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.
MAK-B7 - South Maui Beachfront/View Condo in Ma’alaea; Great Value; 2BR/2BA
** Discounted Rates - Book Now! **You are all set to explore the island at centrally located Makani A Kai #B-7 2nd floor, no elevator. It's an easy commute to the West, South, North sides and all their sights and adventures. This condo has two modern split level A/C...
Stunning Oceanfront Kauai Condo for Two!
Spectacular ocean view from the lanai of this second-floor, air-conditioned condo in Wailua Bay View. Enjoy view of waves breaking on Wailua beach, a favorite among kite surfers, and watch the Wailua river flow into the bay. Relax to the sound of surf, breathe fresh...
Endless Summer Hale: Incredible Modern Alii Drive Home with Ocean Views!
Welcome to Hale Pulelehua, Butterfly House, formally known as Endless Summer Hale. A beautifully renovated home right across Kahalu'u Beach on the historic Ali’i Drive.Modern finishes throughout. 2 Master bedrooms with 2 full baths. Modern fixtures in all areas of the...
NS I270 OceanFront Studio w Ocean Views Pool
Napili Shores I270 See Whales and Waves From Your Lanai at This Superb OceanFront Studio with Ocean ViewsFREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel...
UPDATED MAUI VACATION RENTAL
Popular Maui Vista Resort, non-smoking ground floor in building 1. One bedroom, one bath condo with private lanai and garden view.. Adjustable king size bed and sofa bed in living room. Located across the street from famous Charlie Young Beach. Walking distance to...
Ocean Views + Exquisite getaway Wailea Ekahi 53D!
Special Offer: Book 8 or more nights, get 1 night free or Book 12 or more nights, get 2 nights free. Valid on all new reservations booked on or after 10/17/2024.This exquisite, second floor, 1bedroom, bathroom retreat is the perfect Hawaiian getaway. With gorgeous views...
🏖️Recently Updated | Professionally Managed | Concierge Included | vrKCV
vrKCV - Mauna Lani Fairways 302, Professionally Managed by Kona Coast Vacations.Introducing Mauna Lani Fairways 302: Your Gateway to Big Island Luxury LivingWelcome to your dream Hawaiian retreat in the exclusive and tranquil gated community of Mauna Lani Fairways,...
Lae Nani 424 .. Beachfront Condo Centrally Located on Kauai's East Side
Nicely furnished, this oceanfront condominium has great views of Kauai's Coconut Coast. Enjoy wonderful views from indoors or from your private lanai which looks out to the ocean and a sandy beach. A shallow area protected by a lava rock wall is nice for children and...
Oceanfront! Watch the surf from your private lanai! No hidden fees. Book now!
Book with Confidence! If there is any government restriction in place which prevents you from travelling to Kauai, or which imposes an isolation period for travellers upon arrival in Kauai, I will refund 100% of your payment (I can't speak to VRBO's policy for its' own...
Winter Specials! Ground Floor. Next to Beach and Ocean access! # 108
ALOHA AND WELCOME TO HALE KAI # 108Hale Kai # 108, our “home by the sea”, was decorated to reflect the charm of old Hawaii but with all of the comforts of home – flat panel TV, DVD player, free wi-fi, a fully equipped kitchen and all linens provided.Our lanai...
Peak-a-Boo Ocean & Sunset Views, A/C, Wi-Fi, FREE Parking, Close to Beach!
Waikiki Sunset #906 – 229 Paoakalani Ave.Enjoy colorful Hawaiian sunsets from your private lanai! This cozy rental features central A/C, a full kitchen, free Wi-Fi, and a pool, gym, BBQ area, and coin-op laundry facilities on each floor. Just a quick 4-minute walk to...
Luxury Oceanfront Condo with Stunning Panoramic Views of Waikiki Beach
Located just across the street from the main stretch of Waikiki beach, with breathtaking ocean views from the 35th floor, you’ll be relaxing in no time at this 4-diamond AAA rated resort. This 2-bedroom, 2-bath condo has 1,025 square feet, marble floors, full-sized...
