
Holiday rentals with a pool in Waikiki
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Waikiki
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

32nd Floor Penthouse. 3min walk to Waikiki Beach
Welcome to HaleHinano Penthouse, Waikiki Beach. Enjoy this rarely find 1BR Penthouse on the 32nd floor with panoramic ocean views of the crisp Hawaiian waters. This condo is fully renovated with modern furnishings and decor. Just a few steps away, you’ll be at beach fronts of Waikiki beach. You’ll be surrounded with local favorite fine dining, shopping plazas. -In unit washer and dryer. -Top roof Pool, Jacuzzi, BBQ -3 min walk to the Waikiki beach. -$35/day parking attached to the building.

Oceanfront Paradise (Car & Parking Available)
* Aloha! Welcome to our beachfront home with a unique design! * Enjoy incredible ocean views, a spacious lanai, a full kitchen, and modern amenities. Sip your morning coffee while watching the ocean, sailboats, surfers, or even whales. You can also watch fireworks directly from the lanai every Friday! The condo is right on Waikiki Beach. Just a short walk to the beaches, restaurants, bars, shopping centers, and more. Hawaii is our happy place. I hope it can bring you some happiness too. :-)

Ocean View Sunset, Free Parking, Pool, 5m to Beach
Aloha and welcome to one of the most amazing complete remodels you will find in Waikiki - completed end of 2022. This one-of-a-kind 1 bedroom with free 1 parking stall, pool and gym boasts spectacular ocean & Diamond Head views and is only 0.2 miles (5 min walk) from Waikiki Beach and closer to endless restaurants, shopping & so much more. We would love to have you stay with us and create memories in this truly magical place that is centrally-located, well appointed, and with fabulous views!

Panoramic Ocean View/ Full Kitchen/2603A
Your dream Waikiki getaway begins here! Enjoy panoramic views from our 26th-floor studio in the Hawaiian Monarch, featuring a king bed and views of the ocean, canal, and Diamond Head. The condo is remodeled with new amenities, including a kitchen, A/C, WiFi, and a flat-screen smart TV. After a day exploring O'ahu, unwind in comfort with ocean, sunset, and sunrise views. Just a short walk to the beach, shopping, restaurants, and more—this is your perfect vacation, and we can’t wait to host you!

42FL-Beautiful High-FL Studio w/Ocean & City Views
A stunning island retreat that is sure to take your breath away! This newly renovated king studio is located on the 42nd floor in the heart of central Waikiki. Boasting partial ocean views and an unparalleled vista of the entire Waikiki skyline. This is truly a one-of-a-kind experience that is perfect for couples celebrating a special occasion or small groups looking to make unforgettable memories. With all the necessary amenities, you will feel right at home in this beautiful island paradise.

38th FLR- Luxe King Boutique Studio 1000 Cranes
Welcome to our luxurious Hawaiian retreat on the stunning island of Oahu. This beautifully-appointed Airbnb offers an unforgettable vacation experience in one of the most sought-after destinations in the world. Located in a prime location on the island, our Airbnb boasts breathtaking ocean views, pristine beaches, and a wealth of local attractions and activities. The property features exquisite furnishings, upscale amenities, and elegant touches that create a serene and relaxing ambiance.

Ilikai Ocean Front Condo w/ balcony & ocean view
Experience the best of Waikiki from this beautifully high-floor suite at Ilikai Hotel. Enjoy sweeping views of the ocean and marina right from your lanai. Located in oceanfront spot, steps from the beach, the Hilton Hawaiian Village Lagoon, shopping, dining, and all the excitement Waikiki has to offer. Perfect for couples, families or small groups, the suite comfortably sleeps up to 3 guests with a king-size bed and a full-size sofa bed (or a rollaway bed available for your convenience).

Waikiki Ocean & Sunset View Condo-free parking
Welcome to the pearl of Waikiki. Situated at the world famous the Ilikai Hotel. This charming and spacious studio condo has everything you need within a walking distance of Waikiki. Restaurants with many kinds of food , convenient stores, banks and bus stops. *Free parking ($45/night value) 10 minutes walk from Ala Moana mall (biggest outdoor mall in the U.S.A), and just steps away from Hilton lagoon (Duke Kahanamoku ) **Legally permitted STR GET-068-001-7920-01 TA-068-001-7920-02

Floor-to-Ceiling Oceanfront Home (Car Available)
* Aloha! Welcome to the happiest place in the world. * Featuring a direct ocean view from an entire wall of windows, where you can see the ocean, beach, lagoon, surfers, whales, sunsets, and more. This beachfront home is within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls, and more. Every time I come to Hawaii, I am so happy. I hope our place can bring you some happiness too. :-)

Amazing Waikiki Beach Views!!
Perfect vacation getaway, with amazing views of Waikiki Beach and Lagoon!! Best location, walking distance to many points of interest, Ala Moana Mall/Designer stores and many restaurants! Enjoy visiting Oahu - there's sightseeing, swimming, hiking, surfing or shopping etc! Enjoy watching the fireworks every Friday nights from the patio, sponsored by Hilton Hawaiian Village! Hotel pool is also available for our guests. Also accepting long term stays at special rates.

