Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Incredible He'eia Bay Pool Home w/hot tub for 16!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This beautiful 5 bedroom 5 bath pool home for 16 is located right across the street from Keauhau Bay! A semi private landing with sleeping offers a 6th sleeping area! There is a...
Wailea Ekahi Village 40F - 1 Bedroom Garden View Condo
Discover the charm of Maui from the comfort of Wailea Ekahi 40F, a beautifully appointed one-bedroom, one-bathroom condo located in the desirable Wailea community. This inviting vacation rental combines modern amenities with a touch of tropical elegance, offering a...
Lagoon View Resort Retreat
Keep it simple at this peaceful at this Resort Hotel Room. A lovely view from private lanai overlooking lagoon and mountains beyond at this popular kauai`s East side Oceanfront Resort location. An easy 5 minute drive from the LIhue airport, an ideal resting spot to end...
Private Island Retreat At The Cliffs Princeville!
Experience panoramic views of the Pacific Ocean and iconic Mt. Makana ("Bali Hai") from this private and spacious condo at The Cliffs in Princeville. Perched on a scenic bluff with distant ocean vistas and lush tropical surroundings, this beautifully appointed retreat...
Safe and Quiet in Honolulu Paradise Location
Legally permitted rental - 1850 Ala Moana Blvd #507** For your health and safety, we utilize additional Sterilization procedures between reservations.Beautifully remodeled July 2017, this hotel room comfortably accommodates four adults and is located steps from Waikiki...
KV E706 Breathtaking Oceanview 2BD with central AC Pool & near beach!
Kahana Villa E706 NEW LISTING! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike...
Newly Remodeled! 1br Ocean View Condo w/ AC at Poipu Kapili by Alekona Kauai
Comfort meets elegance in this 1,200-sqft one-bedroom Poipu Kapili condo. Perfectly situated to offer breathtaking ocean and pool views, the west-facing lanai puts you on the front row for those mesmerizing Poipu sunsets. With ceiling fans throughout the condo, you'll...
Oceanfront townhouse at Keauhou Surf and Racquet
Oceanfront island-style townhouse at Keauhou Surf and Racquet that boasts stunning views! Enjoy this two-bedroom, two-bathroom with a large lanai to enjoy sunsets and morning coffee. Enjoy the amenities of the complex; BBQ, pool, tennis, and more!Inside the property...
Paradise with Bali Hai views from a tropical North Shore getaway
Hanalei Bay Resort 6221/6222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the true spirit of Aloha in this fantastic two-king-bedroom condo, each with private en suite...
@ Marbella Lane - Mountain View Studio
Summary:Waikiki Grand Hotel is in the absolute best location in Waikiki! • 360 SQFT• sanitized, self-checkin (contact free)• everything is walking distance - beaches, restaurants, shopping, honolulu zoo & waikiki qquarium, family-friendly activities, nightlife, and...
ALOHA-WAIKIKI RETRO BEACH DREAMS 71
Awesome unit with some ocean views, two short blocks from the beach. This unit is a corner unit and has 2 balconies from which you are able to enjoy mountain views and tropical breezes. Within our CLEAN PRIVATE unit, GUESTS will enjoy:• QUEEN bed to comfortably sleep...
Makena Surf E102 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf E102 is a prime oceanfront vacation condo that offers a perfect blend of luxury and natural beauty. This 1,510 square foot residence is centrally located within the resort, just a short stroll from the golden sands of Po\'olenalena Beach. The condo features...
Wailea Ekahi Village 44B - Studio Garden View Condo
For travelers seeking a budget-friendly option in the prestigious Wailea area without sacrificing comfort or location, Wailea Ekahi 44B presents an attractive choice. It is a charming studio provides a traveling couple or solo traveler everything they could need and...
Ala Moana Resort High floor with partial ocean and city views with balcony
High floor unit with balcony . Partial ocean views and city views. Low resort fee Amazing location Located a 10-minute walk from Ala Moana Beach, Ala Moana Resort 25th floor with balcony offers 4-star accommodations in Honolulu and features a restaurant. The property is...
NEW Listing - Experience luxury at Mauna Lani Villages, a spacious 3-bedroom condo
Luxury 3 bedroom Suite town home! Come and stay in the Mauna Lani resort at the Villages! Just walking distance to the grocery store, and restaurants. This Villa has a split level, high ceilings in the kitchen, dining, and living room. Enjoy 3 separate lanai's with a...
Ilikai Hotel 1 Bedroom Yacht Harbor View, minutes to the Beach!
This is the perfect spot to enjoy the coveted view of the yacht harbor and the Pacific Ocean beyond! This condo is located on the 4th floor of the Ilikai Hotel. Unwind on your large private lanai, ideally situated for taking in the view and watching the sun set over the...
Maui Vista 3111: Walk to the Beach from this 1 Br Garden View condo in Kihei
Enjoy the convenience of South Maui from this one-bedroom condo at the Maui Vista. This garden-view condo is located towards the back of the condo and provides peace and quiet. This condo will accommodate up to four people with a queen bed in the bedroom and a sofa bed...
