Oceanfront Corner unit Condo, Hawaiian PrincessFrom $285/night · Sleeps 4
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
Oceanfront Corner unit Condo, Hawaiian PrincessFrom $285/night · Sleeps 4
Makaha on the Beach-Back in Time =Direct Oceanfront & CoveFrom $297/night · Sleeps 8
Paradise Found at Hawaiian Princess, Makaha!From $333/night · Sleeps 4
16P - Permitted penthouse end unit at the Hawaiian Princess - best view on OahuFrom $395/night · Sleeps 4
@ Marbella Lane - 2 master suites | MT+Ocean ViewsFrom $313/night · Sleeps 10
Ocean View Home Near the Beach and the Golf Course in Secure Gated CommunityFrom $404/night · Sleeps 8
A Gem btw Mountain & OceanFrom $159/night · Sleeps 2
@ Marbella Lane - Mesmerizing Ocean + MT ViewsFrom $340/night · Sleeps 8
Makaha Valley Towers 1 BR - Very Scenic and newly renovated!From $129/night · Sleeps 4
Ocean-Sunset Views Home in Gated Makaha Community w/Great amenitiesFrom $836/night · Sleeps 8
Stunning Makaha Condo w/ Pool Access + Ocean View!From $326/night · Sleeps 6
Stunning Ocean /Mountain Views in Luxury Million$ Homes w/ Ping Pong, Air HockeyFrom $583/night · Sleeps 10
'Olu'olu by AvantStay | Single-Story Home by OceanFrom $521/night · Sleeps 8
Makaha Hideaway by AvantStay | 10 Minutes to BeachFrom $402/night · Sleeps 8
Kalo Homes - Ocean View EscapeFrom $553/night · Sleeps 9
Ocean Escape by AvantStay | Ocean Views | White Sandy Beaches | Brand New HomeFrom $412/night · Sleeps 8
New home. Stunning ocean and mountain views. 5 Minutes from the beachFrom $499/night · Sleeps 6
Experience Authentic Hawaii on Oahu's West Side! 5 Minutes to the Beach!From $148/night · Sleeps 4
Cozy Beach front condo in MakahaFrom $198/night · Sleeps 4
Real Affordable Luxury~1250 s.f Beauty~ Big Beachfront End UnitFrom $300/night · Sleeps 4
Direct Oceanfront. Tranquility and Seclusion ~ Best Oceanfront Value!From $315/night · Sleeps 10
Oahu's Secret Hideaway, A Paradise For TwoFrom $87/night · Sleeps 2
Luxurious Guest home w/Swimming Pool Just Steps away from the Ocean/Beach.From $376/night · Sleeps 4
Secluded Luxury At The Beach!From $190/night · Sleeps 3
@ML Ocean view, Golf, Gazebo and BBQ, we have all!From $408/night · Sleeps 10
@ Marbella Lane - Stylish House + Impressive ViewsFrom $889/night · Sleeps 10
Welcome to Nalani, which means “The Heavens” License# 840291500050, 2026-STR-465From $450/night · Sleeps 8
@ Marbella Lane - Serene & Lovely MT + Ocean ViewsFrom $340/night · Sleeps 8
Hidden Island GetawayFrom $172/night · Sleeps 4
Makaha Beach Front Luxury Bamboo Compound ResortFrom $642/night · Sleeps 6
Pakele Oahu by AvantStay | 5 Min to Makaha BeachFrom $360/night · Sleeps 8
New 4br home 5 min from the beach-Paradise escapeFrom $380/night · Sleeps 12
Majestic Mountain Studio RetreatFrom $218/night · Sleeps 2
From $285/night
Oceanfront Corner unit Condo, Hawaiian Princess
Waianae, Hawaii
★★★★★ 9.8/10 · 114 reviews
The Hawaiian Princess is a condominium complex located 30 miles from the airport and about 45 minutes from the crowds of Waikiki .This Slice of...
From $297/night
Makaha on the Beach-Back in Time =Direct Oceanfront & Cove
Waianae, Hawaii
★★★★★ 9.8/10 · 76 reviews
Only 2 openings in 2026, August, September, available 30 night minimum2027- sold out2028- 2 openings July 15th- August 23rd & October 2029- 2...
From $333/night
Paradise Found at Hawaiian Princess, Makaha!
Waianae, Hawaii
★★★★★ 9.8/10 · 69 reviews
Aloha! If you're looking for an authentic Hawaiian experience, stunning beaches, local eateries, and a peaceful atmosphere far from the Waikiki...