Ilikai 1510 Great Views 2 Bed Room Corner Unit Ocean / Marina Views
FINEST OCEAN / MARINA VIEWS / CORNER UNIT - WAIKIKI BEACH. 2 bedroom, 2 full bathrooms, 2 120 sq. ft lanais, 1,000 interior sq. ft. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.This condo is in the "10"...
Gated Keauhou Residences w/Ocean Views & Pool!
Summary:Come see for yourself why the Big Island is the best kept secret in Hawaii. The largest island in the chain, it is the quintessential tropical paradise with something for everyone. Our large Kona Coast Home is perfect for multiple families traveling together, a...
White Sands Village #226 Updated, OceanViews, Elevators, Central AC!
Enjoy a little piece of home away from home at this Beautiful 2 bed/2bath condo in White Sands Village, Kona's Premier Vacation Rental destination with ocean and mountain views. This complex is located directly across the street from Magic Sands Beach; the only white...
Maui Resort Rentals: The Whaler 112 - Ground Floor 1BR/2BA, Gorgeous Ocean and West Maui Mountain Views, Large Adjacent Lawn Area!
Whaler 112 is a beautiful ground floor 1BR/2BA suite featuring gorgeous views of both the tranquil Pacific Ocean and lush West Maui Mountains. Guests will enjoy an expansive 200+ sq ft lanai and a large adjacent lawn area offering convenient access to the beach and...
POPULAR RESORT, BREATHTAKING OCEANFRONT VIEW, CLOSE TO BEACHES!
***POPULAR RESORT***OCEANFRONT CONDO ***KING SIZE BED***ABOUT THE CONDO...From your PRIVATE LANAI you have UNOBSTRUCTED, DIRECT OCEANRONT VIEWS OF NEIGHBOR ISLANDS * GORGOUS SUNSETS * TURTLES * RAINBOWS * DOLPHINS * and last but not least THE WHALES from mid-December to...
Peak-a-Boo Ocean View from Lanai, AC, Wi-Fi, Parking, Pool, Close to Beach!
Waikiki Banyan #2002-T1 – 201 Ohua Ave.Relax in this cozy 1-Bedroom/1-Bath condo (533 sqft plus lanai). With a full kitchen, AC, Washlet, free Wi-Fi and parking, this vacation rental has everything you need for a comfortable Hawaiian getaway, perfect for couples and...
OCEAN VIEW, TOP FLOOR, TOTALLY RENOVATED. 1 BEDROOM REDUCED RATES
Kauhale Makai Unit 627. Top Floor 1 Bedroom with Ocean Views just renovated and redecorated.Aloha, you will certainly enjoy this beautifully renovated and redecorated 1 bedroom condo with all the luxuries of home on the paradise of Maui. This unit has been completely...
Ke Nani Kai 132 - Spacious 2 BR/2 BA Relaxing Molokai Island Retreat
Located between Oahu and Maui...Molokai is an undiscovered treasure. 'The Friendly Isle' is a family-oriented island with deep connections to its Hawaiian traditions. Unlike the tourism driven other islands, here you can relax, slow down and have your own space. Nowhere...
Terrific Ocean View Penthouse Suite!
NEW UPDATES INCLUDE: fully remodeled bathrooms with new tile and granite countertops, new refrigerator, additional air conditioner in master bedroom, and beautiful new "vintage" koa wood living room furniture!!PREVIOUS UPDATES INCLUDE: newer carpeting throughout, new...
Diamond Head View Rare Condo at the Waikiki Banyan by the Beach with Parking
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.03/24/25: BUILDING NOTICE: The entire recreation deck, including the pool, hot tubs, and BBQ area, will be closed for extensive renovations...
Lounge on your lanai to take in the fragrances of the "Garden Island."
This wonderful one-bedroom condo is on the third floor and has a beautiful view of the shoreline, ocean and Prince Kuhio Park. Lounge on your lanai to take in the fabulous sights and delightful fragrances of the Garden Island. This is a great place to enjoy your morning...
Kanaloa at Kona 2BR Condo, Perfect Location, Plenty of Room to Relax
Our unit 1002 at Kanaloa provides just the right blend of luxury and value, in an unsurpassed Hawaiian setting. This large (1500+ sq.ft.) and elegant condo is situated on the north edge of the Kanaloa complex, facing the Kona Country Club course about 100 yards off the...
