Hawaii Holiday Rentals

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Top Holiday Rentals Destinations in Hawaii

Kaanapali Beach Club Resort by Diamond Resorts

Kaanapali Beach Club Resort by Diamond Resorts

3.5 out of 5
104 Kaanapali Shores Pl, Lahaina, HI
The price is NZ$380 per night from 26 Sep. to 26 Sep.
This family-friendly Lahaina aparthotel is located near the airport, within 1 mi (2 km) of Keka'a Beach and West Maui Mountains. Whalers Village and Black Rock ...
4.2/5Very Good! (1,611 reviews)
"The hotel is nice and clean but a little dated. The building itself is pink, which gives it an 80s feel. The balcony’s have white gate type railings and are only separated from your neighbors balcony with another railing so there’s not much privacy at all on the balcony. The rooms themselves are ..."

Reviewed on 21 Sep. 2021

Kaanapali Beach Club Resort by Diamond Resorts
Honua Kai Resort & Spa

Honua Kai Resort & Spa

4 out of 5
130 Kai Malina Parkway, Lahaina, HI
The price is NZ$753 per night from 2 Oct. to 2 Oct.
Located in Lahaina, this beachfront condominium resort is in the historical district and within a 15-minute walk of Keka'a Beach, Kahekili Beach and Honokowai ...
4.4/5Excellent! (2,066 reviews)
"Amazing property. 2 complaints though: garbage smell in the hall near the shoots. Maybe you can get a fan or something. By afternoon it spreads to whole halwways. Second, no housekeeping? We stayed in the resort, no the condos."

Reviewed on 11 Sep. 2021

Honua Kai Resort & Spa
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
45 Kai Ala Dr, Lahaina, HI
The price is NZ$558 per night from 2 Oct. to 2 Oct.
Located in Lahaina, this beachfront aparthotel is in the historical district and within 1 mi (2 km) of Kahekili Beach and May's Beach. Keka'a Beach and Honokowai ...
4.3/5Excellent! (1,897 reviews)
"Wonderful and quiet place to stay with two pools and easy walk-on access to a beautiful beach. Having coin washing machines and dryers on the property was great too. Our room was equipped with everything we needed during our stay."

Reviewed on 11 Sep. 2021

Aston Maui Kaanapali Villas
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The Point at Poipu by Diamond Resorts

The Point at Poipu by Diamond Resorts

3.5 out of 5
1613 Pe'e Rd, Koloa, HI
The price is NZ$382 per night from 26 Sep. to 26 Sep.
Located in Poipu, this beach condominium resort is within a 15-minute walk of Brennecke Beach and Poipu Beach. Poipu Kai Tennis Center and Shipwreck Beach are ...
4.4/5Excellent! (678 reviews)
"We had the 2 bedroom partial ocean view room. We had 4 adults and 2 kids with us and it was enough room. The only cons would be no AC in the second bedroom and no safe beach nearby. You would need to go to Poipu beach by car. The pool was huge and about 4ft depth. The Happy Hour at the bar had great ..."

Reviewed on 21 Sep. 2021

The Point at Poipu by Diamond Resorts
The Mauian - Boutique Beach Studios on Napili Bay

The Mauian - Boutique Beach Studios on Napili Bay

3 out of 5
5441 Lower Honoapiilani Rd, Lahaina, HI
The price is NZ$406 per night from 26 Sep. to 26 Sep.
Nestled on the beach, this Napili aparthotel is within a 5-minute walk of Napili Bay Beach and Napili Bay. Kapalua Beach is 0.4 mi (0.6 km) away.
4.5/5Wonderful! (467 reviews)
"This place is quiet & wonderful. Staffs are friendly. I highly recommend this place."

