Monthly Discovery Bay 3717 Mountain/City Views 2 Bd 1Ba 2 Queen BedsFrom $192/night · Sleeps 5
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
Monthly Discovery Bay 3717 Mountain/City Views 2 Bd 1Ba 2 Queen BedsFrom $192/night · Sleeps 5
Fresh 1 Bedroom with Parking at Waikiki Banyan!!From $198/night · Sleeps 4
Ilikai 1 Bedroom City Views, minutes to the Beach!From $198/night · Sleeps 4
Stylish Waikiki 1 Bedroom Gem with ParkingFrom $199/night · Sleeps 2
Uncle Richard's Waikiki Beach Studio w/ParkingFrom $203/night · Sleeps 2
Foster Tower Ocean Front One Bedroom w/direct Ocean ViewsFrom $204/night · Sleeps 4
2 Double Beds Room, Hilton Waikiki, Walk to Waikiki Beach, Rooftop PoolFrom $207/night · Sleeps 4
Discovery Bay-Resolution Ocean View CondoFrom $220/night · Sleeps 5
Waikiki Sunset lovers Sleeps 4 with Free parking + Pool + 1Blk to beachFrom $222/night · Sleeps 4
Be at the center of action while enjoying a beautifully upgraded studio with top quality finishesFrom $227/night · Sleeps 2
Spectacular Urban Location - A Peaceful Surrender in WaikikiFrom $242/night · Sleeps 2
Breathtaking Studio Ocean Views! Pool! Beach!From $247/night · Sleeps 3
Luxury 2 bedroom in Waikiki!From $250/night · Sleeps 4
Privately-owned 1 bdrm/2 bath suite in Imperial Resort Waikiki. Enjoy amenities & beach.From $265/night · Sleeps 4
LUXURY Condo!! One Ala Moana Large 1 bedroom 1 bath, 877 SfFrom $269/night · Sleeps 4
Quaint Studio in Heart of WaikikiFrom $277/night · Sleeps 2
King Bedroom Beachfront Sans Souci 1104From $281/night · Sleeps 2
Luxurious 2-Bedroom Retreat in the Heart of Waikiki.From $282/night · Sleeps 6
Stunning Home w/Ocean-Mountain Views in East Oahu Serene Family VacationFrom $297/night · Sleeps 8
NEW! 2BR/2BA Tropical Paradise in the HEART of Waikiki - Foster TowerFrom $306/night · Sleeps 4
Masterfully Renovated Ocean View Unit in WaikikiFrom $314/night · Sleeps 4
Marina Hawaii Vacations - Best Location In Waikiki! Spacious Studio, Full Kitchen!From $332/night · Sleeps 2
Ohana Kai: Modern Water Front Condo w/Gorgeous Views, A/C, Yard, & Shared PoolFrom $334/night · Sleeps 8
Waikiki condo w/ ocean & mountain viewsFrom $369/night · Sleeps 4
Renovated 1-Bedroom At The Ilikai Hotel!From $371/night · Sleeps 4
Waikiki Banyan w/ pool, hot tub & lanaiFrom $372/night · Sleeps 4
Waikīkī Shore 404 - Studio Waikīkī Beach ViewFrom $372/night · Sleeps 2
Ocean & Diamond Head View Condo at Waikiki+ParkingFrom $381/night · Sleeps 4
Primo View Beach Condo w/Washer/Dryer, Free WiFi, Kitchen – Waikīkī Shore #716From $387/night · Sleeps 4
11th Floor 2 Bedroom Sans Souci condo w/ incredible bay viewsFrom $396/night · Sleeps 4
Kaimana Surf Luxe by Gather: Beachfront 1BR w/ A/C, Views & DiningFrom $412/night · Sleeps 5
Dreamy Beachfront Home (Car Available)From $413/night · Sleeps 4
Waikiki Shore 1216From $432/night · Sleeps 4
From $192/night
Monthly Discovery Bay 3717 Mountain/City Views 2 Bd 1Ba 2 Queen Beds
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
PANORAMIC MOUNTAIN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities,...
