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.
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Maui Magic: Beachfront Maui Ocean Club Resort! 2BR
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 🌴 The Spectacular Maui Adventure at Marriott's Maui Ocean Club awaits! 🌴Additional $500-$1000 SAVINGS available with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 on certain 7-Night stays. All...
Bright updated condo w/ lanai & shared pool/hot tub - steps to beach
Kona Bali Kai 353Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this stunning oceanfront condo complex in Kailua-Kona, HI. This luxurious...
Enjoy the Space! Super Pacific View, Kitchen Ease, Free WiFi–Waikīkī Shore #708
Unwind in this one-bedroom one-bathroom deluxe suite with views of the Pacific Ocean, which you can enjoy from your furnished lanai. This unit’s decor is reminiscent of iconic Waikīkī charm. You’ll love the wicker furnishings, wide-leaf paddle fan, and vibrant...
Honolulu Vacation Rental: Walk to Beaches
Make this lovely Honolulu condo rental your home base in Hawaii! This 1-bath studio boasts a stunning location that's within walking distance of hotspots like Kapiʻolani Regional Park, Kaimana Beach, and Diamond Head, so you can enjoy the area's attractions and natural...
Wailea Elua Village | 2402
Wailea Elua Village 2402 is an exquisite ocean-view second-floor condo located in the prestigious Wailea area of Maui. This elevated condo with vaulted ceilings enjoys great views out over the South Maui coastline, especially remarkable during whale season, since you...
Beautiful Makai Club Cottages - 2BR
Escape to a lush tropical oasis at Makai Club, situated on the North Shore of the island of Kauai. This quaint resort is surrounded by the lush greenery and the towering mountains of The Garden Isle. Spend your days lounging on one of the nearby beaches while soaking up...
Aston at the Whaler on Kaanapali Beach #761
This remodeled ocean view studio located on the 7th floor of Tower 2 at the Whaler on Kaapali Beach makes great use of the space with a King Wall/Murphy bed which allows for extra space during the day. The living area features a large flat-screen TV and comfy recliners...
Kiahuna Plantation Resort 249 Partial Ocean 1 BD
- Third floor end unit with lanai looking out to the ocean- Walk-up, no elevators- Bright and airy with tropical accents- Carpeting and tile throughout- Full kitchen with granite countertops and backsplash includes full size refrigerator, stovetop/oven, dishwasher,...
Wailea Ekolu 804 | 1BD/2BA | Ocean Views | Prime Wailea Location
Interior photos coming soon. Wailea Ekolu 804 | 1BD/2BA | Ocean Views | Prime Wailea LocationWelcome to Wailea Ekolu 804, a beautifully appointed one-bedroom, two-bathroom retreat perfectly positioned in the heart of Wailea. This spacious condo is nestled along the...
Hale Kalapu Amazing North Kaanapali Ocean Views 3BD Private Home Walk to the Beach
Hale Kalapu NEW LISTING Spectacular Panoramic Ocean Views from this 3Bedroom Home on the North Kaanapali Hillside! FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watch (seasonal),...
Cozy Modern Kamahana Studio, Pool, WiFi
Charming Island Getaway – Studio Condo in Kamahana, PrincevilleEscape to the serene beauty of Kauai in this stylish and modern Studio with en-suite bathroom located in the peaceful Kamahana complex in Princeville. Ideal for couples or solo travelers, this cozy retreat...
Family Vacation! 2 Pet-friendly Units, Near Honolulu Zoo!
Make this comfortable and convenient property your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of Waikiki Beach are...
Kapalua Golf Villa 18T4 Gold Fairway 1 Bedroom
- Street level unit overlooking Bay Golf Course- One Step-up into the front door- Tile in kitchen, bathrooms and dining room with bedroom carpeted- Granite counters and stainless steel appliances includes fridge with ice maker, stove/oven, microwave, dishwasher,...
STVR Home-Hawaiian Living Oasis 4Bed/4Bath/Sleep 12/AC/Pool Coming soon
**New pool coming in Nov 2025**Welcome to your dream getaway in Kona! Nestled in a prime spot, you're just 10 minutes away from Kona's best beaches, restaurants, and attractions. Whether you're here to explore or relax, everything you need is within reach. This stunning...
Lilikoii Landing
Welcome to Lilikoi Landing! Escape to our stylish 2-bed, 2-bath condo in Princeville, Kauai, where relaxation awaits. Enjoy air-conditioned comfort, ocean views from the front yard, and lush green mountain views in the back. Just minutes from Hanalei Bay and other...
Poipu Kai Kahala 114 - Two-bedroom Garden View
Poipu Kai Kahala 114 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with tubBedroom 2: 2 TwinsSecond bathroom: full bath with shower tub comboLivingroom: Queen sofa bedAC: Portable AC in primary...
Beach Unit! Unlimited ocean view-Beautiful reef protected sandy beach
Enjoy this bit of paradise at Haleiwa on Oahu’s legendary North Shore. This wonderful one-bedroom, two-bath condo offers the perfect North Shore home, with breathtaking ocean views that greet you the moment you walk through the door.Enjoy your private lanai for an...
