North Shore Surf Town

Hale'iwa Vacation Rentals

Hale'iwa vacation rentals are close to Waimea Bay, Hale'iwa Harbor, surf beaches, food trucks, shops and North Shore roads. This Oahu town is known for beach cottages, oceanfront homes and relaxed rental days.

Hale'iwa Vacation Rentals on Oahu's North Shore

Hale'iwa vacation rentals are close to Waimea Bay, Hale'iwa Ali'i Beach Park, Hale'iwa Harbor, surf shops, food trucks and the old plantation-town center of Hale'iwa. This part of Oahu has a slower country rhythm than Honolulu, with beach cottages, oceanfront homes, private yards and casual rentals near some of the island's best-known surf beaches.

Rental Listings

Hale'iwa Vacation Rentals Listings

Loading rental map…

Map View

Hale'iwa Vacation Rentals Map

Amazing Location & Beach. 200 plus 5-Star Reviews! Hot Tub, AC, 4 Bikes & More! Amazing Location & Beach. 200 plus 5-Star Reviews! Hot Tub,...From $422/night · Sleeps 7 Hale Pono- Oceanfront, private, gated, great views, AC, large property Hale Pono- Oceanfront, private, gated, great views, AC, large propertyFrom $1,183/night · Sleeps 8 Enjoy this Lovely Tropical Paradise!! Enjoy this Lovely Tropical Paradise!!From $721/night · Sleeps 10 Walk to Pipeline Rocky Point and Waimea Walk to Pipeline Rocky Point and WaimeaFrom $1,197/night · Sleeps 6 Jewel Of Sunset Point at world famous Sunset Beach Jewel Of Sunset Point at world famous Sunset BeachFrom $323/night · Sleeps 6 Haleiwa Oceanfront Cottage - Charming 1BR Retreat Haleiwa Oceanfront Cottage - Charming 1BR RetreatFrom $450/night · Sleeps 3 Epic Forest View, A/C, Fruit Trees, Beach 5m drive Epic Forest View, A/C, Fruit Trees, Beach 5m driveFrom $251/night · Sleeps 2 on THE SAND! Chuns Reef Beach House - Oceanfront Main House - A/C - Beach Toys on THE SAND! Chuns Reef Beach House - Oceanfront Main...From $728/night · Sleeps 4 1-Bed, 1-Bath - Walk to Beach. Inquire for May and June. 1-Bed, 1-Bath - Walk to Beach. Inquire for May and...From $167/night · Sleeps 2 SUNSETYARDS on SUNSET Point, OPEN APRIL 2025-Sept 2025. almost beachfront. SUNSETYARDS on SUNSET Point, OPEN APRIL 2025-Sept 2025. almost beachfront.From $327/night · Sleeps 4 Oahu North Shore 2 BR Oceanfront Retreat at Sunset Beach Oahu North Shore 2 BR Oceanfront Retreat at Sunset BeachFrom $367/night · Sleeps 5 Beachfront Luxury Home With Spacious Yard North Shore of Oahu Beachfront Luxury Home With Spacious Yard North Shore of OahuFrom $5,372/night · Sleeps 18 North Shore Getaway w/ Ocean Views steps to Beaches and Surf North Shore Getaway w/ Ocean Views steps to Beaches and...From $261/night · Sleeps 6 North Shore Oasis, Hot Tub, across street from beach. Inquire for dates/prices. North Shore Oasis, Hot Tub, across street from beach. Inquire...From $302/night · Sleeps 8 Sunset Beach House in paradise! Inquire for special 30 day rates! Sunset Beach House in paradise! Inquire for special 30 day...From $938/night · Sleeps 5 Incredible secluded beachfront, heart of Oahu's north shore A/C Incredible secluded beachfront, heart of Oahu's north shore A/CFrom $536/night · Sleeps 7
Brand New 2 Bedroom House From $215/night

Brand New 2 Bedroom House

Haleiwa, Hawaii
★★★★★ 10.0/10 · 2 reviews

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...

2 Bedrooms 1 Bathroom Sleeps 6

Frequently Asked Questions

Are Hale'iwa vacation rentals close to the beach?

Many Hale'iwa rentals are close to the beach, but distance varies by listing. Check the map and description carefully if you want a short walk to the sand.

Do you need a car for a Hale'iwa vacation rental?

A car is helpful for most Hale'iwa rentals. Some homes are near shops and restaurants, but a car makes it easier to reach Waimea Bay, Sunset Beach, grocery stops and other North Shore areas.

What kinds of rentals are in Hale'iwa?

Hale'iwa rental options can include studios, beach cottages, private homes, oceanfront rentals and larger homes for families or groups. Amenities vary by property.

Is Hale'iwa close to Waimea Bay?

Yes. Waimea Bay is a short drive from Hale'iwa, along with Waimea Valley, Pua'ena Point, Laniakea Beach and other North Shore beaches.

What should I check before booking in Hale'iwa?

Check parking, air conditioning, bed layout, beach distance, stairs, noise rules and whether the rental is close to town or farther along a quieter road.