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.
Villas By The Cove, Villa 9 · Walk to Cove Beach Park from a Refined Villa
Villa 9 at Villas By The Cove is just steps from beautiful white sand beaches. Newly remodeled, convenient, and clean, this 700 sq. ft. stand alone villa offers privacy and comfort set back in a tropical lush garden filled with mango and palm trees. With an open floor...
New Private Pool - Walk to Kaanapali Beach and Whalers Kaanapali Hini Luxury Residence
This is a legally permitted vacation rental according to the County of Maui ordinances.Oceanfront Oasis – Infinity Pool, Tropical Serenity, and Unforgettable SunsetsE komo mai (welcome) to your private sanctuary on Maui, where the mana (spirit) of the island and the...
Cozy, comfortable oceanfront studio
Noelani 216 is a beautiful, spacious and tastefully decorated studio condo that offers all the luxuries and comforts of home. The studio bedroom features a comfortable Queen size bed and a large flat screen TV. The bathroom is just steps away and features a large,...
New home. Stunning ocean and mountain views. 5 Minutes from the beach
Cozy and serene, Maluhia House offers the ideal Hawaiian vacation spot away from the crowds of Honolulu and Waikiki.It is surrounded on 3 sides by the majestic mountains of the Makaha Valley, with the shores of the Pacific Ocean to the west. Enjoy a day at one of...
Lush garden and partial ocean view
Papakea C203 is a 1-bedroom, 1-bathroom 2nd-floor condo with a window air conditioner that can accommodate up to 4 guests. Step inside the bedroom, where you will find a comfortable California king-size bed and a TV. The well-appointed kitchen is the perfect place to...
Regency Villas 3BD +Loft, 3BA,sleeps 8-10, A/C, 5 min walk to beach, 5 star !!!
By following strict cleaning and disinfecting guidelines, we are doing our best to have our guests stay safe while on vacation in our condo! This beautiful, fully air conditioned, 1620 sq' Poipu Kai Regency Villas condo is very spacious with two stories and an open loft...
Oceanview Condo w/AC, Lanai & Shared Oceanfront Pool - Casa De Emdeko 336
Your dream tropical vacation begins at Casa De Emdeko 336, a totally remodeled, fully-furnished oceanfront condominium. Within walking distance of Kailua-Kona Village, this ideal unit features central air conditioning, two bedrooms, two bathrooms, and complimentary...
NEW! Serene Napili Point, 1 bedroom condo, just steps from the ocean.
Napili Point A6 is a luxurious 1-bedroom, 1-bath condo, a newly remodeled condo designed to provide the utmost comfort and convenience. With modern amenities such as 2 split A/C systems that can be independently adjusted for optimal comfort, an in-unit washer and dryer,...
Vista Waikoloa Spacious 2Br Condo is just mins from the Beach!
Located in the popular Waikoloa Beach Resort-just 5 mins from the beach as well as restaurants, shops and nightlife! This is a private end unit located on the second floor of Vista Waikoloa. It is fully renovated as of 2020!. The condo features two bedrooms and two...
Kihei Getaway in Paradise
Enjoy our tranquil Maui home while you immerse yourself in some of the greatest delights paradise has to offer. Our condo is a short walk to Kamaole Beach III, and is near the delicious foods and shops of South Kihei Road. Appreciate the infamous crescent-shaped beaches...
KKSR#8301 AMAZING 3 BEDR, TOP FLOOR CORNER UNIT: REMODELED, AIR CONDITIONING
Absolutely gorgeous Top Floor Corner Unit with Garden Views at the Oceanfront Complex of Keauhou Kona Surf & Racquet Club!This truly Incredible, Top Floor, Fully Remodeled, Corner unit is a LOVED condo by so many guests. Enjoy beautiful cathedral vaulted ceilings, a...
The best spot for whale watching!
Don't worry about picking the right Instagram filter—with views like these, you can opt for #nofilter. From its perch on the 10th floor of the Maui Kai at Ka'anapali, "Gem of Maui," a 1BR/1BA penthouse condo, offers panoramic ocean vistas that will take your breath...
"Kona Sunset House" on Walua: Breathtaking Ocean Views with Incredible Pool!