Centrally Located Elegant Vistas
Summary:Enjoy a stylish experience at this centrally-located place. Bright, modern, and spacious. Complete remodel in October 2022. This two-bedroom, two-bathroom condo features luxurious touches throughout, located in the sunny and vibrant beach town of Kihei, all of...
New Listing! Poolside Poi'pu Condo - 2BR Kahala
Poolside Poi'pu Condo - 2BR Kahala at Poipu KaiExperience the best of Poipu in this perfectly positioned condo with the convenience of poolside living and easy beach access. This bright, modern 2-bedroom retreat features travertine floors, granite countertops, and...
Kona Coast Captivating 1BR Living w Basketball Hoop and Pool
Located on Kona Coast in Hawaii, this tropical garden resort is less than one kilometer from Kahaluu Beach. It features a restaurant, tennis court and villas with a fully-equipped kitchen. The resort has 2 outdoor pools, 3 hot tubs and a sauna.Kona Coast Resort offers...
Royal Kahana Maui 207 Oceanfront 1 Bedroom
- 2nd floor condo with balcony- Tiled floors throughout- Updated kitchen with granite counter – fridge, stove/oven, microwave, cookware, tableware- Updated bathroom with granite counters and walk-in tiled shower with grab bar- 1 king bed and 1 queen sofa bed- 777...
Golf Villas Ocean View 2 Bedroom at The Kapalua Villas Maui, Full Kitchen, Pool
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Studio City View DLX Kitchenette A/C, and WiFi - Bamboo Waikīkī Hotel #410
Castle Bamboo Waikīkī Hotel #410 - This 4th floor unit is 329 square feet, comes with a lanai, and open-concept living space. This space comes with a large cozy sofa and a spacious Queen bed, a flat screen TV and Wi-Fi to keep you entertained. The bathroom has a...
Papakea H302 1BR Condo with Spectacular 180º Ocean View & Central AC 🏄♂️ 🌞!!!
The Papakea is a Kaanapali Beach Oceanfront Resort. Unit H302 is a 1 bedroom, 1 bathroom condo with Central A/C (very rare for 1 Bedroom Condos), Landscape 180 degree Ocean View from the LanaiExcellent location, with fantastic panoramic view of ocean, koi ponds, (2)...
Maui Ka’anapali Villas #A407: One bedroom ocean view
Maui Ka’anapali Villas #A407: One bedroom ocean view on N. Kaanapali Beach with Pool and Beach Access. Maximum occupancy: 2This condominium is located in the Aloha Tower, the central hub of the property. Situated on the 4th floor, this unit boasts magnificent ocean...
Relaxing tropical retreat near Diamond Head. Unwind and rejuvenate your senses.
Experience a calming Oasis at the Kahala Beach Apartments. This peaceful retreat is a fully furnished 2 bedroom, 2 bath dwelling located on the 1st floor and has 1 parking stall included. Cool off comfortably with fully integrated air conditioning throughout the space...
Kiahuna Plantation Resort 76 Ocean View 2 BD 2 BA
- Nicely appointed, two-story condo with beds and baths downstairs and living areas upstairs looking across the grounds to the ocean. AC in living area- Walk-up, no elevators- Carpet in living and dining areas with tile throughout the rest of the unit- Full kitchen with...
Kapalua Ridge Villas Gold Ocean View 2 Bedroom
Ridge Villas Gold Ocean View 2 Bedroom 2 Bath- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed...
Tranquil 2-Bedroom Getaway at The Cove Waikiki
Stay in seclusion & serenity at one of Waikiki's newest gems, The Cove Waikiki. This private community is nestled 2 short blocks from Duke Kahanamoku Bay and among Discovery Bay's ample shops, cafes and activities, and easy access to Waikiki, Magic Island Beach Park,...
Stunning Golf Course & Garden Views - WAILEA GRAND CHAMPION #142
Wailea Grand Champions #142- Garden View Comfort in the Heart of WaileaWelcome to Wailea Grand Champions #142, a beautifully maintained one-bedroom, two-bathroom villa set among lush tropical gardens and offering a peaceful retreat in one of Maui’s most sought-after...
Studio City View DLX Kitchenette, A/C and WiFi - Bamboo Waikīkī Hotel #501
Castle Bamboo Waikīkī Hotel #501 - The sliding glass doors allow an abundance of natural sunlight and lead to a furnished, private lanai where you can lounge away while gazing at lush tropical fauna and the swimming pool below. This fifth-floor corner unit studio is...
Poipu Kai Regency 211 - Two-bedroom Garden View condo on the island of Kaua'i.
Poipu Kai Regency 211 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with single shower Bedroom 2: queen bedSecond bathroom: full bath with shower/tub comboLivingroom sofabed: 1AC: Portable AC in...
Charming 2-bedroom bungalow with AC and WiFi in Kailua-Kona
Stay here at the Bungalows! Right on Alii drive. You will be located in the center of town. Across from Turtles beach (short walk over rocks) and a beach access to the ocean. A quick walk to Alii Garden's Marketplace where you can eat and get souvenirs for your trip,...
