Waikiki Tropical Getaway with Pool and Free Parking!From $334/night · Sleeps 4
Marina, Bay and East Oahu
Hawaii Kai Vacation Rentals
Upscale Coastal Living Near Honolulu
Hawaii Kai is one of Oahu's most desirable residential communities, known for its spacious marina neighborhoods, oceanfront homes, and easy access to both natural wonders and urban attractions. Located just 20 minutes from Waikiki, Hawaii Kai offers a quieter, more scenic experience with high-end accommodations right for families, couples, and digital nomads.
Top Attractions Near Hawaii Kai
- Hanauma Bay Nature Preserve – premier snorkeling in protected reef waters
- Koko Head Crater Trail – a challenging climb with panoramic views
- Maunalua Bay – ideal for kayaking, SUP, and boating
- Hawaii Kai Towne Center – shopping, groceries, restaurants, and marina views
Key Features of Hawaii Kai Vacation Rentals
- Spacious homes and condos with marina or ocean views
- Private lanais, full kitchens, air conditioning, and free Wi-Fi
- Pool access, tropical landscaping, and outdoor entertainment areas
- Proximity to grocery stores, Costco, and waterfront dining
- Family-friendly layouts and executive work-from-paradise options
Who Should Stay in Hawaii Kai?
- Couples or families seeking luxury without the bustle of Waikiki
- Nature lovers who want to be near scenic hiking and snorkeling spots
- Professionals and long-term travelers needing space and amenities
- Boating and paddling enthusiasts who want access to Maunalua Bay
Explore More Nearby
If you're looking for additional upscale stays nearby, explore rentals in Kahala, Waikiki, or along Oahu's Windward Coast. Each offers its own unique mix of scenery and access.
Browse our curated selection of Hawaii Kai vacation rentals below and find a sophisticated stay in one of Oahu's most scenic and peaceful communities.
Rental Listings
Hawaii Kai Vacation Rentals Listings
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Hawaii Kai Vacation Rentals Map
Waikiki Tropical Getaway with Pool and Free Parking!From $334/night · Sleeps 4
Island condo w/ ocean view, lanai & free parkingFrom $361/night · Sleeps 4
Brand New! Luxurious Sky Ala Moana 2 Bed 2 BathFrom $370/night · Sleeps 5
High-floor retreat w/ sweeping ocean & city viewsFrom $372/night · Sleeps 4
Fabulous, Renovated Large 3BR Condo on Kahala BeachFrom $384/night · Sleeps 6
Executive Gold Coast Oceanfront Suite: Diamond Head Views, Amazing Seaside PoolFrom $385/night · Sleeps 4
Watermark - Luxury 2BD/2BA/2PA on 36th floor with an Ocean View!From $397/night · Sleeps 6
Skyline-Lagoon and Fireworks Magic from the Ilikai w/Top-Tier AmenitiesFrom $397/night · Sleeps 4
Gorgeous Ocean & Diamond Head Views! Waikiki, FREE Parking!!From $423/night · Sleeps 6
*Honu Hale: Penthouse 2 BDR Ocean View Waikiki*From $485/night · Sleeps 6
Splendid 2BD w/ One FREE ParkingFrom $521/night · Sleeps 8
Hilton Lagoon Tower, 2 Bedroom PremierFrom $574/night · Sleeps 6
Luxurious Ocean & Sunset Views Condo at Park Lane w/Luxury Building AmenitiesFrom $718/night · Sleeps 5
Hale Kaimana by Gather: Lux Gold Coast Condo w/ Ocean Views & Beach AccessFrom $1,534/night · Sleeps 4
!New Remodel Oceanview Waikiki AlaWai AlaMoanaFrom $125/night · Sleeps 3
Pet Friendly Guesthouse + ParkingFrom $127/night · Sleeps 2
Honolulu Condo w/ Private Lanai: Walk to the BeachFrom $127/night · Sleeps 4
Delightful One Bedroom Honolulu Sanctuary Renovated w/ AirconFrom $130/night · Sleeps 3
Honolulu Condo Stay w/ Balcony: Walk to Beaches!From $133/night · Sleeps 2
Aqua Aloha Surf Waikiki 211 | Sparkling City Views – Pool & BBQFrom $139/night · Sleeps 2
Aqua Aloha Surf Waikiki 304 | City Views – Pool & BBQFrom $139/night · Sleeps 2
Aqua Aloha Surf Waikiki 305 | City View Suite – Pool & BBQFrom $139/night · Sleeps 2
High Fl Mount&CityView 1BRw/2Free Park Wsher/DryerFrom $146/night · Sleeps 4
Aqua Aloha Surf Waikiki 402 | City Views – Pool & BBQFrom $148/night · Sleeps 2
High Floor, Drink Station, 2 Pools & Free Parking!From $149/night · Sleeps 4
Cozy Studio In Heart Of Waikiki - Free ParkingFrom $154/night · Sleeps 2
High Floor Ocean View Wyndham Waikiki ResortFrom $155/night · Sleeps 2
Modern Charm: Renovated 1BR, fast 600Mbps Wifi, W/D in unit, Stunning ViewsFrom $162/night · Sleeps 2
Monthly Discovery Bay 1713 Ocean/City Views 1 Bd 1BaFrom $163/night · Sleeps 4
Charming Waikiki studio close to beach and centrally located to restaurants, shops and attractions.From $174/night · Sleeps 2
Free parking marinesurf Comfort central WaikikiFrom $176/night · Sleeps 3
Waikiki Surfer's Paradise! Classy Studio w/ParkingFrom $176/night · Sleeps 2
Waikiki Beach Studio Condo..Minutes to Beaches! Great Value.From $192/night · Sleeps 4
From $334/night
Waikiki Tropical Getaway with Pool and Free Parking!
