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.
Kaanapali Royal E-201 - Upgraded - Last-Minute Specials!
Nestled directly on the 16th Fairway of the renowned Ka’anapali Royal Golf Course, Ka’anapali Royal E-201 offers a unique and convenient living experience. This 2-bedroom, 2-bathroom ground floor split-level unit boasts an oversized lanai that overlooks the golf...
Pakele Oahu by AvantStay | 5 Min to Makaha Beach
Welcome to Pakele Oahu, your dream getaway in Makaha Valley! Step into this former developer's model home, a haven of comfort and style. Immerse yourself in a spacious single-level residence adorned with upgraded features that redefine tropical living. The best part?...
BUILDING 10 Unit #107 1 bedroom/2bath, ground floor, large lanai, ocean view
800 square foot condo1 bedroom 2 bath, sleeps 4 maxFull kitchen, stove/oven/microwave/dishwasherWasher and dryer in unitAirconditioning, ceiling fans & portable fans available50 inch tv, DVD playerAccess to computer & free WIFI1 designated parking stall, plenty of...
Maui Resort Rentals: Konea 919 @ Honua Kai – 2 BR Corner w/ Dramatic 9th Floor Ocean Views!
Konea 919 is one of only four two-bedroom suites at Honua Kai with this highly sought after floor plan. Exclusive to the 9th floor of Honua Kai, this suite offers commanding direct ocean views, unsurpassed among two bedroom ocean views at Honua Kai. Experience true...
Beautifully remodeled condo with Maui breezes
Kahana Manor 501 is a beautifully remodeled 2-bedroom, 2-bathroom condo on the 5th-floor condo that can accommodate up to 6 guests and is accessible by an elevator. Dine inside or outside on your lanai, a great place to enjoy a meal! The condo offers ceiling fans in...
One of a Kind! Extensive Remodel with Expansive Ocean View and 2 Ensuite Bdrms
This condo is unique and "one of a kind" within the entire complex. This unit was fully remodeled 2021 to have an expansive kitchen and living space and two ensuite bedrooms with private bathrooms. And, it has a spacious lanai with incredible views! This condo is larger...
Islander on the Beach 352 Ocean Front *Penthouse* AC
Newest Listing Ocean Front Penthouse Royal Islander 352! Air Conditioned! No Resort Fee!Come experience Kauai in this Ocean Front condo with unobstructed views of the crystal clear blue waters. Islander on the Beach is located Beach Front in beautiful Kapaa along the...
Kona Mansions#229 Top Floor, 2 story Unit w/Ocean views & Air Conditioning
Knutson & Associates is proud to be representing a spectacular condo!Kona Mansions#229 is a wonderfully appointed property that has a phenomenal location. Stunning ocean views, just steps from lively nightlife and the best of Island fare, this 2 bed, 1½ bath,...
Maui is open! Great Specials! Direct Ocean Front!Free nightly sunsets!
Kaleialoha #313Nicely updated 3rd floor unit with stunning ocean views! New Cal King bed! New vinyl plank flooring! Washer/dryer in unit! Near Shopping, Restaurants and all beach activities. Eclectic neighborhood with walking and jogging trails along the ocean! Farmer's...
2BR/2BA White Sands Village-Ocean View Condo-footsteps from Magic Sands Beach !
This condo is in a wonderful location and has a great view directly across the street from Magic Sands beach. This 2 bedroom, 2 bath fully air conditioned condo has an ocean view, and is fully equipped for a comfortable and enjoyable stay when in Kona. The oversized...
Two bedroom ocean view home locates in the safe gated community of Kumulani.
Effective October 23, 2022 we will not accept rental for less than 91 days because we have to comply with the new law of the city and county of Honolulu. This property is about 30 minutes from the airport. And about 12 minutes from Disney Aulani Resort & Spa and...
Book Your Maui Escape Now: Stunning Oceanfront Condo.
What are you waiting for? This upgraded oceanfront condo rests on the shores of Maui's Sugar Beach in Kihei, Maui. Enjoy your next vacation steps from the ocean and relax on your private lanai at Sugar Beach Resort while you take in the stunning ocean views. This one...
