34th floor lanai w/ pool & hot tub accessFrom $457/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
Map View · Page 20
Hawaii Kai Vacation Rentals Map
34th floor lanai w/ pool & hot tub accessFrom $457/night · Sleeps 4
Ilikai Marina 1580 Ocean / Sunset / Fireworks Views King Bed, Sofa BedFrom $137/night · Sleeps 4
Waikiki Ocean&Sunrise View StudioFrom $247/night · Sleeps 4
Peak-a-Boo Ocean & Sunset Views, A/C, Wi-Fi, FREE Parking, Close to Beach!From $318/night · Sleeps 4
Ocean View from Lanais - Walk to Waikiki BeachFrom $186/night · Sleeps 6
Waikiki condo w/ beach & pool accessFrom $297/night · Sleeps 4
Fully renovated studio in heart of Waikiki! Kitchen, parking, pool, and more!From $164/night · Sleeps 2
Ilikai 1927 Ocean / Sunset / Marina Views 2 Double Beds, Sofa BedFrom $226/night · Sleeps 5
True Top Floor Penthouse Residence with 360 Degree Views & A/CFrom $846/night · Sleeps 6
King Bed Diamond Head Beach Hotel Studio Apt.From $145/night · Sleeps 2
Gorgeous Lagoon View At The Ilikai Hotel! Firework view on Fridays!From $161/night · Sleeps 4
King Bed Studio with Rooftop Pool and Hot TubFrom $170/night · Sleeps 2
Aloha Getaway: Ocean View Condo Near Waikiki Beach with Free ParkingFrom $373/night · Sleeps 4
High-floor condo w/ lanai & beach accessFrom $606/night · Sleeps 4
Ilikai 1510 Great Views 2 Bed Room Corner Unit Ocean / Marina ViewsFrom $481/night · Sleeps 4
Gorgeous Diamond Head Penthouse Studio Stunning views, Private Balcony.From $153/night · Sleeps 2
Waikiki Apartment sleeps 5 parking includedFrom $221/night · Sleeps 5
Bamboo Waikiki #207. Spacious one-bedroom condo located in a tropical oasis.From $280/night · Sleeps 5
If you're looking for your get-away spot, look no further.From $173/night · Sleeps 4
Waikiki Shore - BeachfrontFrom $233/night · Sleeps 2
Huge Panoramic Ocean View. Walk to the Beach. Low rate of 3,900 per month.From $245/night · Sleeps 2
Gorgeous full ocean view suite in heart of Waikiki! Free valet parking!From $888/night · Sleeps 6
Ocean View Luxury Rental at Waikiki Shore #303! Steps to Beach!From $361/night · Sleeps 4
14th Floor Penthouse On Hawaii's Gold Coast At The Diamond Head Beach HotelFrom $400/night · Sleeps 2
High Floor 2BR/2BA+Den 4beds Partial Ocean View + 1 Parking 2 min from the BeachFrom $634/night · Sleeps 7
Ilikai Hotel #940, Lagoon view, Free WIFIFrom $161/night · Sleeps 4
Beachfront Building at the Quiet End of Waikiki with Swimming/Surfing!From $186/night · Sleeps 2
Gorgeous renovated corner unit just 1 block to Waikiki Beach! FREE Parking!From $542/night · Sleeps 5
Hilton Hawaiian Village- amazing property! Beautiful two bedroom suite!From $760/night · Sleeps 6
Bamboo Waikiki #210. Spacious studio located in a tropical oasis.From $224/night · Sleeps 4
Ilikai Hotel - Waikiki City Lights! Full renovations to be completed 12/2023!From $496/night · Sleeps 6
Great Location In Wakiki! Amazing Ocean Views from your private lanai!From $173/night · Sleeps 4
Ilikai 1827 Ocean / Sunset / Marina Views 2 Double Beds, Sofa BedFrom $137/night · Sleeps 5
From $457/night
34th floor lanai w/ pool & hot tub access
Summary:Welcome to your 34th-floor escape.- Diamond Head, ocean views & lanai- Heated pool, 3 hot tubs and sauna- Fully equipped kitchen- Beach...
From $137/night
Ilikai Marina 1580 Ocean / Sunset / Fireworks Views King Bed, Sofa Bed
UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Walk to parks, shopping mall, restaurants, shops, buses, rental cars & Waikiki night life....
From $247/night
Waikiki Ocean&Sunrise View Studio
This 259 sq ft studio is the largest in the building, offers: 1 queen bed, 1 twin futon&air mattress; bath; kitchenette; 50 inch Samsung TV; computer...
From $318/night
Peak-a-Boo Ocean & Sunset Views, A/C, Wi-Fi, FREE Parking, Close to Beach!
Waikiki Sunset #906 – 229 Paoakalani Ave.Step onto your private lanai and watch the sky light up at sunset from this comfortable 9th-floor 1-bedroom...
From $186/night
Ocean View from Lanais - Walk to Waikiki Beach
Discover easy island living at this airy 2BR/2BA getaway just steps from Waikiki’s shoreline. With soft ocean glimpses from your private lanai and a...
From $297/night
Waikiki condo w/ beach & pool access
Summary:Welcome to your Waikiki escape on the 31st floor of Waikiki Banyan Tower 1.- Ocean & Diamond Head views from bedroom, living area & lanai-...
From $164/night
Fully renovated studio in heart of Waikiki! Kitchen, parking, pool, and more!
Marine Surf #902 – 364 Seaside Ave.Vintage Hawaiiana style meets modern comfort in this fully renovated 9th-floor Waikiki studio. A King bed,...
From $226/night
Ilikai 1927 Ocean / Sunset / Marina Views 2 Double Beds, Sofa Bed
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Sunset views. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks...
