI
10 67 reviews

Aloha Ohana 2bm Stylish Apt With Washer/parking

apartment, Urban Honolulu
This Waikiki condo near McCully Street offers easy walking access to Waikiki Beach and the Honolulu Convention Center, with Ala Moana Center a short drive away.
The fully renovated 2-bedroom, 1-bathroom unit sleeps 6, features GE Café appliances, in-unit laundry, a pack 'n play, beach gear, and free parking in a nearby structure.
Sensational Seaside Condo, Remodeled In 2023 Parking Available, 1 Block To Beach - Kailua, HI
9.2 45 reviews

Sensational Seaside Condo, Remodeled In 2023 Parking Available, 1 Block To Beach

apartment, Urban Honolulu
This Waikiki condo is a short walk from International Market Place, Royal Hawaiian Center, and Waikiki Beach Walk, with Waikiki and Kuhio Beaches within a 15-minute walk.
The one-bedroom, one-bathroom apartment sleeps four, features a fully equipped kitchen, in-unit laundry, a private terrace, and access to a swimming pool and parking; nearby attractions include shopping, dining, and various beach activities.

Neighborhoods and points of interest in Kailua, HI

Popular Pet-Friendly Short-Term Rentals in Kailua, HI

Traveling with a dog is simpler in these Kailua, HI rentals, which feature proximity to pet-friendly shores.

Ms1708 Studio W/free Parking & Close To Beach - Kailua, HI
9.3 238 reviews

Ms1708 Studio W/free Parking & Close To Beach

apartment, Urban Honolulu
This Waikiki apartment is conveniently located just a 5-minute walk from the International Market Place and Royal Hawaiian Center, putting you in the heart of the action. Guest reviews consistently rate the apartment excellent for location, cleanliness, and overall experience.
The one-bedroom apartment offers 450 square feet of space comfortably accommodating up to two guests. You'll enjoy a fully equipped kitchen, a private patio, and access to the building's pool, spa, and concierge services.

Best Kailua, HI lodging with a balcony

Tropical Paradise Getaway  Ocean & Lush Tropical Views  Pool, Bbq &  Wi-fi Inn On The Park 1503 - Kailua, HI
10 2 reviews

Tropical Paradise Getaway Ocean & Lush Tropical Views Pool, Bbq & Wi-fi Inn On The Park 1503

apartment, Urban Honolulu
Waikiki Beach-ocean View Studio With Rooftop Pool - Kailua, HI
9.6 260 reviews

Waikiki Beach-ocean View Studio With Rooftop Pool

apartment, Urban Honolulu
Ocean View, A/c, Wash/dry, Wi-fi, Parking! Wst1803 - Kailua, HI
9.3 53 reviews

Ocean View, A/c, Wash/dry, Wi-fi, Parking! Wst1803

apartment, Urban Honolulu
Breezy Waikiki Apartment Sleeps 6 With Free Parking - Kailua, HI
8.8 18 reviews

Breezy Waikiki Apartment Sleeps 6 With Free Parking

apartment, Urban Honolulu

Best Kailua, HI lodging with a kitchen

Bmb 1201 Central Waikiki Ocean View Studio Suite - Kailua, HI
9.2 101 reviews

Bmb 1201 Central Waikiki Ocean View Studio Suite

apartment, Urban Honolulu
Kailua Beach Getaway - Kailua, HI
10 7 reviews

Kailua Beach Getaway

apartment, Kailua
Wb Ocean View Free Parking, Beach Gear And More - Kailua, HI
9.8 113 reviews

Wb Ocean View Free Parking, Beach Gear And More

apartment, Urban Honolulu
Island Gem With Pool, Beach Access & Fast Wifi - Kailua, HI
9.0 28 reviews

Island Gem With Pool, Beach Access & Fast Wifi

apartment, Urban Honolulu

Best Kailua, HI lodging with laundry available

33rd Fl Studio Ocean/canal View - Kailua, HI
9.9 55 reviews

33rd Fl Studio Ocean/canal View

apartment, Urban Honolulu
Two Bedroom Condo Overlooking Ala Wai Boat Harbor Unit 1744 - Kailua, HI
9.5 15 reviews

Two Bedroom Condo Overlooking Ala Wai Boat Harbor Unit 1744

apartment, Urban Honolulu
Modern Waikiki Retreat - Kailua, HI
9.4 43 reviews

Modern Waikiki Retreat

apartment, Urban Honolulu
Gigi's Retreat - Kailua Beach Front - Lic. Rental - Kailua, HI
10 54 reviews

Gigi's Retreat - Kailua Beach Front - Lic. Rental

apartment, Kailua
©2026 cozycozy.com