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.
True Hawaiian ambiance in a loft style condo
Maui Vista 1407 is a spacious 2-bedroom, 2-bathroom condo offering beautiful ocean views, a washer/dryer, and air-conditioning. Located on the fourth floor, the condo accommodates up to 8 guests, featuring a Queen-sized bed in the master bedroom, a Queen-sized Murphy...
Air Conditioned Upstairs Studio w/RESERVED PARKING; Pool, -WIFI-Walk to Beach
Recently updated with new flooring and remodeled bathroom. RESERVED PARKING #214 - directly below! Air Conditioned, upstairs studio unit sleeps 2 people and is furnished with a king bed, mini fridge, microwave, Keurig® coffee machine, flat screen TV with Roku, WiFi,...
Hotel Type Best Price Ocean and Park View! Ala Moana (AH11)
Hotel Type Best Price Ocean View Ala Moana! 13th floor ADA studio with a queen bed, AC, small kitchenette is at the doorstep of Ala Moana Shopping Center, close by the beach. Thanks to panoramic windows and lanai, you can enjoy ocean views!The ADA studio offers...
PERFECT KAUAI Condo!! Steps from Beach/2bd2bth Washer/Dryer AC -Free Parking
GARDEN/PARTIAL OCEAN VIEW CONDO!!! This Beautiful Pono Kai Condo is steps from the ocean and the beach...and furnished in traditional Island decor for a true Aloha feel. With AC, full kitchen, dining room, living room, two large bedrooms, two large bathrooms -...
Hale Hui Kai 303 Two bedroom Two bath with AC and Garden Views
**Hale Hui Kai is finishing a construction project during the month of January, call our office before making a reservation**Central air conditioning with windows inside louvers, keeping noise out and cool air in. Master bedroom with King bed and second bedroom has two...
Newly remodeled oceanfront condo with pool, lanai & private W/D - near beach
Hololani A602Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Small families and close groups of friends will love this oceanfront Kahana condo, complete with a shared pool, nearby...
Mauna Lani Oceanfront Condo, Walk to Beach!
Newly Upgraded Oceanfront Condo in Prime Mauna Lani Terrace LocationWelcome to your dream getaway at the exclusive Mauna Lani Terrace – perfectly situated in the highly desired “H” building, closest to the ocean. This newly upgraded oceanfront condo offers sweeping...
Beautiful tropical Corner Villa w/ full AC for 8
Mauna Kai 7BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Offering wide open spaces and walls of windows that welcome the outside, in, this gorgeous, two-story getaway is sure to...
Spacious ground floor, ocean view Kapalua Ridge Villa private condo with AC
Welcome to Kapalua Ridge Villa 612. This large 1 bedroom, 2 bathroom 1125 sq ft condo features an open floor plan with a large private shaded lanai. Admire Honolulu Bay, sunsets, whale watching, sailboats, & more. This condo has ocean views from the lanai, living area,...
Hale Kamaole 315 Third floor condo, easy access to best beach on Maui!
Beautifully renovated two bedroom condo with loft has Ocean and Garden View. Newly remodeled kitchen with stone counter top, and new walk-in showers with etched designer tile. King bed in master bedroom. Queen bed in loft area. Open feel. An additional door from the...
Sunny Pahoa Retreat: Snorkel, Hike & Shop!
Discover miles of lush rainforest and winding roads that hug the beautiful coastline when you stay at this 3-bedroom, 2-bath Pahoa oasis. The vacation rental provides a peaceful base with amenities and comforts that are essential for a seamless vacation experience....
Marina Hawaii Vacations - Beautiful 180 Degree Ocean Views!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 3/23 - 4/17/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear construction...
Maui Sunset Vacation Rentals A309
A309 is on the third floor in watch the life of Maui unfolds from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Tropical gardens and the ocean beyond. Quiet location features large private view...
Charming suite close to beach with amazing views, on-site pool & tennis
Greens At Waikoloa L101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Coming home to this condo will be a joy - one of many you'll discover during your next Waikoloa Village...
Lahaina Condo w/ Patio, Ocean Views & Pool Access!
Experience the island life at this luxurious 1-bedroom, 1-bathroom vacation rental condo in the Mahana at Kaanapali complex. With enough space to comfortably sleep 4, this ground-floor corner unit offers sleek granite countertops, a concierge, stainless steel...
Maui Kaanapali Villas B225: Maui Beachfront Condo w/ AC, Community Pool, Hot Tub
Maui Kaanapali Villas B225 by Gather is a bright, second-floor studio just steps from world-renowned Ka’anapali Beach. This 544-square-foot retreat features vaulted ceilings, tropical accents, and a spacious covered lanai overlooking the resort’s lush gardens. Ideal for...
Ocean View 2BR/ 2BA Maui Vista, Newly Updated
Unit is 3419 is centrally located and highly updated. The unit and complex are directly across the street from world famous Charlie Young Beach. The unit is very centrally located to Kihei. Shopping, surfing, beaches, dining, and all within a couple of blocks. The unit...
