Hawaii, USA, is among the best places to go for an exciting beach vacation. Out of Aloha State’s 137 islands, there are 8 major islands, of which, 4 are tourist favorites. Each island has its unique offerings. Oahu is a popular surfing destination. Big Island is well-visited for its active volcanoes and diverse landscapes. Kauai and Maui islands offer a laid-back coastal lifestyle ideal for hikers and beach lovers. Stunning coastlines including black sandy beaches, jaw-dropping volcanic terrain, and wild rainforests that entice you to hike and explore are just some of the reasons why you should visit Hawaii. Enjoy snorkeling, whale watching, lūʻaus, and a delicious variety of cuisines during your stay. To add more spice to your vacation, book the best vacation rentals with chef in Hawaii, USA, from our list below.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to an in-house chef. The image galleries get refreshed with the latest updates regularly. They were last updated on October 26, 2025.
1. Puako Hylton, Kamuela (from USD 11500)
Enjoy a luxurious stay in this elegant villa which has a mix of Bali and Hawaiian motifs. It’s close to world-class resorts so you can use this as your base when shopping, golfing, or bar hopping in these areas.
You’ll want to stay home and enjoy the rental’s resort-style amenities. It has several bedrooms divided between the main house and a detached guest house. Most of the bedrooms have sliding doors that open to a lanai overlooking the pool and beach. Luxuriate by soaking in the heated pool or in the hot tub. Bond with the family by watching a movie in the home theater or cooking a dish in the gourmet kitchen.
Get some pampering by hiring a private chef to do the cooking and book for in-house spa services. They also offer airport transfers and cleaning services.
Waimea, Hawaii, United States
249.96 km (155.4 mi) from Diamond Head State MonumentAccommodates: 10
Top guest reviews
Host:
the host is incredibly welcoming and helpful and very responsivebeautiful spot and great host thank you for the nice visitowners responsive and very personable eager to help w recommendations and other touches to make vacation memorablenann and james are so nice and attentive to guest needsLocation:
the location was perfect for our familybut overall this location is fantastic and we had a great timepuako hylton is a beautiful property in a great locationthe beaches in and around this location were fantasticagain beautiful location right on the ocean and that evened out feeling inside the houseCleanliness:
we felt like we followed house rules and cleaned up when we leftpuako hylton was a beautiful clean well-stocked perfect vacation home for usRead more reviewsAmenities & Room:
wi-fi was excellent which is needed in this day and age with a group of all ageslots of tide pools with all kinds of interesting fish and sea turtlesthe beds were super comfortable and the pool/hot tub with the stellar views topped things offall of the rooms have beautiful views of the beach and oceaneveryone enjoyed the pool outdoor patio area and easy access to the beach
2. Hapu'u Cottage, Pahala (from USD 99)
This one-bedroom cottage is a rehabilitated plantation house near the black sand beach and Volcanoes National Park. It’s adorned with vintage furniture exuding a cozy home-like vibe with a lot of history. For extra sleeping space for your companions, you can book the other one-bedroom cottages for 60 USD per night.
Sip your morning coffee on the front porch with relaxing garden views. Spend a lazy day watching cable TV stretched out on the couch or day bed in the open living area. The dining area near the kitchen seats four guests. You can request a personal chef to cook for you. But you must inform the owners, prepare the menu, and pay in advance.
Pahala, Hawaii, United States
333.73 km (207.4 mi) from Diamond Head State MonumentAccommodates: 2
Top guest reviews
Host:
nice host and safe surroundingsshe was a flexible and responsive host and check-in was easyjulia the host is so friendly and responsivejulia the host was extremely helpful and easy to contact/communicate withjulia was an awesome host and her place was amazingLocation:
great location and valuea great location that is not too far from the park itselfcheap place and good location to volcano national park as well as the green sand beachagain we loved the place and location so close to volcanoes national parki really recommend her and the locationCleanliness:
clean and everything you needthe house was clean and beautifulclean amazing & a great timethe plantation house was clean and in a beautiful settingcomfy and clean plenty of space and felt right at homeRead more reviewsAmenities & Room:
fast internet nice fast hot water tv cable full kitchen etc
3. Collessie by the Sea, Kailua-Kona
This gorgeous villa is in a private neighborhood overlooking Kona Bay and town. This all-inclusive vacation home offers resort-style luxuries. On one floor are three stylish suites and an open-living layout with sliding doors opening to a lanai and a heated saltwater infinity pool. Makai and Aloha suites offer gorgeous pool and ocean views. Honu suite offers courtyard views.
Its self-catering facilities include a fully equipped designer kitchen and the services of a private chef who can cook gourmet meals for you. Enjoy indoor and al fresco dining with ocean views. You can play mini golf and badminton in the fenced-in tropical garden.