$20 Parking! Cute Waikiki studio with Work space
*Aloha! Welcome to the cutest studio in Waikiki!* This is a fully remodeled cute studio with kitchenette in the Hawaiian Monarch. Where everything is walking distance away. Featuring the best Boho style interior design, diamond head and river view, south facing big window, standing desk with monitor and keyboard, 100Mbps wifi speed and projector for 80 inch screen size! NEVER TOO SMALL to have the best stay in Honolulu Update on May 2025, *CHEAP PARKING! And new AC!

Oceanfront Home (Beautiful Sunset View Every Day)
* Aloha! Welcome to our happy place with amazing sunset every day! * If you are looking for wide open ocean and sunset views directly from your balcony/lanai, this is it! You are within minutes of walking distance to almost everything - beaches, restaurants, bars, surfing lessons, boat tours, grocery stores, shopping malls, and more. Our spacious bedroom, full kitchen, and freshly updated bathroom will make you feel just like home. Welcome to our little paradise!
Popular amenities for Waikiki rentals with a pool
House rentals with a pool

Waikiki Gem, Stunning Ocean View, Parking Included

Beautiful Grand Islander by Hilton- 1BD

Special! Hilton Grand Islander- 2bd Aloha

Royal Garden Waikiki - Ocean View

Downtown Honolulu/great views!

4/5BR Home! + Options Near Waikiki | 10 min Drive

Honolulu Oasis for your Hawaiian retreat

Ocean Views-Gorgeous Reno! 44th
Apartment rentals with a pool

26F-Gorgeous Double Queen Studio-Waikiki Beach!

Gorgeous Boutique Studio in Central Waikiki~

Ocean view high floor studio

41FL-Elegant High-FL Studio w/Ocean & City Views

36th floor Waikiki condo for 2 - walk to the beach

#2002 Oceanfront 2BR/2BA w/ Pool, Gym & Free Valet

Ocean/Sunset view Waikiki studio 38th FL

Renovated Cozy Home
Other holiday rentals with a pool

Beautiful OceanView&Sunset @IlikaiResort w/Parking

Penthouse Upscale Oceanview King Studio Near Beach

20F-High Floor Ocean View-Ilikai-1BR-Waikiki Beach

Skyline Views | Modern Studio by Waikiki Beach

37F-Ultra Upscale Ocean View-Modern 1BR W/Parking!

34FL-Upscale Mountain View 1BR-Waikiki w/Parking

*Newly Remodeled - Ocean & Diamond Head View

*The Maeva* Upscale with Views and Free Parking
When is the best time to visit Waikiki?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $229 SGD | $228 SGD | $219 SGD | $215 SGD | $214 SGD | $211 SGD | $219 SGD | $215 SGD | $196 SGD | $204 SGD | $205 SGD | $236 SGD |
| Avg. temp | 23°C | 23°C | 24°C | 25°C | 26°C | 27°C | 28°C | 28°C | 28°C | 27°C | 26°C | 24°C |
Quick stats about holiday rentals with a pool in Waikiki

Total holiday rentals
Explore 3,630 holiday rentals in Waikiki

Nightly prices starting at
Waikiki holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 107,100 verified reviews to help you choose

Family-friendly holiday rentals
870 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 380 rentals that welcome pets

Rentals with dedicated workspaces
1,880 properties have a dedicated workspace

Wifi availability
3,620 of Waikiki holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Waikiki rentals

4.7 Average rating
Waikiki stays receive an average rating of 4.7 out of 5 from guests
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- Waikiki Beach
- Kailua Beach
- Kualoa Ranch
- Waimea Bay Beach
- Lanikai Beach
- Ala Moana Beach Park
- Kepuhi Beach
- Banzai Pipeline
- Honolulu Zoo
- Kapiolani Park Beach
- Hanauma Bay Nature Preserve
- Mākua Beach
- Bishop Museum
- Waimea Valley
- Wet 'n' Wild Hawaii
- Kailua Beach Park
- University of Hawaiʻi at Mānoa
- Lanikai Pillbox Hike
- Waimea Bay Beach
- Pyramid Rock Beach
- Kalama Beach Park
- Dole Plantation
- Iolani Palace
- Ko Olina Golf Club