Renovated oceanfront getaway w/ great views, shared pool, & tropical vibes
Mahina Surf 221Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'If you're looking for the perfect spot to unwind in the warm Hawaiian sun, then book your vacation to this completely...
5 STAR!! Sleeps 8-10,3bd + loft, 3ba, A/C..5 minutes to beach,Spacious Condo.
This beautiful, fully air conditioned, 1620 sq' Poipu Kai Regency condo is very spacious with two stories and an open loft that serves as a fourth bedroom. On the main floor is the master bedroom with a Calif. KING size bed, a large master bathroom, walk in shower, tub,...
Scandia 203 - Sleeps 6, Full Kitchen, Free Parking, and 1 Block to the Beach
Welcome to Mauka Makai, your gateway to the bustling and serene beauty of O‘ahu, nestled in Waikīkī, between the majestic Ko‘olau mountain range and the pristine Pacific Ocean. Recently renovated with upgraded amenities, appliances, and furniture, this exquisite...
Penthouse With Fabulous Ocean View Near Waikiki Beach
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Maui Resort Rentals: Honua Kai Konea 924 - Upgraded 9th Floor 1BR w/ Partial Ocean and West Maui Mountain Views
Konea 924 is a luxurious 9th-floor one-bedroom suite that offers partial ocean views along with views of The West Maui Mountains and Maui's neighbor island Molokai. The 924 experience is enhanced with an oversized floor plan and numerous upgrades, including new wood...
White Sands Village#213: DIRECT OCEANFRONT, BEST LOCATION IN COMPLEX!
White Sands Village#213 is a spectacular addition to Knutson & Associates Vacation Rental Inventory. Welcome to the best location White Sands Village has to offer. This premium unit is located on the 2nd floor & faces DIRECTLY towards Magic Sands Beach. This amazing...
Ocean & Park Views from spacious Waikiki Beach Queen Studio with WiFi, AC
Legally Permitted Nightly Vacation Rental ✈Waikiki Grand Hotel®134 Kapahulu Ave 512☀Watch the sunrise over Diamond Head, the sunset over the ocean and the body boarders ripping through waves from the condo’s giant opening glass wall, lanai bar table or lay in the...
Wavecrest Resort - 2 Bedroom Unit
Welcome to Wavecrest! Unique 2 bedroom unit -only a few with double lanais. The privacy of the top end offers the best ocean views. This property is 13 miles from Kaunakakai on the east end towards the Halawa Valley. Wavecrest offers an oceanfront pool with a large...
Sparkling Studio with Golf Course & Ocean Views plus Resort Pool
Maui Eldorado Resort A208Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come to Maui for your next Hawaiian getaway and make this lovely studio rental your home away from home....
Includes Beach Gear! 134 Shores at Waikoloa
Shores at Waikoloa 134This vacation rental is professionally managed by ResorticaHawaiiPLEASE NOTE: The tile walkway on the 2nd floor of the Bo Tree Tower will be replaced from July 14-September 15, 2025. The first two weeks of the project are expected to be the...
Spacious, OCEANFRONT, 3 Bdrm/3 Bath Penthouse - Sands of Kahana 381
Indulge in the pinnacle of island luxury at this newly remodeled 3-bedroom, 3-bathroom oceanfront penthouse at the prestigious Sands of Kahana Resort on Maui’s stunning West Side. With over 2,200 square feet of refined living space, this top-floor retreat boasts three...
Makena Surf | A203 | Beachfront Resort
Indulge in luxury at this stunning two-story townhouse, featuring a primary retreat on the second floor complete with a lavish bath and a private ocean view lanai. Enjoy sweeping views of the lush lawn and ocean from every corner, enhanced by decorative art and...
Molokai Ocean View Condo with Shaded Lanai
Wavecrest C309Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make your way to this beautiful ocean view condo, located on the third floor of the C complex at Wavecrest. This premium...
Beachfront View! A/C, Washer/Dryer, Wi-Fi, Sleeps 4!