From $846/night
True Top Floor Penthouse Residence with 360 Degree Views & A/C
Legally permitted vacation rental - 2947 Kalakaua Ave #1402** For your health and safety, we utilize additional Sterilization procedures between...
From $145/night
King Bed Diamond Head Beach Hotel Studio Apt.
Newly renovated in 2024!!! 5th-floor studio suite (garden rooftop view) at the Diamond Head Beach Hotel. Includes comfortable king bed with Tommy...
From $161/night
Gorgeous Lagoon View At The Ilikai Hotel! Firework view on Fridays!
Beautiful Lagoon View on the 16th Floor!Looking for a place with breathtaking views, this condo is for you! Step out to relax on the your lanai &...
From $170/night
King Bed Studio with Rooftop Pool and Hot Tub
Summary:Welcome to your Waikiki retreat at Pacific Monarch, steps from the beach and right in the heart of it all.- King bed- 5-minute walk to...
From $373/night
Aloha Getaway: Ocean View Condo Near Waikiki Beach with Free Parking
Summary:Welcome to your 17th-floor Waikiki escape at the iconic Waikiki Banyan.- Heated pool, hot tubs & sauna- Private lanai w/ partial ocean views-...
From $606/night
High-floor condo w/ lanai & beach access
Summary:Welcome to your 29th-floor ocean-view escape at Waikiki Banyan.- Ocean, city & sea views + private lanai- Pool, hot tub & sauna on-site-...
From $481/night
Ilikai 1510 Great Views 2 Bed Room Corner Unit Ocean / Marina Views
FINEST OCEAN / MARINA VIEWS / CORNER UNIT - WAIKIKI BEACH. 2 bedroom, 2 full bathrooms, 2 120 sq. ft lanais, 1,000 interior sq. ft. Walking distance...
From $153/night
Gorgeous Diamond Head Penthouse Studio Stunning views, Private Balcony.
Legally permitted vacation rental - 2947 Kalakaua Ave, Penthouse 5Stunning style with incredible Ocean & Diamond Head views.The care and attention to...
From $221/night
Waikiki Apartment sleeps 5 parking included
This apt is great for a small group on vacation. There is a queen size bed in bedroom with attached bathroom and full kitchen. There is a door...
From $280/night
Bamboo Waikiki #207. Spacious one-bedroom condo located in a tropical oasis.
Bamboo Waikiki #207. Spacious one-bedroom condo with a Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen...
From $173/night
If you're looking for your get-away spot, look no further.
***NEWS ALERT!*** This condo was gutted, fully renovated and tastefully decorated with brand new stainless steel appliances, furniture, roller...
From $233/night
Waikiki Shore - Beachfront
Enjoy a stylish experience at this centrally-located large studio. King size bed w/ brand new mattress (2023), fully stocked kitchen and washer /...
From $245/night
Huge Panoramic Ocean View. Walk to the Beach. Low rate of 3,900 per month.
This condo is situated in the Discovery Bay Tower, with a View of the world-famous Waikiki beach & Ocean, Magic Island on a calmer and more...
From $888/night
Gorgeous full ocean view suite in heart of Waikiki! Free valet parking!
Waikiki Beach Tower #2003 – 2470 Kalakaua Ave.Enjoy panoramic Waikiki Beach and Pacific Ocean views from this fully remodeled 20th-floor 2-bedroom,...
From $361/night
Ocean View Luxury Rental at Waikiki Shore #303! Steps to Beach!
Waikiki Shore #303 – 2161 Kalia RdRelax in this breezy and spacious (692 sqft) condo overlooking beautiful Waikiki Beach! This luxury rental is...
From $400/night
14th Floor Penthouse On Hawaii's Gold Coast At The Diamond Head Beach Hotel
Legally permitted vacation rental❤2947 Kalakaua Ave 1401⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between...
From $634/night
High Floor 2BR/2BA+Den 4beds Partial Ocean View + 1 Parking 2 min from the Beach
2464 Prince Edward St925 sq ft + 148 sq ft balconyOn the 15th floor2-minute walk to the beach2 bedrooms, 2 bath with a denMaximum occupancy: 7...
From $161/night
Ilikai Hotel #940, Lagoon view, Free WIFI
Your dream vacation awaits! As soon as you step through the doors, you'll realize you've found PARADISE!! This condo is located on the 9th floor of...
From $186/night
Beachfront Building at the Quiet End of Waikiki with Swimming/Surfing!
Colony Surf #407 – 2895 Kalakaua Ave(30-NIGHT MINIMUM. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month...
From $542/night
Gorgeous renovated corner unit just 1 block to Waikiki Beach! FREE Parking!
Ni'ihau #805 – 247 Beach WalkJust one block from Waikiki Beach, this beautifully renovated 2-bedroom corner condo pairs a prime Waikiki location with...
From $760/night
Hilton Hawaiian Village- amazing property! Beautiful two bedroom suite!
Concierge Realty is proud to present luxury villas at Hilton Hawaii Village!We are able to offer reservations in weekly increments with arrivals and...
From $224/night
Bamboo Waikiki #210. Spacious studio located in a tropical oasis.
Bamboo Waikiki #210. Studio condo with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen sofa sleeper, (1)...
From $496/night
Ilikai Hotel - Waikiki City Lights! Full renovations to be completed 12/2023!
Step into this beautifully renovated condo, thoughtfully redesigned from top to bottom with modern finishes and stylish touches throughout. Featuring...
From $173/night
Great Location In Wakiki! Amazing Ocean Views from your private lanai!
Welcome to your beautifully renovated island retreat at the iconic Ilikai Hotel. Thoughtfully redesigned from top to bottom, this spacious condo...
From $137/night
Ilikai 1827 Ocean / Sunset / Marina Views 2 Double Beds, Sofa Bed
OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. AC, WIFI. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki...