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.
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...
Casa De Emdeko B122: Cozy 1-bedroom condo near Kailua-Kona, sleeps 4.
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'...
Dreamy island condo with pool, hot tub access, tennis courts & fast WiFi
Waikoloa Colony Villas 2706Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you need a home base for your next family vacation or want to enjoy Hawaii with your special...
Maui Kamaole H201: Remodeled Two bedroom Ocean View condo in South Kihei.
Relax on the lanai and enjoy the ocean breeze and the ocean view. One of the highlights of this condo is the open living area and the vaulted ceiling. The loft bedroom overlooks the living area and has its own private balcony and full bathroom. The main floor bedroom...
Top-floor oceanfront condo with sweeping ocean views, lanai, partial A/C
Island Sands Resort 602Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the top floor of Island Sands, the tallest complex in Maalaea, this condo will offer you incredible...
Hawaiian cottage near world class beaches
International Colony 17 is a bohemian-style, 2-bedroom, 1.5-bathroom condo featuring vaulted ceilings, split AC units in the living room and guest bedroom, and vast windows that open up to Maui's paradise. There are no elevators at this property. Unit 17 can accommodate...
Close to Convention Center & shops with Pool /WiFi
Brand New Listing April 2022Walking distance to Convention Center & Ala Moana Shopping center our modern Queen bed Studio is perfect for business or pleasure.Also just a 4 minute walk to the Honolulu Marina to experience beautiful sunsets, beaches and awesome top...
2 BDRM Maui Parkshore Condo. ACROSS FROM THE BEACH
Welcome to your breezy BEACHSIDE condo located in sunny Kihei, Maui! Just a quick 3-minute walk to Kamaole Beach III, this 2-bedroom, 2-bathroom condo is designed to provide you with STYLISH OPEN-CONCEPT living, making your stay truly exceptional.✔ Fire TV, fast Wi-Fi...
Beautiful Kuilima East Estates Townhome - Golf Course/Ocean Views
Breezy View: Your Ideal Hawaiian GetawayWelcome to Breezy View, the perfect retreat for your Hawaiian vacation. This spacious end unit features 1 bedroom, 2 bathrooms, and an additional loft space, comfortably accommodating up to four guests. Situated towards the back...
ALOHA Authentic Hawaii Style Condo ☆ C-6
Your comfort, tropical 'Home away from Home!' Hawaiian decor, comfy and filled with 'ALOHA!' for a restful &/or adventurous stay.LOCATION is key on Kauai. The scenic & historic, Royal Coconut Coast & Kapaa town on east shore. Resort has 3 pools, 2 hot tubs outdoor...
1BMV1 Aston at the Waikiki Banyan: Deluxe 1 Br w/Kitchen & Mountain views
*Please be advised that 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: 1-bedroom...
Summer SPECIAL 158 / night. QUIET! PRIVATE! POOL! GOLF! SHOPPING! RESTAURANTS!
You'll absolutely love this charming, quiet 2 bedroom fully furnished condo. It has all the amenities of home plus! This beautiful condo has an upgraded kitchen with granite counters, beautiful dark cabinets, refrigerator, new dishwasher, range and microwave. There is...
Stay in Hana #1
Beautiful studio with 1 queen bed, private bathroom with river rock shower, 2 covered decks, and parking right in front of your door. You'll be surrounded by the sights of trees and sounds of ocean and birds. The property is 2 acres of lush Hana rainforest in a perfect...
Sugar Beach 133: 1 Br Ground Fl Condo is Steps from the Beach, in N. Kihei
Relax on your ground floor lanai (patio) while gazing out to the Pacific Ocean. Take a step off your lanai, onto the well-manicured lawn, then a few steps away you will be on the beach with sand between your toes. The warm Pacific Ocean awaits. You are in the ultimate...
Hanalei Bay Resort Ocean Front! Unobstructed Ocean & Moountain View 8231
HBR is a 5 Star Resort and is widely regarded as one of the nicest places to stay on Kauai. 8231 is ideally situated in the Plumeria building on the "point" of this 22 acre Resort giving you spectacular views! This Hotel Room has some of the best views in all of Kauai....
Kona Alii 304: Tropical Oceanfront Condo w/ Shared Pool in Downtown Kona
Set directly along Kailua-Kona’s iconic Ali‘i Drive, Kona Alii 304 is a newly upgraded 1-bedroom, 2-bath vacation condo that pairs sweeping ocean views with walkable convenience. From its private lanai overlooking the coastline to a prime location steps from dining,...
Oceanfront-Incredible Views, Surf Break & Romantic Sunsets at Bali Kai 223
Lovely Oceanfront upgraded second floor 2bd2bth unit in Kona Bali Kai one of Kona's most popular oceanfront destinations. Watch the surfers at "Banyans" from your lanai at one of Kona's premier surfing spots. Light, Bright, and Airy with several upgrades including new...
Spacious 2BR condo with lanai & pool
Summary:Top Floor Condo, Mountain & Golf ViewsThe Space:Welcome to your Hawaiian escape at Fairway Villas – a serene retreat surrounded by palm trees, ocean breezes & golf course views:- Sleeps 6 | 2 bedrooms | 4 beds | 2 baths- Shared heated pool, hot tub & gym-...
1 Bedroom Condo King Bed with Pool and jacuzzi
"Escape to Kauai's Warm Aloha and Enjoy Exceptional Savings on Last-Minute Getaways".Please review the property description and pictures carefully prior to booking, and call/email if you have any questions. We want to ensure you have a wonderful experience with us....
Waikiki Grand Across from Waikiki Beach & Zoo in the heart of Waikiki!
Aloha! Newly renovated and updated! Located in the heart of Waikiki, come and relax on the Waikiki beach which is just across the street. Shop at the best stores in the world. Eat at some of the best restaurants in the world. Go to the zoo, take a romantic stroll down...
Huge Studio Unit with Lagoon View #730
Spacious studio with a folding door to separate the main bedroom area from the living area. Enjoy the Friday night fireworks from your lanai! You can walk to Ala Moana Beach Park, the Hawaii Convention Center, and Ala Moana Center, the largest open-air shopping center...
On Hawaii Time in Makaha Valley
Relax and enjoy the North West side of Oahu. While Hawaii is known as the gathering place, Makaha Valley allows you the space to "just be". Our getaway place is located in a 24 hr secure guarded gated property, a non-smoking property, just a little over a mile from...
Waterfall House | 4 Bed, 3.5 Bath
Beautiful high-end home with views directly to the ocean below. Have your own private retreat within a secure, gated community in an expansive open home. Stay in perhaps one of the most unique homes in Hawaii where it rains into the house, filling the entry waterway....
9th Floor Studio Apt, Full kitchen & Insane views!
We look forward to hosting you and your family or friends in our dreamy, fully updated and comfortable studio with insane Ocean & Bay views.The Studio offers a Queen bed and a double pullout sleeper sofa/futon.The beautifully remodeled full kitchen has bespoke hand...
Fairways at Ko Olina 18C: Elegant Condo on Golf Course
Fairways at Ko Olina 18C welcomes you with the ease of ground-floor living and serene fairway views in one of Oahu’s most sought-after resort communities. Recently remodeled, this 2-bedroom, 2-bath condo blends comfort, convenience, and access to the best of Ko Olina,...
MRR Presents Kaanapali Ali'i 272 - Remodeled 7th Floor Corner 2BR w/ Partial Ocean AND Mountain Views!
Beautifully remodeled, suite 272 boasts gorgeous views of both the tranquil blue Pacific Ocean AND the lush West Maui Mountains from its 7th-floor vantage point. A highly sought after corner location provides a large living room picture window to invite in the gorgeous...
Oceanview Penthouse Condo - Spacious & Serene Sanctuary - Sugar Beach PH#12
Sugar Beach Resort #PH12 – Oceanview Penthouse EscapeWelcome to Sugar Beach Resort #PH12, a spacious two-bedroom, two-bathroom penthouse condo with panoramic views of the ocean and pool. Located in North Kihei, this oceanview retreat offers a perfect balance of comfort,...
Luxuary Modern Ocean View Condo! 1 Block from Beach!
Luxury modern Ocean View from 29th floor! 1 Block from Waikiki Beach! Free Parking & WIFI!Great location! Only 1 block from the world-famous Waikiki Beach.This unit is in Waikiki Banyan 2910 at Tower-II.You will enjoy:- Great Amenities: Pool, hot tub, tennis court, BBQ...