Kona, Hawaii, United States
260.84 km (162.1 mi) from Diamond Head State Monument
Top guest reviews
Host:
great information from the ownersthe owners have taken care of every detail leaving you wanting for nothingthanks to shannon who was readily available (although we didn't need much) and quite accommodating for our requestsoutstanding attention to detail and communication from the ownerLocation:
a great central location from which to plan day tripscollessie was a great place to spend a week with the familyclean everything works views are grand and close to townRead more reviewsAmenities & Room:
badminton and a few pools toys were fun to haveloved the house and the gorgeous views from the poolenjoyed the home view poolthe pool is very private and sunny with flotation devices designed to enhance relaxationwe loved that the pool is salt water soft to the touch a nice change from chlorinated pools
4. Hale Aliomanu, Kauai County
This huge private beachfront estate offers six spacious air-conditioned guest rooms that are split between the two-story main house and a detached studio guest unit above the garage. Splendid ocean views are seen through the panoramic windows of the living and dining area and the upper-floor queen and master bedrooms.
Request for a chef to cook your meals in the state-of-the-art kitchen. Enjoy dining at the farm-style table or al fresco under a shaded patio and grill area. Relax with views of the landscaped garden or the beach at the outdoor seating areas spread around the house. The house has a private beachfront where you can frolic on the sand and enjoy swimming or snorkeling in Aliomanu Bay.
Anahola, Hawaii, United States
184.88 km (114.9 mi) from Diamond Head State Monument
Top guest reviews
Host:
owner was very accessible and courteousproperty manager jude is very helpful and responsive to any needsand to put the cherry on top jude was so attentive and helpfulbeautiful property with all of the ammenities and incredibly friendly and attentive property manager judeLocation:
such a nice place beautiful private beach and great locationCleanliness:
the house was clean well stocked and not lacking for anything we neededthe house was clean neat and organized when we got therethe house is large clean and very comfortable for a party of 10Read more reviewsAmenities & Room:
the home is spacious with beautiful furnishings and a fully stocked chef's kitchenstill was a beautiful house with plenty of room
5. Hale Aloha, Kauai
Hale Aloha is a gated private estate on the shores of Aliomanu Bay. This renovated house is decorated with bespoke wood and wicker furniture for a cozy island vibe. Take a short stroll across the manicured front lawn to reach the sandy beach where it’s safe to snorkel, swim, and kayak.
You can hire a private chef to cook for you in the fully equipped gourmet kitchen. You can have brunch while watching him prepare meals on the huge kitchen island. You can dine indoors and al fresco, sip wine while lounging on the lanai, or have a tan on the ground floor area. Lie on loungers and hammocks while admiring the awesome beach scenery.
Anahola, Hawaii, United States
184.95 km (115.0 mi) from Diamond Head State Monument
Top guest reviews
Host:
Judith greeted us upon arrival and was wonderfully responsive to all our questionsShe even brought us some white pineapple from her farmit made the vacation very simple and memorable Working with Jude was a breeze she really worked hard to make sure we didn't have to do anything unnecessarywe felt the warm welcoming feeling and saw all the beauty before usin fact the home was so amazingLocation:
And of course your pineapple is out of this worldThe sunrises from the lanai were spectacularThe upstairs sunrise view is breathtaking Plenty of seating inside and outWe took turns enjoying the ocean breeze and listening to the sound of the surf from these various spotsthe minute we drove into the driveway Complete with plumeria flowers from trees above dusting the walk wayCleanliness:
The rooms were spacious and lovelyThe bathrooms are furnished with a full compliment of towels large bottles of shampoo conditioner and body wash as well as blow dryersand now we cannot eat regular pineapplesRead more reviewsAmenities & Room:
Each bedroom has its own bathroomThe kitchen is fully stocked with everything you need to start cookingThe bedding and all amenities were high endThe kitchen was fully stocked with everything we needed to cook dine and drink The outdoor space was well maintainedThe chef's kitchen is spacious
6. MauiJOY Villa, Wailea
MauiJOY Villa is your “Heaven on Earth” for its cozy, home-style living with a retro and resort-like vibe. The spacious self-catering interiors are decorated with a mix of vintage furniture and tropical accents. It has a garden where you can do some yoga and birdwatching. Pick some fresh fruits from the lush lower garden and make smoothies in the kitchen.
You’ll enjoy whipping up a family-sized meal in the fully equipped kitchen. You can order meal deliveries or ask for the in-house chef to cook your meals. Relax by diving into the outdoor pool or having a massage by the pool deck. You can do whale watching by the pool or from the lanai between December to May.
Kihei, Hawaii, United States
156.71 km (97.4 mi) from Diamond Head State Monument
Top guest reviews
Host:
terri is a gracious host and she had great recommendations for activities and restaurantsteri was an amazing host this property is just as described but even betterteri was pleasant and accommodating responding promptly with any question or need we hadLocation:
we loved the quiet neighborhood away from most of the tourists but close to beach and shopsthe house is very close to many terrific beachesCleanliness:
the house was clean and well cared forit was exceptionally clean and well appointed with everything we could possibly have neededthe house is clean and the bookshelves are full of varied and interesting subjectsthere's also a large clean gas grill and grilling utinsels which we used several timesRead more reviewsAmenities & Room:
the lanai has a large table nice lighting couch/chairs/coffee table and lounge seatingthe view from the lanai is amazing and the pool was greatthe dining room has great views though we ate outside on the large patio table almost exclusivelythe pool was perfect and the view of the ocean fabulousthe kitchen and bathroom were extremely well stocked
7. Lani Hanalei, Kauai
This renovated plantation home is surrounded by large bay windows and offers spacious bedrooms decorated with wood and wicker furnishings. You can chill, sip drinks, and enjoy the mountain scenery in any of the three cozy living rooms. Five lanais are spread over different areas of the house. Kids have several areas where they can read and play.