RK 701 OceanFront 2BD w Pool AC and Ocean Views
Royal Kahana 701 Spacious Condo with Ocean View And Access to the Beach & Pool FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour,...
Luxury 3 bed 2 bath Private beach club access at Palm Villas at Mauna Lani G-22
Summary:This elegant second-floor condo features 3 bedrooms and 2 full bathrooms and comfortably sleeps up to 6 guests. Enjoy a spacious layout with vaulted ceilings, a well-appointed kitchen, and a lanai that overlooks the historic archaeological preserve—with a...
Sugar Beach Resort Condo Perfect for Beach Escapes - Surfing, Snorkeling, More
Sugar Beach Resort 109Our 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...
Amazing Diamond Head View, Free Parking, Wi-Fi, Pool, Gym, and more!
Waikiki Sunset #2413 – 229 Paoakalani Ave.Relax and enjoy your Hawaiian getaway with gorgeous Diamond Head and partial Ocean views by day, and colorful Waikiki sunsets each evening. This newly refreshed 24th-floor 2-Bedroom, 1-Bath condo features central AC, free...
360 Premier Ocean View! Remodeled Ekolu # 1510!
This is a premier unit with panoramic ocean views located just minutes to all Wailea Beaches, The Shops at Wailea and Luxury Hotels! This beautiful condo is fully remodeled with tasteful furnishings, top of the line appliances, exquisite cabinetry, upgraded bathrooms...
Aloha Condos, Hanalei Bay Resort, Condo 6304, Ocean View, AC
A luxurious top floor hotel room with full bath, King bed and butler's pantry complete with a bar fridge, and coffee maker. There is a covered lanai with spectacular views of Hanalei Bay and the surrounding mountains. Perfect for couples who want to explore the North...
2 BD 1.5 BA Remodel. Steps to beach on paved path. Ocean side, end unit
You will not find a more affordable unit. 2 bed, 1.5 bath, end-unit. There is no air-conditioning because of a complaint from a neighbor (who lives in another building) Therefore the nightly rate was adjusted by $50 per night. Ideal location on Kauai’s eastern shore....
Walk 3 minutes to Kealakekua Bay to see dolphins
I swim and see dolphins many times a week, the reason I chose to live at Kealakekua Bay. The "Ohana"-guest apartment for rent is on the GROUND floor. It is completely separate from the two floors where I live upstairs. You can walk down the street to enter Kealakekua...
Studio w/Ocean Views - Islander On The Beach 322
Islander on the Beach unit #322: A warm Hawaiian-style aesthetic defines this lovely 3rd floor studio, designed with island ease in mind. Floor-to-ceiling sliding glass doors allow an abundance of natural sunlight & lead to a fully furnished private lanai with direct...
Renovated 2bd condo with partial ocean views
Papakea G105 is a 2-bedroom, 2-bathroom ground floor unit that sleeps up to 7 guests with partial ocean views and just steps to the pool! Feel the Aloha as soon as you walk in, with the spacious living room and authentic Hawaiian style furnishings. This condo offers a...
Beautiful Ocean Views Await at Maui Dream Condo
🌺Maui Dream: Your Tropical Oasis Awaits!🌺Welcome to Maui Dream, your serene escape on the beautiful island of Maui, nestled in peaceful North Kihei. This inviting retreat is the ideal launching pad for your adventures, allowing you to unwind with breathtaking...
Comfortable and Convenient! Walk to Beach, Awesome Pool/Hot Tub and BBQ area
---This fantastic unit is fully equipped to deliver an awesome Maui vacation. Pacific Shores is safe, secure, clean and you cannot beat the location. The unit sleeps 4 comfortably with a queen size bed in the bedroom and a comfortable full size memory foam sleeper sofa...
Maui Banyan G-203 1 Bedroom, Highly Desirable G Building! Steps to the Ocean!
Summary:Aloha and welcome to our 1 bedroom condo, your home away from home! My family and I live on Maui and we are so excited to host your vacation. Don't get stuck with a major rental company that doesn't care about your individual group. We take pride in providing...
