Turtle Bay Fairway Condo - Kuilima Estates EastFrom $970/night · Sleeps 8
Surf Towns and Sunset Beaches
North Shore Vacation Rentals
Explore North Shore Oahu Vacation Rentals – Surf, Stay, and Unwind
The North Shore of Oahu is known for its world-famous surf spots, breathtaking coastline, and relaxed local vibe. It's a haven for travelers seeking a more authentic, scenic side of the island. Our North Shore vacation rentals span from the luxurious Turtle Bay area to the laid-back towns of Haleiwa, Pupukea, and Waialua - each offering something unique for every type of guest.
Turtle Bay Resort condos offer upscale comfort with access to golf courses, pools, beaches, and resort amenities. Just minutes away, you'll find oceanfront homes in Haleiwa and surf-friendly bungalows near Pipeline and Sunset Beach - ideal for wave chasers and beach lovers alike.
Top Areas to Stay on the North Shore of Oahu
- Turtle Bay: Golf-side villas and gated condos near beaches and resort dining
- Haleiwa: Historic town with beach cottages and local surf charm
- Sunset Beach & Pipeline: Oceanfront homes steps from legendary surf breaks
- Waimea Bay: Scenic rentals near swimming coves and hiking trails
- Laie & Kahuku: Family-friendly options near Polynesian Cultural Center
North Shore Oahu Vacation Rental Highlights
- Private homes, condos, and beachfront villas with full kitchens and lanais
- Free parking, Wi-Fi, air conditioning, and in-unit washer/dryers
- Walking distance to beaches, hiking trails, food trucks, and surf spots
- Pet-friendly and family-friendly options with flexible stay lengths
- Ideal for extended stays, romantic getaways, or group adventures
Why Choose the North Shore Over Waikiki
- Less crowded beaches and more natural beauty
- Authentic Hawaiian culture and slower pace
- Access to the island's best surf, snorkeling, and horseback riding
- Unique shops, local markets, and scenic driving routes
Whether you're visiting for a surf competition, honeymoon, or family getaway, North Shore vacation homes give you space, serenity, and front-row access to one of Oahu's most magical coastlines.
Rental Listings
North Shore Vacation Rentals Listings
Map View · Page 3
North Shore Vacation Rentals Map
Turtle Bay Fairway Condo - Kuilima Estates EastFrom $970/night · Sleeps 8
Beach Front Estate With Guest Cottage Sandy Beach Heated Pool/Spa:Please InquireFrom $1,626/night · Sleeps 8
15 Steps to the Beach! Ground Floor Completely Renovated on the North ShoreFrom $248/night · Sleeps 4
Coastal Living Celebrated-North Shore Beach HouseFrom $732/night · Sleeps 4
Hale Kai - Large Enclosed Lanai - Sleeps 2From $241/night · Sleeps 2
North Shore Condo At Turtle BayFrom $269/night · Sleeps 4
North Shore Beachfront Bliss! Perfect family-sized home on a sandy beachFrom $380/night · Sleeps 6
~New~ Hale Kai at Turtle Bay Golf CourseFrom $683/night · Sleeps 6
Modern Luxury on Spectacular Pipeline BeachFrom $715/night · Sleeps 10
4Bed Beachfront home near PipelineFrom $1,680/night · Sleeps 9
Luxury North Shore Beachfront - contact for details HI requires 1 renter/30 daysFrom $1,550/night · Sleeps 12
Spacious Beachfront 6-bedroom on Breathtaking Sunset BeachFrom $1,933/night · Sleeps 16
Surfer's Paradise: Waialua Condo Steps to Beach!From $115/night · Sleeps 3
PERFECT LOCATION BEACH FRONT INQUIRE special discounts reduced rates for marchFrom $428/night · Sleeps 4
Peaceful North Shore Beach OasisFrom $429/night · Sleeps 4
Large Family Retreat on Calm Swimming Beach, A/CFrom $1,199/night · Sleeps 10
Hidden Jewel 30-day min stayFrom $207/night · Sleeps 4
Brand New 2 Bedroom HouseFrom $215/night · Sleeps 6
Oceanfront Paradise Escape on the North Shore of Oʻahu. 30-Night Minimum StayFrom $746/night · Sleeps 8
Luxury Aloha Escape Turtle Bay - Kuilima Estates WestFrom $1,710/night · Sleeps 6
🏝 North Shore Island Bungalow, Steps to BeachFrom $403/night · Sleeps 3
Hale Oka Nunu: Oceanfront Private, Spacious Paradise North Shore Home w/ Hot TubFrom $481/night · Sleeps 9