"Kona Sunset House" on the Famous Walua Road Running Trail is a spectacular property for the perfect Hawaii Vacation. First and Foremost, the property has unsurpassed Ocean Sunset views. Located in a quiet upscale neighborhood on the Walua bike and walking path just...
Luxurious 🌺 Views of Enchanting He'eia Bay and Pacific Ocean 🐳 #3503 Kanaloa Resort
Hale Honu is a luxurious and spacious one-bedroom condo with views of enchanting He'eia Bay and Pacific Ocean. Located in upscale Kanaola Resort, a private gated beautifully landscaped 17-acre community. Resort amenities include 3 pools, hot tubs, lighted tennis courts,...
🏝️Lanihonua - 2br +Office - Ground Floor Villa - Christmas in Ko Olina
Everything you want in a luxury beach rental! Great amenities, fantastic owner direct service!Virtual Tour: https://my.matterport.com/show/?m=EyRF7RHrerd&back=1Check out our reviews and photos and then compare to a stay in a tiny hotel room! Lanihonua villas are a...
Aloha Condos, Napili Bay Resort, Condo 105, Beachfront
Napili Bay Resort condo 105 offers an unbeatable beachfront location with stunning ocean views and direct beach access. Guests love the well-equipped kitchen, comfortable bed, and thoughtful amenities like beach chairs and boogie boards. The condo is clean, modern, and...
End Unit Yards from Ocean Looking East With Major Sunrises
Private master bedroom, semi private twin beds, pantry, regular coffee maker, toaster, electric stove, dishwasher, refrigerator/freezer, microwave and many accessory cooking utensils. Walk in shower, washer and dryer. Lot's of storage, deck furniture. Free T.V. and...
Oceanfront Top Floor Luxury Condo for 2 - Wailua Bay View 312
Wailua Bay View Unit 312 is a premium ocean front condo with stunning views from the lanai. WBV 312 has been completely remodeled with luxurious amenities. This unit is limited to a maximum of 2 adults. No children or pets are allowed.This is a top floor unit with...
Awesome Kihei Condo Across from the Beach !!
Our love of Hawaii has lead us to Maui. We were drawn to Kihei by the relaxed lifestyle, the proximity to some of the most beautiful beaches in the world, great diving, snorkeling, and local golf. The beauty of the ocean sunsets in Kihei is not to be missed.Hale Kamaole...
Spectacular 3 BD/ 3 BA Oceanview!
Welcome to Papakea! Located on the ocean between the Kaanapali and Kapalua world-class golf resorts and minutes from shops, restaurants, and galleries. Papakea is a 13 acre oceanfront resort with the true aloha feeling of Maui. Our unit is H403, a fourth floor 3...
Hale Kolea - Luxury Lanikai Hillside Retreat
Hale Kolea is perfect for families and larger groups... A 3 story home at the end of Lanikai with access to an exclusive secluded beach within a gated drive. This beautiful home is on a hillside overlooking the crystal clear, gorgeous blue and green hued water. Wake up...
Banyan Tree #303 - The best oceanfront condo with a car, beach & all the gear!
Ocean front doesn't get any closer! Enjoy the beach and the views' in this fully remodeled gem. Open the windows and let the ocean sounds take over! Brand new kitchen, custom made furniture, AC in all rooms, and beach access makes this vacation rental the perfect...
Haleakala Shores A-308 - Ocean/Mountain Views, Stylish 2br/2ba, Lanai, AC, Wi-Fi
Wake up to breathtaking Pacific Ocean and Haleakala Mountain views in this beautifully remodeled 2‑bedroom, 2‑bath condo. Thanks to its expansive 50‑ft of windows and a tranquil garden‑facing lanai, the open concept living area feels bright and spacious....
Cold Plunge and Sauna at this Modern Home with Amazing Golf Course Views!
Absolutely the best location on Kauai with stunning views of the lush mountains of Namolokama. Close proximity to Princeville Shopping Center, with shopping and eateries, Princeville Park and Library, and the Makai Golf Course. Minutes from "Hideaways Beach", Kenomene...