From $198/night
Fresh 1 Bedroom with Parking at Waikiki Banyan!!
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Freshly Furnished One Bedroom Unit at the Waikiki Banyan with Peakaboo Diamond Head Views! One Free PARKING already included (max 6`), Bedroom with 1...
From $198/night
Ilikai 1 Bedroom City Views, minutes to the Beach!
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
This spacious 7th floor unit at the Ilikai Hotel offers comforts of home while on vacation. Relax on the cooler side of the building and enjoy the...
From $199/night
Stylish Waikiki 1 Bedroom Gem with Parking
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
30-Day Rental Only!Kick back, relax in this stylish, newly remodeled space in quiet Waikiki. Charming 1-bedroom apartment featuring fully-equipped...
From $203/night
Uncle Richard's Waikiki Beach Studio w/Parking
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Soak up the island vibes from this bright, breezy studio just a short stroll from Waikiki Beach. Nestled among vibrant shops, local eateries, and...
From $204/night
Foster Tower Ocean Front One Bedroom w/direct Ocean Views
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Embrace the aloha spirit in this beautifully appointed one-bedroom retreat. Featuring tasteful décor and modern conveniences, this unit provides a...
From $207/night
2 Double Beds Room, Hilton Waikiki, Walk to Waikiki Beach, Rooftop Pool
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Steps from Waikiki Beach at 2330 Kuhio Avenue in the heart of Honolulu, Hilton Garden Inn Waikiki Beach offers a rooftop pool, sundeck, TR Fire...
From $220/night
Discovery Bay-Resolution Ocean View Condo
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Oceanview 1 Bedroom, 1 Bathroom Sleeps Up to 4 Condo DescriptionLooking to travel to the island for business or extended vacation? This large newly...
From $222/night
Waikiki Sunset lovers Sleeps 4 with Free parking + Pool + 1Blk to beach
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
We are located in the heart of Waikiki, 5 min walk to the beach where you can make the most of the water adventures from swimming, kayaking,...
From $227/night
Be at the center of action while enjoying a beautifully upgraded studio with top quality finishes
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Be in the center of all the action while enjoying a beautifully remodeled studio with top quality appliances, and large bathroom with double-headed...
From $242/night
Spectacular Urban Location - A Peaceful Surrender in Waikiki
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
This cozy room is perfect for couples or solo travelers looking for a comfortable and convenient stay in the heart of Waikiki. With a fully equipped...
From $247/night
Breathtaking Studio Ocean Views! Pool! Beach!
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Wake up to stunning ocean views from the moment you step into this beautifully designed high-floor apartment. Perfect for honeymoons, romantic...
From $250/night
Luxury 2 bedroom in Waikiki!
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Welcome! We hope you enjoy the newly renovated and spacious 2 bedroom/2 bathroom. This high-floor unit has an amazing wrap-up lanai deck featuring...
From $265/night
Privately-owned 1 bdrm/2 bath suite in Imperial Resort Waikiki. Enjoy amenities & beach.
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Experience resort living in privately-owned suite at Imperial Resort, in Waikiki core on Beach Walk. We are steps to beach, shopping and dining.This...
From $269/night
LUXURY Condo!! One Ala Moana Large 1 bedroom 1 bath, 877 Sf
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Location: Come experience the very best of island living at One Ala Moana, steps away from Ala Moana Shopping Center. Minutes to Waikiki,...
From $277/night
Quaint Studio in Heart of Waikiki
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
With its outstanding location in the heart of Waikiki, this studio apartment offers a comfortable and convenient stay. Be steps away from the ocean,...
From $281/night
King Bedroom Beachfront Sans Souci 1104
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
You'll find bicycles, golfing, and more on site at this beach apartment. There's convenient covered onsite parking, so you can leave your vehicle...
From $282/night
Luxurious 2-Bedroom Retreat in the Heart of Waikiki.
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Waikiki Landmark Unit 2901. Escape to paradise in this spacious and luxurious 2-bedroom, 2.5-bathroom condo at Waikiki Landmark, Unit 2901. Located...