North Shore Rustic Country Lodge 2-Story Yurt By Beach Waialua Haleiwa GlampingFrom $482/night · Sleeps 11
Hale Mahina: Gorgeous Remodeled Pupukea Home with Private Hot Tub & Ocean ViewsFrom $574/night · Sleeps 8
Waialua Beachfront Home, 5 bed/4 bath-NorthshoreFrom $596/night · Sleeps 9
North Shore Bali Style Home on Waialua Beach with Mesmerizing Ocean Views!From $616/night · Sleeps 8
Exclusive Beachfront Home in Private Gated CommunityFrom $3,484/night · Sleeps 9
Sunset Beach House – Polynesian-Style Beachfront RetreatFrom $1,850/night · Sleeps 8
Immaculate maintained Turtle Bay Condo - Kuilima Estates WestFrom $363/night · Sleeps 6
Oceanfront 2 Bedroom at Chun's ReefFrom $395/night · Sleeps 4
Luxury townhouse on Turtle Bay - Kuilima Estates WestFrom $357/night · Sleeps 7
Upscale Executive Retreat--Newly Renovated and Air Conditioning!From $382/night · Sleeps 6
Spacious 2 bedroom 2 bathroom on North Shore - Kuilima Estates WestFrom $395/night · Sleeps 6
From $970/night
Turtle Bay Fairway Condo - Kuilima Estates East
Welcome to your North Shore paradise! Step into our fully remodeled Turtle bay condo, boasting breathtaking views of the 18th hole through...
From $1,626/night
Beach Front Estate With Guest Cottage Sandy Beach Heated Pool/Spa:Please Inquire
Immerse yourself in the captivating allure of Hawaii’s North Shore, whether you are sharing this enchanting destination with your beloved partner or...
From $248/night
15 Steps to the Beach! Ground Floor Completely Renovated on the North Shore
Escape to our brand-new, ground-floor North Shore condo, just 15 steps from the sand! This beautifully renovated beachfront unit in Haleʻiwa sleeps 4...
From $732/night
Coastal Living Celebrated-North Shore Beach House
**Please contact for availability!Experience the ideal North Shore lifestyle in this architecturally renowned Hawaiian beachfront cottage. Here you...
From $241/night
Hale Kai - Large Enclosed Lanai - Sleeps 2
Hale Kai - Spacious Enclosed Lanai - Sleeps 2Welcome to Hale Kai, your “Home by the Sea” in the charming Kuilima Estates East community. This...
From $269/night
North Shore Condo At Turtle Bay
Escape to the North Shore in this furnished 1-bed, 2-bath Turtle Bay retreat. Enjoy a large bedroom with king bed and private bath, open living area,...
From $380/night
North Shore Beachfront Bliss! Perfect family-sized home on a sandy beach
Come and enjoy the best the North Shore has to offer in this right-sized sandy beachfront home, perfect for families and small groups. This property...
From $683/night
~New~ Hale Kai at Turtle Bay Golf Course
Brand New Listing! Relax in this bright and beautiful getaway on the North Shore and be the first to review this 5-star guest favorite listing that...
From $715/night
Modern Luxury on Spectacular Pipeline Beach
The Highlights: Iconic House | Directly Beachfront on famous Pipeline Beach | Gourmet Kitchen | Sunset Views | WIFI | BBQ | Private Home | Sleeps...
From $1,680/night
4Bed Beachfront home near Pipeline
Make yourself at home in this 4-bedroom 3.5-bathroom North Shore piece of paradise. This wonderful house boasts 1 king bed, 3 queen beds, and 1 twin...
From $1,550/night
Luxury North Shore Beachfront - contact for details HI requires 1 renter/30 days
Nalu Hale is a luxurious 5 bedroom+, 6 bathroom, 5 star quality home located on the famous North Shore, Oahu. See IG name below, so you can see our...
From $1,933/night
Spacious Beachfront 6-bedroom on Breathtaking Sunset Beach
Sunset Beach welcomes you at this incredible 6-bedroom duplex (2 identical 3 bdrm/ 2 bath units). With 6 queen beds, 4 bathrooms and 2 additional...
From $115/night
Surfer's Paradise: Waialua Condo Steps to Beach!
Experience the beauty of Hawaii at this cozy 1-bedroom, 1-bath vacation rental in Waialua. Relax with a book on the patio or walk to ʻĀweoweo Beach...
From $428/night
PERFECT LOCATION BEACH FRONT INQUIRE special discounts reduced rates for march
Experience Haleiwa like a local in this delightful 1-bedroom apartment. Relax in the cozy living room or unwind in the jetted bathtub after a day of...