Your Beachfront Paradise on Maui’s Sugar Beach
*This is a new property and it's gorgeous! We are confident you will love your experience!*For the comfort and safety of all guests, our maximum occupancy is strictly limited to 6 individuals total, including children and infants, in accordance with local fire code and...
One Bedroom at the Chateau Waikiki with Ocean Views and Free Parking
Aloha and Mahalo from Waikiki! This property is a 30 day minimum rental at the Chateau Waikiki and is professionally managed by Happy Vacations. Very convenient and affordable condo, with Ocean and City Views! Great building amenities, walking distance to the Ala Moana...
Affordable, Central Steps to the Beach & Canal
Legally permitted rental - 444 Kanekapolei St #601** For your health and safety, we utilize additional Sterilization procedures between reservations.Immerse yourself in the Hawaiian Lifestyle. The boutique-style hotel room features views from the mountains to the ocean!...
Ko'olau Mountain and Golf Course Views! FREE Wi-Fi and parking!
Canal House #706 - 2611 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This 600 sqft contemporary style one-bedroom (plus balcony/lanai with table and 2 chairs) is on the 7th floor of the secure Canal House condominium with views of the...
Aqua Aloha Surf Waikiki 1107 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1107, Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, (1) Full/double Futon, Sleeps 4 360 St FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo...
Tropical Serenity - Charming Maui Banyan Studio
Discover Maui at Maui Banyan Q110A studio, a charming 1-bath studio steps from Kamaole Beach Park II, perfect for up to 2 guests. Conveniently located right next to the upper pool area which also includes six Weber BBQs. Relax on the lanai amidst lush greenery, stroll...
3bedrm/2bath,near shopping center,freeway
It has a very convenient location,with walking distance to hawaii famous Bernice Pauahi Bishop Museum for about 5 minutes and 9 minutes walk to the nearest shopping mall and one block 3minutes walks to the bus station.It's only 9minutes drive to the Honolulu...
Spacious high ceiling studio w/FREE PARKING! in Central Waikiki, Luana Hotel
Luana Waikiki Hotel and the spacious unit were recently renovated completely. This hotel situates at the entrance to the famous Waikiki strip and close to the world-renewed Waikiki Beach, shoppings, dining, and Convention Center, which are within a 2-10 minute walk.It...
Tranquil Hawaiian ocean view retreat
Kaanapali Shores 616 is a 2-bedroom, 2-bathroom condo with central air conditioning that can accommodate up to 6 guests. Located on the sixth floor, inside you will find an open-concept layout and Hawaiian-inspired decor with a sense of island serenity. When it's time...
Cool Cabana at Waikiki 1-Bedroom | Lanai + Parking
Enjoy a Diamond Head view from the private lanai of this one-bedroom apartment located only one block from world-famous Waikiki beach. This unit features an open concept living, dining, and full kitchen space, as well as an AC, two ceiling fans, complimentary...
2Br Top Floor Hanalei Bay Resort, Ocean View, Pool, Beach Gear
Welcome to Hanalei Bay Resort unit 7305/7306. Looking for enough space for the whole family to relax in scenic comfort? This 2br 2ba condo comes with a with a sleeping loft, offering truly unforgettable views of the ocean, the mountains, and Kauai's incredible North...
Beautiful Modern Remodeled Maui Banyan Suite
Experience Maui at Maui Banyan P103 suite, a charming 2-bed, 2-bath condo just steps from Kamaole Beach Park II. Conveniently situated on the first floor, it accommodates up to 6 guests. Enjoy the tranquil lanai for morning coffee or dinners amidst lush greenery. Take a...
Maui Vista 1220: 1 Br across the street from Kamaole Beach Park I
One bedroom garden view condo located on the second floor. This unit sleeps up to four people with a queen bed in the bedroom and a pull-out sofa bed in the living room. There are many tropical accents and upgrades throughout this unit. Enjoy the full kitchen which...
Poipu tropical garden view w/AC. No stairs!
One of Poipu’s hidden gems best kept secrets. Waikomo Stream Villas is a lush garden resort location on the sunny south side of Kauai. The condo is centrally located to shops and restaurants. It is conveniently located within walking distance to the beach , shops and...
Kahaki Hale: Updated 1BR Condo w/ Modern Design & Style Near Poipu Beach
Escape to Kahaki Hale, a charming one-bedroom retreat in Kapaa, Hawaii, where modern comfort blends with tropical tranquility. Just minutes from golden beaches and vibrant local dining, this relaxing haven accommodates up to four guests—perfect for couples or small...
F7 2 bedroom, 2nd floor, oceanfront
Aloha! We have just returned from a four month stay at F7, our first visit in over three years.We had hoped to schedule renovation work while we were there, but the boom in construction on Kauai interfered, and so our condo is now in what we consider pre-renovation...
Quiet Tropical Paradise Steps To The Beach
This Kihei condo boasts 1 inviting bedroom with a lovely queen bed. The bathroom features a shower, and there is an additional delightful oversized living room with a sofa bed. Master Bedroom is in the back, giving guests privacy from others sleeping in spacious living...