Oceanfront Styling Diamond Head Condo on Pacific- Free parking
LOCATION, LOCATION, LOCATION!! Our condo is located in one of the premier buildings on Oahu's Gold Coast, on the ocean, with unobstructed Diamond Head views, withtrade winds and the sounds of the Pacific. Not your typical rental. Very comfortable luxury bedding with...
Palms at Wailea Garden Deluxe Villas 1 BD 2 BA
Garden View Deluxe 1 Bedroom 2 Bath Villa- Full kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private deck- 1 king or 1 queen- Queen sofa bed- 1022 square feet / 95 square meters- Maximum 4...
Hawaiian Hospitality! Beachfront Property, Pool, Restaurant, Coffeehouse, Spa
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...
Mauna Lani Point | B202
Mauna Lani Point B202 has all the components to make it the perfect Hawaiian vacation rental. From the culturally-inspired wall art featuring hula dancers and traditional wooden spears to the spectacular views of the ocean, black lava rock fields, and swaying palm trees...
Stunning ocean and coastline view in Keauhou Resort!
Welcome to our stunning condo at the sought-after Hale Kehau in the heart of Keauhou! This spacious three-bedroom, 2.5-bathroom home offers the perfect blend of comfort and luxury, located on the upper level of a two-story building—no stairs to navigate, as it...
Alii Villas#320 Fully Remodeled Top Floor End unit w/ Incredible Ocean Views
Welcome to your slice of paradise! This beautifully remodeled top-floor end unit at the highly sought-after Alii Villas offers the perfect blend of comfort, style, and breathtaking scenery. Enjoy panoramic ocean and sunset views right from your private lanai—ideal for...
Spend the New Year in Hawaii!nSpacious Two BR at Ka Oe Kai, Princeville, Kauain
Spacious two bedroom Club Wyndham Ka Eo KaiOn the northern shore of Kauai, there's a beautiful plateau overlooking romantic Hanalei Bay. Amidst this splendor, you'll find the smaller and more private paradise of Ka'Eo Kai. A stroll along its winding paths takes you past...
Gorgeous Modern Home with Solar Heated Pool in Waimea
Spectacular modern home with panoramic views, a solar heated pool and secluded privacy near the town of Waimea. An architectural gem, the Akamai House was built with board-formed concrete, high ceilings, floor-to-ceiling windows and retractable walls to create a...
Monthly Discovery Bay 1403 1 Bedroom Ocean / Sunset / Marina / City Views Queen Bed, Sofa Bed
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, 1 Bed Room, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Ocean Views from High Rise, Tasteful and...
Luxury Penthouse w/ Shared Pool, Hot Tub, Gym, Golf Nearby & Much More!
Happy Place at Kolea Kai 16-JOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience luxury living in this beautifully furnished Kolea penthouse condo in Waikoloa, HI, where...
Pueo Cabin with Shared Bath and Common House
Welcome to Pueo Cabin, a tranquil haven designed for solo travelers, remote workers, or anyone in search of peace and quiet. This cozy cabin features a comfortable single bed with luxury bedding, ensuring a restful night's sleep. For those who need to stay connected or...
MHL 66 Rare 3BD Condo Across the Street from Keawakapu Beach and just Steps to the Pool
Maui Hill 66 NEW LISTING Experience Maui from this Amazing South Kihei Location, Walk to the Beach, Minutes to Wailea! FREE daily activities included with your stay value up to $956! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watching...
Hillside Villas 1534-2: New Listing! 3BR Condo w/ Pool, Resort & Beach Access
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Hillside Villas 1534-2, a tranquil...
Spacious Luxury Suite w/Mountain, Ocean, & City view at Royal Garden Waikiki
Escape to paradise at The Obsidian Oasis—a spacious 750 sq ft suite, newly renovated and upgraded for luxury and comfort. Located in the renowned Royal Garden Hotel in the vibrant heart of Waikiki. Perched on the 23rd floor of a 25-story boutique hotel, this unit...
Kahikole 2 – Tranquil & Serene | Onsite Staff & Daily Housekeeping
Centrally located within Hualalai Resort along Hole 8 of the Hualalai Golf Course, this spacious 3-bedroom, 3.5 bath home boasts an open floor plan and generous outdoor space for up to 6 guests. The soothing entry courtyard is dominated by a large koi pond while an...
Kiahuna Plantation Resort 217 Ocean View 1 Bedroom
- Third floor unit with ocean views and air conditioning- Bright and airy tropical ambience- Luxury vinyl flooring throughout- Fully equipped kitchen includes full size refrigerator, stovetop/oven, dishwasher, microwave hood combo, coffee maker, blender, toaster,...
Maui Resort Rentals: Honua Kai Hokulani - 3 Total Bedrooms, XL Balcony, Lush Courtyard & Beautiful Ocean Views!
This incredible 3BR/3BA offering combines a 2BR partial oceanview suite with an adjacent partial oceanview studio to create a combined 1700+ sq ft gathering space, perfect for small groups and families. Overlooking the Hokulani Tower's vibrant interior courtyard and...