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.
Fairway Villas Resort Access & Mountain Views!
Summary:Welcome to the Waikoloa Fairway Villas, a serene retreat on King's Lake. - Spacious living room with plush seating and TV - Private lanai with views of Mauna Kea and Hualalai mountains - Well-equipped kitchen with dining for 6 - Master bedroom with King bed and...
Hawaiian Luxury Villa – Tranquil Elegance at Mauna Kea Resort
Summary:Experience the pinnacle of Hawaiian luxury in this stunning 3-bedroom, 3.5-bath retreat, nestled within the prestigious gated community of Kauna'oa at Mauna Kea Resort. Just a short walk to the beach, this exquisite pod-style home offers seamless indoor-outdoor...
Keauhou Punahele D-102 Ground Floor, Gorgeous Remodel, Incredibly Spacious
Keauhou Punahele D-102 – Remodeled Ground Floor Retreat in Kona’s Premier Coastal CommunityWelcome to Keauhou Punahele D-102, your perfect Hawaiian getaway nestled in the heart of Kailua Kona. This beautifully remodeled ground floor condo offers modern island living...
OCEANFRONT Studio Villa at Westin Kaanapali Ocean Resort Villas North Oct 17-24
OCEANFRONT 1 Bedroom Villa (we also have a Studio OCEANFRONT Villa available for that same week-sleeps 4) at Westin Kaanapali Ocean Resort Villas North. Available the week of Oct. 17 -24, 2025. This space features a comfortable King bed in the bedroom, and a Queen Sofa...
Westside Magic 3bed 2 bath house in terrific westside of oahu!
Experience the paradise of Hawaii’s West Side! Just half a block from the beach, this home offers stunning ocean views. Relax on the lanai and take in the beautiful shades of blue, turquoise, and green that only Hawaii’s waters can provide. Dolphins can be spotted...
Tranquil 2-bedroom condo with AC, in Kihei. Steps from the Beach!
Stay comfortably in Kihei at this 2-bedroom condo. The space features 1 king bed and 2 twin beds, perfect for a small group of guests. With WiFi, AC, and a cozy living room with a sofa bed, this condo offers a superb stay. The bathroom includes a shower and a hairdryer...
Dlx 1BR Beachfront Maui Condo..Kihei/South Shore. AC.nStunning Ocean Views!
Aloha: Welcome to your own 1Br oceanfront Maui condo rental, ideally located on the sunny South Shore/Kihei...just steps to the sand! Enjoy stunning ocean views from your own private lanai/balcony, while listening to the sound of the surf! Appointed in a hawaiian-...
Modern Studio in the Center of Waikiki!
Enjoy a stylish experience at this centrally-located place in the center of Waikiki! Two blocks to Waikiki Beach to enjoy unforgettable sunsets, rejuvenating Pacific Ocean swimming, and mind-numbing ocean gazing. Steps to world class or budget friendly dining. You can...
Palms at Wailea Villa 301 Garden Deluxe 1 BD 2 BA
- Ground floor unit- Kitchen includes dishwasher, stove top/oven, microwave, refrigerator, coffeemaker, blender, cookware and tableware- Spacious 473 square foot lanai- Bedroom with 1 king bed and master bathroom with shower/tub combo- Queen sofa bed in sunken living...
Aqua Aloha Surf Waikiki 506 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 506 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen Futon, Sleeps 4, 361 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for...
Shores of Maui 215 - Dramatic Ocean Views, Steps to the Beach, Renovated, AC!
Fresh from a top-to-bottom renovation, Shores of Maui 215 is a stylish one-bedroom, one-bath condo that blends modern design with relaxed island living. Located on the top floor of this charming garden-style complex, the unit boasts sweeping ocean views from the private...
2 Bedroom Villa at the Westin Nanea Ka'anapali
Located on 16 acres of Maui's famous North Kā'anapali Beach, The Westin Nanea Ocean Ocean Villas puts you at the center Maui’s fun filled local activities and events as well a variety of world-class amenities right outside your villa door.