Makani Kai: 5 BR Kona Home with Pool, AC & Game Room
We have named our home Makani Kai which means "ocean breeze" where you can come to relax, watch the waves and let your stress melt away. In our opinion, the house is in one of the most beautiful locations on the island. Situated on the world famous Lyman's surf break,...
🏖️Beautiful Ocean Views | Close to Town | WIFI | vrKCV🏖️
vrKCV - Alii Villas 227, Professionally Managed by Kona Coast VacationsHale O' Naia – Oceanfront Bliss on Ali'i DriveEnjoy oceanfront views from Hale O' Naia, a 2-bedroom, 2-bath condo where dolphins, whales (in season), and unforgettable sunsets provide a spectacular...
Oceanfront Condo near Lawai Beach w/Lanai, Free WiFi, Shared BBQ, W/D, & A/C
Kuhio Shores 207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The private lanai of Kuhio Shores 207 is like your own private SeaWorld, giving you a front-row seat to watch sea...
176-1 Great Surfer's Spot in Puamana!!
This three-bedroom oceanfront unit offers a great value for guests who prioritize location over amenities, especially as the area recovers from the Lahaina fire. The new owners are planning a much-needed remodel, which will take place once the island starts recovering...
Serene Eco Retreat: Ocean Views, Waterfalls, and Scenic Trails!
**Reconnect with Nature: The Lotus Room at Maui Eco Retreat**Feel your feet on sacred ground as Nature welcomes you home. Step into the Lotus Room and immerse yourself in the serenity of private trails leading to hidden waterfalls, surrounded by pristine landscapes. Let...
Casa De Emdeko 134: Stunning High End Remodeled Grnd Flr condo close to beach
The Owners of Casa#134 have completed an incredible remodel. Top of the Line Kitchen & Bathroom with an amazing walk in shower. This supreme 1 bedroom Floor plan at the Casa De Emdeko features a generous 736 interior square feet, and is positioned in a fantastic...
Literally right on the beach, pool and hot tub, dedicated hi-speed internet.
Hanalei Colony Resort F3 - These unique Hanalei vacation rentals are north shore Kauai's only true beachfront resort, recently voted one of Travel + Leisure's top 20 favorite resorts! This lovely upstairs corner condo has been updated inside and includes a large shady...
Beautifully remodeled unit with ocean views and 3 pools. Maui Eldorado F104
Welcome to Maui Eldorado F104, a beautifully remodeled and generously appointed 2-bedroom, 2-bathroom retreat perfectly situated in the heart of Kāʻanapali. This spacious residence offers the ideal blend of island elegance and modern comfort, featuring a peekaboo...
Modern condo in Kona- Close to the ocean & dining
Aloha, welcome to Kona Ohana Hale. Escape to a modern 1BR Kailua Kona retreat filled with paintings and photos from local artists, giving the space a unique, authentic island vibe. Centrally located, you’re less than a mile from the ocean, dining, and shops—perfect...
Waikiki Beachfront Rental (30 day min)
Fall asleep to lapping waves on a quiet corner of Waikiki in this beautiful modern haven. Located on the sought after 3rd floor of the famed Colony Surf on the Gold Coast end of Waikiki. Clean and modern remodel in 2018: all new cabinets, appliances, furniture and...
Ocean View!!! Newly Remodeled!🏝Steps to the Beach! 💗 Kihei Island Surf
Thank you for looking at our listing! Our unobstructed ocean view condo has 1 bedroom, 1 bathroom, a sleeper sofa, and a Murphy bed. Sleeps 6. Direct view of OCEANFRONT & BEACHFRONT with Amazing views!!! Watch sunsets over the ocean on the private lanai. This unit is...
Maui Kamaole C-208 | All the Extras, Near Beach!
Located just steps away from the breathtaking Kamaole Beach III—arguably the best beach on the island—Maui Kamaole C-208 offers the perfect blend of luxury, comfort, and convenience. Whether you're enjoying a family vacation or a retreat with friends, this...
EL L102 Remodeled Kaanapali Condo w Pool AC Beach Cabana
Eldorado L102 Renovated with Bright, Beautiful and Brand New Furniture FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple...