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.
Poipu Makai C-2 ... Breathtaking sunsets and Views of the Ocean
This beautiful, privately owned condominium is absolutely perfect for the Kauai-bound traveler. Here you can greet and close each day from your private lanai with spectacular ocean views. The Poipu coastline. Spouting Horn. The island of Niihau. Breathtaking sunsets....
🌴Kona Isle B8 This corner ground floor unit is private and quiet with a pleasing beach theme🌴
Kona Isle captures the very spirit that defines Hawaii with its beautiful tropical gardens, private beach,and ever-present tropical ocean breezes. Come lounge under the palm trees and watch the dolphinsand whales at play, enjoy swimming in the solar-heated pool and...
A Gem of a Studio at The Diamond Head Beach Hotel
Legally permitted vacation rental - 2947 Kalakaua Ave HI 96815A delightful well loved studio on Honolulu's Gold Coast nestled under Diamond Head.A comfortable Queen bed and a separate sleeper sofa in case it's needed await in this beautiful Diamond Head Beach Hotel...
BBQ Grill on the Lanai! Waikoloa Beach Villas I3
**Complimentary Late Check Out up to 7:00pm for stays of 5 nights or more between October 1-December 19, 2025 (stay must be complete by December 19th) based on availability at the time of booking. Valid for new bookings made September 24 or after. Please message us...
OCEANFRONT - BREATHTAKING! PONO KAI Condo!! 2bd2bth! Washer/Dryer/AC
WAKE UP TO BREATH TAKING KAUAI SUNRISES AND OCEANFRONT VIEWS from the MASTER BEDROOM, LIVING/DINING ROOMS and KITCHEN!! This Beautiful 1200 sq/ft. Pono Kai Condo directly in front of the ocean and the beach...and furnished in traditional Island decor for a true Aloha...
Villas By The Cove, Villa 5 · Exquisite Ocean View Villa with Pool across from the Beach
Villa 5 at Villas By The Cove is a spacious 1 bedroom Villa Suite that boasts 180 degree ocean views from the living room and covered lanai. Newly remodeled, and conveniently located, this 700 sq. ft. 1 bedroom villa offers privacy and comfort set back in a tropical...
Heart of Waikiki studio with kitchenette, AC, FREE parking & Wi-Fi!
Marine Surf #1204 – 364 Seaside Ave.This cute studio (392 sqft plus lanai) with AC and kitchenette, will comfortably accommodate the needs of vacationers or a corporate traveler. It's just a short walk to the best swimming and surfing beaches! Shopping, restaurants,...
Upgraded 3BR Corner Unit with Golf Discount: Quiet building, Open Lanai.
Welcome to Hali'i Kai at Waikoloa 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 Hale Pikake at Hali’i Kai 2H.Enjoy the serene Coconut...
Kuau Surf North shore Maui Locally-Owned
My place is simple cozy and very well located. Only a 2 minutes walking distance to a private beach on the north shore of Maui, and walking distance to the world famous Mama's Fish House Restaurant. Hookipa Beach Park which features great surfing and windsurfing, is...
Pahukoa Hale - Direct Ocean Front Hawaiian Style home in Kona Bay Estates.
This charming property has been kept the same since the original build to keep the "sugar plantation" style of the old Hawaii days. No major upgrades have been made to keep an old Hawaii days feel. The RATES REFLECT the style accordingly. This home is perfect for...
❤️PiH❤️HAWAIIAN BLISS ★ Beach Gear, Bikes and family fun!
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hawaiian Bliss Villa at KaMilo is a wonderful 4 bedroom home, part of our Hawaiian Luxury Collection.We pride ourselves on providing some of the most sought after homes on the Kohala Coast and are thrilled to...
Affordable Kailua Kona Vacation Condo! Summer Special!!
Welcome to Kona Pacific E735 – Your Island Escape in the Heart of Kailua-KonaPerched on the top floor of the Kona Pacific complex, this spacious 2-bedroom, 3-bathroom condo offers the perfect blend of island charm, comfort, and convenience — all at a fantastic...