Wailea Ekolu Village | 1203
Wailea Ekolu Village condo #1203 is an exquisite one-bedroom, two-bathroom ocean view retreat designed for discerning travelers seeking the best of Wailea. This sanctuary offers a seamless indoor-outdoor living experience, allowing guests to enjoy breathtaking panoramic...
Kaanapali Maui Eldorado J204 Garden View 1 BD
- 2nd floor condo with balcony - Tile throughout unit- Open kitchen layout with granite counters, stainless steel fridge, stove/oven, microwave, dishwasher, cookware and tableware- 2 queen beds- Queen sofa sleeper in living room- 1200 square feet / 112 square meters-...
Bungalow 10 at Kukui‘ula – Kauai Luxury with Spa, Golf & Organic Farm
Indulge in the opulent comfort of the two-bedroom bungalows at The Lodge at Kukui’ula on Kaua’i, offering privileged access to the esteemed amenities of The Club at Kukui’ula. This exclusive enclave along Kaua'i's southern coast boasts an 18-hole Tom Weiskopf...
Kaanapali Maui Eldorado Partial Ocean 1 Bedroom
Partial Ocean View 1 Bedroom- Full kitchen includes refridgerator, stove/oven, microwave, dishwasher, cookware, tableware- 1 king bed or 2 queen beds- Queen sofa sleeper in living room- 1200 sqft / 111 sqm- Bathroom with walk-in tile shower- Air conditioning-...
Monthly Discovery Bay 3801 2 Bedroom Luxury Wrap Around Ocean / Sunset / Marina
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, High Floor, Furnished and Fully Appointed. No smoking room. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 MO Min.Sweeping Ocean Views from High Rise, 2 bedroom, Tasteful and Clean, Completely...
Blissful 1 Bedroom w/lanai, WiFi, and Cable-#H206
Families love the homey touches of this one-bed/two-bath air-conditioned suite located across from popular Kamaole II Beach Park. The open kitchen features a breakfast bar, refrigerator, dishwasher, stovetop, oven, microwave and coffeemaker. Also enjoy a washer/dryer,...
New Listing! Private 1bd lanai with ocean views
Welcome to Papakea C209, your serene home away from home on Maui! This charming 1-bedroom, 1-bathroom garden-view condo comfortably sleeps up to 4 guests, featuring a plush king-sized bed in the bedroom and a queen sleeper sofa in the living area—perfect for couples,...
Mauna Lani Point | E106
Mauna Lani Point #E106 will check all your boxes when it comes to staying in the perfect vacation condo on Hawaii’s Big Island. This two-bedroom residence enjoys views of both the ocean and Mauna Lani Golf Course. Lounge on your private ground floor lanai and look for...
Sheraton Kaua‘i Resort Villas | Two-Bedroom Villa
Summary:Sheraton Kauai Resort Villas is located on the beautiful garden island of Kauai. This resort welcomes you with all the comforts of home for a relaxing vacation. Spend your days enjoying the beauty of nature with hikes, boat tours, whale watching, beaches, parks,...
Waikiki Dream! 3 Amazing Units, Outdoor Pool, Close to Diamond Head
Come for the beaches, stay for the adventure! With comfortable amenities and convenience to local attractions, you’ll have everything you need for a relaxing getaway or exciting family vacation. Take a dip in the rooftop pool with views of Waikiki. Enjoy a meal at the...
Beautiful Westin Ka'anapali 1 Bedroom Ocean View Villa Available 8/3 - 8/10/2024
Your stylish sanctuary at The Westin Kā‘anapali Ocean Resort Villas is 900 feet of soothing interior décor that offers many of the key amenities of home, with signature Westin touches. Upon entering your Premium One Bedroom Villa, you will be greeted by a spacious...
KP13-Beachfront-AC-WD-Pool-Perfect Location -Sunsets-KP13
Unit #13 is a beautifully situated, top-floor located in Building 3 of Kiahuna Plantation Resort in Poipu. This unit offers a private retreat with ocean views, making it an ideal choice. This condo does not have AC at this time but we also own #9 with AC.Guests have...
Tradewinds Plaza Waikiki Oceanview Private Rental Sleeps 4
Escape to The Tradewinds Plaza in Waikiki TP606 - Your Ideal Vacation RetreatProperty Details:Address: 2572 Lemon Road #606, Honolulu, HI 96815Property Type: 30-day Minimum 1-Bedroom Vacation RentalEscape to The Tradewinds Plaza in Waikiki Suite 606 offers a spacious...