From $429/night
Peaceful North Shore Beach Oasis
Our beautiful 2 bedroom 3 bathroom house has direct access to one of the most beautiful beaches on the North Shore. The house is the last house on...
From $1,199/night
Large Family Retreat on Calm Swimming Beach, A/C
Leimoku is a large and accommodating, beautifully updated, and modern Hawaii home on Oahu's famous North Shore. Located on the "quiet side" of the...
From $207/night
Hidden Jewel 30-day min stay
Your Private Beachfront Retreat in Haleiwa – 30-Day Minimum Stay Escape to your own slice of paradise at Haleiwa Beach on Oahu’s legendary North...
From $215/night
Brand New 2 Bedroom House
Experience local-style living in the cool, quiet, and tranquil Pupukea. This brand new house is a perfect place to relax.Enjoy a private entrance and...
From $746/night
Oceanfront Paradise Escape on the North Shore of Oʻahu. 30-Night Minimum Stay
Please Note: In accordance with Hawaiʻi regulations, this property is available for a minimum stay of 30 nights only. We kindly ask that you do not...
From $1,710/night
Luxury Aloha Escape Turtle Bay - Kuilima Estates West
Stay comfortably in Kahuku at this 2-bedroom condo. Experience the enchanting atmosphere of this cozy retreat, complete with a king bed and a twin...
From $403/night
🏝 North Shore Island Bungalow, Steps to Beach
Aloha, please send an inquiry first to check dates and availability. Wake up on Oahu's dreamy North Shore to the sweet sound of birds and fresh ocean...
From $481/night
Hale Oka Nunu: Oceanfront Private, Spacious Paradise North Shore Home w/ Hot Tub
Hale Oka Nunu is a four-bedroom, three-bath oceanfront retreat on O’ahu’s North Shore, where the Pacific is just steps from your lanai. Designed for...
From $482/night
North Shore Rustic Country Lodge 2-Story Yurt By Beach Waialua Haleiwa Glamping
Escape to this Tropical North Shore Island Nature Rental Retreat! 2.5 blocks to the beach & famous surf breaks. Rental is a 2-Story Yurt with a...
From $574/night
Hale Mahina: Gorgeous Remodeled Pupukea Home with Private Hot Tub & Ocean Views
Hale Mahina is a tranquil 4-bedroom estate nestled in the lush hills of Pupukea on Oahu's North Shore. Ideal for families or small groups, this...
From $596/night
Waialua Beachfront Home, 5 bed/4 bath-Northshore
Welcome to our private, beachfront home on the North Shore of Oahu in Waialua. Wake up to panoramic ocean views on your own secluded estate just...
From $616/night
North Shore Bali Style Home on Waialua Beach with Mesmerizing Ocean Views!
. "Hale Ohana", our secluded, luxury beach house has stunning 180 degree views of the breathtaking Haleiwa coastline and tranquil countryside. 45...
From $3,484/night
Exclusive Beachfront Home in Private Gated Community
Welcome to Hale 4 U! Step through the front door and be captivated by breathtaking panoramic views of one of the most unique coastlines in the...
From $1,850/night
Sunset Beach House – Polynesian-Style Beachfront Retreat
The Sunset Beach House is a Polynesian-style beachfront vacation home located directly on the sands of Oahu's iconic Sunset Beach. This 4-bedroom,...
From $363/night
Immaculate maintained Turtle Bay Condo - Kuilima Estates West
***IMPORTANT NOTICE TO OUR DEAR GUESTS***If you have any concerns about the recent storm that impacted Oahu’s North Shore, we want to reassure you...
From $395/night
Oceanfront 2 Bedroom at Chun's Reef
Beautifully landscaped multimillion dollar gated property, there are two houses situated on this oceanfront property. The house closest to the ocean...
From $357/night
Luxury townhouse on Turtle Bay - Kuilima Estates West
Aloha my friend! We invite you to come and experience your tropical paradise...your new home away from home at Turtle Bay Kuilima Estates! Located on...
From $382/night
Upscale Executive Retreat--Newly Renovated and Air Conditioning!
This newly renovated upscale condo is stunning! All new bathrooms, kitchen, flooring, and furnishings. Condo is very clean and comfortable and gets a...
From $395/night
Spacious 2 bedroom 2 bathroom on North Shore - Kuilima Estates West
You will enjoy relaxing in this spacious 2 bedroom, 2 bathroom townhome located on the first fairway of the Fazio Golf Course at the Turtle Bay...