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.
Hale Kamaole 133 Ground floor condo, easy access to best beach on Maui!
This is one bedroom ground floor unit decorated in Hawaiian style prints and artwork, with a Garden View and easy access to pool and BBQ. King bed in bedroom and queen hide-a-bed in living room, to sleep four guests comfortably. Kitchen cabinets are white with wood, and...
Koko Resorts at the Waikiki Banyan 37th Floor Deluxe Mountain View, Free parking & Wifi
Deluxe Panoramic Mountain View Condo - 37th Floor, Free parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Enjoy paradise with an...
Free Parking, Wi-Fi, AC, Comfy Beds, and Great Mountain View - Waikiki Banyan
Short-term rental is available for an entire apartment in Waikiki Banyan which was newly opened in early 2021 after a total renovation. The maximum occupancy is 4 adultsOur condo on the 18th floor comes with a water view of the peaceful Ala Wai canal, green golf...
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...
Newly remodeled studio, jacuzzi and pool
Hawaii Tax ID: TA-133-894-9632-01TMK: 390011070030Luxurious Newly Remodeled Getaway in Kihei, Maui Escape to paradise in this newly remodeled condo nestled in the heart of Kihei, Maui. Experience the ultimate blend of modern comfort and tropical bliss right across the...
Kihei Akahi Condo w/ A/C, Shared Grill-Waves Await
Kihei Akahi D507Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Sugar Beach Resort 425: Direct Ocean Front Views from this 4th Fl Condo
Ocean Front Condo with one bedroom and one bath. This fourth-floor unit has a fully equipped kitchen which is open to the living area and the lanai, creating a large open living space. There is a flat-screen TV in the living room. The bedroom has a King bed. There is a...
Stunning 2B/2B Condo W/Ocean Views-Kamaole Sands
Kamaole Sands unit #3201 on the second-floor: This 1089 square foot second-floor gem, is nestled among palm trees where you can enjoy your breakfast of freshly brewed Hawaiian coffee, and a tropical breeze on plush bright blue furniture. Classy Hawaiian-themed modern...
Lovely Ocean-View Condo with Lanai, Shared Pool & Hot Tub - Walk to Beaches
Maui Kai 508Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up to the soothing sound of ocean waves at this one-bedroom Maui Kai condo, where you'll enjoy a community pool and...
Napili Shores - B107 Ocean View 1 Bedroom Lower Unit - Just steps from the
B107 is a lower level 1 bedroom ocean view unit just steps away from the breathtaking views of Napili Shores. Newly remodeled kitchen, bathroom, flooring, paint & air conditioning. Our guests make themselves at home with a fully equipped kitchen, so you can enjoy your...
Stunning Kapalua Ridge Villa 2212: Ocean Views, Spacious Lanai, & Prime Location
Welcome to Kapalua Ridge Villa 2212, with stunning ocean views! This villa is located in highly sought after Kapalua Ridge! As you enter this spacious villa you will be drawn to the expansive private lanai overlooking unobstructed views of the magical Maui waters. The...
Paradise palm Studio
Our Ohana Private Studio is the perfect retreat for couples seeking a romantic getaway or individuals who simply want to relax and unwind. With its own private entrance, you'll have the privacy and comfort you desire. The studio is connected to our main home but rest...
Waikiki Banyan T2 on 29th floor - breath taking views!! FREE parking included
Great location in the heart of Waikiki, just a 5 minute walk to renowned Waikiki and Kuhio beach, and within walking distance to Waikiki's best restaurants, bars, coffee shops, ice cream & shave ice, high end retail shopping, and more! This very comfortable 1 bedroom, 1...
Cosy Studio in a downtown Kona. Convenient Location. Walkable to shops & Beach
Aloha, our spacious studio with full bathroom is the perfect place to call home as you enjoy the Big Island of Hawaii. Located in downtown Kona area, but in a quiet subdivision, you will find yourself perfectly situated within all the conveniences while being in a...
Kahana Reef 419 - Direct Oceanfront 1B/1B - Amazing Views
Experience the tranquil charm of our direct oceanfront Kahana Reef unit, ideally located on the top floor. Enjoy breathtaking views of the island of Molokai and Lanai and enjoy Maui's stunning sunsets from your private lanai. During whale season, revel in prime whale...
Halii Kai Waikoloa Resort 3BR Ocean View Villa #11E
This elegantly-designed, air-conditioned villa offers a lanai with ocean views, gourmet kitchen and sleeping bliss in three bedrooms with flat screens. The master bath appeals with double sink vanity and walk-in shower. Also enjoy high-speed Internet, ceiling fans and...
39th Floor Unit with Spectacular Views!
The Discovery Bay Condominium is situated in the westmost part of Waikiki, conveniently located within walking distance of Ala Moana Shopping Center and the beach. Restaurants and shops are available on the ground level of the building as well as right across the...