Royal Kahana Maui 807 Ocean View 1 Bedroom
- 8th floor condo with lanai- Ceramic tile flooring in living room, dining room, bathroom; carpet in bedroom- Updated open kitchen with granite counters and stainless steel appliances – fridge, stove/oven, microwave, dishwasher, cookware, tableware- Updated bathroom...
Poipu Shores Ohana - Two Ocean-Front Condos Side-by-Side
POIPU SHORES OHANA AT KOLOA KAI RENTALSOceanfront Luxury for Your Hawaiian GetawayWelcome to Poipu Shores Ohana, where two beautiful condos, 101A and 102A, come together to provide the ultimate vacation experience. Nestled along the stunning southern coast of Kauai,...
Kiahuna Plantation Resort 192 Oceanfront 1 Bedroom
- Ground floor condo with lanai opening onto an oceanfront lawn- Kitchen has granite countertops and includes full stove top and oven, microwave, full size refrigerator, dishwasher, coffee maker, blender, toaster, cookware and tableware- Bedroom with 1 king bed- Queen...
Get Ready for Your Honolulu Adventure! Restaurants, Pool, Bars, Pets Allowed!
Your exciting family vacation or romantic escape starts here, right on the sands of Waikiki Beach! Just minutes from the best attractions, guests will also enjoy the resort pool with expansive sundecks and private cabanas as well as a poolside dining venue featuring...
The Westin Kaanapali Ocean Villas Resort & Spa!
Beautifully appointed studio, one-bedroom and two-bedroom villas feature fully furnished kitchens, signature Heavenly Beds, Heavenly Baths with a separate whirlpool bath and shower, inu2013room washer and dryer, and everything you need to cast your cares away. Luxury...
KBM Resorts | FREE CAR | Honua Kai Konea | Spacious 2-Bedroom Condo & Perfect for Families! HKK-820
Stylish 2-bedroom corner suite at Honua Kai with mountain views, spacious balcony, gourmet kitchen, and luxury baths-ideal for families or groups seeking comfort, style, and resort fun in Maui.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
Family Paradise: Luxurious 2-Bd L/O Villa with Island Views at Westin Ka'anapali
Escape to the tropical haven of Maui with a stay in a 2-Bedroom Lockoff Island View Villa at Westin Ka'anapali Ocean Resort Villas North—the ultimate destination for family fun, relaxation, and adventure.— Spacious and Flexible Accommodations: This villa combines...
Ocean View House on Maui
Please note: this area was not affected by Maui fires 2023.***Newly remodeled 4 bedroom county ranch house offers breathtaking ocean views, surrounded by the lush beauty of the Maui rainforest.Whether you're soaking up the sun on the spacious patio, taking a dip in the...
CW Royal Garden at Waikiki | King Balcony Studio
Summary:CW Royal Garden at Waikiki | King Balcony Studio• Size: 311 - 381• Kitchen: Partial• Baths: 1• Accommodates: 2 Guests• Beds: King Bed - 1Room Amenities• Hairdryer• In Room Safe• Broadband Internet Access• DVD Player• Stereo• Television•...
Keauhou Garden - Ocean view - Wifi - Walk to Harbor
Stunning ocean views, walking distance to the harbor and shopping center. Keauhou Garden is a clean and cozy stay at the heart of Keauhou, one of the best neighborhoods to stay on Big Island. Peaceful and quiet place, yet just a short drive from Kona downtown. A perfect...
Where You Come To Get Away From It ALL
Get ready to relax in this 1-bedroom condo in Maunaloa. The bedroom features a cozy king bed, perfect for a good night's sleep. This enchanting property offers a washing machine, iron, hair dryer, and WiFi for your convenience. You're sure to make fantastic memories...
Large Ocean View 2-bedroom condo with AC and WiFi in wonderful Wailea-Makena
Enjoy the comfort and cleanliness of your own space. Located in the heart of Wailea, Grand Champions Villas is next to a golf course, tennis courts, a short walk from the Shops of Wailea, restaurants and a 5 minute drive to Wailea Beach. Open floor plan living area...