Reviewed on 17 Sep. 2021

The Mauian - Boutique Beach Studios on Napili Bay
Aston at the Waikiki Banyan

Aston at the Waikiki Banyan

3 out of 5
201 Ohua Ave, Honolulu, HI
The price is NZ$225 per night from 3 Oct. to 3 Oct.
This family-friendly Honolulu aparthotel is located in the shopping district, within a 10-minute walk of Kuhio Beach Park, Honolulu Zoo and Waikiki Beach. International ...
3.5/5Good! (1,885 reviews)
"Great location"

Reviewed on 22 Sep. 2021

Aston at the Waikiki Banyan
The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas

4 out of 5
6 Kai Ala Dr, Lahaina, HI
The price is NZ$845 per night from 22 Oct. to 22 Oct.
Located in Lahaina, this beachfront condominium resort is on the boardwalk and within 1 mi (2 km) of Kaanapali Beach, Black Rock and Whalers Village. West Maui ...
4.4/5Excellent! (1,197 reviews)
"The property was gorgeous, the views were stunning, the staff were so welcoming and polite, and they were working hard at keeping everyone safe and things clean."

Reviewed on 20 Sep. 2021

The Westin Ka'anapali Ocean Resort Villas
Kuhio Banyan Club

Kuhio Banyan Club

2 out of 5
2310 Kuhio Avenue, Suite 140, Waikiki, Honolulu, HI
The price is NZ$188 per night from 26 Sep. to 26 Sep.
Located in Waikiki, this aparthotel is within a 5-minute walk of International Market Place and Royal Hawaiian Center. Waikiki Beach and Diamond Head are also ...
3.3/5 (1,254 reviews)
"It is a great place to stay, great price. The receptionists were really nice and explained all my questions. I will definitely be back. Thank you"

Reviewed on 21 Sep. 2021

Kuhio Banyan Club
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
The price is NZ$569 per night from 26 Sep. to 26 Sep.
Located in Lahaina, this beachfront aparthotel is in the historical district and within a 10-minute walk of Keka'a Beach, Kahekili Beach and Honokowai Beach ...
4.2/5Very Good! (2,553 reviews)
"was the perfect vacaccion ,hotel was safe for my kids, good food relaxing please very close to the wonderful beach good for the kids and all people was very friendly"

Reviewed on 21 Sep. 2021

Aston Kaanapali Shores
Aston Waikiki Beach Tower

Aston Waikiki Beach Tower

4 out of 5
2470 Kalakaua Ave, Honolulu, HI
The price is NZ$1,005 per night from 30 Sep. to 30 Sep.
Located in Waikiki, this beach aparthotel is within a 10-minute walk of Waikiki Beach, Honolulu Zoo and Royal Hawaiian Center. Ala Moana Center and University ...
4.5/5Wonderful! (1,418 reviews)
"Convenient area. Great access to the beach. Free parking."

Reviewed on 4 Sep. 2021

Aston Waikiki Beach Tower
Marriott's Ko'Olina Beach Club

Marriott's Ko'Olina Beach Club

4 out of 5
92-161 Waipahe Place, Kapolei, HI
The price is NZ$900 per night from 26 Sep. to 26 Sep.
With direct access to the beach, this Kapolei aparthotel is next to a golf course, steps away from Ko Olina Marina, Ko Olina Lagoon 3 and Ko Olina Lagoon 4. ...
4.3/5Excellent! (769 reviews)
"Enjoyed the wide open spaces around the ko’olina properties! It was perfect for a staycation yet I still felt safe considering Covid is still at large on our state. Access to everything was super convenient from our room and it made our stay perfect!"

Reviewed on 6 Sep. 2021

Marriott's Ko'Olina Beach Club
Aston Waikiki Sunset

Aston Waikiki Sunset

3 out of 5
229 Paoakalani Ave, Honolulu, HI
The price is NZ$233 per night from 6 Oct. to 6 Oct.
Located in Waikiki, this beach condo is within a 10-minute walk of Honolulu Zoo and Waikiki Beach. International Market Place and Royal Hawaiian Center are also ...
3.8/5Good! (2,183 reviews)
"Cleanliness"

Reviewed on 15 Sep. 2021

Aston Waikiki Sunset
Napili Shores Maui by Outrigger

Napili Shores Maui by Outrigger

3 out of 5
5315 Lower Honoapiilani Rd, Lahaina, HI
Nestled on the beach, this Napili aparthotel is within a 15-minute walk of Napili Bay and Kapalua Beach. Napili Bay Beach and Keonenui Beach are also within ...
4.4/5Excellent! (1,321 reviews)
"Property was really a standout! Staff and facilities were excellent. I had to extend last minute and was processed smoothly. Will definitely comeback."