Upbeat Hawaiian Monarch Studio | Pool + Gym
Gorgeously remodeled studio with ocean and pool views and a fantastic location at the Hawaiian Monarch building. This unit features ac, smart tv, Wi-Fi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian...
Upscale condo with washer/dryer & grill - near surfing, biking & golf
Maui Kamaole K105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Ground Floor 1bd/2ba Kihei 8-101: Tropical Views, Beach Access & Modern Comforts
Renovated Kamaole Sands 8-101! This 1 Bed/2 Bath condo has been beautifully updated and located in one of the best properties in Kihei directly across the street from one of the best beaches in Kihei. Ground floor with tropical views make this the perfect unit for your...
Ala Moana Studio | Pool + Ocean Views
Perched on the 30th floor in Ala Moana, recently completely remodeled this 1-bedroom, 1-bath studio offers stunning city and ocean views. Enjoy a private balcony, community pool access, and a bright, open layout with a cozy kitchenette and smart TV.About the SpaceThis...
Oceanfront, Ground-Floor Condo w/ Spectacular Ocean View, WiFi & Shared Pool
Mahina Surf 101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A truly spectacular oceanfront setting awaits at this ground-floor condo in Mahina Surf, where swaying palms and the...
Oceanfront condo with amazing balcony views, pool, near beach
Hololani B801Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Cool trade winds and breathtaking sunsets await from this oceanfront Kahana condo, which includes access to a shared pool...
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...
Clean one bedroom with Free Parking, WiFi, one block to Waikiki Beach!
Clean one bedroom with AC, Full Kitchen, Free WiFi, one block to Waikiki Beach!This 3- Diamond Hotel Condo unit offers affordable price with Diamond Head and Ocean ViewIYou will enjoy:- Free Parking pass (Only applicable to stays in 2025)- Free WiFi- Fully equipped...
Private studio next to the beach
About this spaceCosy private studio with swimming pool facility. Located next to the beach and restaurants.The space1) Convenient location: located at the heart of Kona, quick access to the beach and restaurants, convenience stores are just right next to the studio2)...
RELAX at The Salty Mermaid in Hawaiian paradise.
Vacationing in paradise or working from anywhere? Come stay at the Salty Mermaid for your ultimate relaxing experience! 1. OCEAN view AND golf course view right over the 8th green - VERY rare! Watch the golfers go by during the day, and take in the breathtaking Hawaiian...
Maui Banyan H-214 | Tropical Oasis, Near Beach
Located directly across the road from world-famous Kamaole Beach II, Maui Banyan H-214 is the ideal place for a couple or a small family getaway. The Maui Banyan resort has two beautiful pools with hot tubs, outdoor showers, and large pool decks. There’s also a tennis...
Modern 2 bedrooms apt. - Seashell One
Experience convenient and comfortable living staying at our Seashell Ohana ONE! Our newly built 2 bedroom 2 bath duplex. Located centrally in Hilo. You will be just 3 miles from Hilo airport, Liliuokalani Park and Garden, Carlsmith Beach Park, and many other popular...
Remodeled & private studio with WiFi, balcony, & shared pool/hot tub/gas grills
Kona Islander Inn 219Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This tropical, island retreat is waiting to welcome you to Kona! With a central location close to shopping,...
Block to Beach! Koko Resorts at the Waikiki Banyan 31st Floor Deluxe Ocean View, Free parking & Wifi
Deluxe High-Level Condo with Beautiful Ocean View, Free parking & Wi-FiAloha and Welcome to Koko Resorts! We are so happy you have chosen to stay with us for your Hawaiian Vacation!The pool and all associated amenities will be closed starting April 7, 2025, for an...
Prince Kuhio 235 - Ocean View Studio
The Prince Kuhio studio #235 has recently been remodeled and is situated just a few steps away from the beach, making it the perfect choice for couples. This studio is located on the second floor and features a king-size bed, along with an ocean-view balcony. The...
Kihei Akahi C-507: Ocean & Haleakala Views from 1BR/1BA Condo in South Maui
This property is hotel zoned, and not being affected by the recent proposed legislation.Welcome to our condo in popular south Maui at the Kihei Akahi Resort! This beautifully landscaped property, with ocean, island, and volcano views along with a perfect location is a...
Your Perfect Ocean View Retreat in a Desirable Location! -Kamaole Nalu #405:
Kamaole Nalu #405 – Ocean View Comfort with Modern UpgradesKamaole Nalu #405 offers the perfect blend of modern comfort and timeless island beauty. This two-bedroom, two-bathroom condo underwent a complete renovation in the summer of 2015 and continues to shine with...
