Waikoloa, Big Island

Curated rentals in Waikoloa

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6423 waterfront rentals·30 shores·Every listing on the water·Updated 2026-11-12

The island of Hawaii is the youngest and largest in the chain, and much of its shore is black lava rather than sand. Rentals cluster on the dry west side: along Alii Drive in Kailua-Kona and Keauhou, where condos sit on the rocks above the water, and up the Kohala coast around Puako and Waikoloa, near Hapuna and the other white sand beaches. The east side around Hilo is green, wet and far quieter. Expect clear water, sea turtles and good snorkeling close to shore.

StateHI
Peak seasonDecember to March
Best forWaterfront stays
Featured10 rentals
The curated list · 10 rentals

Where we would stay in Waikoloa, Big Island.

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Exclusive Golf Membership and Ocean Club Access - Serene Hawaiian Retreat
No. 01

Exclusive Golf Membership and Ocean Club Access - Serene Hawaiian Retreat

Condo
3 bedroom sleeps 6 private pool about $292 a night

Ocean View Waikoloa Condo w/ Golf Perks & Ocean Club Enjoy ocean views, extra space, and one of Waikoloa's most sought-after communities at Hali'i Kai 24G. Ocean views + spacious 2-level layout Access to Hali'i Kai Ocean Club. 3 bedrooms, 3 bathrooms, ideal for families/groups Beach gear included (2 chairs, umbrella, cooler) Check-In Fee A required $25/day + tax Hali'i Kai check-in fee (paid on arrival) provides access to the Ocean Club, amenities, and gated entry. ($35/day starting 9/1/26). Golf Perks. 18-hole rate: $90 Club rentals: $45. Rates and availability subject to change. Membership must be renewed by owner and may be discontinued without notice.

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Oceanfront Club and Lagoon Pool - Stunning Luxury Retreat
No. 02

Oceanfront Club and Lagoon Pool - Stunning Luxury Retreat

Condo
3 bedroom sleeps 6 private pool about $319 a night

Spacious Ocean View Condo with Dual Lanais + Oceanfront Club Access Enjoy extra space, ocean views, and indoor-outdoor living at Hali'i Kai 20F. This two-level, 3-bedroom condo offers one of the largest layouts in the community, perfect for families or groups looking for comfort, privacy, and a great Waikoloa Beach Resort location. Why Guests Love This Condo Two-level layout with 1,930 sq. ft.

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Spacious Lanai and Heated Lap Pool - Elegant Island Sanctuary
No. 04

Spacious Lanai and Heated Lap Pool - Elegant Island Sanctuary

Condo
2 bedroom sleeps 6 private pool about $215 a night

Vista Waikoloa B202 Stay in the heart of Hawaii Island's most active resort in this spacious and elegant two-bedroom condo. Vista Waikoloa is a gated community within Waikoloa Beach Resort, a 10-minute walk from the sandy beaches of Anaehoomalu Bay. With amenities like a 75-foot heated lap pool, two hot tubs, workout room and barbecue pavilion, Vista Waikoloa invites guests to embrace the quiet pace of island living. Your 1,236 square-foot condo provides abundant gathering space for your family and the oversized lanai overlooks at least 200 palm trees. The home feels modern and stylish with upscale furnishings and an abundance of natural light.

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Access to Luxe Resort Pools and Amenities - Lavish Tropical Villa
No. 06

Access to Luxe Resort Pools and Amenities - Lavish Tropical Villa

Condo
2 bedroom sleeps 6 shared pool about $343 a night

Hilton Pool Pass: Valid for stays in 2026. Maximum 6 persons per pass (children under the age of 5 are not counted towards the 6 person max). Use of the Hilton Waikoloa Pass is valid from 4 pm on your arrival date and 10 am on your departure date. The pass and instructional letter will be in your vacation rental upon arrival. Free Self-Parking for one vehicle at the Hilton Waikoloa Hotel. Access to all pools, waterslides, and hot tubs at the premises of the Hilton Waikoloa Hotel. Includes pool towel service. No blackout dates or restricted use. Fitness Center use from 9 am-5 pm for $20.00 per day, per person (regular rate is $25.00).

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Sun-Soaked Waikoloa Retreat w/ Private Lanai!
No. 07

Sun-Soaked Waikoloa Retreat w/ Private Lanai!

Entire condo
2 bedroom sleeps 6 private pool about $436 a night

Sandy beaches, amazing waves, and ocean views all await you when you book this amazing condo in Waikoloa! Head to the community's oceanfront club, complete with a private pool, restaurant, and bar, then go to one of the nearby beaches. Venture out and swim with dolphins or hike through the famous Hawai'i Volcanoes National Park! After a long day, return to this 2-bedroom, 2-bathroom vacation rental and enjoy a meal in the fresh air on the furnished lanai while gazing at the ocean! The space GE Tax GE- -01. TAT License TA- -01. STR Use Certificate STVR-19-365575. Nearby Beach Access Bedroom 1: King Bed.

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10
curated rentals in Waikoloa, Big Island
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