Reviewed on 20 Sep. 2021

Napili Shores Maui by Outrigger
Castle Maui Banyan

Castle Maui Banyan

3.5 out of 5
2575 S Kihei Rd, Kihei, HI
Situated in Kihei, this condo is within a 5-minute walk of Kamaole Beach Park 2 and Kamaole Beach Park 3. Wailea Beach and Kamaole Beach Park are also within ...
3.8/5Good! (105 reviews)
"Our view of the ocean from our room was amazing!"

Reviewed on 4 Sep. 2021

Castle Maui Banyan
Royal Kahana Maui by Outrigger

Royal Kahana Maui by Outrigger

3 out of 5
4365 Lower Honoapiilani Rd, Lahaina, HI
Situated by the ocean, this aparthotel is 0.3 mi (0.5 km) from Kahana Beach and within 3 miles (5 km) of Napili Bay and Kapalua Beach. Ka'opala Beach and Keonenui ...
3.9/5Good! (1,191 reviews)
"Old building but the room was cute and very complete."

Reviewed on 19 Sep. 2021

Royal Kahana Maui by Outrigger
Plantation Hale Suites

Plantation Hale Suites

3 out of 5
525 Aleka Loop, Kapaa, HI
The price is NZ$233 per night from 26 Sep. to 26 Sep.
This family-friendly Kapaa aparthotel is located by the ocean, within a 10-minute walk of Coconut Marketplace and Lae Nani Beach. Lydgate Beach Park and Kauai ...
4/5Very Good! (1,270 reviews)
"We were quite satisfied with the suite but the bed linen seems a bit old and overused."

Reviewed on 11 Sep. 2021

Plantation Hale Suites
Napili Sunset on the Beach

Napili Sunset on the Beach

2.5 out of 5
46 Hui Drive, Lahaina, HI
The price is NZ$435 per night from 27 Sep. to 27 Sep.
Nestled on the beach, this Napili aparthotel is just steps away from Napili Bay Beach and Napili Bay. Kapalua Beach and West Maui Mountains are also within 3 ...
4.5/5Wonderful! (375 reviews)
"Clean, equipped, perfect view,..what I don't like is there is only one portable AC which is inside the bedroom. It was hot upstairs and the rest of the area."

Reviewed on 11 Sep. 2021

Napili Sunset on the Beach
Waipouli Beach Resorts & Spa Kauai by Outrigger

Waipouli Beach Resorts & Spa Kauai by Outrigger

4 out of 5
4-820 Kuhio Hwy, Kapaa, HI
Nestled on the beach, this Kapaa aparthotel is within a 15-minute walk of Waipouli Beach and Fuji Beach. Lae Nani Beach and Town Park are also within 1 mile ...
4.4/5Wonderful! (839 reviews)
"Absolutely beautiful property with everything imaginable. Staff very friendly and helpful and the Concierge was very helpful in getting us a reservation at the restaurant on site. Spa was amazing got the service with the vichey shower!!"

Reviewed on 20 Sep. 2021

Waipouli Beach Resorts & Spa Kauai by Outrigger
Kaanapali Alii, a Destination by Hyatt Residence

Kaanapali Alii, a Destination by Hyatt Residence

4 out of 5
50 Nohea Kai Dr, Lahaina, HI
Located in Lahaina, this beachfront aparthotel is next to a golf course and within a 5-minute walk of Kaanapali Beach and Whalers Village. Kaanapali Golf Courses ...
4.7/5Exceptional! (560 reviews)
"Loved it all really nice"

Reviewed on 15 Sep. 2021

Kaanapali Alii, a Destination by Hyatt Residence
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
515 S. Kihei Road, Kihei, HI
Situated near the beach, this aparthotel is within 1 mile (2 km) of Kalepolepo Beach Park, Waipuilani Beach and Waipuilani Park. Kealia Pond National Wildlife ...
4/5Very Good! (358 reviews)
"Excellent! Nice place to stay while in Maui!"

Reviewed on 22 Aug. 2021

Maui Beach Vacation Club
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hawaii holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hawaii. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Hawaii. Seeing all the best attractions is bound to make you fall in love with Hawaii. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Hawaii short-term rentals, that won’t be hard to do.

Top Cities in Hawaii