From $297/night
Stunning Home w/Ocean-Mountain Views in East Oahu Serene Family Vacation
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property...
From $306/night
NEW! 2BR/2BA Tropical Paradise in the HEART of Waikiki - Foster Tower
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
NEW ON THE MARKET!We welcome you to our Aloha HOME! Soak in Paradise in this pristine, luxurious 20th floor suite with panoramic ocean and mountain...
From $314/night
Masterfully Renovated Ocean View Unit in Waikiki
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
One of our best listings! Bright and Light One Bedroom, One Bathroom at the Waikiki Banyan. Full of natural light during day! This partial Ocean View...
From $332/night
Marina Hawaii Vacations - Best Location In Waikiki! Spacious Studio, Full Kitchen!
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
This condo is located at the Ilikai Marina, on the 13th floor. Enjoy this clean & comfortable studio at an unbeatable location in Waikiki; centrally...
From $334/night
Ohana Kai: Modern Water Front Condo w/Gorgeous Views, A/C, Yard, & Shared Pool
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Ohana Kai offers the rare chance to stay directly along the tranquil waters of Hawaii Kai’s marina, blending the ease of island living with the...
From $369/night
Waikiki condo w/ ocean & mountain views
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Summary:Welcome to your ocean-view escape on the 32nd floor of Waikiki Banyan, Tower 1.- Ocean & Diamond Head views from living area, bedroom &...
From $371/night
Renovated 1-Bedroom At The Ilikai Hotel!
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
*Construction Update: The building is undergoing spall repair and exterior painting. You may hear intermittent noise during working hours of Monday...
From $372/night
Waikiki Banyan w/ pool, hot tub & lanai
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Summary:Welcome to your 30th-floor Waikiki escape at Waikiki Banyan- Lanai w/ Mountain & city views - Shared pool, 3 hot tubs & sauna- 1 block from...
From $372/night
Waikīkī Shore 404 - Studio Waikīkī Beach View
HONOLULU, Hawaii
★★★★★ 10.0/10 · 1 reviews
Castle Waikīkī Shore Unit 404 offers all the comforts of home on your Hawaii vacation: a fully equipped kitchen, air conditioning, WiFi, mounted flat...
From $381/night
Ocean & Diamond Head View Condo at Waikiki+Parking
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Summary:Welcome to your Waikiki escape in Tower 1 of Waikiki Banyan - high-floor views, a private lanai, and the beach just one block away.- Ocean,...
From $387/night
Primo View Beach Condo w/Washer/Dryer, Free WiFi, Kitchen – Waikīkī Shore #716
HONOLULU, Hawaii
★★★★★ 10.0/10 · 1 reviews
This deluxe one-bedroom one-bathroom suite offers wonderful views of Waikiki beach and Pacific Ocean from the furnished lanai. This unit has a...
From $396/night
11th Floor 2 Bedroom Sans Souci condo w/ incredible bay views
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Luxurious Monthly Rental Property:Relax in the comfort of this high floor Sans Souci condo with stunning ocean and bay views.Condo Features:2 King...
From $412/night
Kaimana Surf Luxe by Gather: Beachfront 1BR w/ A/C, Views & Dining
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
Welcome to Kaimana Surf Luxe by Gather, a modern oceanfront one-bedroom condo perched above the golden sands of Kaimana Beach in Honolulu. Designed...
From $413/night
Dreamy Beachfront Home (Car Available)
Honolulu, Hawaii
★★★★★ 10.0/10 · 1 reviews
🌺 Aloha! Welcome to our happy place! 🌺🌊 Newly Remodeled Coastal Retreat, with Floor-to-Ceiling Ocean View 🌊Welcome to our beach house, where every...
From $432/night
Waikiki Shore 1216
HONOLULU, Hawaii
★★★★★ 10.0/10 · 1 reviews
Updated in 2014, this deluxe one-bedroom one-bathroom suite with Pacific Ocean views has modern features that beach-goers will love! This bright and...