Surfers Dream StudioFrom $126/night · Sleeps 2
Leeward Coast Sunsets
Waianae Vacation Rentals
Why Choose Waianae?
Located on Oahu's sun-soaked leeward coast, Waianae is a small town steeped in local tradition and surrounded by natural beauty. Unlike the resort-lined shores of Waikiki or Ko Olina, Waianae offers an authentic and uncrowded experience for travelers seeking serenity and connection to the land. Expect sunny weather year-round, long stretches of undeveloped shoreline, and a relaxed local vibe.
Nearby Attractions
Just north of Waianae lies Makaha, a haven for surfers and beach lovers. Makaha Beach is one of the island's best surf spots, while Yokohama Bay (Keawa'ula Beach) marks the end of the road with stunning cliffs and postcard sunsets. Hiking trails in the Waianae Mountains also offer panoramic views and local wildlife sightings.
Key Features of Waianae Rentals
- Oceanfront cottages and hillside homes with panoramic views
- Uncrowded beaches ideal for swimming, sunbathing, and surfing
- Pet-friendly and long-term stay options
- Close proximity to hiking trails, tidepools, and cultural sites
- A relaxed, local atmosphere away from tourist hotspots
Right For:
- Couples looking for romantic beachfront privacy
- Families seeking space and natural adventure
- Travelers looking to explore the island's western coastline
Browse our Waianae and Makaha vacation rentals to find your right west side escape. From surfing at Makaha Beach to watching the sunset at Yokohama Bay, your peaceful Oahu adventure starts here.
Rental Listings
Waianae Vacation Rentals Listings
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Waianae Vacation Rentals Map
Surfers Dream StudioFrom $126/night · Sleeps 2
5 Bedroom, 6 Bath Home with Private Pool - Ocean & Mountain ViewsFrom $412/night · Sleeps 10
Hawaii Beach Retreat- Sand, Surf, Pineapples and ParadiseFrom $785/night · Sleeps 12
⛵️Heavenly Hawaii Oceanview 4 BedroomFrom $136/night · Sleeps 5
Family Vacation Home w/Ocean View at Makaha Valley in Secure Gated CommunityFrom $764/night · Sleeps 10
Modern Waianae Home w/ Mountain & Valley ViewFrom $465/night · Sleeps 8
AMAZING Ocean Front Condo!!From $177/night · Sleeps 4
Beautiful condo with amazing view, huge wrap around balcony and designer decor!From $295/night · Sleeps 2
Oceanfront 1-BR Condo in Waianae w/ Sunset ViewsFrom $257/night · Sleeps 4
OUTSTANDING Main Floor Condo - STEP directly onto the BEACH!!From $152/night · Sleeps 4
Beachfront Studio located on the 5th floor overlooking Makaha Beach.From $175/night · Sleeps 2
@Marbella Lane - Paradise Gem w/breathtaking viewsFrom $330/night · Sleeps 10
@ Marbella Lane - 3BR w/ amazing MT & Ocean VistasFrom $340/night · Sleeps 8
Westside Hawaiian Sanctuary- New Home inside gated community.From $618/night · Sleeps 10
Beachfront CondoFrom $243/night · Sleeps 4
Beautiful Ocean & Mountain View Condo w/ Security 24/7From $237/night · Sleeps 4
@ Marbella Lane - Pōmaika'i Ocean Love ParadiseFrom $614/night · Sleeps 10
Ocean & Mountain View Studio in a Resort-Like Complex. Makaha Valley, West OahuFrom $212/night · Sleeps 3
Stargazing Mountainside Cottage by Pristine BeachesFrom $474/night · Sleeps 8
Kalo Homes ~ Makaha Valley Oasis!From $406/night · Sleeps 8
Beach condo on ground floor. contact for 30 day or more rental discountsFrom $128/night · Sleeps 4
Hawaiian Prinicess one bedroom 90/TVU-0093From $224/night · Sleeps 4
Elite Condo with Spectacular VIEWS ❤️From $125/night · Sleeps 3
Hawaii Studio directly across the street from the Ocean in the west side!From $144/night · Sleeps 6
@ML Ocean view, Golf, Gazebo and BBQ, we have all!From $674/night · Sleeps 10
Panoramic Ocean Views with Direct Beachfront Access + Pool & Hot TubFrom $225/night · Sleeps 2
Hawaiian Princess Beachfront Condo at MakahaFrom $275/night · Sleeps 4
@ Marbella Lane | Hale Laʻi Serene Luxury 3BR HomeFrom $442/night · Sleeps 8
★Villa Aloha · 4 Bed+Pool · spa · Sleeps 10 adults 2 kids O‘ahu Top 5 Home★From $390/night · Sleeps 12
Makaha Villa by AvantStay | Mountain + Ocean ViewsFrom $441/night · Sleeps 10
2 King Beds|Beach 6 Min|Gated|Community Pool + GymFrom $510/night · Sleeps 10
Hawaiian Pakele-Ocean View EstateFrom $580/night · Sleeps 8
Kalo Homes - Immersed in AlohaFrom $627/night · Sleeps 8
From $126/night
Surfers Dream Studio
Waianae, Hawaii
★★★★★ 9.4/10 · 216 reviews
SURFERS DREAM! Private Comfortable Studio with private entrance, King Size Bed and comfortable amenities with a private deck and Outdoor Shower. This...