Maui Resort Rentals: Ka'anapali Ali'i 151 - Luxurious 2BR w/ Partial Ocean Views!
Suite 151 is a luxurious 2BR suite offering partial Pacific Ocean views from the balcony, living room, dining room, and primary bedroom. As added highlights, your group will be treated to views of The West Maui Mountains and Kaanapali Beach views that extend all the way...
Modern upper-floor condo w/central A/C, lanai, W/D, and outdoor pool
Mauna Kai 8BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Newly installed air conditioning and the only one of its kind at Mauna Kai; Mauna Kai 8B is one of the largest...
❤️PiH❤️Adventure Awaits Villa ★ Private Pool ★ Free Hilton Resort Passes ★ Beach Gear and Bikes
Brought to you by Paradise in Hawaii Luxury HomesWelcome to the new and elegant home, Adventure Awaits Villa, in our Hawaiian Luxury Collection. Adventure Awaits Villa is a beautiful single-level 4 bedroom, 3 bathroom home. This home has a private pool with spa and...
Pono Kai Unit C101 - Oceanfront, Ground Floor Unit, Steps to the Ocean, AC
Pool Area Closure: SEP 2-NOV 2025 tentative pool closure scheduled (subject to change). The Kapaa Pool is less than a mile from the resort and Lydgate Beach ponds for swimming and snorkeling is 3.4 miles South of the resort. Discounts are automatically applied for these...
WaikikiLux 507 Waikiki
Right in the heart and excitement of Waikiki Our side by side suites are perfect for family, friends or business associates traveling together with everything you need just outside your doorstep. As always at the Lux, all amenities are included: First Class Fully...
Discover Ma'alaea Banyans: Ocean Views, Beach Access, and Perfect Maui Getaway!
Don't miss your amazing opportunity to soak in Panoramic ocean views mere steps to the beach! Ma'alaea is a hidden gem on Maui waiting to be discovered for your perfect Maui Vacation!Update on 2/24/2025 - The elevators on property will be closed until the end of...
Kamaole Sands across from beach/entertainment
Great location! Near beaches, shopping, entertainment and restaurants. About 20 minutes from the airport. 15 minutes to Maui Ocean Center. 40 minutes to Lahaina. Take the Piilani Highway and you'll be on your way to Road to Hana and Haleakala. So pack your suitcase and...
Legal Short Term on Golf Course, Upper Floor - Have a relaxing vacation in Oahu
What news you have read or heard - There are Legal Short Term Rentals in Hawaii.We are on the short list on the North Shore at Turtle Bay.This a Family Owned and managed Home. It's is hard to get a more perfect view of the golf course from the lanai of this two bedroom...
Last Min rates direct!Spectacular Oceanfront Corner Groundfloor,Steps To Ocean!
If breathtaking oceanfront views are what you are looking for in an oceanfront resort, then look no further! This is exactly where you need to be to make your lifelong memories.Condo is secluded and quiet, just steps from the Pacific Ocean and is an ideal location that...
Beautiful Ocean view of Sunny South Shore at Poipu Beach in Kauai
1 bedroom 1 bath vacation rental located in the beautiful town of Koloa, Hawaii. This cozy and comfortable unit is fully furnished and equipped with all the amenities you need for a relaxing and memorable stay.The bedroom features a comfortable queen-size bed,...
RENOVATED! Ocean View, FREE PARKING, Central AC, Pool, Quick Walk to Beach!
Waikiki Park Heights #1707 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy the comforts of home and gorgeous ocean views from this beautifully renovated 1-bedroom condo (488 sq. ft.). FREE Parking on site for 1 vehicle,...
Direct Beachfront Newly Remodeled!
Hosted by VacaMauiWe chose Nani Kai Hale due to it's fantastic beachfront location directly on Sugar Beach. Sugar Beach 3 is a beautiful white sand beach which is popular for swimming, snorkeling, and boogie boarding. The unit was finished being completely remodeled...