Waikiki Shore #1010 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step directly from the building onto the sands of Waikiki Beach! This beachfront ocean-view condo (renovated in 2016) is a favorite with return guests! You'll feel right at...
Kihei Beach #507: Your Front-Row Seat to Paradise
Welcome to Kihei Beach #507, an oceanfront escape in North Kihei, offering a perfect blend of relaxation and natural beauty. From this fifth-floor retreat, enjoy panoramic views of Kahoolawe Island, Molokini Crater, and the vast Pacific Ocean.Features:*Beachfront...
New! 🌺 Kahaluu Bay Village 201 🐠 Close to Snorkeling, Swimming & Surfing Plus Pool 🐬
Amazing Kahaluu Bay Village Unit 201 offers multiple lanais, a super spacious primary bedroom, a guest bedroom and two full bathrooms. Your view from the primary bedroom is Kahaluu Bay, which is a world-renowned snorkeling beach, surfing (boards available to rent, with...
Spacious golf course condo with lanai, sweeping views, hot tub, & pool
Tropical Elegance Vista Waikoloa Beach F303 Top FloorOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha and welcome to the Big Island of Hawaii along the Waikoloa coast!...
REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves
Suite Dreams Can Come True! This UPDATED and UPGRADED Maui vacation rental condo is located in the Kana’i A Nalu! (Quiet Surf) complex of Ma’alaea Village. This third-floor oceanview condo has a BEAUTIFULLY REMODELED and FULLY EQUIPPED KITCHEN with granite...
Maui Resort Rentals: Honua Kai Konea 438 – Luxurious 1BR Suite w/ Upgraded Interior and Tranquil, Private Location
Konea 438 is a luxurious one bedroom suite that offers glimpses of the Pacific Ocean and Honua Kai's lush grounds. You will enjoy relaxing in the suite's upgraded interior or on the spacious lanai because this suite has one of the most tranquil, private locations at the...
Newly updated- Ground floor 1 bedroom steps from the beach!
Welcome to Casa Ohana at Kamaole Sands! Our beautifully updated condo offers a ground floor 1 bedroom, 2 full bath unit with a lanai that backs onto a partially private garden area away from any of the hustle and bustle of the main road.Just steps from the beach and...
WHALE SEASON! Oceanview Top Floor, Balcony; 1 Min to Beach! Family Favorite!
**Ocean Views & Island Vibes at This Relaxed Maui Retreat**Welcome to your home away from home on Maui! This airy, top-floor condo blends island comfort with thoughtful upgrades, giving you the perfect place to unwind, recharge, and soak in the island life. With...
Hawaii Life Rentals Presents Hale Honu
Welcome to your private oasis on the east side of the Big Island. The first thing you will notice are the breathtaking ocean views, picturesque palms, and refreshing sea breeze - Hawaii’s natural air conditioner! A covered lanai offers the ideal location to experience...
Emmalani Court 424 - Fairway view & A/C
Emmalani Court condos are located on the spectacular North Shore of the Garden Island of Kauai in Princeville. This spacious condominium is adjacent to the Makai Golf Course in Princeville. The living area and bedrooms are air conditioned making sure you are always...
Tropical Oasis in Poipu ~ Steps to Pool, ground floor. Ask about Jeep!
In the heart of Poipu lies a cozy yet large 1-bedroom villa that's just three minutes away by car from beautiful Poipu Beach. Step into your home-away-from-home and be greeted by a fully stocked kitchen, complete with all appliances plus BBQ grill(in the common areas),...
KONA PACIFIC A102, No stairs, Ocean View, WALK TO TOWN! Elevators, AC!!
Welcome to Kona Pacific A-102! A spectacular property that's extremely spacious! A-102 has 1227 interior square feet & a 357 square foot lanai! Exquisitely remodeled from top to bottom. Granite Counters and Hickory Soft-close Cabinets!There are 2 bedrooms & 3 bathrooms,...
🏖️Peaceful garden view and upscale amenities | vrKCV
vrKCV - Hali'i Kai 20D, Professionally Managed by Kona Coast VacationsWelcome to Hali'i Kai 20D: A Tranquil Retreat in Coconut GroveNestled in the serene Coconut Grove area of the Hali'i Kai resort, this 2-bedroom, 2-bathroom condo invites you to unwind with its...
