Resort holiday rentals in Kailua-Kona

Resort in Waikoloa Village

Paniolo Greens at Waikoloa Ohana Suite

15 minutes away from Kohala Coast and sandy white beaches - Paniolo Greens is surrounded by golf courses, tropical restaurants, shopping, and beachfront bars. Back at the resort, experience fun at the swimming pool with a sun deck, children's pool, or attend hula dancing and lei making classes. This suite offers a king bed in the master bedroom, queen bed in the guestroom and a sleeper sofa in the living room. Additional amenities include a kitchen and dining area, washer/dryer, and a lanai.

3–10 Jul

Resort in Hawaii County

Marriott’s Waikoloa Ocean Club

From cultural tours of the Big Island to family-friendly, child-focused fun in the ocean, our Waikoloa Beach resort offers something for everyone. Enjoy one of the many outdoor pools & spas or energize in a modern fitness center. Unwind at Mandara Spa or indulge in tempting on-site dining. Return to a well-appointed one bedroom suite rental (island view) for complimentary Wi-Fi, a comfortable living area, kitchenette, laundry facility and furnished balcony with views of the Big Island.

Resort in Waikoloa Village

Marriott Waikoloa Beach Resort Villas 1BD Sleeps 4

Embrace the scenic and serene at Marriott’s Waikoloa Ocean Club! From Big island cultural tours to family-friendly, child-focused fun in the ocean, the resort offers something for everyone. Enjoy 3 swimming pools, pool slide, a fitness center and more! The 1 BD luxury villas provide a perfect place to rest with complimentary Wi-Fi, a comfortable living area, kitchenette, laundry facility and furnished balcony! Resort proudly offers evening dance and music twice a week at Sunset Luau.

10–17 Jun

Resort in Kailua-Kona

CONTEMPORARY Studio by the Ocean!!

GET LOST IN PARADISE!! Absolute BEST location. 1 minute to the ocean front located at the historic Alii Drive. This unit is totally upgraded. We are 15 minutes from the Kona airport. FAST INTERNET!! for those of you decided to escape to paradise to work. Totally renovated with kitchnette, pots and pans, plates and cups and wine glasses. Kona Town right next door with open air eateries, live music, outdoor market next door.

18–25 Jun

Resort in Kailua-Kona

Hawaiian beauty and Kona Resort 2bd

A Step Back to Authentic Hawaiian Pleasures. When you stay at Kona Hawaiian Resort in Kailua-Kona on the Big Island's west coast, you'll feel as if you're stepping back in time to a simpler, unspoiled era. Every detail has been designed to re-create the charming island ambiance found back in the '30s, while still assuring you all the comfortable amenities and activities you expect in a modern-day tropical resort.

29 Jun – 6 Jul

Resort in Kailua-Kona

Kona Hawaiian Resort-2 bedroom

Kona Hawaiian Resort bungalows are located near the action. Just a short walk to restaurants, shopping, and the beach. Come relax by the pool or watch the waves crash on the black shores of Kona. These spacious 2 bedroom bungalows are nestled among the trees and give you the privacy you want. Enjoy breakfast on your balcony and listen to the birds chirp.

24–31 Jul

Resort in Kailua-Kona

Mauna Loa Village Resort - 2 Bedroom Condo

These spacious one- and two-bedroom resort suites comfortably sleep 4 to 6 guests in 1123 to 1,686 square feet. Suites feature 1 king bed in the master, one king bed in the guest room and a queen sleeper sofa in the living area. The suite also includes a fully equipped kitchen Plus, 2 bathrooms.

21–28 Aug

Resort in Waimea

Hilton Kings' Land - 2 Bedroom

Carved out of an ancient lava field, this 112-acre oasis in the heart of Waikoloa is complemented by a splendid collection of resort-style amenities with convenient access to the award-winning dining, plentiful shopping, and recreational activities of the nearby Hilton Waikoloa Village.

19–26 Feb

Resort in Kailua-Kona

Worldmark Resort in Kona

Located in the area regarded by King Kamehameha as one of the most beautiful spots on the Big Island, this resort is an ideal destination for your island paradise vacation. And it's close to all that Kailua-Kona has to offer. Venture out to explore or indulge in sweet relaxation.

27 Jul – 3 Aug