Maui Sunset Vacation Rentals B212
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. New Flooring throughout 2023. Second floor means easy access to tropical gardens and the ocean beyond. Quiet...
Partial Ocean View! Toto Washlet, FREE Parking, Washer/Dryer, Wi-Fi! Sleeps 4
Four Paddle #1703 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)This 17th floor studio (460 sf plus lanai) with central A/C and ocean view makes this condo a favorite with our guests! 4-person max.Gourmet marketplace Dean &...
Highly desirable, Ilikai Hotel, Yacht Harbor & Ocean view, Reserve Today, Will not last Long!!
This condo is located on the 14th floor of the Ilikai Hotel. Enjoy stunning sunsets from your private lanai. This beautiful condo has fresh paint, new drapery, split AC & it desirable by many travelers as it has a full, direct and unobstructed ocean views, overlooking...
Partial Ocean View * Ocean View Complex * AC * King Bed * Casa de Emdeko
At Casa De Emdeko you can have it all! Enjoy your morning coffee from the lanai while enjoying the partial ocean views! You'll also have a direct lush garden view to the soothing fountain. Relax and bask in the breathtaking ocean views from the saltwater pool... one of...
Ko Olina Beach Villas O904 by Gather: 2BR w/ Ocean View, Resort Amenities & Golf
Welcome to Ko Olina Beach Villas O904 by Gather, where stunning ocean views and luxurious living come together to create an unforgettable Hawaii vacation experience. Located in the Ocean Tower of the renowned Ko Olina Resort, this exquisite beachfront villa offers...
Views, romantic and private with king bed, ground floor convenience
Sealodge G4 is the perfect Sealodge Kauai condo for honeymoons, anniversaries, or other romantic occasions. With its expansive views of the sea, waves breaking, and lush green coastline visible from the large bedroom picture window, you won't even need to get out of the...
New 1 Bedroom with Great Views, Kitchen & Den
Beautifully Remodeled and updated October 2022 with great touches! This 8th floor suite at The Diamond Head Beach Hotel already offered great views and perfect location for a relaxing getaway. New owners added the rest to ensure the condo is the perfect place to call...
Cozy Hawaiian studio just minutes to the beach and town. No minimum stay
Want to be close to a beautiful beach and the little fishing village of Kailua Kona? If so this place is for you. Magic sand is just 1.2 miles away where you can body surf/body board, sunbath, eat at the beach grill or grab a shave ice. Center of Kailua kona is only 2...
Ilikai Hotel - Two-Bedroom Suite that overlooks the Waikiki City Lights! No Resort Fees!
This condo is located on the 19th floor of the Ilikai Hotel. No need to look any further, you've found your perfect condo in Waikiki. Don't delay, as there are others looking to book this condo and they might take your dates! The condo has been fully renovated and...
Idyllic Ocean Views from 12th floor 1 Bedroom Suite with Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #1203 ** For your health and safety, we utilize additional Sterilization procedures between reservations.A large one bedroom suite with full comfortable living room and dining area for up to four guests. The suite...
Poipu Sands #425 - Stunning 2BR Condo with Ocean Views off Both Lanais!
Stunning 2BR Condo with Ocean ViewsImmerse yourself in the beauty of Kauai's south shore at this stunning Poipu Sands condominium. Wake up to breathtaking ocean views from the expansive lanais spanning the second and third floors, totaling over 354 sq ft. This spacious...
Ocean, Pool, Tropical resort views from this large 1 bedroom suite
Pool and ocean views from living room, relax in the a/c interior, or out on the large private view deck.Third floor 1 bedroom 2 bath condo suite located on the 3rd floor with view! Easy access to tropical gardens and the ocean beyond. Quiet location features large...
Your New Home Away From Home! Washer/dryer, AC, Wi-Fi and one parking!
Discovery Bay #4118-Resolution Tower – 1778 Ala Moana Blvd.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Lush views of the Ko'olau Mountains simply sparkle at night with city lights! Welcome to your "Home Away from Home" in this beautiful...