Honomu Place
This unique and beautiful tropical home offers 3200 sq ft of lovingly designed tropical comfort. Starting with essentials, nothing is missing in the huge open plan kitchen. Bake trays, multiple knife and fork sets, colorful crockery and more pots and pans than you will...
Honua Kai K204 Last Minute Spring Specials for a Relaxing Tropical Getaway
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Honua Kai Konea 204, an expansive two-bedroom, two-bath retreat (1,250 sqft plus a generous 250 sqft lanai) that blends...
Ground Floor Oceanfront Condo Steps to the Beach at the Peaceful Kuleana Resort
The views from this remodeled and upgraded (April, 2013- Present) ground floor direct OCEANFRONT unit are spectacular, with the clear blue-green ocean vista and radiant sunsets over the islands of Lana'i and Moloka'i. Step off your lanai and you are only 25 feet from...
Three bedroom remodeled home in older residential neighborhood of Hilo.
Three bedroom remodeled family home close to downtown Hilo. Three bedroom, two and a half bath. Open Living Area (Living Room, Dining Room and Full Kitchen.) Large backyard and plenty of parking. Great for families, close to everything. Amenities: high speed internet,...
🏖️Beautiful Ocean Views | Includes access to Mauna Lani Tennis & Fitness facility! | vrKCV
vrKCV - Mauna Lani Terrace J101, Professionally Managed by Kona Coast VacationsWelcome to Mauna Lani Terrace J101! This stunning 2-bedroom, 2.5-bathroom ground-floor condo offers an idyllic retreat with ocean views, a spacious interior, and easy access to the resort's...
Heavenly OCEAN VIEWS throughout JOYFUL "Home of the Opening Flower" A/C 4Br3Ba
Spectacular, exhilarating OCEAN VIEWS, throughout open-plan home, from both inside and out, including, from all these areas: the entry hall, the kitchen, dining room, 20-ft tall great room, and from three of the four bedrooms, plus from the lanai's and from the back...
NICELY REMODELED-GROUND FLOOR-WELL EQUIPPED-AC-METICULOUS CLEANING
Book with confidence, this nicely updated 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands. This condo is fully equipped with everything you need to have a great vacation experience. This condo is managed by PMI Maui, a local Real Estate Brokerage that...
Ocean Front Property G-112
1 bedroom, 2 Baths, sleeps 2, has a California King Size Bed and is beautifully decorated.Whales can be seen jumping from your living room or lanai. We have two beautiful pools and hot tubs at each location. Flowers are everywhere and you will get a private parking...
Maalaea Surf, Unit A5-2 Bedroom Beachfront Townhouse, AC, Wifi, TV, Kitchen
Maalaea Surf, Unit A5 is a 2 bedroom beachfront townhouse on the second floor which offers our guest total privacy. It is located directly on the beach. This condo features everything including central AC, Wifi, TV, fully furnished kitchen, 2 outdoor pools, tennis and...
Haena Place: Tropical Paradise on Kauai's North Shore
Haena Place is a well appointed vacation rental home situated at the edge of the world-famous Napali Coast and some of Kauai's best beaches! Surrounded by lush tropical greenery and turquoise views of the Pacific Ocean!Escape to paradise and indulge in the ultimate...
Over 350 Avg 5.0 Star Reviews Say It all! This Is The Best Deal On Kauai!n.
Aloha! You're Renting My Privately Owned No Smoking Condo at the Oceanfront Wyndham Resort Providing a Wonderful Vacation, Honeymoon or Anniversary"Walk Right In, Sit Right Down, Daddy Make Yourselves At Home" (An Old Song) Everything needed is in abundance, just buy...
Oceanfront-Penthouse Suite
An INCREDIBLE Location ~ High End ~ NEWLY RENOVATED ~ Gorgeous Gorgeous GorgeousQUIET and PRIVATE with Forever Blue Oceanfront Views from every room. Relax to the Sound of the Crashing Surf below and feel the Coastal Breezes surround you. This is a Unique and Very...
Hale Koko - Gated & Private Hidden Gem, 1 block from the Ocean!
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
Hawaiian Oceanfront Paradise at Royal Mauian Resort Unit #304/2 bedroom/2 bath
This perfect 2 Bdrm Condo, Unit# 304, is located right on the beautiful and sandy Kamaole I beach. The best beach on Maui! Enjoy eating all of your meals on the large lanai prepared in the fully equipped kitchen. Cal King size temperpedic bed in master with oceanfront...
