The Best Villas to Book for Your Vacation in Hawaii

Enjoy the ultimate vacation in Hawaii when you rent a superb villa
Enjoy the ultimate vacation in Hawaii when you rent a superb villa | Courtesy of Kaanapali Royal G303 / Expedia
Sarah Warwick

The word Hawaii has such strong positive visual associations that the islands don’t need much of an introduction. You’ll already know about the incredible white-sand, palm-fringed beaches of this windswept archipelago. You probably know about the tropical gardens and wild national parks that cover much of the inland, filled with waterfalls and active volcanoes you can trek – plus the sensational snorkeling, paddleboarding and surfing that can be enjoyed in its many bays. What you might not know is where exactly on its eight islands you should be staying – and that’s where we come in. Here’s our list of the best villas to rent for your vacation in Hawaii – bookable on Culture Trip.

1. Kapalua Bay Villa, for endless tropical views


Kapalua Bay Villa
Courtesy of Kapalua Bay Villa / Expedia

Take a trip to a piece of paradise – aka Kapalua Bay on the island of Maui. The views from this three-bed property are gasp-worthy, stretching out from the bay across acres of bright blue Pacific to the half-submerged volcanic islands of Molokai and Lanai in the distance. Take it all in from not one but three private lanais – after a day that may well include lolling on the white sands of Oneloa Bay Beach, exploring West Maui Forest Reserve, or whale watching, horse riding, teeing off or tackling the local zip wire. The resort itself has its own spa, pool and golf course with complimentary door-to-door shuttles – while the villa comes with two sofa beds, as well as three king-size beds with luxury mattresses.

2. Waikoloa Beach Villas J22, for a couple’s getaway


Waikoloa Beach Villas J22
Courtesy of Waikoloa Beach Villas J22 / Expedia

The setting for this villa in Hawaii feels totally tropical, with gardens full of ferns and palms that envelope its network of buildings – even the gym has full-width picture windows that showcase the resort’s jungly aesthetic. In the north of Hawaii Island, it’s a great spot for two couples, fitted with one king and one queen-size bed – and your own gas barbecue as well as a fully fitted kitchen. It’s a 15-minute walk to the golf course or a five-minute drive. If you get bored with the resort’s modest pool, you can buy discounted day passes to the pools and waterslides at Hilton Waikoloa Village – and still return to the peaceful privacy of your own space at the end of the day.

3. Ocean Villas at Turtle Bay, for living out your own castaway fantasy


A ocean villa with living area and outdoor space at the Turtle Bay Resort in Hawaii
Courtesy of Ocean Villas at Turtle Bay / Expedia

Located on the southernmost tip of Oahu – 26mi (42km) from Honolulu airport – these villas are 984ft (300m) from the white sands of Turtle Beach and have their own shared outdoor swimming pool, restaurant, bar and gardens. Each villa comes with its own living room and fully equipped kitchen – or there’s an on-site barbecue in case you fancy trying out the islands’ delicious Kalua pork recipe for yourself. Nearby, you’ll find snorkeling rentals to take a peek at fish life in Kuilima Cove, castaway vibes on Kaihalulu Beach and Paradise Helicopter Tours – for that extra special holiday moment.

4. Wai'ula'ula A202, for central convenience


Waiulaula A202
Courtesy of Wai'ula'ula A202 / Expedia

This Hawaii villa has all the advantages of a resort hotel combined with the convenience and independence of a holiday let. Up on a low hill in the Hapuna Beach area on Hawaii Island, the three-bedroom villa comes with fantastic 180-degree Pacific views. Your stay gives you access to the development’s amenity center – where you’ll find a pool, hot tubs, BBQ, tennis court and fitness room. While not right on the coast, it has five beaches within 3mi (5km) and it’s less than a kilometer to the Hapuna Golf Course, too.

5. Sealodge A6 1 Bedroom Condo, for a romantic retreat


Sealodge A6 1 Bedroom Condo
Courtesy of Sealodge A6 1 Bedroom Condo / Expedia

One for the honeymooners and canoodlers, this one-bed Princeville condo has a top floor and corner location, providing unobstructed oceanfront views from the living room, lanai and even the bedroom. The location puts guests amid the golfing belt on Kauai, but it’s also a great base for exploring the rugged natural beauty of this island’s North Shore – especially the Napali Coast. That’s if you can tear yourself away from the charms of the budget-friendly Sealodge, including a shared pool, BBQ and beach.

6. Big Island Waiulu Villa 133c by Coldwell Banker Island Vacations, for thoughtful extras

Boutique Hotel, Villa

Big Island Waiulu Villa 133c
Courtesy of Big Island Waiulu Villa 133c / Expedia

It’s all here – the Hawaiian holiday you’ve been dreaming of. The villa itself is the first big tick. Surrounded by towering palms, the open-plan living area is a spacious and cool retreat in the heat and a cozy place to curl up on chillier evenings. The four-poster, king-size master bed, sunken bath and barbecue are big bonuses, too. Wander down to the resort’s turquoise pool and you’ll find a spa bath cabana, loungers and gym room – while free bikes and golf carts are available to take you the short distance to the golf course or three local beaches, each around 2.5mi (4km) away.

7. Kaanapali Royal G303 by Coldwell Banker Island Vacations, for super slick style and substance


Kaanapali Royal G303 by Coldwell Banker Island
Courtesy of Kaanapali Royal G303 / Expedia

You don’t often find holiday villas that are as slick and modern as this one – the decor has a classy all-white theme and the furnishings look straight out of a Scandinavian midcentury revival. For all its style, there’s substance to this West Maui two-bed condo, too. The resort has its own pool and shared barbecue area – plus a prime location just 10 minutes from both vibrant Whalers Village and Kaanapali Beach. Despite being just nine minutes from Kapalua Airport, car hire is recommended as the scenery of West Maui is a spectacular must-see.

8. Big Island Royal Seacliff 325 by Coldwell Island Banker Vacations, for garden strolls at sunset


Big Island Royal Seacliff 325
Courtesy of Big Island Royal Seacliff 325 / Expedia

Given the natural beauty and impeccable Pacific views on show at this gorgeous garden resort, one wonders at the painting of a trompe-l’œil mural on the living room wall of this villa – depicting a somewhat less attractive scene. However, that would be our only quibble with a stay at this cozy one-bed condo. Located on the west Kona Coast of big island Hawaii, it comes with a private lanai and use of two shared ocean-view pools and a barbecue area. If you’re keen to mingle with other holidaymakers, there are four soirées a week hosted by the resort owners to make you feel at home. Aloha.

Culture Trips launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes places and communities so special.

Our immersive trips, led by Local Insiders, are once-in-a-lifetime experiences and an invitation to travel the world with like-minded explorers. Our Travel Experts are on hand to help you make perfect memories. All our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.?>

All our travel guides are curated by the Culture Trip team working in tandem with local experts. From unique experiences to essential tips on how to make the most of your future travels, we’ve got you covered.

Culture Trip Spring Sale

Save up to $1,100 on our unique small-group trips! Limited spots.

Edit article