INCREDIBLE OCEAN VIEW! A/C, Wi-Fi, Pool, FREE Valet Parking, Steps to Beach!
Waikiki Beach Tower #1904 – 2470 Kalakaua Ave.If you'd like to be directly across the street from the best swimming and surfing beach in Waikiki, then this two-bedroom, two-bath Waikiki Beach Tower condo with 1092 sf interior living space and a large (171 sf)...
Relaxing garden view setting with ocean views A211
New floors throughout condo in 2023. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Second floor means easy access to tropical gardens and the ocean beyond....
EL K102 Spacious Kaanapali Condo Relax Recharge Pool AC
Eldorado K102 1bedroom/2bath Relax, Restore and Unwind. Enjoy Resort Life at its Best! 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...
1 Bedroom w/Modern Kitchen - Kamaole Sands 6206
Kamaole Sands unit #6206: Tropical décor and homey ease blend in this 884sf air-conditioned suite offering WiFi, washer/dryer, flat screens, DVD, ceiling fans and tile floors. “At home” dining is a snap! Prep nosh in the modern kitchen to savor on the private lanai...
Oceanfront Views & remodeled! - Mk306 - Sullivan
At the Mahana, you will experience and enjoy the tranquility of Maui. The location on Kaanapali Beach is perfect for sunbathing, snorkeling, or just relaxing at the pool. The scenic beach walk takes you to Black Rock and further down the coastline is Whaler's Village. A...
Sleek modern golf villa with panoramic views
Kapalua Golf Villa 21V1 is a beautiful, open concept, 1-bedroom, 1.5-bathroom property with panoramic views from virtually every angle. Relax and enjoy the spacious lanai, perfect for morning coffee and sunset dinners. In the living area, you will find a flat screen TV,...
Pure Luxury! Chic Kitchen+Bath, Tile Floor, Sunset View Lanai, WiFi, Laundry Kanaloa 1902
Castle Kanaloa at Kona #1902 - This spectacular ocean front accommodation allows you to relax in splendor listening to the soothing sounds of the ocean where dolphins can be seen and whales too, when in season. Enjoy dreamy sunsets lounging on your spacious lanai...
Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!
Oceanfront Townhouse in Kihei on the beautiful island of Maui – Totally Renovated Aloha: We are the owners of Kihei Akahi A-102, a beautiful upscale Townhouse, steps from Kamaole Beach II in the wonderful and affordable Kihei Akahi development in South Maui, the...
Wonderful 2BR/ 2BA Oceanview Condo
UPDATED 6/1/23 We have updated our condo. ALL NEW FURNITURE in living room (new pull out sofa sleeper couch, new side chair, table and area rug) and patio (new patio table, chairs and lounger). BRAND NEW CARPETS for bedrooms. Just installed New washer/dryer and...
Maui Sunset Vacation Rentals B415
Look out from your 4th floor lanai to the oceanfront pool and tennis courts. Renovated interior and professionally designed interior. New stainless-steel appliances 2024, New flooring throughout 2023 and new couches in 2022.Custom Maui built furniture in both bedrooms,...
Kahala Poipu Kai 312, 2/2 With A/C In Living Area Steps From Poipu Beach
Kahala Poipu Kai 312 is a ground floor, two bedroom, two bathroom end unit with outstanding views. A portable A/C is located in the living area for your comfort. The unit opens to rolling green lawns and the greenbelt walkway to the beach. Well maintained with an...
Island getaway with pools, hot tubs, tennis, BBQs & easy beach access
Maui Banyan B204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A warm Hawaiian welcome awaits you at this tropical retreat on Maui's southwest shore! Complete with a private lanai...
🐬Amazing Lagoon & Garden Front Condo with Stunning Ocean Views! 🌅 - Hale Kona Kai 209
Ocean over lagoon front views from lanai (balcony). You are so close you can watch the waves roll onto the rocky shoreline as you enjoy the beautiful Hawaiian songbirds and monarch butterflies in the adjoining garden. Let the sound of the waves lull you to sleep at...