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.
New Listing: Oceanview Kaha Lani 223 with Lanai, Beach Access & Modern Comforts
BEAUTIFUL FULL REMODEL!The Location:Perfectly positioned to accommodate everyone's interests, the Coconut Coast is flanked by epic coastline threaded together by the Ke Ala Hele Makale coastal bike and walking path. Just a 7-minute walk along the path or the golden sand...
Ilikai Hotel - City-view Two-Bedroom Condo on the 19th Floor, Peek-a-Boo Ocean View!
*Construction Update* Spall repair and exterior painting will be ongoing outside of the unit from August through mid-October 2025. During this time, access to the lanai will be restricted during work hours: Monday through Friday, 8am to 5pm. Lanai access will be...
Walkable to town and Oceanfront with A/C!
Now Featuring: Air-Conditioning in the bedroom and living room!Conveniently located between the south and north shore is this wonderfully appointed one-bedroom, one and a half bath, ocean-view condo at Lae Nani. Tucked away off a quaint side street in Kapaa, Lae Nani...
Zen home with fast WiFi, washer/dryer, koi pond & large lanai
Seabreeze Hawaii Kai -A - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You’re sure to find your zen at this slice of paradise. From a gorgeous lanai to a lush...
Ocean-view condo with private balcony, washer/dryer, & shared pool/tennis courts
Wavecrest C216Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your peaceful Hawaiian getaway awaits at this second-floor Wavecrest Resort condo. Situated in a tropical part of the...
Ocean view condo with a pool, hot tub, gym & WiFi - snowbird-friendly
The Windsor Waikiki #3704 - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Soaring above Oahu on the 37th floor, this condo boasts panoramic views of it all - the...
Waikoloa Colony Villas 1401: 2 bedroom, 2 bath located on the 10th Fairway
Posted 1/12/23: Phase IIIA Irrigation Project will start next week Monday 01/16/23. They plan to start at Building 15 and work their way back to Building 19, this is a slightly smaller section than the Phase II Section and we are hoping that it will get done quicker...
Cove park - Beautiful 2 Bedroom / 1 Bath. Close to beaches/restaurants/nightlife
Popular Vacation Rental near Kihei's best beaches! This highly sought after 2 bedroom, 1 bath corner unit at Kalama Terrace is close to Charley Young, Kamaole One, and the Cove beach parks. Located on the top floor, you'll enjoy ocean, Lanai and West Maui Mountain...
Charming Beach Suite w/Kitchen–Waikīkī Shore 416
Castle Waikīkī Shore #416: This one-bedroom, one-bathroom minimalist modern-contemporary suite will provide you, your family, or friends with plenty of space to relax in the heart of Waikiki. Relax on your furnished lanai as you take in the ocean breeze and views of...
Clean & Stylish Kihei Kai Nani Condo
Clean and sleek condo in Kihei, Hawaii on the tropical island of Maui. Ideal for two couples or a family of four, your condo comes complete with a queen sized bed, a futon in the living room, linens, towels, cookware - all the amenities you could need for a comfortable...
Maui Sunset B220 ~ 2 BR, 2 BA, Full Kitchen, Ocean View Condo!
Two bedroom, two bath ocean view second floor condo. Good walking, windsurfing, kitesurfing beach fronts this oceanfront condo complex in North Kihei. A couple of minutes away from Kamaole Beach I, one of the great beaches on the sunny South shore. Air conditioning in...
Oceanfront home w/loft, shared hot tub & pool, WiFi, & balcony
Pali Ke Kua 209Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Under new Ownership!* Come enjoy some of the best views in the world! This vacation home has the location dreams are...
Remodeled Studio in Waikiki Amazing Location !! No resort fee<br><br><br>
Newly renovated, clean and spacious studio in Waikiki. Unit is on 10th floor of the Hawaiian Monarch Hotel/Condo building and comes with queen bed, kitchenette, full bath.Walk to Waikiki beach, Waikiki strip, convention center, restaurants, shops and many other Waikiki...
Ocean-view studio with lanai, pool & hot tub - steps to Banyans Beach & trolley
Kona Bali Kai #264Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautiful Banyans Beach is mere steps across the street from this thoughtfully updated studio condo in Kailua-Kona....
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...
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...
Pool, hot tub, tennis courts! Short walk to beach, dining.
Walk to Brennecke's Beach, Poipu Beach Park, Kiahuna Beach, Shipwreck Beach, the Hyatt beach, and more. Restaurants in walking distance include Brennecke's Beach Broiler and Kalapaki Joe's, both Kauai classics you won't want to miss. Our Poipu rentals at Kahala at Poipu...
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
Central air conditioning with windows inside louvers, keeping noise out and cool air in. Master bedroom with King bed and second bedroom has two twin beds. Sofa sleeper in the living area to accommodate up to six guests. Two full bathrooms with step in shower/tub...
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...
Plantation Hale w/pool next to Coconut Marketplace in Kapaa (J15)
Welcome to our beautiful coconut coast condo! This is a one bedroom condo in Kapaa on the island of Kauai. It has a King size bed in the bedroom and a double sleeper sofa in the living room. That means it comfortably sleeps up to 4. The condo features a full kitchen,...
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...
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...
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...
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
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. NEWLY REMODELED STAINLESS STEEL KITCHEN, GLASS TOP...
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...
Dreamy, ground-floor escape with ocean views, furnished patio, & pool
Mahina Surf 108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Plan a perfect getaway to Maui at this charming, ground-floor condo surrounded by lush, landscaped grounds and swaying...
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 #520⚕ 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...
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...
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...