Entire Place & King Sized Bed
Pineapple Hale…In Fern Acres, you will enjoy a serene, quiet location with all the amenities of home. On this 4 acre property, the sounds of nature will lull you to sleep. And, awaken you with soft birdsong. The climate is cool at nights. You have access to the entire...
Gorgeous Monthly rental Near the Beach w/ Iconic Ocean, City, Mountain Views!
Waikiki Shore #1418 – 2161 Kalia Rd(LEGAL 30-Night Minimum Rental in the Resort Zone! ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)NEW TO OUR INVENTORY! This beautiful 2-bedroom, 2-bath condo with floor to ceiling...
Comfortable Corner Suite opposite Beach & Park, Queen Bed WAIKIKI GRAND HOTEL®
Legally permitted rental - 134 Kapahulu Ave #500** For your health and safety, we utilize additional Sterilization procedures between reservations.Suite 500 has everything you are looking for in a Waikiki studio - full bathroom with shower and tub, full size, 'induction...
KBM Resorts | FREE CAR | Residences at Napili Bay | Massive 3-Bedroom Condo, 30 seconds from Napili Bay! NPG-C11
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Charming Royal Garden Studio | Private Lanai
Fantastically located Waikiki studio with private lanai overlooking the palm-tree dotted Ala Wai canal. As part of the luxurious Royal Garden building, our guests enjoy the lovely gardens, pool, sauna, bbq area, fitness center, and more during their stay. Located steps...
Delightful 2bd condo in South Kihei
Welcome to Haleakala Shores A305, an enchanting 2-bedroom, 2-bathroom condo tucked away in the picturesque surroundings of south Kihei, just moments away from the pristine shores of Kamaole Sands beaches. With accommodations for up to 6 guests, including the rare luxury...
Poipu Kapili 57 By Parrish Kauai- oceanfront views and walkable to the beach!
An oceanfront Kauai resort in Poipu Beach featuring spacious Kauai condos and spectacular sunset views. With its classic Hawaii plantation style architecture and design, complemented by a wonderful pool and guest amenities, this is a sought after Poipu resort...
Amazing escape with lagoon pool, hot tub, tennis, AC & great location
Maui Kamaole F108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
3 bedroom 2 bath Orchid house in Paradise
Brand newly remodeled 3 bedroom 2 bath tropical home , can sleep 6-8 in the beautiful hawaii paradise park.20 min drive to Hilo, Liliuokalani Park and garden , Carlsmith beach and Wailoa River Park and 45 min to Hawaii volcanoes National park. 10 min drive to beach side...
Ground Floor Oceanfront 1 Bedroom - Kona Reef D01
Kona Reef D01: Located on the ground-floor, walk from your private lanai to the ocean’s edge for a beautiful Kona sunset. This open-design, air-conditioned 758 sq. ft. retreat invites you to prep meals in the gourmet kitchen with breakfast bar. Other touches include...
How about a little Dose of Liquid Maui Sunshine? Papakea G408 - Sleeps 6
Ocean views from this 4th floor corner unit in North Ka'anapali. Remodel completed in Nov of 2015 with new kitchen, bathrooms, a fresh coat of paint and decorator touches. Ceiling fans and a window air conditioner in the living room help keep the condo cool. This condo...
Wailea Elua Village 401 - 2 Bedroom Ocean View Condo
Wailea Elua Village 401 is a stunning vacation rental situated in the luxurious Wailea area of Maui. This ground floor two-bedroom, two-bathroom condo is surrounded by tropical views of beautifully mainucred grounds and the South Maui coastline. The condo features an...
Nani Hale at Plantation Hale: w/ AC,Walk to Bch,Dining,Shopping,Pool/Hot Tub/BBQ
Welcome to Nani Hale by Gather, a newly remodeled ground-floor escape on Kauai’s Coconut Coast. Nestled within Plantation Hale Suites in Kapaa, this 690 sq. ft. one-bedroom retreat blends modern convenience with tropical charm. A short stroll takes you to Waipouli...
Top floor oceanfront 2 bedroom Maui condo
Picture yourself perched above the popular Waipuilani Beach Park in South Maui, in Kihei. 2023 New flooring throughout, new beds master now has a king bed and remolded bathroom. New Couches 2022. Large private condominium apartment at the resort condominium complex on...
Modern Kauaʻi Luxury Home With Ohana, Pool, and Spa in Kukuiʻula
Welcome to Ka Hui Ana (The Gathering), a contemporary island retreat located in the prestigious Kukuiʻula community on Kauai’s sun-soaked south shore. Blending modern design with relaxed Hawaiian living, this 4-bedroom, 4.5-bath sanctuary offers generous indoor-outdoor...
Condo w/Luxe Upgrades –Kamaole Sands 10106
This charming, one bedroom condo gives off the vibe and atmosphere of a cozy island haven, rather than a vacation rental in a resort. The entryway greets you with an “Aloha” sign and a reminder to remove your footwear – as it is customary in these islands. As you step...