Honolulu, Hawaii
★★★★★ 10.0/10 · 2 reviews
Summary:Welcome to your Waikiki escape on the 7th floor of Waikiki Banyan.- Heated pool, hot tubs & sauna- Private lanai w/ outdoor furniture- Fully...
From $361/night
Island condo w/ ocean view, lanai & free parking
Honolulu, Hawaii
★★★★★ 10.0/10 · 2 reviews
Summary:Welcome to your high-floor escape at Waikiki Banyan Tower 1.- Ocean & mountain views- Private balcony- Fully equipped kitchen- Heated pool,...
From $370/night
Brand New! Luxurious Sky Ala Moana 2 Bed 2 Bath
Honolulu, Hawaii
★★★★★ 10.0/10 · 2 reviews
WHAT OUR GUESTS LOVE ABOUT THE SPACEEmphasizing the significance of its location, this property is situated in a highly sought-after section of...
From $372/night
High-floor retreat w/ sweeping ocean & city views
Honolulu, Hawaii
★★★★★ 10.0/10 · 2 reviews
Summary:Welcome to your high-floor corner retreat on the 27th floor of Waikiki Banyan Tower 1.- City skyline views from private lanai- Heated pool,...
From $384/night
Fabulous, Renovated Large 3BR Condo on Kahala Beach
Honolulu, Hawaii
★★★★★ 10.0/10 · 2 reviews
Welcome to our newly renovated slice of paradise at Kahala Beach! Nestled in one of the most sought-after neighborhoods in Honolulu, this spacious...
From $385/night
Executive Gold Coast Oceanfront Suite: Diamond Head Views, Amazing Seaside Pool
Honolulu, Hawaii
★★★★★ 10.0/10 · 2 reviews
Executive Gold Coast Oceanfront Suite offers refined island living with nearly 360-degree views of Waikiki’s Gold Coast, Diamond Head, and the blue...
From $397/night
Watermark - Luxury 2BD/2BA/2PA on 36th floor with an Ocean View!
Honolulu, Hawaii
★★★★★ 10.0/10 · 2 reviews
Discover a breathtaking retreat perched "on top of the world" with wide-open ocean views that showcase Magic Island and Ala Moana Beach Park....
From $397/night
Skyline-Lagoon and Fireworks Magic from the Ilikai w/Top-Tier Amenities
Honolulu, Hawaii
★★★★★ 10.0/10 · 2 reviews
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING...
From $423/night
Gorgeous Ocean & Diamond Head Views! Waikiki, FREE Parking!!
Honolulu, Hawaii
★★★★★ 10.0/10 · 2 reviews
One of a kind nearly 3000 SF (280 SQ/M) high floor custom condo with one of the best views in Waikiki. Located a mere 5 minute walk to beach and...
From $485/night
*Honu Hale: Penthouse 2 BDR Ocean View Waikiki*
Honolulu, Hawaii
★★★★★ 10.0/10 · 2 reviews
Experience breathtaking panoramic views from our spacious penthouse 2BDR/ 2 Bath condo. With floor-to-ceiling windows and two lanais, soak in the...
From $521/night
Splendid 2BD w/ One FREE Parking
Honolulu, Hawaii
★★★★★ 10.0/10 · 2 reviews
This lovely 2 bedroom unit is a rare find in Waikiki. With 1,000 sq ft of spacious living, 2 bath, 2 balconies, 1 free parking, split AC, 4 beds, 8...
From $574/night
Hilton Lagoon Tower, 2 Bedroom Premier
Honolulu, Hawaii
★★★★★ 10.0/10 · 2 reviews
This spacious two-bedroom, two-bathroom ocean view suite with lanai features a primary bedroom with king-size bed, 55-inch flat panel HDTV and...