From $412/night
5 Bedroom, 6 Bath Home with Private Pool - Ocean & Mountain Views
Waianae, Hawaii
★★★★★ 9.4/10 · 100 reviews
This property is a legally established dwelling that is rented for periods of 30 consecutive days or more at any one time regardless of actual...
From $785/night
Hawaii Beach Retreat- Sand, Surf, Pineapples and Paradise
Waianae, Hawaii
★★★★★ 9.4/10 · 55 reviews
Welcome / E komo mai,This is your getaway for family or a group of friends looking for a beautiful oceanfront home with amazing surf and sunsets year...
From $136/night
⛵️Heavenly Hawaii Oceanview 4 Bedroom
Waianae, Hawaii
★★★★★ 9.4/10 · 46 reviews
1 month or more booking.HI TA# 175-714-3040-01 HI GE#175-714-3040-0184-687 Ala Mahiku We depend on 5 star reviews so kindly read full description and...
From $764/night
Family Vacation Home w/Ocean View at Makaha Valley in Secure Gated Community
Waianae, Hawaii
★★★★★ 9.4/10 · 22 reviews
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.This locally...
From $465/night
Modern Waianae Home w/ Mountain & Valley View
Waianae, Hawaii
★★★★★ 9.4/10 · 20 reviews
Situated at the foot of the Makaha Mountains, this tropical escape boasts a screensaver-worthy backdrop and a prime location near Oahu's best...
From $177/night
AMAZING Ocean Front Condo!!
Waianae, Hawaii
★★★★★ 9.4/10 · 9 reviews
Welcome to The Makaha Beach Cabanas located on the northwest shores of Oahu! Just 45 minutes from Honolulu International Airport. You will soon see...
From $295/night
Beautiful condo with amazing view, huge wrap around balcony and designer decor!
Waianae, Hawaii
★★★★★ 9.4/10 · 8 reviews
Come enjoy your Hawaii vacation at our beautiful newly remodeled condo. The views are spectacular and the wrap around balcony gives a 360 degree view...
From $257/night
Oceanfront 1-BR Condo in Waianae w/ Sunset Views
Waianae, Hawaii
★★★★★ 9.4/10 · 7 reviews
Escape to this oceanfront 1-bedroom condo at Hawaiian Princess Makaha in Waianae. Ideal for couples seeking a romantic Hawaiian getaway, the unit...
From $152/night
OUTSTANDING Main Floor Condo - STEP directly onto the BEACH!!
Waianae, Hawaii
★★★★★ 9.2/10 · 77 reviews
WELCOME to the Makaha Beach Cabanas located on the northwest shores of Oahu! Our condo is on the Main Floor. No need to even use an elevator - step...
From $175/night
Beachfront Studio located on the 5th floor overlooking Makaha Beach.
Waianae, Hawaii
★★★★★ 9.2/10 · 70 reviews
Beautifully remodeled studio unit that sleeps 2 people. Full kitchen with granite counter tops. Full bathroom with tub/shower. Queen size Murphy wall...
From $330/night
@Marbella Lane - Paradise Gem w/breathtaking views
Waianae, Hawaii
★★★★★ 9.2/10 · 18 reviews
Summary:Discover tranquility in this charming house of 4 bedrooms within a secure gated community, nestled in the captivating Makaha Valley. Ideal...
From $340/night
@ Marbella Lane - 3BR w/ amazing MT & Ocean Vistas
Waianae, Hawaii
★★★★★ 9.2/10 · 18 reviews
Summary:Make your stay memorable in this stylishly designed 3-bedroom home, situated in a gated community in the heart of the Makaha Valley. This...
From $618/night
Westside Hawaiian Sanctuary- New Home inside gated community.
Waianae, Hawaii
★★★★★ 9.2/10 · 17 reviews
Legal STR license # 2026-STR-221. This property is a legal STR and will not be cancelled due to non-compliance. Please be cautious when booking other...
From $243/night
Beachfront Condo
Waianae, Hawaii
★★★★★ 9.2/10 · 11 reviews
Beautiful updated beachfront condo on low traffic beach. Away from the touristy Honolulu, but close to nice lagoons and bays for swimming. 20 minutes...
From $237/night
Beautiful Ocean & Mountain View Condo w/ Security 24/7
Waianae, Hawaii
★★★★★ 9.0/10 · 17 reviews
Makaha Valley Towers gives you the feel of a 5-Star Resort. This beautiful space is private, breezy, and so comfortable. The views are spectacular,...