37th Floor: Amazing Ocean View/Skyline, 2b/2b, Walk to Waikiki beaches.
Summary:Panoramic scenic views! Ocean waves by day, skyline by night. 10 minute walk to Waikiki beach, 15 minute walk to Ala Moana mall. Located in most popular resort area, perfect for shopping, eating and sightseeing! Restaurant, coffee shop, and convenience store...
High Floor, Partial Ocean View! Bedroom A/C, W/D, Wi-Fi, Pool, FREE Parking!
Fairway Villa #2202 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Beautiful 22nd floor vacation rental with partial ocean views from the living room and kitchen! Contemporary design and close to everything! This quiet corner...
Ocean Side Escape-Spectacular View;2-Bdr/1Bth+Van Easy Access to Maui sights
This is your beachside home away from home! Build your book of Maui memories while supporting Maui's economic recovery, owners and their teams! The beach is just a few steps across the street. The ocean view is unencumbered from the lanai displaying spectacular sunsets!...
Sugar Beach Resort Condo w/ Free WiFi, Shared Pool/Hot tub-Waves Await
Sugar Beach Resort 304Our 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...
Remodeled Top Floor with an Ocean View
Welcome to Sealodge — one of Kaua‘i’s most scenic and peaceful escapes on the North Shore. Perched on the edge of a 130-foot bluff in Princeville, this oceanview condo offers stunning panoramic views right from your lanai and is just minutes from Hanalei Bay,...
Fully remodeled tropical studio with outdoor pool - walk to beach
Prince Kuhio 323Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Indulge in a Hawaiian escape at this fully remodeled Prince Kuhio condo. Named in honor of the revered statesman and...
Comfortable Spacious and Modern - PLUS Just 1min to Beach with Diamond Head View
Legally permitted rental - Waikiki Grand Hotel®134 Kapahulu Ave #516⚕For your health and safety⚕ we utilize additional Sterilization procedures between reservations.❤This is actually one of my favorite suites at the Waikiki Grand Hotel®, not only for the price...
Gorgeous Mountain View 1Bed/1Bath at the Waikiki Banyan #3513-T2
Aloha and welcome to your beautiful new home-away-from-home with enchanting views of the Koolau mountains and Ala Wai golf course.This 35th floor unit of the Waikiki Banyan is fully furnished with two twin size beds, two sofa beds in the living room, dining table with...
Breathtaking Hawaiian Monarch Penthouse | Views!
Located at the beginning of Waikiki, high in the sky, this penthouse unit offers a refreshing beachy vibe and features AC in all rooms, flatscreen tvs, Wi-Fi, and cable. Our unit is located in the Hawaiian Monarch building, just a short walk from world famous Waikiki...
Hale Haena Kai - Hawaiiana Home, walk to the beach TVNC#5154
Welcome to Hale Haena Kai!Hale Haena Kai is your enchanting Hawaiiana retreat in the heart of Kauai's North Shore. This inviting 'Ohana house is a perfect haven of comfort for families seeking an unforgettable getaway. Located across from the captivating Kepuhi Beach...
Charming 1Bedroom - Surfing, Sunset, Yacht, Firework Ocean View!
Ilikai Marina High Floor! Best View! (IM692). This vacation rental will make your trip the best in your lifetime!!The view from the room is super and room rate is also amazing. The rate will be a less than a half of other vacation rental rooms in Ilikai Marina!!You can...
Grand Champions 144 | Tropical Golf Resort w/ Pool
Whether you are looking for a relaxing getaway or seeking adventure of all kinds, Maui is the perfect vacation spot! Grand Champions 144 is a three bedroom, two bathroom condo that sleeps six guests. Enjoy the incredible primary bathroom, the private balcony with...
34th Floor Studio with Free Parking
This 34th story condo features everything you need- Free covered parking, new furnishings, cappuccino coffee maker, king size bed and queen size sofa bed, cable TV, beach gear and sports equipment. Walking distance to beautiful white sandy swimming beach, Waikiki, Ala...
Maui Sunset A321 Ocean front unit!
Oceanfront! New renovated kitchen and bathrooms for 2022. Largest view deck in a 2-bedroom condominium at Maui Sunset. Be the envy of your friend back home with photos from the lanai. Condo number is A-321 We provide a starter set of Shampoo, conditioner and body wash...
Piko Nani: Luxurious Oceanview Getaway w/Private Pool & Spa and Serene Lanai
Piko Nani by Gather is a picturesque hilltop retreat with unobstructed views of the Pacific Ocean and the Kona coastline. From the moment you arrive, it's easy to understand why this luxurious private residence bears the moniker "Piko Nani" which means "Hilltop...
Fairways 33F: Luxe Ko Olina Villa with Serene Lanai & Pool
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Step into your Hawaii retreat at Fairways at...