Halii Kai complex: BBQ on Lanai, Close to Shops,Restaurants.
Aloha and welcome to Hali'i Kai at the Waikoloa Beach Resort. Discover the captivating allure and serenity of the sunny Kohala Coast on the magnificent Big Island. Embrace the renowned Waikoloa Resort as you embark on a journey to Kamako Iki 4B at Hali’i Kai.Space-...
Modern oceanfront 1bd with upgrades
Noelani 202 is a 1-bedroom, 1-bathroom condo on the 2nd floor featuring amenities such as panoramic ocean views, a remodeled kitchen, and a washer/dryer. The condo can accommodate up to 4 guests with a King-size bed in the bedroom and a queen sleeper sofa in the living...
Grand Champions 55, Beautifully Renovated Single Level, Ocean Views, Split AC
Grand Champions 55 is a bright and spacious 3-bedroom condo at Grand Champions Resort. Ideally situated to take in Maui's wonderful natural scenery and a perfectly located home base for your family adventure. This unit opens the view with floor to ceiling sliding doors...
OCEANFRONT PROPERTY DIAMOND HEAD BEACH HOTEL unit 704
Newly remodeled studio unit at the Diamond Head Beach Hotel and Condominiums located at the Gold Coast area. Very friendly building located on the ocean with outdoor space for watching sunset and sunbathing. Laundry facilities available downstairs. Parking in the...
New Listing: Spacious Suite for 4x with panoramic ocean view
Our Tropical Treasure is situated at a cool 1300' elevation with a "million dollar view" over looking the ocean. The climate is perfect all year around.This 1-bedroom studio is a sanctuary after a day at the beach or exploring other parts of the island. This...
Luxurious Wailea Polo Beach Club Oceanfront Condo, Spectaular View
Polo #406 is a beautiful, comfortable unit overlooking the ocean. It offers breathtaking views of Molokini, West Maui, Kahoolawe, and Lanai. The unobstructed sunsets are absolutely stunning!While staying at the Polo Beach Club, guests are steps away from a private,...
Polynesian Shores #201 is where cherished memories are made.
A LITTLE ABOUT THIS CONDO..... Welcome to Polynesian Shores #201 Your Tropical Family Haven Perched on the second floor, this expansive three-bedroom, three-bath condo is the ultimate getaway, accommodating up to eight guests with ease. The thoughtfully arranged...
Prince Kuhio #205, Ocean View, sunny south shore Poipu area
Welcome to Prince Kuhio #205. This one bedroom is the perfect place to stay while in Kauai. Recently renovated and fully equipped with everything you need to enjoy and relax. This gem with a spectacular ocean view is only a 100 yards to beautiful sandy Lawai Beach and...
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
We welcome you to our luxurious Milowai ocean front condominium located along the shore of Maalaea Bay. Come experience the spirit of Aloha where you will find the best of Hawaiian living along with the relaxing comforts of being in paradise in this beautiful vacation...
Turtle Bay - Relax In Paradise - Kuilima Estates West
Aloha ! Welcome to my condo located at 57-101 Kuilima Dr. Kahuku Hawaii 96712. My condo is clean, well maintained, and comes with many amenities . Some amenities are Tennis rackets, bodyboards, snorkel and mask sets , beach towels, beach chairs, and more. Full access to...
Kalae Villa ~5 min walk to Beach, A/C, New Remodel
Kalae Villas are an ideal gathering place for larger groups with easy access to a sandy beach. This listing represents several comparable homes located along the Windward shore, from Laie to Kaneohe. All homes feature a matching layout, number of bedrooms and bathrooms,...
One of a Kind, Oceanfront, New 2025 Remodel - Find Maui Joy at Whaler 807!
- Unique and Complete Remodel in 2025!- Best location in best tower at the Whaler Resort. - Awesome value - best pricing - we like our repeat guests!- One bedroom, two bath - will now sleep up to six comfortably. 1118 square feet including 214 square feet lanai.New 2025...