Oceanfront Sunsets in heart of Kona
Located on the oceans edge and in the center of Kona, sits this resort style condo with a bohemian feel, it has all the amenities on Alii drive. The condo has its own tidal pool to swim and snorkel and launch kayaks from when the waves are calm. Fishing from the shore...
❤️PiH❤️ Endless Ocean Views Villa ★ Gorgeous Mauna Kea ★ Ocean and Mountain View ★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Endless Ocean Views, part of our Hawaiian Luxury Collection. Endless Ocean Views at the Mauna Kea Resort Wai'ula'ula complex has majestic views of mountains and ocean. You will be mesmerized from the moment you...
OCEANFRONT/Elevator/AC/Surfers
OCEAN FRONT BEAUTY! Intimate 20 unit complex. Feast your palate with this ocean front condo in the heart of Kailua Kona's "surf city". Spectacular early morning and evening sunset views awaits. HAWAII AT ITS BEST! From the privacy lanai you can watch whales and some of...
Waipouli Beachfront Condo w/ Balcony + Ocean Views
Leave your worries on the mainland while you stay at this immaculate 2-bedroom, 1-bathroom vacation rental on Kauai. Located in Kapa’a, this condo provides its guests with a perfect launching point for beaches and activities on the east side of the island, and easy...
Wailea Elua 2003 - Ground Level Gem -Oceanfront Property W/ Tropical Grounds
Wailea Elua #2003 – Elegant Ocean View Living with Ground Floor ConvenienceDiscover serene oceanview living at Wailea Elua #2003, a beautifully remodeled 1-bedroom, 2-bathroom condo with convenient ground-floor access. This upgraded unit offers comfort, privacy, and...
Kona Mansions | 5-minute Walk to Honl’s Beach
Summary:With ocean views, short distance to Honl’s Beach, and onsite amenities including inground pool and outdoor grill, Kona Mansions #A303 offers all the best of a getaway to the Kona Coast. Maximum occupancy strictly enforced in accordance with local...
Big Island Hilo Hawaii
Big Island Hilo HawaiiOur 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 this tropical haven on the Big Island! Nestled near the stunning, picturesque Hamakua...
Welcome to H208, 2nd floor, Great location, QUIET section of resort
Aloha and welcome to Maui!We have a collection of Beautiful Honua Kai condos in both towers. We have several one bedroom, 2 bedroom and 3 bedroom condos and villas.The Honua Kai (HK) resort is located at the northern end of golden Ka'anapali Beach, considered one of the...
Private Garden Cottage on 5 acre country estate /Walk to the Botanic Gardens!
Aloha! Our country estate is in Onomea, 6 miles north of Hilo, on 5 tropical acres with garden and ocean views. Onomea Guest Suite is a private cottage with garden views of flowering royal Poinciana trees, sweeping monkey pod trees, mango, lychee, mountain apple trees,...
❤️PiH❤️ Coconut Telegraph House ★2024 Hilton Pool Passes ★ Relax & Rejuvenate in luxury
Welcome to Coconut Telegraph House, named after one of the owners favorite songs. Just like the song goes, you can hear it on the Coconut Telegraph that everyone knows what an amazing place this is to unwind and rejuvenate.The Coconut Telegraph House provides a perfect...
KULALANI 501 - LARGE 2 SUITE, 2 STORY TOWNHOME + GARAGE
KULALANI 501 - Two Master Suites, Two Levels, New Furnishings, Steps from the Pool!Welcome to Kulalani 501 ~ A beautiful 2 bedroom 2.5 bath townhome retreat with vaulted 20 foot ceilings, three lanais including one with a built in barbecue grill and sink, 2 - zoned air...
Oceanfront, Luxurious Bed & Bedding, Air Conditioned, fast WiFi!
Description of CondoOur beautifully decorated one bedroom/one bath oceanfront condominium is at Maalaea Kai in beautiful Maalaea Maui. We are always working to keep our condo updated and as nice as we can. In 2017, we installed beautiful bamboo flooring in the living...