From $614/night
@ Marbella Lane - Pōmaika'i Ocean Love Paradise
Waianae, Hawaii
★★★★★ 9.0/10 · 13 reviews
Summary:Step into this enchanting 4-Bedroom sanctuary, nestled within a gated community in the heart of Makaha Valley. This modern retreat offers the...
From $212/night
Ocean & Mountain View Studio in a Resort-Like Complex. Makaha Valley, West Oahu
Waianae, Hawaii
★★★★★ 9.0/10 · 11 reviews
Aloha,Welcome to stunning ocean views of Makaha Beach set against the backdrop of the Waianae mountain range. Waterfalls can be seen from around the...
From $474/night
Stargazing Mountainside Cottage by Pristine Beaches
Waianae, Hawaii
★★★★★ 9.0/10 · 9 reviews
This beautiful, breezy, and quiet cottage in the stunning Makaha Valley offers a wonderful opportunity for you to immerse in Hawaii's peaceful...
From $406/night
Kalo Homes ~ Makaha Valley Oasis!
Waianae, Hawaii
★★★★★ 9.0/10 · 6 reviews
Tucked into the lush, mountain-ringed privacy of Mauna Olu Estates, this single-level home is a true escape on Oahu`s west side. The gated community...
From $128/night
Beach condo on ground floor. contact for 30 day or more rental discounts
Waianae, Hawaii
★★★★★ 8.6/10 · 46 reviews
workcations/staycations welcomed. message for special rates- fees normally 125 a night. special promotion $95.00 a night. Enjoy the island from your...
From $224/night
Hawaiian Prinicess one bedroom 90/TVU-0093
Waianae, Hawaii
★★★★★ 8.4/10 · 49 reviews
Aloha! Welcome to the West side of Oahu where the sunsets are amazing and the beaches are serene! This newly furnished one bedroom one bath condo is...
From $125/night
Elite Condo with Spectacular VIEWS ❤️
Waianae, Hawaii
★★★★★ 7.8/10 · 123 reviews
Newly Remodeled condo with all new furniture and decorating! This condo is situated in one of the most beautiful Vallys in the world, Makaha Valley....
From $144/night
Hawaii Studio directly across the street from the Ocean in the west side!
Waianae, Hawaii
★★★★★ 6.0/10 · 1 reviews
On the westernmost part of Oahu (the Leeward side) is the Waianae Coast. The beauty of Waianae is in the people, the stories, its deep Hawaiian...
From $674/night
@ML Ocean view, Golf, Gazebo and BBQ, we have all!
Waianae, Hawaii
★★★★★ 8.0/10 · 1 reviews
Summary:Welcome to your tropical paradise getaway Cul-de-Sac location this new home offers breathtaking ocean mountain views modern lighting fixtures...
From $225/night
Panoramic Ocean Views with Direct Beachfront Access + Pool & Hot Tub
Waianae, Hawaii
★★★★★ 7 reviews
Our home is a quiet, stunning sanctuary located in Mākaha on Oahu’s rural West Side. This home is PERFECT for you if:- You want to escape the crowds...
From $275/night
Hawaiian Princess Beachfront Condo at Makaha
Waianae, Hawaii
★★★★★ 5 reviews
Secluded beach, the Pacific surf, beautiful sunsets, mountains, whales, turtles... Enjoy them all from your private, covered lanai. Swim in the salt...
From $442/night
@ Marbella Lane | Hale Laʻi Serene Luxury 3BR Home
Waianae, Hawaii
★★★★★ 5 reviews
Summary:Welcome to a serene luxury retreat designed for comfort, beauty, and relaxation. This beautifully appointed Hawaiian home features refined...
From $390/night
★Villa Aloha · 4 Bed+Pool · spa · Sleeps 10 adults 2 kids O‘ahu Top 5 Home★
Waianae, Hawaii
★★★★★ 3 reviews
Welcome to Villa Aloha—your tropical retreat in beautiful Makaha Valley! This 4-bedroom home sleeps up to 10 adults, 2 kids, and offers resort-style...
From $441/night
Makaha Villa by AvantStay | Mountain + Ocean Views
Waianae, Hawaii
★★★★★ 3 reviews
Makaha Villa is your Oahu haven perched in a prestigious gated enclave within the scenic Makaha Valley. This sunny home boasts four bedrooms, a...
From $510/night
2 King Beds|Beach 6 Min|Gated|Community Pool + Gym
Waianae, Hawaii
★★★★★ 2 reviews
Family-Friendly Island Home in Gated Community – Close to Makaha BeachBring the whole family and unwind in this spacious, coastal-style Hawaiian home...
From $580/night
Hawaiian Pakele-Ocean View Estate
Waianae, Hawaii
★★★★★ 2 reviews
Aloha and welcome to our home!! Newly built and luxuriously appointed, this beautiful 3 bedroom and 2.5 bathroom house is the ideal spot on the west...
From $627/night
Kalo Homes - Immersed in Aloha
Waianae, Hawaii
★★★★★ 2 reviews
Escape to this stunning perimeter home with a true resort feel—featuring ocean views from nearly every room. Nestled in a 24-hour secured, gated...