From $718/night
Luxurious Ocean & Sunset Views Condo at Park Lane w/Luxury Building Amenities
Honolulu, Hawaii
★★★★★ 10.0/10 · 2 reviews
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property...
From $1,534/night
Hale Kaimana by Gather: Lux Gold Coast Condo w/ Ocean Views & Beach Access
Honolulu, Hawaii
★★★★★ 10.0/10 · 2 reviews
Wake up to breathtaking views of Diamond Head and the Pacific Ocean at Hale Kaimana by Gather, a stunning oceanfront retreat located in the...
From $125/night
!New Remodel Oceanview Waikiki AlaWai AlaMoana
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
New remodeled private, high rise studio in a secured apartment on Niu Street (Waikiki) with ocean view, Diamond head, city light, Ala Wai Canal view....
From $127/night
Pet Friendly Guesthouse + Parking
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
LOCATION:Our Property Is Within Walking Distance To Ala Wai Canal Walking Trail, Waikiki Beach/Waikiki International Marketplace, Diamond Head Hiking...
From $127/night
Honolulu Condo w/ Private Lanai: Walk to the Beach
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Experience the perfect blend of beachside relaxation, outdoor adventure, and city exploration when you stay at this 1-bedroom, 1-bath vacation...
From $130/night
Delightful One Bedroom Honolulu Sanctuary Renovated w/ Aircon
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures. Functionality are all the same. Queen...
From $133/night
Honolulu Condo Stay w/ Balcony: Walk to Beaches!
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Embark on your next island adventure and stay at this Honolulu vacation rental located in the Chateau Waikiki community! When you stay at this...
From $139/night
Aqua Aloha Surf Waikiki 211 | Sparkling City Views – Pool & BBQ
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Aqua Aloha Surf Waikiki 211 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 222 Sq FtAqua...
From $139/night
Aqua Aloha Surf Waikiki 304 | City Views – Pool & BBQ
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Aqua Aloha Surf Waikiki #304 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 183 Sq...
From $139/night
Aqua Aloha Surf Waikiki 305 | City View Suite – Pool & BBQ
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Aqua Aloha Surf Waikiki 305 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 175 Sq...
From $146/night
High Fl Mount&CityView 1BRw/2Free Park Wsher/Dryer
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Centrally located in Waikiki, this High Floor 1-Bedroom, 1-Bath unit features your your own Juliette balcony/Lanai, in-unit Washer and Dryer, and...
From $148/night
Aqua Aloha Surf Waikiki 402 | City Views – Pool & BBQ
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Aqua Aloha Surf Waikiki 402 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, Sleeps 2, 335 Sq...
From $149/night
High Floor, Drink Station, 2 Pools & Free Parking!
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Summary:Welcome to our "Plumeria Suite" - A vibrant, stylish apartment, with fully stocked kitchen, located in the iconic Ilikai. Very short distance...
From $154/night
Cozy Studio In Heart Of Waikiki - Free Parking
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Summary:This centrally located studio at the Marine Surf, comes with free, assigned parking and features all the essentials for a comfortable stay,...
From $155/night
High Floor Ocean View Wyndham Waikiki Resort
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Aloha! Enjoy the boutique-hotel ambiance of the Royal Garden Hotel and the beautiful Hawaiian tropical setting. It’s the perfect spot for your...
From $162/night
Modern Charm: Renovated 1BR, fast 600Mbps Wifi, W/D in unit, Stunning Views
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Welcome to your island paradise! Soak in floor-to-ceiling mountain views with your morning cup of coffee; at night, savor the vista of twinkling city...
From $163/night
Monthly Discovery Bay 1713 Ocean/City Views 1 Bd 1Ba
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
WAIKIKI / OCEAN VIEWS, 5 Minute Walk to Beach, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym,...
From $174/night
Charming Waikiki studio close to beach and centrally located to restaurants, shops and attractions.
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Want to be close to the beach and centrally located to restaurants, shops and attractions? Then this is studio for you! The beach is less than...
From $176/night
Free parking marinesurf Comfort central Waikiki
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Aloha our unit have free reserve parking ,5-10 minutes walk to the beach , heart of Waikiki, International market, DFS , Royal Hawaiian shopping...
From $176/night
Waikiki Surfer's Paradise! Classy Studio w/Parking
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Waikiki surfer's paradise on the 22nd floor of the Marine Surf. This unit is fully equipped with what you need to relax after a day of surfing,...
From $192/night
Waikiki Beach Studio Condo..Minutes to Beaches! Great Value.
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Aloha and welcome to the ideal Waikiki studio Condo rental getaway in Waikiki...just a short stroll to incredible beaches! Ideally located at the...