Monthly Discovery Bay 2204 2 Bedroom Mountain / Ocean / Sunset Views 2 King Beds, Qn Sofa Bed
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished and Fully Appointed including Bidets. Adjustable Beds. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Sweeping Ocean Views from...
Serene Garden View w/Lanai, WiFi, and Cable-#H208
Equal parts modern and cozy, this gorgeous, remodeled one-bedroom/two-bathroom suite truly impresses with a vibrant island atmosphere in the Maui Bayan Resort. Off the living room is a private lanai where you can take in views of the scenic Maui terrain. The bedroom has...
Mauna Lani Point | H202
You will be dreaming and reminiscing of the views from Mauna Lani Point H202 long after you depart! Take in 180-degree panoramic views of the meticulously cut golf course fairways, the dramatic black lava fields, and of course the majestic blue ocean. Your elevated...
Puako Hale Hau Oli | House in Puako near beach with bikes & Roku
Puako Hale Hau OliOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This classic Hawaiian beach cottage is located in Puako, a small beach community on the Big Island of Hawaii, with...
AquaTemple Lodge & Waterfall Jungle Property
Imagine relaxing and swimming in a private river just steps from your home...the gorgeous river front property has multiple waterfalls, a secluded river beach and a lava tube/cave surrounded by lush jungle. Your group will have the whole property to yourself, with a...
Tropical 2 bedroom close to airport and town!
Discover this charming 2-bedroom gem in Kailua-Kona. This quaint house features a cozy king bed and a comfortable queen bed, perfect for a relaxing stay. With WiFi and a washing machine available, guests can enjoy modern conveniences during their visit. It's easy to see...
BEACH SIDE Condo w/POOL at Lawai Beach Resort!
Summary:Welcome to our spacious 1-bedroom residence boasting a tranquil garden, a refreshing pool, and picturesque lanais offering partial views of the mesmerizing ocean.The Space:The bedroom is equipped with a luxurious king-size bed, ensuring a comfortable and restful...
🏖️Family-Friendly | Pools & BBQs | Concierge Service
vrKCV - Waikoloa Colony Villas 801, Professionally Managed by Kona Coast VacationsWelcome to Waikoloa Colony Villas 801 — your perfect escape to the beauty and tranquility of Hawaii's Kohala Coast. Tucked within a private, gated resort community, this spacious villa...
4 Units, Partial Ocean View Two Doubles, The Twin Fin Hotel
Every vacation is enjoyable and restful, thanks to the contemporary atmosphere and convenient amenities of our hotel. Spend the day at the outdoor pool with a large sun deck and lounge chairs or catch some rays at the neighboring beach. You may also try delectable meals...
Marriott Maui Ocean Club | Two 2BR/2BA Villas
Summary:Located on the shores of Ka'anapali Beach, Marriott Ocean Club is surrounded by Hawaii's beautiful scenery! The resort is the perfect family getaway with something for everyone to enjoy - beautiful pools, golf, on-site dining, spa services, and sports courts....
HAWAIIAN OVERLANDERS 4WD FJ CAMPER!
Your Adventure AwaitsExperience Big Island like never before with our unique 2-in-1 adventure! Explore in the island’s only outfitted FJ Cruiser, complete with 4WD, lift kit, and 33-inch wheels. After booking, you’ll receive our handcrafted guidebook featuring top...
New Listing • Private Pool • Walk to ML Beach Club• Discounted Intro Rates
Summary:Dreaming of sun, sand, and serenity? Hale Linaka offers it all. This 4BR/3.5BA home in Mauna Lani Resort is just a 5-min stroll to the Beach Club with turquoise waters and Napua restaurant. Enjoy indoor-outdoor living with sliding doors, plantation shutters,...
Plumeria Hale | Enjoy On-site Amenities Galore!
Summary:Welcome to Hawaii! Your ultimate tropical vacation awaits you at Plumeria Hale, the quintessential beachfront 2-bedroom condo with partial ocean views, located on the west coast of the Big Island. Maximum occupancy strictly enforced in accordance with local...