The are two kitchens - the family kitchen has a bar counter where you can sit and watch your private chef whip up a gourmet meal. The other kitchen is a downstairs kitchenette with a fridge. During your stay, you have a concierge who can arrange massage sessions, a housekeeper, and a private chef.
Princeville, Hawaii, United States
203.99 km (126.8 mi) from Diamond Head State Monument
Top guest reviews
Host:
gary and di were fantastic hostsgary was very friendly checked on us throughout our stay and was readily available when we had questionsthe owner went out of his way to be hospitable and make our visit as enjoyable as possiblegary was very attentive in making sure we had everything we neededgary is a great host- very communicative and thoughtfulLocation:
we couldn’t of asked fo a better locationwe all loved this place & the areathis house was the perfect place for our familyRead more reviewsCleanliness:
the property was clean and well maintainedthe house is very clean & very will equipped with everything we needed
8. Ocean Bliss Estate, Maui
This one-of-a-kind beachfront property on the southern side of Polo Beach is near Maui’s golf courses, diners, and shops. You can go snorkeling, paddle boarding, kayaking, or whale, dolphin, and turtle watching at the beach right across the estate’s manicured garden.
Enjoy splendid views of Koho'olawe and Lana'i islands and Molokini crater while lying in your bed or soaking in a hot tub. Feel the sea breeze with panoramic sea views while floating in the pool or while sipping cocktails on the lanai and pool deck.
There’s a kitchenette in the master suite where you can prepare some snacks and coffee. You can cook or hire an in-house private chef to prepare your meals in the elegant gourmet kitchen.
Kihei, Hawaii, United States
155.73 km (96.8 mi) from Diamond Head State Monument
Top guest reviews
Host:
she was always responsive and helpfuljanna is the best host who always takes great care of usjanna was a gracious host and was available whenever we needed herLocation:
the property is as close to heaven as i'm going to get on this earthdefinitely a place we will stay again on the island of mauiwe loved being able to walk right out onto the beach as well to the boardwalkwonderful home and great location we had our adult family of 6 here for a weekone of the best places we’ve ever stayedCleanliness:
house was clean with every amenityRead more reviewsAmenities & Room:
we loved every minute lounging by the pool enjoying the beach or sunsets from the jacuzzimy favorite spot was in the spa pool with the ocean view
9. Turtle Bay Kuilima Estates at Turtle Bay Resort, Kawela Bay
This gorgeous Hawaiian-style three-story home is one of the units in the Turtle Bay Kuilima Estates. The house faces one of the three swimming pools on the property. There are also tennis courts and a barbecue area on the estate that are available for guests’ use.
Its cozy interior decorated with stylish wooden furnishings exudes a resort-like vibe. The main floor’s open layout has sliding glass panels opening to a lanai with views of the lake and golf course. The bedrooms are spread on the second and loft-style third floors.
You can gather in the open living area to watch TV or bond in the kitchen to eat and cook meals together. Prior to your arrival, you can request a personal chef to cook your meals and have the pantry restocked.
Kahuku, Hawaii, United States
52.31 km (32.6 mi) from Diamond Head State Monument
10. Villa Luana, Oahu
Villa Luana is built on a mountainside in the center of Hawaii Kai near Waimanalo Beach and Koko Marina. It features floor-to-ceiling windows offering distant ocean views or panoramic mountain scenery depending on the floor or room you are in. It has several bedrooms, spa-like bathrooms, and living areas to host large groups.
There’s a well-kitted chef’s kitchen on the second floor and an attached cottage with its own self-catering features. You can request the in-house services of a private chef, housekeeper, or chauffeur.
Catch some fresh breeze and beautiful views in the wrap-around lanai, second-floor primary lanai, and third-floor reading nook. Dive into a private outdoor pool that has a waterfall feature and a shaded lounge area.
Honolulu, Hawaii, United States
13.9 km (8.7 mi) from Diamond Head State Monument
Top guest reviews
Host:
many thanks to the housekeeping team to our surprise the owner provided a mj set for guests to useLocation:
villa luana offers a wonderful place to stay in a perfect location on oahuthe children enjoyed the pool everyday and also the park which was walking distance from the housegood location for groceries and other servicesCleanliness:
the beds were comfortable and the linens were cleanthe neighborhood area is very quiet and cleanRead more reviewsAmenities & Room:
the dinner table had a great view of the sunrise each morning
Pack your sunblock for a trip to Hawaii
Going to Hawaii is more exciting when you book these vacation rentals. They provide you with unique experiences such as chef-prepared gourmet meals and resort-like amenities. Don’t forget your sunblock when you rebook these rentals on your next visit.
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