
Resort holiday rentals in Kailua-Kona
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Top-rated resort rentals in Kailua-Kona
Guests agree: these resort rentals are highly rated for location, cleanliness and more.

Marriott Waikoloa Ocean - Stunning one bedroom
We are able to offer reservations in weekly increments with arrivals and departures, Fridays, Saturdays, and Sundays Marriott's Waikoloa Ocean Club mirrors the natural beauty and rich culture that defines Big Island. Sharing the grounds with Waikoloa Beach Marriott Resort & Spa, Marriott's newest Vacation Club property opened in 2017. Guests will enjoy the Hawaii Call Restaurant & Lounge, Mandara Spa, Sunset Luau, a total of three swimming pools, two children's pools, a fitness center and more!

OCEAN FRONT Kona Studio with Spectacular View.
ALOHA! We invite you to sit back, relax in this spectacular view from our lanai. Absolute BEST location with direct ocean front view at historical Alii Drive. This unit has a tropical theme and is 15 minutes from the Kona airport and 1 minute walk to the ocean!! FAST INTERNET - for those of you decided to escape to paradise to work!! Kitchenette with pots and pans, plates and cups and wine glasses. Kona Town right next door with open air. eateries, live music, outdoor market next. door.

Club Wyndham Kona Two Bedroom Bungalow
Every detail at Club Wyndham Kona Hawaiian has been designed to re-create the charming traditional island ambiance found back in the 1930s but with all the modern amenities you expect in a tropical resort. This resort is near waterfalls, museums, golf courses, volcanoes and a multitude of shops and restaurants. This suite offers a king bed in each bedroom and a sleeper sofa in the living area. Additional amenities include a kitchen and dining area, whirlpool tub, washer/dryer and lanai.

Newly Renovated King Room in Oceanfront Resort
Discover our newly renovated Outrigger Kona Resort & Spa with island inspired décor and furnished lanais overlooking Keauhou Bay, the lava cliffs, mountains, and beautifully landscaped grounds. The oceanfront pool and water slide offer family-friendly fun for both kids and adults. Immerse in the vibrant history and traditions of Hawai‘i Island with our activities from cultural tours to getting up close with manta rays, as well as Kona’s premier oceanfront lū‘au experience.

Wyndham Paniolo Greens | 2BR/2BA King Suite
This resort is a lush, tropical retreat in the heart of Hawaii's Big Island featuring spacious suites with private lanais. There’s plenty to do on-site, including a swimming pool, spa, tennis court, and scenic barbecue areas. This listing is for a 2BR/2BA suite at Club Wyndham Paniolo Greens. Guests will have full access to resort amenities. Suite Details • Size: 1400 Sq Ft • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1

Studio @ Hilton Ocean Tower Waikoloa Village
Experience paradise at Hilton Ocean Tower Waikoloa Village, perched along the Kohala Coast in Waikoloa Village. Steps from beautiful A-Bay beach and part of Hilton Waikoloa Village's 62-acre oceanfront playground. Access to multiple pools, lagoon, dolphin encounters, and waterslides. Minutes from world-class golf, shopping, and dining. Perfect base for exploring Big Island's volcanoes, beaches, and cultural sites.

2BR Hawaiian Suite w/ all the comforts of home
Grand 2 bedroom suite at Kona Coast Resort w/ lush, tropical gardens amidst the panoramic backdrop of Hawaii's Kona Coast. • Must be 21+ to book • Must provide $250 fully refundable deposit to the resort at check in for incidentals (credit card only) • Resort tax of $11.47/night payable at check in • A/C is optional $15/night • Name on reservation must match photo I.D

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.

Hilton The Bay - 2 Bedroom
The Bay Club at Waikoloa Beach Resort is a spectacular hotel on the Big Island of Hawaii and is designed as an ideal Hawaiian haven in the heart of Waikoloa. Superbly situated adjacent to championship golf courses, the premier location of the Bay Club resort provides an unsurpassed vacation setting.

Waikoloa Ocean - 1 Bedroom
Marriott's Waikoloa Ocean Club is a paradise in paradise, where the ancient love story between the goddess Pele and Kamapuaʻa comes to life and inspires every detail. Whether you’re seeking adventure or looking for relaxation, Marriott’s Waikoloa Ocean Club, is a truly unique vacation destination.

Wyndham Mauna Loa Village - 2 Bedroom Condo
Escape to a serene Big Island oasis at Club Wyndham Mauna Loa Village. Located right next door to the Kona Country Club, which features a championship golf course. This tantalizing Kailua-Kona resort is a quiet oasis tucked away from the town traffic and crowds, yet only two blocks from shopping!

Hilton Ocean Tower - Studio Resort View
Set in the Hilton Waikoloa Village Resort on the Kohala Coast, the Ocean Tower hotel is at the edge of Waiulua Bay. Explore the resort via tram and enjoy a choice of three pools and a four-acre ocean-fed lagoon. Perks include on-site shopping, our full-service spa, and access to Dolphin Quest.
Popular amenities for resort rentals in Kailua-Kona
Family-friendly resort rentals

Holua Resort at Mauna Loa | 1BR King Bed Suite

Wyndham Royal Sea Cliff | 1BR/1BA King Balc Suite

Wyndham Kona Coast Resort|1BR/1BA King Balc Suite

Holua Resort at Mauna Loa | 2BR King Bed Suite

Holua Resort at Mauna Loa | 2BR King Bed Suite

Wyndham Royal Sea Cliff | 2BR/2BA King Balc Suite

Holua Resort at Mauna Loa | 1BR King Bed Suite

Wyndham Paniolo Greens | 2BR/2BA King Suite
Resort rentals with a pool

Studio @ Hilton Ocean Tower Waikoloa Village

Partial Ocean View Villa @ Hilton Ocean Tower

Hilton The Bay - 2 Bedroom

Partial Ocean View Studio @ Hilton Ocean Tower

Wyndham Royal Sea Cliff | 1BR/1BA King Balc Suite

2BR @ Hilton Kohala Suites Waikoloa

2BR @ Wyndham Kona Hawaiian Resort

Hilton The Bay - 2 Bedroom
Resort rentals with a gym

Hilton The Bay - 2 Bedroom

Hilton The Bay - 1 Bedroom

Hilton The Bay - 1 Bedroom

Hilton The Bay - 2 Bedroom

Hilton The Bay - 1 Bedroom

Holua Resort at Mauna Loa | 2BR King Bed Suite

Hilton The Bay - 1 Bedroom

Hilton The Bay - 2 Bedroom
Quick stats about resort rentals in Kailua-Kona
Total rentals
40 properties
Nightly prices starting at
£82 before taxes and fees
Total number of reviews
660 reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Hapuna Beach
- Mauna Lani, Auberge Resorts Collection
- Four Seasons Resort Hualalai
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