From $395/night
16P - Permitted penthouse end unit at the Hawaiian Princess - best view on Oahu
Waianae, Hawaii
★★★★★ 9.8/10 · 64 reviews
Hawaiian Princess 1 bedroom, 1 1/2 bath end unit penthouse. There is no better ocean/beach view on the westside of the island than from the lanai of...
From $313/night
@ Marbella Lane - 2 master suites | MT+Ocean Views
Waianae, Hawaii
★★★★★ 9.8/10 · 40 reviews
Summary:Make beautiful memories in this spacious 4 BR home with 2 master suites, located in a gated community with 24 hours security. It is within...
From $404/night
Ocean View Home Near the Beach and the Golf Course in Secure Gated Community
Waianae, Hawaii
★★★★★ 9.8/10 · 38 reviews
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Newly built...
From $159/night
A Gem btw Mountain & Ocean
Waianae, Hawaii
★★★★★ 9.8/10 · 24 reviews
Refresh Your Soul: A Hawaiian Gem Between Mountain & OceanLift your eyes to the mountains and the sea! We invite you to find your peace in our...
From $340/night
@ Marbella Lane - Mesmerizing Ocean + MT Views
Waianae, Hawaii
★★★★★ 9.8/10 · 20 reviews
Summary:Welcome to this vibrant 3-bedroom home, conveniently located in a gated private community in the heart of the Makaha Valley. This is truly a...
From $129/night
Makaha Valley Towers 1 BR - Very Scenic and newly renovated!
Waianae, Hawaii
★★★★★ 9.8/10 · 19 reviews
We have a fabulous one bedroom apartment for rent in Hawaii by the month. The apartment is on the Island of Oahu on the west side about an hours...
From $836/night
Ocean-Sunset Views Home in Gated Makaha Community w/Great amenities
Waianae, Hawaii
★★★★★ 9.8/10 · 18 reviews
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Important Note:...
From $326/night
Stunning Makaha Condo w/ Pool Access + Ocean View!
Waianae, Hawaii
★★★★★ 9.8/10 · 16 reviews
Get the most out of your next stop in Oʻahu when you book this incredible Makaha vacation rental! With on-site beach access, a resort-style pool and...
From $583/night
Stunning Ocean /Mountain Views in Luxury Million$ Homes w/ Ping Pong, Air Hockey
Waianae, Hawaii
★★★★★ 9.8/10 · 16 reviews
Feel the warmth of the Ohana spirit as you gather with family and friends in this stunning and yet affordable 4-bedroom, 2.5-bathroom paradise,...
From $521/night
'Olu'olu by AvantStay | Single-Story Home by Ocean
Waianae, Hawaii
★★★★★ 9.8/10 · 13 reviews
Kick back in the heart of Makaha Valley at 'Olu'olu, a 3BR retreat that puts you 6 minutes from the beaches of Oahu. With a stunning view of tropical...
From $402/night
Makaha Hideaway by AvantStay | 10 Minutes to Beach
Waianae, Hawaii
★★★★★ 9.8/10 · 10 reviews
Kick back in the heart of Makaha Valley at Makaha Hideaway, a 3BR retreat that puts you 10 minutes from the beaches of Oahu. With tropical mountain...
From $553/night
Kalo Homes - Ocean View Escape
Waianae, Hawaii
★★★★★ 9.8/10 · 10 reviews
Set on the west side of Oahu in the gated community of Mauna Olu Estates, this newly built 4-bedroom home offers a generous 1,700 square feet of...
From $412/night
Ocean Escape by AvantStay | Ocean Views | White Sandy Beaches | Brand New Home
Waianae, Hawaii
★★★★★ 9.8/10 · 9 reviews
Indulge in the Unmatched Beauty of Contemporary Luxury at Ocean Escape — A Brand-New Retreat!Discover the newly constructed, unparalleled, modern,...
From $499/night
New home. Stunning ocean and mountain views. 5 Minutes from the beach
Waianae, Hawaii
★★★★★ 9.8/10 · 9 reviews
Cozy and serene, Maluhia House offers the ideal Hawaiian vacation spot away from the crowds of Honolulu and Waikiki.It is surrounded on 3 sides by...
From $148/night
Experience Authentic Hawaii on Oahu's West Side! 5 Minutes to the Beach!
Waianae, Hawaii
★★★★★ 9.8/10 · 8 reviews
ABOUT OUR CONDO: This is a beautiful 2 bedroom, 1 bath condo with vaulted ceilings and two separate lanais, a unique feature in the complex. Located...