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...
Summer Special Retreat
One bedroom unit. Includes king size bed, ceiling fans, flat screen TV, full kitchen set up with microwave; A beautiful, large pool area with plenty of lounge chairs. Barbecue area; large laundry facility located on property. Located in the heart of Kihei Town. Located...
Ilikai 2018 Ocean / Lagoon View Renovated - K Bed, Sofa Bed
EXCELLENT OCEAN, LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Fireworks from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Beautifully Renovated and fully equipped. AC, cable, WIFI, 24/7 Security, Key-less...
Amazing Oceanfront Condo 🤿 Fresh Island Flavor in Style and Comfort!🐠 - Hale Kona Kai 306
True and full oceanfront condo with a lanai (balcony) that almost hangs over the beach. See the ponds below where the turtles and the eels want to come and feed. Let the sounds of the sea make you sleep after a day of sightseeing or relaxation. The bedroom and living...
Kahana Reef 207: Beautifully Remodeled 1 bedroom with Direct Ocean Front View
Modern and contemporary designs, furnishings and accents complement this completely renovated, and newly updated, Kahana vacation rental. No detail was missed in this well-appointed condo. The fully equipped kitchen is completely open to the living area, creating a...
BIG APRIL,MAY DISCOUNT, PANORAMIC WRAP-AROUND OCEANFRONT CORNER UNIT 2 BALCONIES
NEWLY REMODELED 1240 SQ FT. CORNER OCEANFRONT CONDO WITH TWO HUGE BALCONIES WITH WRAP-AROUND BREATH TAKING PANORAMIC OCEAN FRONT VIEWS---ALL EXTERIOR WALLS ARE GLASS --- FULL OCEAN VIEWS OF BEACH, LAGOON, YACHT HARBOR FROM EVERY ROOM. ALL NEW FAUX WOOD FLOORS, FRESHLY...
GREAT location! Marina view! Washer/Dryer, AC, FREE Wi-Fi and Parking!
Discovery Bay #1509-Endeavor Tower – 1778 Ala Moana Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This spacious, 724 sq.ft. one-bedroom corner unit at Discovery Bay (Endeavor Tower) has central A/C, an open 128 sq.ft. balcony/lanai overlooking...
Oceanfront - Kanaloa Resort #2202
****Central AC is optional, and available for an additional fee*****please notify management after bookingRelax and enjoy your vacation in a spacious oceanfront 2 bedroom, 2 bath condo in the famous Keauhou resort area. Located approximately 5 miles south of Kailua...
Hawaiian Dream - 8th floor Ocean View w/ Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #802** For your health and safety, we utilize additional Sterilization procedures between reservations.High Floor with Full Kitchen 'Residential' Suite - 1 Bedroom, Full KitchenHigh Floor with Full Kitchen...
Oasis in Waikiki with Pool - Steps to the Beach, Zoo, Rooftop Deck, Views!
Legally permitted rental - 134 Kapahulu Ave #520âš• For your health and safety, we utilize additional Sterilization procedures between reservations.This is a charming studio apartment with a full kitchen that has been decorated with lots of warm aloha hospitality and...
Sugar Beach Resort Condo w/ Shared Grill, Private W/D-Swim, Surf, and More
Sugar Beach Resort 332Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Lush Green and Ocean Views W/Lanai–Kamaole Sands
Kamaole Sands - #10411 is a two-floor condo: This charming two-floor two-bedroom/two-bathroom unit features light rattan furniture and modern Hawaiian prints throughout the space. The open-concept layout was created with style and comfort in mind. Immediately, guests...
Oceanfront bliss at White Sands Village unit #113, steps from Magic Sands beach
Enjoy this oceanfront unit #113 at the iconic White Sands Village across from Magic Sands beach. This two-bedroom, two-bathroom corner unit with air conditioning and a large wrap-around lanai is a great place for your Hawaii vacation. Fully stocked kitchen, WIFI, and...
1BST-4 Aston at the Waikiki Banyan: Standard One-Bedroom with Full Kitchen
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: Standard...
Wailua Bay View Condo w/Private Washer/Dryer, Shared Pool, WiFi - Near Beaches
Wailua Bay View 206Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wailua Bay View Kauai vacation condos are exactly what you have been looking for. Located on the Coconut Coast,...
Hale Kona Kai 409 - Find your Beach with Kona Beach Properties
This oceanfront property offers a nice view of the ocean and of the beautifully landscaped grounds of the Royal Kona Resort next door. The ocean is teeming with life! Sit on your lanai and watch spinning dolphins year around and humpback breaching just offshore during...
Oceanfront townhouse! Stunning views and luxury amenities!
This captivating oceanfront townhouse boasts two bedrooms and two bathrooms offering a stunning view of the beautiful, blue ocean and the legendary Kona sunsets. The lanai is the perfect spot for sipping morning coffee or enjoying evening beverages and al fresco dining...
Rate Reduced for Spacious Tropical Island Living on the North Shore of Kauai!