From $198/night
Cozy Beach front condo in Makaha
Waianae, Hawaii
★★★★★ 9.6/10 · 180 reviews
INCREDIBLE BEACH FRONT CONDO!NUC No: 90/TVU-0206One of the best accommodation bargains on Oahu!Makaha Cabanas are located on the best white sand...
From $300/night
Real Affordable Luxury~1250 s.f Beauty~ Big Beachfront End Unit
WAIANAE, Hawaii
★★★★★ 9.6/10 · 159 reviews
This is a Beautiful and Spacious apartment in a truly unique location on Oahu...An uncrowded stunning beach on the Sunny/Dry Leeward side of the...
From $315/night
Direct Oceanfront. Tranquility and Seclusion ~ Best Oceanfront Value!
Waianae, Hawaii
★★★★★ 9.6/10 · 123 reviews
30 DAY MINIMUM RENTALPrivate oceanfront house located on Oahu's West (Waianae) Coast near Makaha Surfing Beach. Enjoy the deep-blue ocean and great...
From $87/night
Oahu's Secret Hideaway, A Paradise For Two
Waianae, Hawaii
★★★★★ 9.6/10 · 47 reviews
Over 500 sq. Ft. Of living space, with a complete, well equipped kitchen, a comfortable entertainment center, a romantic dining area overlooking the...
From $376/night
Luxurious Guest home w/Swimming Pool Just Steps away from the Ocean/Beach.
Waianae, Hawaii
★★★★★ 9.6/10 · 42 reviews
Welcome to this exquisite Japanese-inspired retreat, a sanctuary of elegance and tranquility. This luxurious guest house seamlessly merges...
From $190/night
Secluded Luxury At The Beach!
Waianae, Hawaii
★★★★★ 9.6/10 · 35 reviews
Aloha! This spectacular one-bedroom apartment is located direct ocean front with panoramic mountain and ocean views from sunrise to sunset. On the...
From $408/night
@ML Ocean view, Golf, Gazebo and BBQ, we have all!
Waianae, Hawaii
★★★★★ 9.6/10 · 29 reviews
Summary:Welcome to your tropical paradise getaway! Cul-de-Sac location, this new home offers breathtaking ocean & mountain views, modern lighting...
From $889/night
@ Marbella Lane - Stylish House + Impressive Views
Waianae, Hawaii
★★★★★ 9.6/10 · 28 reviews
Summary:Welcome to your tropical paradise in the heart of the Makaha Valley. This stylish vacation home offers the perfect retreat for you and your...
From $450/night
Welcome to Nalani, which means “The Heavens” License# 840291500050, 2026-STR-465
Waianae, Hawaii
★★★★★ 9.6/10 · 27 reviews
Surrounded by magical mountains that turn into mesmerizing waterfalls and beautiful ocean vistas. Our amazing house boasts gorgeous views from every...
From $340/night
@ Marbella Lane - Serene & Lovely MT + Ocean Views
Waianae, Hawaii
★★★★★ 9.6/10 · 24 reviews
Summary:Indulge in relaxation and rejuvenation as you take in the breathtaking ocean and mountain views from the living area windows of this peaceful...
From $172/night
Hidden Island Getaway
Waianae, Hawaii
★★★★★ 9.6/10 · 18 reviews
Hidden gem awaits your arrival. Newly renovated condo just minutes from one of Oahu’s many beautiful beaches, Makaha Beach. A welcoming family...
From $642/night
Makaha Beach Front Luxury Bamboo Compound Resort
Waianae, Hawaii
★★★★★ 9.6/10 · 15 reviews
Take the country road out to West Makaha's Crystal Blue Waters. Feel the ocean breezes where Bethany Hamilton's soul surfer movie was filmed in the...
From $360/night
Pakele Oahu by AvantStay | 5 Min to Makaha Beach
Waianae, Hawaii
★★★★★ 9.6/10 · 10 reviews
Welcome to Pakele Oahu, your dream getaway in Makaha Valley! Step into this former developer's model home, a haven of comfort and style. Immerse...
From $380/night
New 4br home 5 min from the beach-Paradise escape
Waianae, Hawaii
★★★★★ 9.6/10 · 8 reviews
Relax at this cozy and luxurious 4 bedroom, 2.5 bath newly built house in a 24-hour gated community. Take in the fresh air and the lush mountain view...
From $218/night
Majestic Mountain Studio Retreat
Waianae, Hawaii
★★★★★ 9.6/10 · 7 reviews
Imagine vacationing in a brand new studio set in a peaceful valley. You're surrounded by Ka’ala & Waianae mountains, towering palms, mango trees,...