Your North Shore Oasis in Princeville. Nestled beside the renowned Princeville Makai Golf Course and surrounded by Kaua‘i’s natural beauty, this spacious end-unit townhouse offers the perfect island escape. Located on the picturesque North Shore, you’re just minutes...
Close to the Ocean! Casa De Emdeko B122
Welcome to Casa De Emdeko B122, your tropical oasis just steps from the ocean. This charming 1-bedroom, 1-bathroom condo offers a spacious California King-sized bed and a queen-sized sofa sleeper, comfortably accommodating up to 4 guests. Enjoy the comfort of central...
Kona Alii 201: Tropical Oceanfront Condo w/ AC & Pool in Downtown Kona
Situated on iconic Ali‘i Drive in the heart of Kona town, Kona Alii 201 offers a true oceanfront escape just steps from dining, shopping, and the island’s most storied landmarks. This one-bedroom, two-bath condominium features updated interiors and unobstructed views of...
New Listing! Poipu Townhome with Resort Amenities
Poi'pu Townhome with Lanai, Pool and Gym Experience island living at this lovely Pili Mai townhome in Poipu, surrounded by Kiahuna Golf Course with breathtaking mountain and South Shore views. Elegant design meets tropical paradisePremium Location and Resort...
SV3203 2 bedroom, DIRECT OCEANFRONT, Wifi, BREATHTAKING VIEWS
This amazing 2 bedroom with ocean view from the lanai is the PERFECT spot for your Vacation. Sea Village reflects the tranquil beauty of the Big Island. The resort is centrally located 1 mile from restaurants and shops on Famous Ali'i Drive.Air Conditioning is only...
Oceanfront getaway with a furnished patio, fantastic views, & a pool
Mahina Surf 120Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Surf's up at this charming tropical treat located just steps from the ocean! This condo is ideal for a peaceful getaway...
Kamaole Sands Unit 10-117 2 bedroom 2 bath condo on the ground floor in Kihei
Great location in South Kihei, Hawaii. This complex offers its guests numerous amenities so you are sure to find something you enjoy during your time in paradise. For starters, there are two pools on the property including a large family pool and a children's wading...
3-bed 2-bath Oceanfront w/ Bikes & Pickleball!
Aloha! Welcome to Kihei Surf Style, a 3-bedroom, 2-bath oceanfront condo in Kihei, just steps from Cove Beach, one of Maui’s best spots for beginner surfers. The highly rated Maui Waveriders surf school is right next door, with local shops, cafés, and restaurants all...
Ilikai 1437 Ocean & Marina Views King Bed / Sofa
STUNNING OCEAN / SUNSET / MARINA VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.Fully equipped. AC, cable, WIFI, 24/7 Security, Keyless Entry No Check...
City-view Ilikai Hotel one-bedroom Condo on the 10th Floor
This beautifully renovated condo has been completely transformed with brand-new appliances, modern furniture, upgraded flooring, and more! Experience luxury and comfort during your stay. Situated on the city side of the building, you'll enjoy refreshing tropical breezes...
30 seconds to The Ocean! Waikiki Shore, 1 Bedroom with 1 Parking (WS08)
Enjoy in the renovated 1 bedroom in front of the beach!! One free parking is a big plus!Also it has the great access to the beach!! Just 30 seconds walk to the white sandy beach.There is the special gate to the beach only for the Waikiki Shore guests. They have also the...
New Listing! Recently updated oceanview retreat
Welcome to Maui Parkshore 306 — Your Maui Beach Retreat Awaits! Say aloha to your island getaway at Maui Parkshore 306, a beautifully updated 2-bedroom, 2-bathroom condo that sleeps up to 6 guests. Perfect for families, couples, and beach-loving friends, this coastal...
Oceanfront condo with pool, high-speed WiFi, & views of Lana'i & ocean
Mahina Surf 217Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You'll love breathing in fresh ocean air on your balcony, or watching for whales during the whale-watching season!...
Cozy 2br 1ba Apt in Waiakea Villas with work space
Ground floor end unit with garden/pond view, across from Waiakea Pond and Wailoa River State Park. Nice walk or drive 1 mile to beach park, downtown Hilo and Farmers Market for Hawaii's best local products. Just 2 miles to Hilo Airport (ITO), 40 min to Volcanoes...
Mana Kai #303: Oceanfront Bliss on Keawakapu Beach with Stunning Sunset Views
Mana Kai #203 is Maui Living at its best! We could talk about the ocean and sunset views all day but you won't get it until you experience them for yourself. Situated on the popular grass area at Keawakapu Beach. Take a look out of the lanai slider door for some of the...
Cozy and Beautiful Home with Lush Private Setting! 🌺 - Volcano Village Cymbidium House 🌋
In the charming little town of the Volcano Village, only a few minutes from Hawaii Volcanoes National Park, you will find peacefulness and anonymity in your well-appointed rainforest house located in a half-acre of the trees of Ohia & Hapu'u. Wake up to tropical birds'...